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Cheryl Bishop

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  • Cheryl Bishop

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Audience Rating: 

  • Mature Subjects (pg15)

 

Cheryl Bishop

A Different Way To Tell Your Spouse

Author: 

  • Cheryl Bishop

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Crossdressing

Character Age: 

  • Mature / Thirty+

TG Themes: 

  • Real World

Other Keywords: 

  • Roses

Permission: 

  • Posted by author(s)
a different way to tell your spouse 3.png


Graphic created by Patricia Marie Allen from pictures found on Pixabay.com

As they drove into the downtown district, Amy asked, “Who are these people you want me to meet.”

Robert answered, “We’re almost there. It's probably easier if you just meet them.”

“Why all this secrecy?

“It’s not secrecy! It’s just hard to explain. You will understand after you meet them.”

While her curiosity was aroused (along with various suspicions), Amy decided to not pursue more questions at this point.

“Where are we going?” asked Amy.

“We are meeting them at the Starbucks across the street.” answered Robert.

As they entered Robert scanned the room, “I see they're here.”

“Where?”

“The tall woman in the white dress and the one in green with her in the back corner booth. Let’s get drinks and join them. What would you like?” replied Robert.

“A low-cal caramel, chocolate latte.” Amy replied.

Robert went to the barista, “Two low cal caramel, chocolate lattes, one medium one grande.”

“Anything else?” Asked the barista.

“I’ll have a raspberry Danish.” added Amy.

After paying, Robert took their tray and said, “You lead, I’ll follow.”

As they neared the booth, Robert said, “Hello girls, this is my wife Amy, Amy, the lovely lady in green is Rose, and her partner is Cindy.”

Amy warily slid into the booth wondering if they were lesbians.

As Robert sat down, Rose asked, “You haven’t told her?” directing the question to Robert.

“Not yet.”

“What haven’t you told me?” asked Amy, raising her voice more than a little.

“That I am attracted to wearing womens clothes.” replied Robert quietly.

Amy eyed Cindy suspiciously and asked Rose. “And this is your husband? And this is a plot to recruit me to your deviant lifestyle?”

Rose stared back at Amy and replied, “We are not here to recruit you. We are here to help you stay married. If that is what you both want. You probably want to run now. That was my first reaction, but I’m glad I didn’t.”

Amy realizing Robert had her trapped in the booth simply asked, “Why?”

Rose replied, “Because, I would have been running from what has become 40 years and counting of happy marriage.”

“I can confirm that.” inserted Cindy.

“If you both want to stay married, I think you ought not use words like deviant or abomination, and we should not use religious bigot and similar. Some wounds don’t heal.”

“I do want to stay married, and I agree on the language restraints.” said Robert.

“I agree to the language restraints and I want to hear more.” Amy said, begrudgingly.

“What do you want to hear?” asked Rose.

“Why I should want to stay married!” replied Amy.

“ The only reason you should want to stay married is because you love Robert.” replied Rose.

“I think I do, but this is a part of Robert, that I don’t know and he has hidden from me.” said Amy.

“I know. Steve told me while we were engaged, and my first reaction was to run. But he gave me some things to read, and I came to realize that many of the things that I found attractive in Steve could be labeled feminine. We had a lot of long hard discussions and agreed to get married and handle his crossdressing together.” Rose explained.

Amy had many questions bouncing in her head, but merely said, “Continue with your story.”

Rose continued, “I didn’t meet Cindy until until after we were married. When I saw her, I wanted to shout ‘You look like a whore. No self respecting woman would be seen in that.’ but like I’ve asked you to do I restrained my language and said ‘That’s a pretty sexy outfit.’”

“At the time I took ‘pretty’ as a complement. But I have come to understand she meant overly and that she was right.” interjected Cindy.

“That led to me becoming Cindy’s wardrobe, hair, and makeup consultant and instructor. At first it was burdensome. It seemed like I was being saddled with a 13-yr-old little sister and that wasn't part of what I signed up for with marriage,”

“That made me love her all the more, knowing she was helping out of love.” said Cindy.

“But as Cindy began looking and acting more our age, she became my best friend, only we don’t discuss men.” continued Rose.

“I’ve never had an interest in men.” Cindy interjected.

“That is not universal, so don’t make assumptions, Amy.” warned Rose.

“I don’t either.” said Robert.

“You better let me know if you ever do!” declared Amy.

“You both need to discuss such things openly and honestly. We are just trying to help keep you together long enough for you both to do the hard work.” stated Rose.

Looking at Robert, Amy asked, “Are you going to be open and honest with me?”

“I wanted to tell you. But, I was afraid I would lose you. I hoped the urges would go away when we married. But they seem to get stronger the more I try to suppress them.” said Robert.

“From our experience and that of others in the community, you should work on how to deal with it, and not waste your energy trying to make it go away.” stated Cindy.

“Amy, I think you should give Robert credit for coming here looking for help. It was a very brave thing for him to do, and I think it shows he loves you very much.” said Rose.

“I do.” said Robert.

“I love you too. Enough that I am willing to give your hidden part a chance to get me to like her.” said Amy.

“Robert chose Rose as a name for that part. That is how we met at a gathering of the Roses. I got to name Cindy. If you have a better name I don’t think Robert is strongly committed to Rose.” said Rose.

“I could call him Ro both ways.” said Amy.

“I don’t think I’d like to be known as ‘fish eggs’ “ said Robert.

“That’s good. You both need to be able to see the lighter side and be able to joke about it.” Said Rose.

“I don’t think this is a light subject.” said Amy.

“It’s not. But when you see Rose dressed, I think you will find plenty to joke about. Rose needs your help, Amy.” said Rose.

“It would be like I died and went to heaven, if Amy helped that way.” said Robert.

“You won't say that after she puts you in a girdle so Mr. Happy won’t make an unwanted appearance.” came from Cindy.

“You need to set limits. For example, some wives say you can do it, but I don’t want to see it. Fine if that’s what works for you. But personally I think that approach misses most of the fun.” said Rose.

“What other kinds of limits do couples set?” asked Amy.

“Many wives set conditions that the femme persona stay out of bed, saying they are not lesbian. I felt that way for a long time. But I noticed that after a session as Cindy, that Steve became a more patient and attentive lover. So I offered to try role playing with Cindy. I don’t feel like a lesbian, only that my partner and I have expanded the ways we please and enjoy each other.” related Rose.

“I can’t express how wonderful it is that she makes a part of me, that I once felt was unlovable, feel loved.” added Cindy.

“We are jumping too far ahead for you two. The courtship with Cindy took many years. Amy you still see Rose as a strange beast, you are wary of. And Rose is trembling in her heels, fearing she may mess up one of the best things in Robert’s life. You need to work on getting to know each other better, and hopefully becoming friends.” said Rose.

“How do we do that?” asked Amy.

“You should probably start by asking Robert all those questions you have. Realize he won’t have all the answers, he is only starting to explore his Rose. Then you should plot a course together. It might start with Amy and Rose meeting and spending time together. Amy might find ways to help Rose. That should be easy, as Rose needs lots of help.” answered Rose.

“What kind of help?” asked Amy.

“Makeup, hair, wardrobe, comportment for starters. It’s a big job, but you can rise to it, a little at a time.” answered Rose.

“Rose and Robert will love you all the more for it!” inserted Cindy.

“And it can be fun for both of you.” added Rose.

“What else?” asked Amy.

Rose continued, “I have talked with many wives. Many have found useful ways to use their husbands interest. Many have found they get more and better help with housework if they let their husband do it dressed. Some couples go as far as having the husband serve as a uniformed maid. Some use it as blackmail. I don’t recommend that. I think blackmail is always detrimental to a marriage. But I think it is fine to use it to negotiate bigger clothing and shoe budgets.”

“You are really opening possibilities I wouldn’t have considered.” Said Amy. Robert merely smiled.

“Remember, you need to discuss these things together. And like most things in marriage, there has to be give and take on both your parts. But that discussion and negotiation will bring you closer and make your bonds stronger.” stated Rose.

“The more I know her the more I love her.” added Cindy.

“You make it sound so easy.” said Amy. Robert nodded.

“It’s not easy. No marriage is. Transvestism is an extra challenge that marriage doesn’t need.
But in our case transvestism was our path to the open and honest communication all marriages need. Overall I would say it’s been more a positive than a negative for us” Rose stated and Cindy nodded.

“What about the negatives?” asked Amy.

“There is the expense of the extra wardrobe. The pressures and problems of hiding it from those you think won’t understand, is probably the biggest hassle. As we get older and care less about what others think, it is getting easier.” Said Rose.

“I am regretting not coming out earlier,” said Cindy.

“But haven’t you had negative reactions?” asked Robert.

“A few. but most are of the ‘you're an abomination, I want you out of my life’ type. I find I am happier with them out of my life.” answered Cindy.

“What about children?” asked Amy.

“At first we decided to hide Cindy from our children. And let me tell you, that made Steve much harder to live with. If I had it to do over again, I would have Cindy changing their diapers. Our grandchildren have grown up knowing both grandpa Steve and grandma Cindy. It doesn’t phase them at all.” said Rose.

After a lull in the conversation, “I think we have done all we can to push you down the road to a happy marriage. I think it’s time to get on our way.” said Cindy.

“Thank you both. You may have kept our marriage from crashing and burning.” said Amy.

“Would you exchange e-mail addresses and keep in contact.” asked Robert.

“Yes but you need to learn to trust and depend on each other.” Said Cindy.

“Amy, let the boys handle that, and let us do the powder room thing.” said Rose.

Cindy harrumphed, “I don’t resemble that!”

Once in the Ladies room, Rose said, “I’m going to give you my phone number. But I don’t want you to overuse it. I want you to make your Rose your best friend not me.”

“Thank you.” replied Amy. “Before you leave do you have recommended reading for me?”

“Steve gave me ‘The Transvestite and His Wife’ by Virginia Prince. That was written by a TV and may be too sympathetic to their side of things. Also I’m not sure it’s still in print. I recommend you start with a couple of books by Peggy Rudd, ‘My Husband Wears My Clothes’ and ‘Crossdressing with Dignity’. You might also try ‘My Husband Betty’ by Helen Boyd. I’ll let you know if I think of any others.” answered Rose.

“I can’t thank you enough for everything.” said Amy.

“You already have, with the premature credit for saving your marriage. Just pay it forward.” replied Rose.

“Oh, some time when you want to ruffle his feathers, ask him how he described your courtship to the gathering of Roses.” Rose told Amy.

With that the two couples went their separate ways.

---------------------------------

If you enjoyed this, you may want to check out the introduction of these characters in “One Dozen Roses” One Dozen Roses I highly recommend the whole anthology, but I am biased.

A Night at the Theater

Author: 

  • New Author
  • Cheryl Bishop

Caution: 

  • CAUTION: Violence

Audience Rating: 

  • General Audience (pg)

Contests: 

  • 2016-4 April Story Challenge - Fools Rush In

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Transgender

Character Age: 

  • Mature / Thirty+

TG Themes: 

  • Real World

TG Elements: 

  • High heels / Shoes / Boots / Feet

Other Keywords: 

  • bathroom use

Permission: 

  • Posted by author(s)


A Night at the Theater

by Cheryl Bishop

As the curtain for the first act began to close, a group of about 25 dressed in fashionable dresses and high heels were first to the lobby. When the other theater goers came out they found them in a long line going into the room labeled “MEN”.

Our transgender support group had planned the outing to the stage production of Cinderella, even before North Carolina legislators had called a special session, just to pass a badly crafted, probably unconstitutional, bill mandating public facility use based on birth certificates. This was to stop a Charlotte city ordinance intended to give LGBT folk a little protection by allowing them to use the facilities they associated with.

After the legislative silliness, the group planned the bathroom trip as a non-violent protest. They came prepared, and a few enjoyed what actually happened. It had caused a few who would not have come, to come as a show of solidarity.

One theater patron said, “Aren't you ladies lined up for the wrong room?”

“Not according to the state's silly laws.” came the deep voiced reply from Jean one of the larger ladies in the line. Jean’s an ex-Marine, linebacker type, having trimmed down to 220 lbs. She wore heels that set off her already 6’2” frame.

The line moved very slowly, as the ladies all wanted to use one of the two cubicles to deal with the complexities of dresses and pantyhose.

Eventually an impatient man tried to shove past the lady at the door, thinking he had spotted a weakness within our protest group.

“Please wait your turn, like a gentleman.” Replied Kathy in a melodious contralto. Kathy’s a very pretty blond 5' 4”, 115 lb, a post op, who clearly fell in the “I can't believe she was ever a boy” class. She was however willing and able to stand up for herself and the group.

“Get out of my way, you queer!” as he rush toward the door, pulling his fist-ed right arm back threatening to slug her if she didn't comply.

Suddenly he felt a spray in his face and his eyes began to burn. When he felt a hand clamp on his right wrist, he swung around wildly with his left arm, but before hitting anything, he was tumbling through the air, landing hard on the tiled floor. He got up and charged in the direction he had come flying from, like a wounded, blinded rhino. Suddenly his body spasm-ed. Next thing he knew, he was on his stomach with his ankles and wrists held together with nylon ties.

The same very pleasant contralto voice could be heard. “911 could you please send police to the Belk theater. Some Neanderthal tried to force his way past the line to the XY lavatory facility. He has been temporarily subdued, but we would feel safer if you came and took him into custody.”

“You ladies handled that quite well!” ventured a distinguished looking woman in the lobby. Someone else in the crowd started clapping, and soon 95% (my estimate) of the crowd was applauding us.

When the applause died, someone else in the line commented, “What a delightful example of a fool rushing in.”

“Do you mean the Neanderthal or the legislators?”

“I was thinking of the Neanderthal, but that applies well to the legislators. I'd like to see them get consequences similar to this Neanderthal."

When two police officers came, they found Mr. Neanderthal hog tied with Ty-wraps.

Our distinguished lady friend volunteered, 'I saw the whole thing. He attacked the people in the line. They just defended themselves and then restrained him. Then they called 911 to send for you.”

“ I just tried to get past these freaks, who were blocking the men's room. They attacked me and I want to press charges.” shouted Bob (as we later found his name to be).

“Perhaps I can help.” I volunteered, “I recorded the incident on my cell phone.”

The cops looked at my video. It started with Bob threatening to punch Kathy and ended with Kathy calling 911.

“Can we take your phone?”

“Can I send you a copy of the video when I get home?”

“That wont do. We need to maintain a chain of evidence to insure the video is not edited or tampered with. We can take it back to the station, get what we need, and return your phone at the end of the show.”

“I guess that will do.” and somewhat reluctantly handed them the phone.

Turning to Bob, who had been untied, but handcuffed. “If I were you, I wouldn't press charges, just hope they don't.”

“Do any of you ladies want to press charges?” We looked at each other, and clearly some wanted to, but in the end only Kathy had been directly threatened an she chose not to press charges.

“How can you call them ladies?” shouted Bob.

“Because they look like ladies, and act like ladies.” replied one officer.

As they took him to the patrol car , Bob could heard screaming “You drag off the normal citizen, and leave the freaks alone!”

The officers told him, “You are not a normal citizen, thank God. But if you don't tone it down you may be facing hate crime charges.”

Finally we got to return to “Cinderella”. They were very nice to delay the start of the second act
until we were able return.

We all enjoyed the show, and recommend it highly.

After the show, the police were there with my phone, and so were two local TV news crews, and various other reporters. When I saw camera flashes, I herded our group back in the auditorium.

“I know some of you don't want to be photographed, I recommend we offer them some interviews in exchange for allowing those who, want to leave unidentified, to go.” Everybody agreed. “I think Kathy would be our best spokeswoman.” knowing Kathy was willing and very able. Again all agreed.

Kathy went to the lobby and announced, “Would representative from the TV crews join us in the auditorium to negotiate conditions for interviews? No cameras, No microphones! Would the police keep others out!”

The TV people agreed except we granted 3 interviews, Kathy, “The Kung-Fu master” (Jean), and “the photographer (me).

Kathy's interview went well.

The TV reporter started, “Are you the young lady who was attacked at the Belk theater tonight.”

“I feel we were all attacked tonight.”

“Who do you mean by we?”

“The whole TGU group, I was attending “Cinderella” with.”

“Is TGU a university group?”

“No it's short for Transgenders United, a support group for people who are trying to find a comfortable balance between their masculine and feminine parts.”

“I think you are leading me astray. But what about the attack.”

“Well, the state passed this silly law that says, we have to use XY lavatory.”

“The men's room?”

“Yes, but I think my description is more accurate under the law. Anyway, we decided to go as a group for safety. I don't like to think, what might happen to me alone in “the men's room”. The line was moving rather slowly, because the facility was not designed for groups in dresses and pantyhose. So this man gets inpatient and tries to crash the line. I think he attacked me, because I appeared to be the smallest and weakest.”

“While you are petite, you certainly don't strike me as weak.”

“Thank you, but I didn't do anything. My friends came to my defense.”

“They sure did. It is my understanding he was maced, flipped across the lobby, tasered, and hogtied.”

“It wasn't as bad as you make it sound, and I believe it was pepper spray.”

“You had some contact information?”

“Yes, our group is TGU for Transgenders United, PO Box XXXX Pineville, NC. We take a rather broad view of transgender, so if you have any gender issues you need help with, we will try to help, and although not represented tonight, we do include boys born XX.”

“Thank you.”

Jean's interview was a little more hostile.

“Hello, are you the one who threw the attacker across the lobby?”

“Well, he mostly threw himself across the lobby. I just provided a little guidance so he wouldn't hurt anyone.”

“You look like you could throw people professionally.”

“I know I don't look very feminine, but I assure you there is a female spirit inside this body.”

“So you always dress this way?”

“Usually I'm not this dressed up. But most of my wardrobe is women's.”

“You live and work as a woman?”

“Yes, I do.”

“Where?”

“Jean and Jen's Salon in Mathews.”

“You are a hairdresser?”

“Beautician is preferred.”

Things kind of ended in a stare down.

Only the first exchange of Jean's interview was aired. And I'm afraid, that was mostly to give the bigots their view of a “man in a dress”. They didn't even bother with my interview (thankfully).

The video found it way to you tube (I plead the 5th). I like to think the three million plus views, helped change the law.

Being Cindy for Christmas

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Contests: 

  • 2021-12 Christmas Holidays Story Contest

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Transgender

Character Age: 

  • Senior / Sixty+

TG Themes: 

  • Real World

TG Elements: 

  • Slice of Life

Permission: 

  • Posted by author(s)

lights06.gif

December 2021 Christmas Holidays Story Contest Entry

Being Cindy for Christmas

By Cheryl Bishop

This year Rose and Steve Greene are hosting the family with a Christmas Eve dinner and gift exchange as is the family tradition. What will be different is that for the first time it will be Rose and Cindy hostessing the family gathering. Rose has conferred with their children Jane and Michael and been reassured that this will be fine with all.


 
We start with Rose and Cindy in the kitchen the evening of the 23rd preparing for the next evening. Cindy is baking Cherry and pecan pies and homemade (well bread machine) bread. two loaves of Challah (Jane's favorite) and two loaves of rye (Michaels favorite). One each for the meal and one for the respective children to take home. Rose is preparing a cheese cake and side dishes.

“So how are you feeling about Cindy co-hosting the family Christmas,” asked Rose.

“A lot more excited than I thought I would be. Everyone has met, and seems comfortable with Cindy, but this is her first holiday appearance. This is very special for me and I have you to thank for it. This is really the result of years of your acceptance and participation in Cindy’s evolution.” replied Cindy.

“You have made Cindy an integral part of our family, and it is only right that she gets to celebrate with us. Besides I think I will get a more equitable division of labor for me.” said Rose.

Cindy and Rose proceeded as the well oiled team they had become, and preparations including decorating and putting presents under the tree went smoothly.

As Rose and Cindy had a pre-Christmas celebration before going to sleep, Rose said, “I think I am getting the best of both Steve and Cindy this Christmas.”

Cindy replied, “My Rose is always the best.”

They slept well in a warm embrace.

The next morning Cindy was up in anxious anticipation at 6:30 despite it being after 1:00 when they had settled to sleep. When this roused Rose, she said, “Relax, we have a long day ahead of us. How about a morning quickie and a little sleep in.” The Steve in Cindy couldn’t refuse that offer and that is how they began their day.

They reawakened at about 9:30 and dressed in jeans and sweatshirts,
Their preparations and Rose’s organization left them with little to do. Cindy busied herself setting up a model train running in a circle around the presents, under the tree.

Around 1:00 Rose sent Cindy to shower shave and do her makeup. After stuffing the turkey and putting it in the oven, Rose followed about 2:00.

After showering they got dressed in the matching felt jumpers Cindy had sewn for them. Cindy’s was red and Rose’s was green. Both were decorated with appliques of snowflakes and Christmas toys.

Rose said, “You don’t have to be so nervous. They all know Cindy and are comfortable with her. And they are all expecting Rose and Cindy as co-hostesses this year.”

“I know I should be more relaxed, but somehow this seems like a formal introduction of Cindy to the family, and somewhere there is a fear of rejection buried there.” replied Cindy.

“Cindy has been a part of the family as long as either kid can remember, and their families have been aware of that. You are accepted, and you should be thankful not nervous.”

“I find myself both!” answered Cindy honestly.

Rose combed Cindy’s hair reassuringly. “I thought we were through this, but I guess you still need reassurance that you are loved and accepted as part of the family. So just relax, accept yourself, and enjoy the love of your family.”

“I love you, soo much!” replied Cindy, fighting tears. She accepted Rose’s help with makeup not because she needed it, as once she did, but as a symbol of love and acceptance of her Cindy persona.

Jane’s family, husband Jim, Brandon 13, and Jessica 11, arrived a little before 6. They had a little surprise for Cindy. Jane said “Brandy thought this would be a good chance to introduce herself to the family and to offer some moral support to Cindy.” Brandon appeared in his Halloween costume of plaid skirt, white blouse, wig, light makeup, knee socks, and Mary-Jane shoes. His smile directed at Cindy.

Again fighting tears, Cindy said, “I can’t express how much I appreciate your support, and how nice you look. Does this mean we will be seeing more of Brandy?”

“Probably not. But it is nice to have the option.” answered Brandy.

“I hope so. I like having a sister.” answered Jessica.

About 10 minutes later Michael and family, wife Cathy, Kerry 8, and Faith 6 arrived. They were surprised by and introduced to Brandy.

The 4 girls (counting Brandy) went to Jane’s old bedroom, which had been turned into a playroom for the grandkids. As soon as they were alone Kerry asked Brandy, “Does this mean you are like Grampa?”

Brandy was surprised how aware of the gender issues Kerry was at age 8, but answered, “No, I don’t think so. I will admit that part of the reason I chose this as a Halloween costume was to explore that. But it just doesn’t feel right. Parts of it have been fun. But I don’t really want to do this much more. I just wanted to give you all a chance to meet Brandy and to help Grandma Cindy not feel alone.”

Meanwhile the adults had distributed beer and wine and were discussing the same subject. Michael was asking Jane, “Do you think Brandon has gender dysphoria?”

Jane answered, “I think the choice of that Halloween costume was exploring that question. I think he is in the process of deciding that while being a girl is not all bad, overall he is not attracted to it. Today I think it is mostly a matter of giving Cindy moral support, for which I am very proud of the sensitivity he is showing. He may also be testing how adults react to Brandy. At this point I just want to let him know he is loved and supported whatever he decides.”

Michael asked, “Jim, don't you find your son's behavior disturbing?”

“When first exposed to your father’s crossdressing I found it weird. But as I have seen more of your family dynamics, I find myself hard pressed to find a more loving couple than Rose and Steve/Cindy. I think you and Jane should consider yourself lucky to have been raised amidst so much love. Part of me finds Brandon’s explorations disturbing, but I agree that our priority now is to let him know he is loved and safe with us regardless of his choices.” Answered Jim.

“Jim, I am proud to have you as a son-in-law. Life is a continuing evolution and process of self discovery. I have only recently decided that while I enjoy being perceived and treated as a woman, I am most at peace in groups like this where it is known I still have male plumbing and there is no fear of discovery and exposure. It is early in Brandon’s exploration process, but he is miles ahead of where I was at his age. I will do what I can to help him sort through his thoughts.
His moral support had me tearing up.”

“You guys are right.” said Michael, “Somehow having a nephew display that behavior set off alarm bells for me, that having a father who has always been that way didn’t.”

Rose said, “Michael your job as an uncle is to provide love and support, but to leave the heavy lifting to the parents.”

Jim tried to move the discussion on with, “I think this needs time, patience, and open minds. I can’t think of a family better equipped to handle it.”

Rose took charge, “We have another matter that could use the kind of frank, open, family discussion we just had. I thought you had all come to know Cindy and be comfortable with her. But this morning Cindy dredged up some feelings of guilt and rejection. I think she needs reassurance from all of us that she is an important part of the family. If any of you have reservations about Cindy being part of family celebrations please air them here.”

There was quiet as everyone as everyone looked around the room, to see who would be first to try to tackle this elephant. Finally Jim started, “I already stated that at first I found Steve/Cindy weird. But as I have gotten to know him/her better in both persona, I see both parts fitting together to make a wonderful person. As time goes on I see more Cindy and less Steve. Cindy is more comfortable in her own skin and more of a free spirit and her own person. Steve may be more responsible but he is more guarded and less spontaneous. I am coming to prefer Cindy and am wondering why we haven’t invited her to family celebrations earlier. Welcome Cindy you are at least as much a part of the family as Steve.”

After more quiet glancing around Cathy was next. “As the other outsider coming into this family it took awhile to adjust to Steve/Cindy. But I am finding Cindy a more open happier persona, and that I am coming to prefer her to Steve. Welcome Cindy I want you to be a part of the family and an extra grandparent to my children.”

Jane jumped in quickly, “Like most little girls, I loved my dad. Cindy has always been a part of him. I loved Cindy because she made dad happy, and I loved seeing him happy. Welcome Cindy, I want you as part of the family because I want my happy dad.”

Michael was next, “Growing up, I found it embarrassing to have a dad who wore dresses. I am beginning to see that holding on to that embarrassment has left me a little bigoted. I am starting to see that what is important is that he is happy, not what he wears. I probably have some growing up to do, but welcome Cindy, wear what makes you happy.”

Finally it was Rose’s turn, “I was not happy when Steve told me of his feminine alter ego, I named Cindy. At first she was a kind of unwanted bratty little sister. But over the years she has grown, not only to be a friend but my best friend. Like you there are parts of Cindy I prefer over Steve. But I have come to believe I have the best of two worlds and want to keep both Steve and Cindy in my world. I have trouble welcoming Cindy because she has been such an important part of my world for so long. I hope you letting Cindy know how you feel about her helps her feel an important, wanted, loved part of our family.”

Cindy started, “I don’t know how far I will get without breaking down in happy tears. This is probably the most joyous Christmas I have ever experienced. Even in the wonder years of early childhood there was always the forgotten little girl inside. But today, thanks to all of you, Cindy feels she is an important, loved and wanted part of a very loving family, not just a defective part of Steve. I also see that it is not just children that need to feel loved and safe in a family. ”
Cindy was tearing up and getting choked up.

Seeing this, Rose again took charge, “On to the important stuff. Cindy and Jane help me get the food set out. Cathy, get the children cleaned up for dinner. Mike and Jim pour drinks for everyone.”

It wasn’t long before everyone was seated around the table that overflowed with food.

“Jim, could you lead us in prayer?” asked Rose.

Jim responded. “Dear God we thank you for this wonderful meal, so lovingly prepared by Rose and Cindy. But we thank you even more for this opportunity to bond into the loving family created by Rose and Steve/Cindy. Amen” After a pause, Jim continued, “Since Steve is only present in spirit today, I suggest that we give Cindy the honor of carving the turkey.” There was a consensus agreement to this with nods and body language, and a, “Let us get going!” from Michael.

Cindy efficiently carved the turkey and the various dishes were passed around, all helping themselves. It was quiet as the food took center stage. But then the time honored tradition of sharing their lives over a shared feast took over and multiple conversations started. The family bonded over the shared feast and shared what was happening in their lives.

The previous year both the Thanksgiving and Christmas get-togethers had been canceled due to Covid-19. Though they had a Thanksgiving celebration, Christmas was the time they got to get caught up on each other's lives, as they had more time together and less diversion from television sports.

Cathy, who taught 3rd grade, was glad to be back in the classroom. She felt the transition to on-line learning had been less than successful for both her and most of her students. She found it much harder to assess how her students were doing and where they needed help on-line.

Mike felt the positive of spending more time with his daughters from working at home outweighed the negatives. He also felt he gained a better understanding of how hard Cathy’s jobs were. He had been afraid Covid would have more adverse effects on the economy, but the markets had done surprisingly well, and he had had a good year in his job, as a stockbroker.

It had not been a good year for Bill and Jane. Bill, who ran an excavator, had seen his hours dropping, as commercial construction ground almost to a stop. He hoped the infrastructure bill would create a boom. Jane’s counseling practice was also struggling. Though Covid had caused more people to need counseling, Few were insured or could afford it at this point, And those staying at home had caused a net reduction in sessions.

Both Rose and Steve moved their retirements forward. Neither wanted to catch Covid from being out and about and risk leaving the other alone. Many of their social outlets had stopped due to Covid. The crossdressers club had stopped face to face meetings (though Cindy continued to meet some of her friends both in person and online. Their bowling league and bridge club had shut down, and their church had reduced fellowship meetings and study groups. So Rose and Steve found themselves with much more together time and Steve had more opportunity to be Cindy. Both enjoyed these developments. Steve became more comfortable and secure as Cindy. When travel and meeting restrictions eased they ventured to a transgender convention, and found they both enjoyed it, and decided to do it more often. Cindy’s co-hosting was an outgrowth of her increased presence.

As everyone was finishing dessert, Cindy tapped her glass with a spoon to get everyone's attention. “I want to thank you all for welcoming me to this family gathering. You have made this my best Christmas, ever.”

Cis Rose

Author: 

  • Cheryl Bishop

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Transgender

Character Age: 

  • Senior / Sixty+

TG Themes: 

  • Real World

TG Elements: 

  • Slice of Life

Permission: 

  • Posted by author(s)
Cis Rose standalone 2.png
Graphic created by Patricia Marie Allen from photos on Pixabay.com
- Background by Artem Beliaikin on Unsplash

I don’t think I’ve ever been with so many people named Rose. I find it surprising so many of you chose that name. I was assigned Rose at birth and I wasn’t especially happy with the name, it seemed like an old person's name. But it fits how you blossom when you live who you really are. I am not used to competition for the name Rose, but I can see it will be a problem here. You can call me Cis spelled Cee I eSs. It acknowledges my difference, but makes me feel accepted as a sister.

Our paths here are all different. Mine was less twisted than most. I married into it. I remember my then fiance taking me out to a very nice steak and lobster dinner displaying the same nervous tics as the night he proposed. This had me very concerned as we had been officially engaged for 6 weeks. As we sipped our after dinner coffee, he took my hand in his and quietly told me, “I am going to tell you a secret that I have never told anyone. This is hard because I fear it could be a deal breaker, and I fear losing you. But you need to know before we get married. I am a transvestite, I like wearing womens clothes.” He squeezed my hand, but I didn’t find it reassuring. My initial reaction was that it might indeed be a deal breaker. I remember wondering if he could be homosexual, while flashing back to what I had thought were mutually satisfying encounters. “I have some literature I would like you to read. I know you have lots of questions and I’m not sure how well I can answer them.”

My world was jumbled, confused, and seemed to be crumbling. I latched onto what seemed to be a lifeline. “We need to discuss this. But I would like to read whatever you have for me, and get my thoughts together first.” I squeezed his hand. Though not at all certain, I wanted to reassure him that there was at least some desire to remain a couple.

When we returned to his car he gave me a brown paper bag with some books and magazines. One was “The Transvestite and his Wife” by Virginia Prince. This got me to see his crossdressing as more a speed bump than a deal breaker. I realized his kindness and nurturing ways, his willingness to listen, his non-dominance, even his disinterest in sports could all be labeled feminine. But these were all very attractive to me. I still wanted to marry the man I thought I knew, enough to give the woman in him a chance to express herself.

We spent much time discussing things. I think the process brought us even closer. We decided to proceed with the marriage and deal with the crossdressing together.

“Did you meet her before you got married?” asked Rose Williams.

“It was about a month after we were married that I first met his alter ego. He said cross dressing was a release for him and that he was feeling a need. I told him to go change and I would meet him in the living room and we could talk. I opened a bottle of wine and lit some candles. I learned crossdressers take much longer than women to get changed. I think I was on my third glass when she waddled in on her 4” heels that were beyond her skills. My first thought was whore. And I wanted to say no self respecting woman would be seen in that. But I controlled myself and said, “That’s a pretty sexy outfit.” That greatly widened her smile.

“Thank you.” she beamed.

As I handed her the glass of zinfandel I had poured for her, I asked, “Do you have a name?”

“Not really, you are the first person I have met while dressed this way.”

“I think we should call you Cindy. Short for Cinderella, for your magical transformation.”

“I like it, but I think Cinderella should be just for us. If there should ever be anyone else who meets Cindy, it should be Cynthia.” She replied.

Thus Cindy was born. We sort of bonded over our Cinderella.

I spent the rest of the evening bursting Cindy’s bubbles.

“Maybe that outfit is too sexy for someone who is not naturally endowed to pull it off.” I offered.

The smile narrowed but didn’t invert. As she replied, “You’re probably right. I bought it more for how it makes me feel, than for how it looks.”

“How does it make you feel?” I asked.

After a thoughtful pause, she replied, “Feminine and desirable.”

“I think I would find you more feminine and desirable in something classier.’ I said.

“Could you help me shopping?” was the quick reply.

“Of course. And we need to find you a better wig. That looks like a garage sale reject, and your complexion doesn’t go with that blond.”

“Actually it was. I thought it was a wonderful find for only $2 at a garage sale.”

Thus I became Cindy’s wardrobe, hair and makeup consultant and instructor.

At first it seemed like an imposition. It was like I was saddled with a 13-year-old little sister. That wasn’t part of what I signed up for getting married. But Cindy’s joy over my assistance made it worthwhile. As Cindy began to look and act our age she morphed into being my best friend. We started spending about 1 night a week as Cindy and Rose. Cindy seemed happier than Steve, but Steve’s moods were also noticeably better after a Cindy visit.

Then I got pregnant.

Even though Steve and I went to birthing class. I kept getting the urge to call him Cindy when he was birth coaching me.`

Rosie asked, “Why did you want to call him Cindy?”

“I didn’t really know why until the nurse teaching the class talked to me after class.”

“You’re really lucky. Your husband will be a real help, when the time comes. You can tell he really loves you by how gentle and caring he is. And he has a nurturing way, almost like a woman. He won't be a Captain Bligh type.” she said.

“What’s a Captain Bligh type?” I asked.

“They are ones who feel they need to be in charge, for fear of losing some of their precious macho, even though they know less than anyone else about what is going on. I recall one especially bad case. The captain was barking orders like an abusive football coach. Finally your obstetrician said ‘Mr. Bligh, I don’t think you are helping, please leave the delivery room.’ You could see his anger flair, and that he wanted to take a swing at the doctor. Two orderlies had positioned themselves either side of the captain. ‘The doctor is in charge here. Please do as she says, she is only doing what she feels is best for your wife and child.’ He left, but that is a scene I don’t want to see repeated.” replied the nurse.

I realized that even the class teacher could pick up on Steve’s feminine vibes, that was what made me want to call him Cindy.

Cindy really enjoyed that when I told her.

We discussed how to handle Cindy and the children. We decided that having a dad who sometimes wore dresses could be confusing to the children. Also the children could be a security risk, as Cindy’s existence was still a tightly held secret. So we decided children wouldn’t meet Cindy until they were older. This pretty much caused Cindy to disappear from our household. I didn’t like the effect on Steve, he became tense, short tempered and grumpy. I could tell he was missing Cindy time, since when on the rare occasions we could leave Jane (our firstborn) with my parents and arrange a Cindy visit those effects would ease.

So when we found our second child was on the way, I told Steve, “I think Cindy should join a crossdressing club. I just don’t have the time or energy she requires. I think it would be good if she made some other friends.”

“But aren’t you worried about others finding out?” Steve asked.

“Not really. I don’t think it’s anything to be ashamed of. There are some that wouldn’t like it if they found out, but that is more their problem than ours.” I replied.

“If it’s OK with you I’ll give it a try. I need to do something to relieve the pressure that builds up when Cindy is suppressed.”

Steve was nervous the evening he went to meet the group screener at a coffee shop. But not as nervous as Cindy going to her first meeting. I gave her a professional look in the skirt suit we had sewn teaching Cindy to use the sewing machine I had given “her” a couple Christmases earlier. I thought she looked very passable, the biggest problem being her visible nervousness.

She was very high when she returned early the next morning. I didn’t mind being awoken to be told how they couldn't believe it was Cindy’s first time out, as she presented herself so well and looked so good (I felt a good deal of pride for my part in that). As a bonus Steve provided some very good sex.

Cindy wanted me to go to a meeting with her. I was reluctant. I was still wary of what weirdos might lurk there. I also enjoyed being the unseen wonder worker who helped create Cindy.
When I finally allowed myself to be dragged to a meeting, I found a wide variety of regular people. The major difference was how appreciative they were, for just being treated as human beings. I can’t say there weren’t any weirdos but they were a small minority. I found I really enjoy the people in this community. Now that Steve is retiring, Cindy and I plan on going to more of these conventions

Cindy grew more and more self confident and more active in the club and the broader crossdresser community. She has her own facebook page and e-mail, corresponds with others, and even writes fiction for a site devoted to transgender. She was elected treasurer of the group so she had to collect meeting fees from all the members and deal with the hotel where they met. She has started describing herself as social transgender rather than crossdresser, saying being accepted socially as a woman was much more fulfilling than just wearing the clothes. Steve reassured me he did not want to get on the roller coaster of hormones and wouldn’t want to change our enjoyment of being husband and wife. But Cindy did start electrolysis and got her ears pierced. I decided I love both Steve and Cindy and would continue to, unconditionally.

Rose Marie asks, “Where can I find a wife like you?”

“You don’t find one. You cultivate one. You start with an open minded woman. Get her to fall in love with you. You communicate openly and honestly. You let her evolve in her own direction at her own pace. You continue showing her kindness and love, even when that is hard. And you both become better people.” I replied.

Loved

Author: 

  • Cheryl Bishop

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • Drabble ~ 100 words

Genre: 

  • Transgender

Character Age: 

  • Mature / Thirty+

TG Themes: 

  • Real World

Permission: 

  • Posted by author(s)

Loved

by Cheryl Bishop

My ex was an A-wife in things regarding Cheryl.

When we were separated (do to death of our son, not Cheryl) she confessed, that she never felt desired as a woman, because she thought the clothes turned me on not her. I regret, I never got to tell her:

Yes the clothes turn me on. But I am a healthy young man, almost any thing turns me on. Looking at clouds turns me on. You turn me on. The slightest hint that you are interested in having sex, is probably my greatest turn on.

But you do something for me that clothes never will. You make me feel loved. Without that, sex is just a somewhat satisfying physical activity. With that it becomes a wonderful bonding of souls.

One of the things that makes me feel most loved, Is your acceptance and even help of my Cheryl persona. I realize there are more negatives than positives for you, with Cheryl. And knowing you are doing this, for me out of love, makes me feel very loved.

I think from what you have read and observed, you understand, that Cheryl is a part of me that will not be going away. I also think you are an astute enough observer, to realize, that when I suppress my fem-me side, I become tense and harder to live with. The kind nurturing care you give Cheryl is much how you treat others. Even if these are the reasons you treat Cheryl so well, it still makes me, feel very well loved.

Old friend, New love

Author: 

  • Cheryl Bishop

Organizational: 

  • Title Page

Audience Rating: 

  • Mature Subjects (pg15)


Old friend, New love



By Cheryl Bishop

Old friend, New love - 1

Author: 

  • Cheryl Bishop

Audience Rating: 

  • Restricted Audience (r)

Contests: 

  • 2016-12 December Spirit of Giving Christmas Story Contest

Publication: 

  • Novel Chapter

TG Themes: 

  • Real World

TG Elements: 

  • Slice of Life

Permission: 

  • Posted by author(s)
lights06.gif
December 2016 Spirit of Giving Story Contest Entry
Old friend, New love
1. Fate?

Some would call it the hand of god, others the fickle finger of fate, I like to think of it as the unconscious leading me where the conscious wasn't wise enough to. In any case, it was a minor miracle that I would notice a picture of a friend I hadn't seen in over 20 years, in the obituaries (which I never read) in a paper 800 miles from home.

Of course the cynics would say “It's because you've seen the picture before”. In fact I was there when the picture was taken, and it was quite a memorable occasion, four girls (actually two young women and there TV husbands) out on the town. We had started the weekend getting glamour photos taken, and that was the source of the photo, I had recognized. This started strings of memory and motivated me to want to attend the memorial.

So I found myself meeting Kevin Greene again. “Bet you don't recognize me.”

He surprised me, “ Well it's been a long time, but I think you might be Chrissie, ah Chris Grey.”

“Boy you are good! Sorry about Barbara, you two were always such a joy to be around. You just radiated love for each other, and made the whole environment brighter.”

“Thanks in part to you and Grace, for helping us over one of the major hurdles in our marriage. How is Grace?”

“Dead, from ovarian cancer about 7 years ago.”

“That must have been hard on you.”

“Not really. We were divorced and estranged. I would only find out what was happening, belatedly though my daughter. I wasn't even invited to the funeral.”

“That's surprising, you were the model couple for the group, and helped so many others, like
Barbara and I. I can see we have a lot of catching up to do. But right now I have a lot of other people to greet. Do you have a card?”

I took out one of my, “Have motor home, Will travel” cards, and exchanged it for one of Kevin's business cards with his address, home phone and personal E-mail written on.

I didn't recognize anyone else at the wake and left soon thereafter.


2. Catching up

A couple months later, I answered the phone. “Hello.”

“Chris?”

“Yes.”

“Kevin Greene, I really appreciated seeing you, sorry we didn't have more time.”

“I understand. How are you doing?”

“ It's hard. I really miss Barbara. But lots of friends have been checking up on me. It almost get's intrusive at times.”

“ Be thankful. Grieving is hard, but it's harder alone.”

“What's up with you. I thought you were living down south.”

“ I'm off on new adventures. About three months ago I retired, sold my home and bought a 40 foot motor home. I was on my maiden voyage, visiting my Dad when I saw Barbara's picture in the obits.”

“That explains a lot. I was wondering about the business card. What's Chrissie up to?”

“Pretty much back in the closet. The Bible Belt, especially small town south were I was living, is not conducive to being out.”

“But traveling in a motor home would present all kinds of opportunities.”

“I don't even have a female wardrobe with me.”

“You did say, you were back in the closet. I find that surprising. You seemed to enjoy being out, and seemed comfortable as Chrissie.”

“I enjoyed being accepted as Chrissie. But I fear being rejected or worse as Chrissie, and the risks outweigh possible rewards.”

“For most of us it's a compulsion that is hard to suppress.”

“After my son, Mark was killed, I think both Grace and I went into depression. I really didn't have the energy for the transformation and Grace wasn't there for encouragement and emotional support.”

“Didn't you try to connect with a support group after your divorce?”

“I went to a few meetings, but I didn't really connect with anyone like you, and it didn't seem to fill a need.”

“ I think I remember you dropped out of our group for a while, with a similar explanation, but you came back.”

“It turned out I missed you and Barbara and a few of the others.”

“Thank you, I also wanted to thank you for the comment about Barbara and I radiating love.”

“You really did.”

“We always loved each other. But my transvestism was really threatening the marriage until you and Grace got us on the right track.”

“We were all groping for ways to cope. The interaction helped us all.”

“Back then it seemed to a lot of us you had found the magic formula in Grace. And we wanted a little of your Pixie dust.”

“I guess subsequent events have proved otherwise.”

“Death of a child is harder than transgender issues. Without Grace, Barbara would never have agreed to the picture weekend, and in retrospect, that weekend was pivotal to our marriage.”

“I have fond memories of that weekend. But, how was it pivotal to your marriage?”

“That was the turning point, in changing Barbara's view of Kate from rival and enemy, to friend and ally in keeping Kevin happy. Barbara was having real trouble accepting Kate, and I was feeling rejected and unacceptable. Having that part of me, cause Barbara so much pain, also weighed on me. Grace told Barbara that she had to find a way to cope with Kate. That she had to accept that Kate was part of the man she loved, and that Kate wasn't going to go away, unless she took Kevin with her. She knew how much it hurt to see the man she loved try to transform himself into a woman. But she had to find a way to accept that part of Kevin and integrate it into the marriage. She said that, for her taking the role of big sister/girl friend worked pretty well. She actually took some pride in helping create Chrissie's ladylike appearance and comportment. She suggested trying the role of girl friend to Kate for the weekend and see how it worked. She said she found Kate one of the nicest of the TV's and one she liked as a girlfriend. She said she found going out with Chrissie terrifying, but that there hadn't been any trouble in your previous outings, and that she felt Kate was more passable than Chrissie. She suggested that Barbara would find it much easier to cope if she regarded Kate as a friend and ally in keeping Kevin happy, rather than a rival. That talk is what got Barbara to agree to that weekend outing.”

“I didn't know she had done that. But it is the kind of thing she would do.”

“We agreed that was the best marriage counseling we ever got.”

“So, what are you going to do now?”

“I have started thinking about life after Barbara. It's the reason I called. I was thinking of the talks we had, and how helpful I found your judgment and perspective. I wanted to invite you to come visit when you are in this area again. Actually I would like to visit with Chrissie if you can get her out of the closet. But a visit with Chris would also be fine.”

“I don't have anything scheduled right now, but I want to accept your offer. Let me get back to you when I can schedule the visit.”

“ Can I expect Chris or Chrissie?”

“Let me think about that too.”

“I'm looking forward to it either way.”

“Me too!”

“This may be a good place to end this call.”

“Yeah.”

“Bye for now.”

“ Call any time. Goodbye.”

With what I sensed was some reluctance on both sides, the call ended.

Old friend, New love - 2

Author: 

  • Cheryl Bishop

Audience Rating: 

  • Mature Subjects (pg15)

Contests: 

  • 2016-12 December Spirit of Giving Christmas Story Contest

Publication: 

  • Novel Chapter

Genre: 

  • Romance

Character Age: 

  • Mature / Thirty+

TG Themes: 

  • Real World

TG Elements: 

  • Slice of Life

Permission: 

  • Posted by author(s)

Note: The chapter numbers don't align with the posting numbers, because multiple chapters have been posted together

3. Chrissie returns

After the phone call, I couldn't get Chrissie out of my mind. I had come to use her mostly as a masturbating tool. The prospect of getting out of the closet, seemed to bring out the old urges and compulsions. They seemed stronger and more compelling than I remembered them. After a night with very little sleep, I went to my storage locker and loaded a cardboard movers wardrobe and two large boxes of Chrissie's things into the motor home. The next two days were spent sorting trough these. Few of the mostly 30 year old clothes would be of any use. I had put on weight (probably one of the reasons I was no longer comfortable presenting as Chrissie ) and most of the clothes would never fit me again. Also much of it was dated. I hadn't realized how many pairs of pointy toed stilettos I owned. I had memories of being pretty confident in heels, but trying them on again felt wobbly and insecure.

It was becoming clear that I would have no peace until Crissie scheduled a visit with Kate. So I called Kevin and scheduled a visit in two weeks. I would drive north on Monday, spend Monday night in a Walmart parking lot, then arrive at Kevin's Tuesday afternoon, transform into Crissie in his driveway, in the motor home and have a hen party with Kate that evening.

I was like a kid waiting for Christmas. I had to buy new cosmetics, foundation, powder, eye liner, eye shadow, mascara, lipstick, rouge, nail polish (and acrylic nails), even perfume, and practice with them. I had forgotten how involved the transformation was, and realized that it wasn't so much social concerns, but depression and the resulting lack of energy to do the transformation that had put me back in the closet. I washed my wig. I had many wigs, but the shoulder length brunette that Grace had finally convinced me was most flattering, had pretty much become Chrissie's standard, and I was pretty sure that is how Kate would remember Chrissie.

The choice on clothes was not as easy as the hair. While I managed to put together a few outfits that might work from the old clothes, I also did some shopping for new outfits. Back when we had known each other at the tri-S meetings heels and dresses had been pretty standard, even then real women were seldom seen that way except for formal parties, church, and a few jobs. We used to say you could pick out the GG's because they were the one in flats and pants. From what I saw of the TV scene on the internet, this had changed somewhat. The focus had shifted from providing a safe place to express our alternate persona, to helping us be comfortable owning that persona. Nowadays that often included blending into and being comfortable in the larger society.

Finally the time to visit Kate came.

The trip went uneventfully, and with a little help from the GPS I pulled into Kevin's driveway about 2PM Tuesday. He quickly came out to greet me. I gave him a quick tour of the motor home and offered him a beer. He protested that I was his guest and I should come into the house. I countered that Chrissie was Kate's guest and she had hardly let me get any sleep since the invitation. He relented and I opened a beer for each of us, and we sat to talk.

“This is a nice set up, how are you enjoying it?”

“It's still pretty new for me. I was on the maiden voyage when I reconnected with you. But so far I am finding it quite comfortable and enjoyable.”

“If I did something like that, my first thoughts would be adventures for Kate.”

“Until you reawakened her, Chrissie was pretty dormant. But she is anxious to get out of the closet now.”

“I'll get going then. How long does Chrissie need to get ready?”

“Good question, I'm not really sure, don't have much recent experience. It's 2:30 now why don't we shoot for 4:00. I'll give you a call when I'm ready.”

“Sounds good. Looking forward to seeing Chrissie again.”

“Not as much as she is looking forward to getting out of the closet.”

“OK then see you in a bit.”

With that Kevin returned to his house.

I began with a close shave. I had shaved my legs, underarms and chest the night before. Next I put on the nails. This was not the most practical approach, but helped put me in a feminine state of mind. Next the “very red” (that was the label on the bottle) polish, not the current fashion, but my archaic notion of sexy. I admired the nails as they dried and began to feel the tension relief that had once made dressing nearly addictive.

Next came a pair of pink nylon bikini panties. They were tight enough to be an effective gaff, yet the lace trim and little bow added to the delightful feminine feeling. Then came my 36B front hook, nude, under wire bra. This was from the old clothes and had been my favorite. My silicone enhancers had survived the storage in good shape and were added. Pulling in the loose flesh on my chest created a natural cleavage. This had been harder to obtain in my younger days. After I pulled on a new fresh from the package pair of control top panty hose I was ready to start on my face. The start was the Merle Norman Beige foundation, that Grace had found for me so many years ago. Next came a little blush and then powder to set the foundation, followed by white and sky blue eye shadow and black liquid eye liner, then mascara. The lipstick was very red, not the current fashion, but that of the Chrissie, Kate would remember. Putting the wig on, combing it and looking in the mirror at Chrissie. I'm not sure how much self delusion was involved, but I thought I looked pretty good.

I put on the ivory colored silk blouse and a white pleated skirt that came just above my knees. For shoes I settled on white skimmer flats. I checked the clock, 3:35. I added a bracelet watch, a silver heart locket, silver dangle earings, and an emerald ring. I checked everything in the mirror, combed my hair, decided all was OK. I called Kate at 3:45 and she said she was ready for me and to come over. I remembered to put on some white linen perfume, and left the closet.

Old friend, New love - 3

Author: 

  • Cheryl Bishop

Audience Rating: 

  • Mature Subjects (pg15)

Contests: 

  • 2016-12 December Spirit of Giving Christmas Story Contest

Publication: 

  • Novel Chapter

Genre: 

  • Romance

Character Age: 

  • Mature / Thirty+

TG Themes: 

  • Real World

TG Elements: 

  • Slice of Life

Permission: 

  • Posted by author(s)

I took the long step out of the closet, the short distance to Kate’s door.

Kate met me at the door, the image of a 1950 sitcom mom, shirt dress, heels and full makeup.

“I've missed our talks” as she hugged me.

“I was so anxious, after your invitation, I could hardly sleep.”

“Come in and get comfortable, we have a lot of catching up to do.” as she led me to the family room. Have a seat, I'll get us some refreshments.”

She was back in a flash with a bucket of ice with a bottle of wine in it, “You can open that while I get us some glasses” as she handed me a corkscrew.

She was back with a tray of cheese and crackers and two glasses as I was screwing the corkscrew into the cork of the bottle of white zin.

“I am really glad you came. It was a real surprise to see you at the wake.”

I filled both glasses. “I was visiting my dad and recognized Barbara's picture. You guys had been special to me, and it fit my schedule so I stopped by.”

“As I grappled with my loss. I remembered how helpful our discussions had been and wished you were around here, to talk with.”

“You must have lots of other people, you can talk with.”

“Not about Kate, and not who's opinions I respect as much as yours.”

“I know you have remained active with Tri-S so you should have lots of people to talk about Kate, unlike closeted Chrissie.”

“Yes, but you are unusually objective for that community. Most distort the world to fit their views.”

“That's probably true of people in general.”

“You're probably right, but for whatever reason I respect your opinion more than most.”

“Thank you, it sounds like you have something specific you want my opinion on?”

“Well yes, I had thought we would get deeper into the wine before getting here. I loved Barbara more than anything, but now that she is gone I think I would like to explore Kate more deeply.”

"What do you mean by that and what do you want my opinion on?”

“I would like to explore living full time as Kate, and I would value your thoughts on that.”

“That's a decision only you can make. You are well equipped to give it a try. You have one of the best package of appearance and presentation of any TV I have known. Your speech is convincingly feminine. Beyond that you have what I would call true feminine beauty, a kind, caring, nurturing empathy for others. I suspect you really need to explore life as Kate, and recommend that you do.”

“Thank you. I really value your opinion. And am flattered by what you have said.”

“Don't get too carried away. I think you need to explore. But you have spent over 50 years as a rather successful male. You have been successful as a husband, father and a businessman. Important parts of who you are, are tightly wound with that male identity. I have seen others get caught up in the fantasy and fun of escape into femininity, and make changes they later regretted. Don't let yourself get caught in the fantasy that changing into Kate's full time, will magically make your life better. You need to work on hanging onto the best of Kelvin and integrate it with the best of Kate regardless of how you choose to present yourself. Don't just exchange a male cage for a female cage.”

“That sounds good, but putting Chrissie back in the closet, doesn't look like practicing what you preach.”

“It's probably not. If I could comfortably be accepted as I choose to present myself. I would love to let Chrissie out of the closet. But society isn't ready to accept people, presenting as male sometimes and female other times depending on their mood. If I have to pick one, it is male. Some of our younger people are taking other courses, such as androgynous or genderqueer, that didn’t exist for us. But they all seem to lead to outcast status. Which is not what anyone wants.”

“I am curious, about how and why you are back in the closet. I have never seen anyone, who got over the self acceptance hurdle, as successfully as you, go back in the closet.”

“At first it was mostly depression, transforming to Chrissie took more energy than I had, after Grace and I separated. But it really came down to not having a place where it was comfortable to be Chrissie. When I was with Grace support group meetings had become very comfortable for Chrissie. But, when I went to the local support group, I got hit on. With Grace, the meetings had seemed like the most asexual group I could imagine. But, I found getting hit on very uncomfortable. Part of me wanted to be attractive and have the power to turn men on. And part of me was pretty homophobic. In any case, I found getting hit on by a man in a dress, who I did not find attractive, was very uncomfortable.”

“That surprises me. Having seen you out on Michigan avenue, in broad daylight, in a wrap skirt that flashed leg up to your waist, and 5 ½ inch heels, I would have thought you would be able to handle an unwanted advance.”

“That wasn't Chrissie. That was Chris in drag. I had that discussion, with Grace. She didn't like that outfit. It didn't fit the image she was trying to create of Chrissie. I explained that we were going to a drag club with a group at “Be all”. That Chrissie had little chance to pass in that group. And this was a rare chance for Chris to camp it up in drag. Grace reluctantly went along with that.”

“I wouldn't have thought of it like that.”

“Well, in part it was a slick argument to get Grace to let me out in that outfit. But in retrospect there was a lot of truth in that. It was Chris in drag, and that provided a lot of armor, that Chrissie didn't have.”

“You're still the same Chrissie, I knew. Sensitive and vulnerable, and afraid to let it show.”

“In Chrissie mode, I can let it show more. That may be one of the more liberating aspects to spending time as Chrissie.”

“There is something very appealing about your vulnerability, it makes me want to hug you and comfort you.”

“ That would be nice.” And with that we embraced each other in a warm mutual hug. It did feel good. And it was something I wouldn't (maybe couldn't) do in Chris mode.

After a period of silence, both enjoying the warmth and security of each other’s embrace. Kate said “I hope you will always feel safe to be yourself with me.”

“That's the nurturing and caring that make you the beautiful woman on the inside, matching the beautiful woman on the outside.”

“Do you really think of me as a woman?”

“I think of you as a very nice human being. We all have parts of us that are labeled as masculine and other parts that are labeled as feminine. You and I both have more and stronger feminine elements than most genetic males. When you present as Kate I think of you as a woman, but I also know Kevin is also you. You have to decide for yourself how to balance your different aspects.”

“How do you balance your competing aspects.”

“I try not to make it a competition. I try to build the strengths of both aspects and enjoy the advantages of both aspects. As you know that is not always easy or successful.”

“How does that fit with being back in the closet?”

“While there is still some erotic appeal to wearing woman's clothing, it is primarily a cue on how I want others to relate to me. When I dress, I want people to accept me as a woman. I have not had people, in my life recently, that I could trust to do that. That is why your invitation means more than I can really express. So, I don't dress much anymore but, I still recognize my strong feminine components and try to integrate them into my male life.”

“How?”

“I think I am a better listener, by using my feminine empathy and desire to understand others emotions and suppressing the male urge to dominate the conversation. I had a female bridge partner that told me, 'I have never been able to talk to a man like I can talk to you, and that includes three husbands'. I was more like a girlfriend.”

“That must have felt good.”

“It did. But I used the opportunity to reveal Chrissie. She just didn't get it, She could not understand why a man would want to wear female clothes. I tried to explain that it, was not just the clothes but an emotional release from the constraints of the male role. But it still didn't make sense to her.”

“Did it adversely affect your relationship?”

“No, it went on pretty much as it had before. But I had expected more curiosity and probing and mostly just got, let's just drop this subject vibes. When I introduced Jean, my long term, long distance girlfriend, to the subject of my cross dressing, she was full of curiosity and probing. She claimed she could tell when I was in Chrissie mode, and that I actually had changes in voice and complexion.”

“Sounds like you found yourself an “A” girlfriend.”

“Pretty much. Grace was encouraging. Jean was pragmatic. At first she embraced the novelty of the situation, but she came to the conclusion 'Chrissie isn't much fun, she is too passive and needy.' I recognized she was right, Chrissie was a repository for those parts of me that were suppressed by the male role, the neediness, passivity, vulnerability, but also nurturing, empathy, caring. I realized a need to integrate Chris and Chrissie, not just use Chrissie as an outlet.”

“How is that working for you?”

“Well, I hardly worry at all if anyone perceives me as feminine. And until you invited me I had little urge to present as Chrissie.”

“I've missed Chrissie, and I'm glad you are here.”

We engaged in another long, quiet hug. As women we could exchange this show of caring and support. As men it would have been embarrassing.

“I hadn't realized how much I missed having someone to be Chrissie with. But you have gotten me to do most of the talking. Now it's your turn. Come on girl spill about your plans to bring Kate into the real world.” I refilled our glasses and waited for her.

“It's not really much of a plan. But as I try to imagine a life without Barbara I keep seeing Kate not Kevin. Though Barbara was very good about accepting Kate, part of the deal was that Kate kept a low profile. Now I think, I would like to let Kate be more out and about and see how I like it.”

“Have you thought about things like job and your relationship with your kids?”

“Like you, I don't have to work anymore, and Bob, my boss, knows about Kate, and wants to use me as a consultant if I retire, even if it is as Kate. I've talked to both kids. Kim says 'Whatever makes you happy, dad.' Keith says, ' I'm not really comfortable with the idea, but it is your decision, and I will continue to love you regardless.”

“So, you would just retire and start a new life as Kate?”

“That's the general idea, I would sell this place, It was too big for Barbara and I, it's way too much for me alone. I could move to a smaller place as Kate.”

“ Just bang, one day Kevin, the next day Kate, and no looking back?”

“Well, Kate has spent years preparing for this. And she has started making excursions into the real world. And I don't intend to burn all Kevin's bridges.”

“ It seems like there are a lot more things you need to think through.”

“That's one reason for your presence here. And I really do value and appreciate
this time with you. You are the best person, I can think of, to talk these things over with.”

“Do you consider yourself transsexual?”

“Probably. I am approaching this as a real world test, and the final answer depends on the test results. Remember when we inadvertently let a couple TS's join the club.”

“Yes, Virginia just about blew a gasket when she found out.”

“What I remember, is your comment, that spending a little time with them, made it clear to you that you weren’t one of them.”

“Yes, those guys really hated their genitals, they regarded them as deformities, whereas I am pretty fondly attached to mine.”

I envied your clarity on that. While I didn't hate my genitals. The idea of giving them up to be fully accepted as female, didn't seem like an unacceptably high price.”

“That doesn't get you fully accepted as female. With some, nothing ever will.”

“Of course, you are right. But the point is I questioned and still do where I stand
on this matter.”

“Have you had professional counseling?”

“I am seeing someone, like you, she says I am the one who has to decide. She is encouraging me to explore and experiment, but right now the focus is on grief management. I realize there will always be a hole that only Barbara could fill. But I am starting to look forward to exploring where my life, without her, may go. Though there are days it is hard to get up, knowing she won't be there for me, planning for a life as Kate is starting to energize me.”

“I think your doing very well. When Mark was killed, I think I stayed depressed for three years. I think you need to explore the Kate situation, and I think you are approaching it sensibly. Let me know if there is any way I can help you.”

“Being available, for this kind of talk, is what I want most from you. But if you are still around this Saturday I could use an escort to a dinner dance.”

“I am really enjoying this conversation, and want to have more like it, with you. I don't have fixed plans. But the way this is going, I would enjoy staying around thru Saturday. But being about 2 hours out of the closet, I don't think I'm ready for that kind of outing.”

“Actually I was thinking of Chris as an escort.”

“Chris isn't much of a dancer.”

“ That doesn't matter. I'd like his company and he would add a measure of safety to Kate's outing.”

“ OK, my brother would be happy to escort you.”

We continued on well into the early morning, despite Kevin having to go to work the next day. The next three days were more of the same, with Kevin going off to work, and Chris sleeping in and then going shopping, mostly for Chrissie, but also for provisions (mostly wine) for the evenings. In the evenings Kate and Chrissie continued the hen party, getting caught up on each others last 30 years, and further cementing the friendship.

Old friend, New love - 4

Author: 

  • Cheryl Bishop

Caution: 

  • CAUTION: Sex / Sexual Scenes

Audience Rating: 

  • Restricted Audience (r)

Contests: 

  • 2016-12 December Spirit of Giving Christmas Story Contest

Publication: 

  • Novel Chapter

Genre: 

  • Romance
  • Superheroes

Character Age: 

  • Mature / Thirty+

TG Themes: 

  • Real World

TG Elements: 

  • Slice of Life

Permission: 

  • Posted by author(s)

Saturday came. Chris took Kate out to brunch at a breakfast buffet. We then went for a walk in a nearby forest preserve. Even though we were both dressed in jeans and tennis shoes, she looked quite feminine, even with minimal makeup. We held hands, and strolled through the woods. Enjoying the quiet. I thought to myself that Kate would have relatively little trouble, emerging into the real world.

She broke the silence, “Are you worried about tonight?”

“Only about making a fool of myself on the dance floor. After this morning with you, I don't expect any problems over you.”

“ About half the people there know about Kevin and Kate and Barbara. Most are fine with it. But there are always a few jerks. I think being with you will help minimize problems. But be ready to keep your cool, despite a few snide comments. And don't get all macho and try to defend my honor. I don't want any fights breaking out.”

“Thanks for the warning. I'll try to keep things under control.”

We squeezed each other's hand, as a show of mutual support.

After a nice walk we returned to Kate's car (she was driving as it was more practical than the motorhome). After we were in the car, she surprised me by leaning over and giving me a peck on the cheek. I was further surprised, at how warm that made me feel.

A little at loss, on how to respond, I said “Thank you I really enjoyed being with you this morning.” And then returned the kiss.

We returned to Kate's to get ready for the dance.

I wore a white short sleeve polo shirt under a navy cardigan, with black Docker slacks, black socks, and black loafers.

When I saw Kate, I felt under dressed. She wore a burgundy print peasant style dress. The neckline was cut low enough to show an alluring cleavage. The hemline was asymmetrical, going from 12” below her knee on her right to 4” above the knee on the left. Her shoes were a brown 2 1/2” Cuban heel with an ankle strap. Her shapely legs were encased in smokey black nylons. Her auburn hair gleamed as it brushed her shoulders. It was held away from her face with silver combs. She wore heavier makeup than I was used to. She had gone for the smokey eye look with dramatic eye liner and charcoal eye shadow blending into a burgundy matching her dress. She had emphasized her brows with a pencil, making them look even more feminine than usual. Her lips were drawn fuller than normal in a deep plum. Her skin appeared flawless and natural. But I knew there was much artistry in the shadings and application. The overall effect was to make her eyes and lips pop, and her other features daintier and more feminine. She was very attractive, with a hint of exotic. She seemed very self assured and confident to me. I envied that.

She said “You look very handsome tonight.”

“Little does it matter, all eyes will be on you. You are very lovely, and very enticing tonight.”

“ I'm ready if you are.”

“I'm as ready as I'm going to get. So let’s go.”

She drove her car. I could get to like being chauffeured. It was only about 4 miles. The strip mall had a Little Caesar's Pizza, a dollar store, a Subway, a couple vacant stores, and the dance club, which I guessed had been a drug store, before the chains had moved to larger stand alone buildings with drive thrus. Even though we were still early, the parking for the dance club and one of the vacant stores were already full and the second vacant stores lot was filling. She parked, I quickly got out and hurried around the car, to open her door, and help her out. I shut her door, and she locked it with the button on her key fob, and put the keys in her purse. I took her hand and walked her to the club. When we got in the door, it seemed everyone knew Kate, everyone wanted to how Kate was doing, with the loss of Barbara, and who her new friend was. I was introduced as an old friend who had moved away and was visiting.

The club had hardwood flooring, which looked like it might have been salvaged from a bowling alley. The back right corner, had the men's and ladies rooms. The back wall had a row of love-seats. The couples that occupied them, had set up TV trays. The left wall had a mismatched collection of restaurant booths. The right side, had a flea market collection of tables for 2, 4 ,6 ,8, or 12 with chairs.
The right front was a kitchen area, which had some long folding tables outside it. Just outside the kitchen area were a motel ice machine and a pair of vending machines, one with water and juices and one with soft drinks.

When the hellos and introduction were over, Kate led us to a table for two. As we passed two young couples, one of the guys remarked “I see our tranny has a new boyfriend” loudly. I was immediately irate, but thinking of Kate's warning, I avoided eye contact, and followed her to the table. When we sat down, I noticed a big bouncer type Kate had introduced me to, was talking to the the couples that had made the comment.

“It looks like your friends have your back.”

"They don't want any trouble. I see the comment irritated you, but you handled yourself well.”

“I thought of your warning and decided they weren't worth the hassle.”

“Well, you handled yourself very well, and I’m proud of you. If you ask at the kitchen they will give you a couple of plastic wine glasses. And you can get a bucket of ice, the buckets are next to the ice machine.” I did as suggested. Kate produced a corkscrew from her purse, and we were soon sipping wine. Music was playing (mostly big band) but only one or two couples were dancing. A number of new arrivals came to check on Kate, and get introduced to me.

It wasn't long, before they started putting paper plates plastic knives, fork and spoons, napkins and finally food on the long tables. The DJ announced the food was ready and started people in line, starting with the large tables. Our turn came quickly. The main course was beef stroganoff over noodles, there was tossed salad with a choice of dressing, green beans, a dinner roll and a dixie cup of chocolate or vanilla pudding. The plates were heavy duty. All in all, I thought it was a very nice, low budget meal.

We enjoyed each other’s company. Although the morning walk had been mostly quiet, we had been talking for four days, and the conversation was still flowing easily.

When people finished eating they took their plates to a garbage bin outside the kitchen area. The long tables had been emptied and taken down.

The music had changed to rock. The dance floor began to fill with gyrating bodies.

We finished our meals and I dumped our plates. When I returned, Kate motioned toward the dance floor, and we joined the mass of gyrating bodies.

When a slow number came on, we assumed the classical dance position. Kate leaned into me, more than I expected. To my surprise, my body responded to the smell of her perfume, and the feel of her breasts pressing into me. I was embarrassed, as I knew she could feel that part of me poking her.

When the dance ended. We went back to our table. She took my hand in hers, and said “You shouldn't be embarrassed. I take it, as a very sincere compliment.”

As I struggled to find an answer, one of Kate's friends came and asked her for a dance and she accepted.

He was a much better dancer than me. And I found myself mesmerized at Kate's beauty and grace, on the dance floor.

Kate was very popular, dancing with a dozen different men, including myself. She spent most of the evening dancing. I spent about half my time watching, mostly her. And the rest dancing, mostly with Kate, but also with a few other women.

On one of her few breaks, she asked “How are you doing?”

“I'm enjoying myself, much more than I expected. I haven't ever been the escort of the most beautiful woman at a dance before. And I'm finding, I quite enjoy it.”

“You don't mind me dancing with all the other men?”

“I enjoy watching your beauty and grace, almost as much as feeling you, close to me.”

At this point, she was again swept away to dance.

Later in the evening, they had couples do exhibition dances, like dancing with the stars. To my surprise Kate and the gentleman who had first asked her to dance, did a Latin dance (I think it was a Tango). I was again amazed at her grace and beauty as he lead her through dips and spins. I thought, what a waste, hiding this beautiful woman for fifty years.

On the drive home Kate asked “How was the evening for you?”

"Very enjoyable. You amazed me with your beauty and grace. I was very proud to be your escort. I don't think I have ever enjoyed a dance more.”

“I'm glad you enjoyed yourself. Would you like to come in for coffee, or an after dinner drink?”

“That would be nice. Coffee will do. I am not that much of a drinker, and the half bottle of wine is more than enough for me.”

We got home (am I already calling it home?) and I scurried around, to handle Kate's door and help her out of the car. Kate let us in, and offered me a choice of coffees for her single cup brewer. I chose a hazelnut flavored coffee. She delivered my coffee with a kiss on my cheek.

As she brewed her cup, “I was very happy with you tonight. I was proud to have you as my date”, she hesitated, then continued “I really did feel complimented when you got turned on. But it reminded me of all the girls, who used to do everything they could to turn their date on, and then when they succeeded, ignore it and act as if nothing had happened. I don't want to be like that. So if you would like, I would be happy to assist in re-leaving any tensions I may have brought on.” She brought her coffee to the table, sat next to me, and took a sip. She then took my hand, and laid our clasped hands in my lap. My body involuntarily responded again.

“You don't have to do that.”

“You don't want me to.” she pouted.

“I very much want you to. But you have already given me an evening beyond all expectations.”

“Then do you want a hand job, a blow job, or to just forget it.”

I was a little surprised at how strong and blunt she had come on. But it was making me very hard. I manage a meek “Blow job.”

“Good that was my preference too. Let’s move to the living room and get comfortable.” She took her coffee and purse and led me to the sofa. She set her coffee and purse on the coffee table. I put my coffee down, as she began loosening my belt. Soon my pants and shorts were around my ankles, and she was commanding me to sit. She removed my shoes, pants and shorts, and set them aside. She curled up on the carpet between my legs and removed her shoes, letting out a sigh of relief. She took my hard member in her right hand and slowly spread my pre-cum around the head with her left index finger. The feeling was exquisite, and I was harder than I could remember being, in a long time. Her warm breath sent shivers of anticipation through me. She removed her hands reaching for her purse. “It's not that I don't trust you, but I promised my therapist, safe sex only.” Rummaging through her purse, she pulled out a condom. She opened the package, and placed the condom on my little, but very hard, head. She expertly rolled it down my shaft. The feel of her hand sliding down my shaft, exciting me even more. This was shaping up to be the best blow job of my entire life, when I ruined it by starting to worry what she might want in reciprocation. Despite my mental distraction, my body responded as she began teasing my tip with her tongue. When she clamped her lips around my shaft, and began pumping with both her hand and her lips, it didn't take long for me to explode into the condom. She kept me in her mouth as I slowly deflated, teasing the very sensitive head with her tongue. Eventually she withdrew her head, carefully removed the condom and began cleaning me with tissue from her purse.

“Would you like something for you, in reciprocation?” I ventured.

“No, I think we both have plenty to think about, and it been a long day. Let’s both get some sleep. We can talk more, in the morning.”

I got dressed and parting with a kiss (on the lips, with a little bit of tongue). I returned to the motorhome.

Old friend, New love - 5

Author: 

  • Cheryl Bishop

Caution: 

  • CAUTION: Sex / Sexual Scenes

Audience Rating: 

  • Restricted Audience (r)

Contests: 

  • 2016-12 December Spirit of Giving Christmas Story Contest

Publication: 

  • Novel Chapter

Genre: 

  • Romance

Character Age: 

  • Mature / Thirty+

TG Themes: 

  • Real World

TG Elements: 

  • Slice of Life

Permission: 

  • Posted by author(s)

It took a while, to get to sleep. It had been a long time, since I had been attracted to someone, as strongly, as I had been to Kate that day. I had spent the whole day with her and had enjoyed it all. It was only when the thought of returning the pleasure she was giving me, that thoughts of Kevin intruded. Was I being homophobic? Would this be a problem, if our relationship grew, as I was beginning to hope it might? She had certainly convinced me, that there was a female soul inside that body. She had really taken charge of the situation, and I had found myself really enjoying that. How would this affect the friendship with Chrissie, which I also valued greatly? With all these questions bounce around my head, sleep did not come easily. But, eventually exhaustion ruled.

I was awaken by my phone. “Did you sleep well, lover?”

“As you said, there was a lot to think about, and it took quite a while to get to sleep.”

“Same for me. Are you ready for some breakfast?”

“You just woke me up. But I can be ready in 15 minutes.”

“Good. I'll be ready and waiting for you.”

As I opened the door, the aroma of fresh coffee greeted me. Followed shortly by a hug and a kiss, which I enthusiastically returned.

“You will make someone a great wife someday.”

“Is that an offer?”

“You definitely have my interest.”

A little jolt passed through my body as she took my hand, saying “Sit down.”

My place was set with a fresh cup of hot coffee, a glass of orange juice, and a plate ready for pancakes from the platter on the table, and crispy bacon from a plate. I sipped the coffee, letting out a contented sigh, and began loading my plate. I opted for the sugar free maple, from the collection of syrups.

“Well, did you reach any conclusions, thinking about last night?” queried Kate.

“Only that you shouldn't have much trouble, transitioning to Kate.”

“I am afraid there will be more and worse, of the unpleasant little incident, in the real world.”

“You transition better than anyone I have ever known. And while there are sure to be incidents I have great confidence, that you will handle them well.”

“You seemed to really enjoy yourself last night.”

I wondered if she was referring to the dance or the after activity. I chose the safe route “At first the club seemed a little seedy, but the food was good, and the people friendly, and I really enjoyed myself, after I got into the swing of things.”

“Yeah, it is a little low budget, but we try to keep costs down, so everyone can afford it. It's really come a long way in the 3 years it’s existed. Barbara and I were founding members.”

“I was surprised so many knew and accepted Kate.”

“Well there was an incident, a year and a half ago, at Halloween. Kate was taking the opportunity to make an appearance, and Barbara went in male drag. A couple of young males, were verbally harassing Kate similar to last night. Barbara exploded at them. She told them that I was a better man than they would ever be. And that she loved me whether I was in a business suit or a dress.” It was very uncharacteristic of her, but it made me love her even more.”

I saw tears forming in her eyes, and slid over to her. To hold her hand and give her a shoulder to cry on. She rested her head on me, but continued “The managing board, met with us, and we told them that I was transgendered. Barbara apologized for her outburst, but explained that she was frustrated that others couldn't see how wonderful I was, and that she was overly emotional, due to just being diagnosed with breast cancer. I expected them to bar Kate, or even Kevin and Barbara from the club. But they surprised me by me by stating that I was welcome as either Kevin or Kate. Kate has returned, about a half dozen times since then.” She broke into a full cry. I wrapped my arms around her and hugged her.

She settled down. As we were cleaning the dishes, she hit me with the biggest surprise of all. “How would Chrissie feel about a date with Kevin?”

Where did that come from? I had told her Chrissie had no interest in men. She wanted to be Kate full time. It just didn't fit. “Chrissie is just out of the closet. She is certainly not ready to be out and about in public.”

“We don't have to go anywhere, we could just have a quiet evening together, like Chrissie and Kate have been doing.”

I didn't understand, what was going on here, but I desperately wanted to please her. “How about Chrissie cooking dinner for Kevin in the motorhome, and a Netflix movie afterward.”

“That would be great.”

We set it up for Tuesday. I was confused, over what I was getting myself into, but was determined to carry on, and see where it led.

We spent the rest of the day together, chatting amicably, but at least to me, it seemed different. I was anxious about how the Kevin-Chrissie date would go, and what effect it might have on our relationship. I somehow couldn’t bring myself to ask why she wanted that date. But that question was always burning at the front of my mind. Kate also seemed distracted. So after a dinner of take out Italian beef sandwiches and onion rings we parted for the evening.

Again, sleep did not come easy. What was Kate trying to accomplish with this date? How would I handle the date? Chrissie had never really been alone with a man. How would she handle it? How would she react. I decided that Chrissie would do her best to reciprocate to Kevin, what Kate had done for Chris. I hoped this would settle the homophobic question bouncing in my head. It also seemed like the best opportunity I would get, to explore forbidden fantasies. Such thoughts kept me awake well into the morning.

When I finally awoke from my fitful sleep it was 11 AM. I showered shaved and dressed. I had a fast food lunch, and started shopping for Chrissies date. Somehow I was less self conscious, about getting makeup, perfume and even special lingerie for the evening, than I usually was shopping for Chrissie. I even bought special shoes, 4-½” stiletto heel red sandals. I doubted, I would be able to move very gracefully in them, but I knew they would make me feel sexy for Kevin, which was their true purpose. I considered trying them on in the store, but chickened out. Just buying them as Chris was unusually bold for me.

The one item, I found myself self conscious about buying, was the flavored condoms. I was still unsure about my reactions to becoming a cocksucker, and felt these, might make it easier, and make an adverse reaction less likely.

After that, the grocery shopping was relatively easy. The bacon wrapped fillets seemed a safe choice. The cooked and peeled shrimp would be a nice appetizer. Add a couple medium sized Idaho potatoes, and a bunch of fresh broccoli. And dinner was taken care of. I added some prepackaged chocolate mousse for dessert, and microwave popcorn for the movie, a nice merlot, and a six pack of amber ale, and another of Corona, completed the grocery shopping.

It was after 4, not enough time to beat Kevin home and change into Chrissie.

I called Kevin, he answered on the third ring, “Hello.”

“Hello Kevin, it’s Chris. I was wondering what the plans for tonight are.”

“There aren’t any real plans. I would assume Chrissie and Kate would spend the evening chatting.”

“I was wondering how you would feel, about Chris taking you out to dinner and a few beers, and letting the girls fend for themselves.”

“That’s fine with me, as long as you don’t spend the whole night, giving me the second degree over the date with your sister.”

“Mostly I want to get to know you better. There may be a little protectiveness, but that could go both ways.”

“OK then, let’s have dinner together. Any suggestions where?”

“You know the area better than me, but I think I’m in a mood for casual Mexican, with a good beer menu.”

“I know a good place that fits that description. We can meet at the house at 6:00.”

“Great. I’ll see you at the house at 6:00.”

We met at 6:00, and he took us to a place called “Casa Susanna”.

He ordered a Corona, and I ordered a Negro Modella, to go with the tortilla chips and salsa, the waiter had brought. I started “We really haven’t gotten to know each other very well, for our sisters being such good friends.”

“No, but I understand you are getting to know my sister better.”

“I’ve always found her attractive, she asked for me to escort her to a dance. I thought I was getting too old for romance, but I found her so attractive, I’m reconsidering.”

“I too, have pretty much given up on romance. Some of the drugs I’m on, reduce libido. But I have always found your sister attractive, and I am looking forward to our date.”

The waiter came with our beers, and we both ordered combination plates.

I continued “It sounds like this date is more Kate’s doing than yours.”

“That may be, but I am hoping the date goes well.”

“What would you consider ‘going well’”.

“For starters chemistry similar to what you appear to have going with my sister.”

“I think my sister has similar hopes. I haven’t seen her so worked up, over a date in forever.” Thinking to myself, that she’s never had a date with a man.

“So how are you finding retirement, and living and traveling in a motorhome?”

Actually I was glad that Kevin was changing the subject. “I am finding the motorhome quite comfortable. And I am really enjoying the flexibility, to do things, like accept your sisters offer to visit on short notice. I miss the job, much less than I thought I might.”

Our dinners came. The platter looked huge, and I realized I had been eating much more daintily, spending evenings as Chrissie. The waiter asked if we wanted another beer. Though we were both about half way through our first, I answered “Yes, no hurry, but you can bring another round when it’s convenient.”

Kevin resumed, “I don’t think I’ve known anyone who has lived full time in a motorhome.”

“I’ve met quite a few in the short time I’ve been doing it. A lot of retired couples and singles, as you might expect. But maybe 20% are younger.”

“How do the younger ones finance their lifestyle?”

“Some work over the internet, some find local jobs, staying in one place until they save enough to travel more.”

“What are your plans?”

“Financially, I hope I can live comfortably on my 401K. Travel wise, I’m still discovering what I like. I am very much enjoying this visit with you sister, even though it is not something I planned or even foresaw.”

Our dinners came. We continued chatting amicably

When we finished, he drove us back to Kate’s house (at least that’s how I thought of it).

When we parted, we shook hands and I wished him well on the date with my “sister”.

In bed I reflected on the day:
Why had I been much less self conscious than usual buying things for Chrissie as Chris than usual? Perhaps, this was because I was doing this fo someone else not just Chrissie. I realised, I was feeling someone wanted me as Chrissie, and I was really enjoying feeling wanted. I knew Kate enjoyed and wanted me as a friend, but this was different. While I knew Kevin and Kate were one and the same, Kevin lacked the warmth, the enthusiasm, the personality that Kate radiated. While I considered both Chrissie/Kate and Chris/Kate as close friendships, I had trouble seeing Chris/Kevin developing beyond friendly acquaintance. I wondered how Chrissie/Kevin would go. It seemed knowing Kevin had hopes for the date reduced Chrissie’s anxiety, but increased her anticipation.

Old friend, New love - 6

Author: 

  • Cheryl Bishop

Caution: 

  • CAUTION: Sex / Sexual Scenes

Audience Rating: 

  • Adult Oriented (r21/a)

Contests: 

  • 2016-12 December Spirit of Giving Christmas Story Contest

Publication: 

  • Novel Chapter

Genre: 

  • Romance

Character Age: 

  • Mature / Thirty+

TG Themes: 

  • Real World

TG Elements: 

  • Slice of Life

Permission: 

  • Posted by author(s)

I slept surprisingly well, not waking till 9 AM. I put on some sweats and fixed myself bacon and eggs, thinking I would probably skip lunch. I had only agreed to the Chrissie/Kevin date because Kate had asked, and I didn’t know how to gracefully say no. But as it approached I found myself in almost eager anticipation. Even though I knew Kate was behind the Kevin facade, I planned on using this as an opportunity to explore Chrissie one on one with a man (an area I had never felt comfortable or confident enough to even consider). I planned on trying to return Kate’s kind concern for my feelings, and in the process prove to myself I wasn’t homophobic. I felt like a teen preparing for a first date, and indeed, it was Chrissie’s first date with a man.

I collected some toiletries and went over to Kate’s with the key she had left me. The motorhome had a nice shower, but I felt this occasion called for a nice bubble bath. I relaxed in the hot bath, letting my mind wander. It drifted to how I wanted to be sexy and turn Kevin on, to facilitate reciprocation. I wasn’t sure how much Kate’s hormones impacted this, so I decided to not take it as a personal failure if things didn’t go as planned.

After about 30 min. I added some hot water and began shaving my whole body. I had been shaving my legs, underarms,and chest for Chrissies visits. I redid these, but I added ams and a best attempt at back. I even trimmed the genital area a little. I got out and dried off, feeling a little extra naked. I spent about 40 min. Cleaning Kate’s tub, surprised at the amount of hair I left behind. I then returned to the motorhome to continue my preparation.

I started with a quick shower to wash my hair. Yes I had just taken a bath, and I would be wearing a wig, but I wanted to be clean. Then I gave myself a manicure and pedicure. I didn’t remember the difficulty folding my body to do the pedicure. But the last pedicure, I was much younger, and had a supportive wife, who enjoyed exchanging pedicures.

Next I put on my new beige thong gaff. This might take more getting used to, than I expected, but it did a good job of hiding what it was supposed to hide. Unfortunately, it didn’t hide the developing beer belly. I considered using a corset or waist cincher, but decided to opt for comfort and mobility. Next came my 36C beige, front hook, underwire bra. While it was tight, this helped create the desired effect. Pushing my manboobs up and in, and inserting my trusty old silicone enhances, gave me a pretty convincing profile and cleavage.

Then came a close shave of face and neck. I had been doing this for visits with Kate, but for some reason it seemed more difficult to achieve the closeness I desired. I finally gave up, hoping the makeup would cover what remained.

The motorhome came with a vanity in the bedroom. I hadn’t thought I would use it, as such, but it was proving very useful. I started with some white, under my eyes to give a more open appearance, and on the sides of my nose to make it look smaller. Next came, foundation over my full face and neck and exposed parts of my chest. A little rose rouge on my cheeks, then powder, to set it all. I outline my cleavage with a darker shade of powder to create an illusion of more depth. I applied a purple eye shadow, then a lavender, then a white. I was not very confident in this selection, but after blending I decided it looked ok. Then a black liquid eyeliner at the base of upper and lower lashes. I thought, I had done a nice job with the liner, even the finicky extensions outside the eyes. Adding waterproof mascara finished the eyes. I admired my work, thinking they certainly looked feminine, and at least to my Chis part alluring. I outlined my lips in a deep red and and filled them in a brighter red. I looked and thought I had done a good job, but went back and tweezed my brows and used a dark pencil to give a more feminine shape.

It was only 1:00. I was nearly ready. Yet had over 5 hours till I expected Kevin. I got on the web and did some reading.

A little before 5:00, I went to the kitchen, turned the oven on. I then washed the Idaho potatoes, I had chosen yesterday, salted them and wrapped them in aluminum foil. Then put them into the oven.

Next it was time put on the wig. I brushed it out. put it on, secured it with a few bobby pins, and brushed it some more. A little primping, and I felt. It was ready.

Now it was time to get dressed. First was a new pair of shear to the waist panty hose. Though to a large extent, crossdressing had lost a lot of it’s erotic effect on me, the nylon on my freshly shaved legs still had an effect. For a while the thong became even more uncomfortable. The dress was a red mini that appeared to be covered in little squares of reflective red tinsel. It reminded me of what the eye candy on the Letterman show often wore. It had about 1-½ inch shoulder straps with a square cut bodice, low enough to show a little cleavage. It was gathered below the bust, for about 4 inches. From there the skirt flared out gently. It had been “one size fits most”, and was intended as a mini. On my 5’ 10” male frame it was really too short, if I bent over I would be flashing ass cleavage. But it fit tonight’s objective. I put it on and adjusted my bra straps. I didn’t have a full length mirror, but I felt like a “hot babe”.

I added a little jewelry, a ladies watch with barely readable face, a couple unobtrusive rings, a pair of dangly clip on earrings, and a sapphire pendant necklace. As I was perfuming myself, I heard a car in the driveway.

I called Kevin.

“Hello, Chrissie. I’m looking forward to tonight.”

“So am I. I just called to check when you are coming.”

“I will you be ready in about 20 minutes?”

“Yes, that will be great, see you then.”

I ran around, checking the food for our meal, the contents of my purse, and my makeup. As I was strapping on the red sandals with 4 1/2” stiletto heels, I heard footsteps, then Kevin’s voice “Chrissie, are your ready?”

“Just a second.” I finished putting on the shoes. Turned on the stereo, with some low volume orchestral, mood music. And opened the door.

“Wow.”

“Wow what?”

“You look great.”

“What were you expecting?” I hadn’t thought about the view he was getting from the ground up the steps of the RV. So I thought I would, take the offensive and have some fun teasing him a little.

“ You look a lot better, than I remember.”

“ Anything wrong with a girl trying to look good for her boyfriend?”

“It’s right, very right.”

“Come on in.”

“Thank you.”

As he came in, I gave him a little peck on the cheek.

“Thank you again. I bought these for you.” a bouquet of carnations in his outstretched hand.

I took them and said “Have a seat” pointing to the loveseat.

“I also brought this.” holding out a wine bottle.

“You can put that on the table, in front of the loveseat.” as I tuned to the kitchen counter and took out a 32 oz. plastic tumbler, for the carnations. I put it on a far corner of the counter as i feared it wouldn’t be very stable. I thought he seems even more nervous than I felt. That may be good.

I retuned with a half full ice bucket and a corkscrew, “Here you can open the wine and put it in the bucket.” I returned to the kitchen area, with maybe a little extra rear end movement. Quickly returning with two wine glasses, I noticed a little tenting in his trousers. This might not be as hard as I thought. “Pour us some wine, while I get the appetiser.”

“Yes ma'am.”

I wanted to reply to this, but decided to let it go, as I couldn’t decide what tact to take. I just gave him a little more wiggle.

I retuned with a bowl of cooked and peeled shrimp, a small dish of cocktail sauce, and a few napkins. I put these on the table. I noted the tenting had grown. I sat next to Kevin. He picked up his wine. I followed suit. And he toasted “To a better friendship.” After a few sips we started on the shrimp. My hand strayed towards his crotch.

“Aren’t you being a little forward?”

“I don’t think so after last weekend.”

“That was Chris and Kate, not Chrissie and Kevin.”

“It’s just different aspects of the same two people.”

“ But, this feels different.”

“It is different. But we are not strangers. We have shared intimate secrets over years, and physical intimacy earlier this week.”

“Ok, but I wasn’t expecting this.”

“I wasn’t expecting what Kate did Saturday. And I reacted about like you are now, But on reflection, I am seeing it as an act of love, and entirely appropriate.”

“Really? I was afraid Kate came on too strong.”

“ That was my initial reaction, But the more I thought about it, the more appropriate it seemed. We had shared intimate secrets over years, Kate and Chrissie had renewed the intimate friendship with their hen sessions. Saturday Chris was developing romantic feelings toward Kate. And it appears Kate was doing the same.”

“Yes, that’s a very good summary. But it’s confusing.”

“For me too. But I see you as the only man, that I have the trust and comfort level, to explore that confusion with.” He leans in and gives Chrissie her first romantic kiss with a man. The thong gets uncomfortable again. And more tenting appears.

I get a naughty idea, and decide to go for it. I hop onto his lap, and start feeding him shrimp. His hardness against my ass is making the thong uncomfortable again. I lean in and try to get a taste of cocktail sauce, from inside his mouth. I feel increased hardness and throbbing at my ass crack.

“I’m feeling, it might be time for some reciprocation from Saturday.”

“If that’s what you want. I’m up for it.”

“I can tell.” As I slide down to the floor. I release his belt and trousers, and pull them with his undershorts to the floor. I am greeted by a nice hard cock glistening precum. It’s on the small side (says she who has no experience with hard cocks, other than her own) maybe 6-½” long and 1-½” diameter. That’s fine by me. I feel a little pride in how easily I got it excited and primed. I spread the precum around the head, remembering how good it felt when Kate did it to me. This was rewarded with a little more growth and hardness, and a strong pulse as I wrap my fingers around the shaft.

“Excuse me. I need my purse.” I had strategically placed it near the dinner table, not expecting things to go so fast.

Returning with it. I had already found the strawberry flavored condom.” Don’t want to upset Kate’s therapist.” I returned to massaging around the head, to regain a little lost ground from my purse trip. Shortly, it was ready and I rolled the condom on. I feared I might have trouble sucking the cock (thought the flavored condoms might help), but I found myself really wanting to return the pleasure I had been given. I was gratified, when it stiffened and jumped when I touched the head with my tongue. The response was similar when I wet my lips and clamped them over the head. As I pumped the base of the shaft with my hand, I slid my clamped lips over the end on the shaft, and caressed the head with my tongue. My mind thought of pleasuring Kate, even thinking what a nice hard clit. Rather than being repulsed, I was enjoying this. It didn’t take Kevin long to spasm and ejackulate. His glazed euphoric look, further rewarded my efforts. As he deflated, I removed the condom. and cleaned him with a tissue, as Kate had done for Chris.

I returned to the seat next to him, as he refastened his trousers and belt. He then gave me another soft romantic kiss. Reminding me how uncomfortable thongs can be. We returned to eating, feeding each other the shrimp. Both with a glow, but not knowing what to say. When I finished my glass, he asked “ Ready for a refill?”

“Yes, but you can bring the wine and glasses over to the table, while I get dinner going.” As I walked to the kitchen, I noticed he was still enjoying the rear view. I took the broccoli from the refrigerator, half filled a pan with water, salted the water, turned a burner on and put the pan on the burner, and added the broccoli.

“How do you like your steak?”

“Medium rare. Pink nor red.”

I took the bacon wrapped fillets from the refrigerator, added a little salt and pepper, and put one on my Foreman grill, plugging it in. I took my butter dish and small dishes of sour cream and grated cheddar cheese, and a shaker of bacon bits to the table. He had also brought the remaining shrimp and cocktail sauce. After taking another shrimp, I gave him a kiss on the forehead.

“What was that for?”

“For being more thoughtful than the average man. And why does it have to be for anything?"

“It doesn’t. And it was very nice. Thank you.”

I took our dinner plates back to the kitchen. I turned off the oven, and put the potatoes on the plates, I took a knife and fork and cut into the steak. It was mostly pink. I moved it onto a plate and put the other steak on the grill. The broccoli was beginning to boil. I turned off the burner and put a serving of broccoli on Kevin’s plate, and brought it out to Kevin. “I’ll be right with you. My steak is still cooking. Check your steak, I can put it back on if it’s not done enough.”

“Looks perfect. Just like you.”

I blushed a little. And gave him a little extra wiggle on the way back to the kitchen. I tested the steak. There was a little red, but I’d rather err on that side, especially with such a good cut of meat. So I unplugged the grill, and put my broccoli and then the steak on the plate. Then returned to the table with my food.

“Beautiful and a great cook too!”

“The beauty took most of the day, and I carefully selected a meal that took very little culinary skill.”

“And modest too.”

Being at a loss for words. I took his hand and gave it a little squeeze. The evening was going well. We both seemed to enjoy the meal and the company. For dessert I brought out two cups of prepackaged chocolate mousse and presented it “in memory of our first date.” That brought a smile.

“A true romantic.”

I said we could leave the dishes, but he insisted on helping. I let him wash, as I knew where to put things as I dried.

As I brought up netflix to select a movie for us. He said, “You know my attention will be on you not on any movie. If you are interested, I would very much like to make you a well fucked woman, tonight.”

I wasn’t ready for this. I had no intention of going any farther, than we had already gone. Yet, the proposal had an unexpected allure. I was wanting to go further, but not that far.

“I’m not ready to do that. Despite the way I came on, like a nympho in heat, yours is the first cock I have ever sucked. And I am a virgin as to having a real live cock inside me the way you propose. I may choose to give you my virginity at some future time, but I want to treat it as a special gift to you. If we did it tonight, it would feel like treating it as a stigma, to be gotten rid of at the first opportunity.” He was nodding tacit agreement. So I continued “But, I would love to sleep with you, and cuddle and pleasure each other, and pillow talk about our confusion, and our relationship.”

“Wow, you continue to surprise me in great ways. Actually your proposal seems very much better, to me, than mine. I have one condition.”

“What?”

“That we do it in my bed. I don’t want to explain a rocking RV, to the neighbors.”

“ That’s fine. I have a negotiable request.”

“Yes?”

“Can we both wear feminine sleepwear?”

“I like that. Let’s go.”

So much for a movie.

Old friend, New love - 7

Author: 

  • Cheryl Bishop

Caution: 

  • CAUTION: Sex / Sexual Scenes

Audience Rating: 

  • Restricted Audience (r)

Contests: 

  • 2016-12 December Spirit of Giving Christmas Story Contest

Publication: 

  • Novel Chapter

Genre: 

  • Romance

Character Age: 

  • Mature / Thirty+

TG Themes: 

  • Real World

TG Elements: 

  • Slice of Life

Permission: 

  • Posted by author(s)

Previously

As I brought up netflix to select a movie for us. He said, “You know my attention will be on you not on any movie. If you are interested, I would very much like to make you a well fucked woman, tonight.”

I wasn’t ready for this. I had no intention of going any farther, than we had already gone. Yet, the proposal had an unexpected allure. I was wanting to go further, but not that far.

“I’m not ready to do that. Despite the way I came on, like a nympho in heat, yours is the first cock I have ever sucked. And I am a virgin as to having a real live cock inside me the way you propose. I may choose to give you my virginity at some future time, but I want to treat it as a special gift to you. If we did it tonight, it would feel like treating it as a stigma, to be gotten rid of at the first opportunity.” He was nodding tacit agreement. So I continued “But, I would love to sleep with you, and cuddle and pleasure each other, and pillow talk about our confusion, and our relationship.”

“Wow, you continue to surprise me in great ways. Actually your proposal seems very much better, to me, than mine. I have one condition.”

“What?”

“That we do it in my bed. I don’t want to explain a rocking RV, to the neighbors.”

“ That’s fine. I have a negotiable request.”

“Yes?”

“Can we both wear feminine sleepwear?”

“I like that. Let’s go.”

So much for a movie.

And now

“I’ll change to something more comfortable, and be over in a few minutes.”

“That will be fine.” as he embraced me, and gave me a kiss that sent electricity through my whole body.

“Would you mind if I left the wig?”

“All I want is you. You don’t have to bring anything else.” was delivered with another, slightly less earth shattering kiss.

Finally we parted. Kevin going to the house.

I was left with my thoughts. Was I making a mistake? Would things get awkward again, when it wasn’t clear who was taking what role? All I knew, was that I desperately wanted to be held by and to hold this person. I was deeper in passionate need, than I ever expected to ever be again, in my life. I really had little choice, but to rush over and find out if things would continue to proceed as well, as they were going.

I quickly undressed, and removed wig and jewelry. Then washed to remove makeup. I put on the red waltz length, silk chemise, I had bought the day before (more for self relief after the date, than having foreseen actual developments), I slipped into my fuzzy pick scuffs, threw on a robe and rushed over to the house, despite the protrusion, that had arisen upon removal of the thong.

At the door, I was greeted by Kate. I say Kate because she was in a pale yellow baby doll nightie (sans bottoms as she was also protruding). e embraced for yet another earth shattering kiss. I was tempted to carry her off to her bed, but it was quicker and safer, scurrying there together. An hour of gentle love making. embraces and kisses, suckling each other (high and low), multiple orgasms for both of us followed. In the passion, a wonderful thing happened. They found themselves thinking only of pleasing their lover, not playing some predescribed role. Worrying about who was what, or what they were supposed to do was lost, to their complete devotion to trying to pleasure each other.

Finally when we had exhausted each other and lay contented wrapped together. I ventured “Can I ask you a question?”

“Sure.”

“Why did you ask for the date between Kevin and Chrissie?”

“When I asked you to the dance, it really was for safety and convenience. But as we spent more time together, I began to feel a romantic attraction. Over the years, I had seen lots of women, who were fine with crossdressing, until it was their significant other. Then it suddenly became relationship threatening, it became an emotional issue about their self identity. I didn’t think I would have a problem, but I thought putting Kevin and Chrissie together, might uncover latent emotional issues for either of us.”

“Did you find any?”

“Yes, and it turned out to be a huge plus. Kevin always felt unworthy of Barbara, and I was always afraid I was depriving her of the more manly, virile lover she deserved. But with you, I knew you were attracted to Kate, more than Kevin. And somehow that removed some pressure to be aggressive and made me more comfortable in the male role. I found myself really wanting your virginity, rather than worrying about underperforming. What about you? Did you learn anything?”

“Alot. I almost ruined, the best blowjob of my life, worrying what you might want in return. When you asked for the date, I was confused as to why, but I wanted to please you, and I didn’t know how to say no. It kept me awake, thinking about it, but I finally decided that this was Chrissie’s chance to explore interacting with a man. I trusted you and felt safe with you. I can’t think of another man I can say that about. I decided to do all I could, to reciprocate, what I had come to view as Kate’s act of love. I was afraid you wouldn’t find me attractive, and that the hormones would make it difficult to turn you on, thus the aggressive, OTT Chrissie you saw.”

“I found you very attractive, and your look alone, turned me on almost immediately. It surprised me, but I enjoyed the OTT behavior also.”

“I noticed, men are much easier to read than women. I was surprised, a version of me, that I didn't even know existed, emerged. I was suddenly having fun, playing with you, and teasing you. Romance had always been this confusing high stakes game, but from the other side, with the power of yes or no, it was suddenly fun. I was afraid that I might never be able to love, someone with a penis. But that didn’t turn out to be much of a problem. Though I will admit to thinking of pleasing Kate and her nice big clit.”

“Would you love me more, if I had a vagina?”

“I can’t imagine loving anyone, more than the wonderful human being, that I have in my arms right now. I love you, just the way you are.”

“And I love you, just the way you are!”

---------------------------------------------

Thus, Chrissie/Chris and Kate/Kevin gave each other the ultimate gift, loving each other, just the way they were. This couldn’t be called selfless, because both felt they were receiving much more than they were giving.

Secret CD

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Crossdressing

Character Age: 

  • College / Twenties

TG Themes: 

  • Real World

Permission: 

  • Posted by author(s)

The next story came from a young man about 25. He wore a dress and heels, showing a nice pair of legs. But everything else shouted male, his voice with monotone delivery, his walk and mannerisms, his cheap brunette wig. Even his red lipstick did more to emphasise his 1 o’clock shadow than to feminize him. Few would mistake him for a her.

“Hi girls, it’s been a pleasure getting to know all of you through your stories. My name is Rose White, and as you can see I’m much less accomplished in appearing as a woman than you. I am recently married, and haven’t told my wife.”

“You really should let her know. It is a hard secret to keep. And if she finds out on her own, you may never be able to regain her trust.” Cis told her.

“I was hoping to get some guidance on how to do that at this conference.” was the reply.

“Cindy and I will meet with you later. Why don’t you continue with your story.” stated Cis.

“Ah, growing up I think I was a normal boy. I played with cars and trucks and construction sets. I had a brother two years younger, and we were each other's playmates. As we got older we competed at everything. We played baseball, football, basketball, soccer and all. I wasn’t great at any of them, but I wasn’t the worst.”

“How does this tie in to Rose?” interrupted a voice from over by the bar, from someone who had been sulking around but had not introduced themself.

“Well when I started high school, the school was on split shifts due to overcrowding. Juniors and seniors went from 8 to noon or 1 so they could work after school. And freshmen and sophomores. Went from 11 or noon to 4. So I had mornings home alone. I experimented with my mother's clothes, and enjoyed them.”

“It doesn’t look like you have progressed from there." came from the same voice.

The group shouted her down, “Let her tell her story.”

Rose continued, “My sophomore year they opened a new high school. My opportunity to wear women’s clothes disappeared but the desire didn’t. I would imagine myself to be a sexy woman while masturbating. I researched transvestism, transgenderism, and drag queens. I was shy and didn’t date till college, but was attracted to women. It wasn’t until I got a job and my own apartment that I started to get my own women’s clothes. It progressed to where I often spent evenings home alone in a camisole panties, nylons and heels.”

Same voice interrupted again, “That’s a long way from here.”

Which brought on a chorus of, “Let her tell her story.”

Rose continued, “I formed a friendship with a girl at work. We started eating lunch together. Then we went to a few movies and restaurants together. Finally I asked her if she would like to try converting the friendship to a romance. She replied in the affirmative and we worked our way around the bases until I asked her to marry me, and she said yes.”

“I hoped marriage would cure my urges, I disposed of all my women’s things. But instead of going away the urge got stronger. The more I tried to forget it, the more compulsive the thoughts got.”

“When I saw this Conference nearby, I decided to come to see if I could get help and advice.
When the pre-registration asked for a femme name, I didn’t have one. I chose Rose after my maternal grandmother.”

“I came here as Robert. At registration they asked when I was changing. I said I wasn’t. They said that was fine, but I would be the only one not en-femme. They also told me I was invited to a gathering of the Roses. I felt Robert wouldn’t be welcome there and my curiosity drove me to a quick shopping trip and this rushed attempt at transformation in the handicapped restroom.”

After a pause, Rosie gently asked, “Do you have more to tell?”

“No, that's pretty much my whole story. I came here hoping to get help and advice on how best to tell my wife.” replied Rose White.

“You have pretty much missed the boat on the best way. You should have told her before getting married. Now you will have to confess to hiding something from her, that she should have been informed of.” Stated Cis.

“Take it easy on her. She is just discovering how much a part of her, this is, and that it is unlikely to go away.” said Rosie.

“You still have a lot of self discovery to do. How you regard your crossdressing and handle it will evolve over time. So let her know you are just discovering how important this is to you, and how you want her to take part in deciding how to fit it into your lives together. But embrace your femme side as on opportunity to exhibit some of your better characteristics, that are inhibited by a male social role. And don’t feel guilty about it.” advised Rose Williams.

“Yeah, she’ll have questions, like ‘Are you gay?’ and ‘Do you want to be a woman?’ I assume the answer is no to both since you married her.” Came from Rose Marie.

“Good point, there are at least two studies that I’m aware of that helps answer those questions. One by Dr. Virginia Prince in the early 60s and another by Dr. Richard Doctor in the early 80s. Both point out that the incidence of homosexuality among cross-dressers is slightly lower than in the general population. Kinsey reported about 4.5 percent in the general population while both Doctors Prince and Doctor report about 4 percent.” explained Rosie.

“If she isn’t willing to accept this part of you, you should get rid of her as fast as you can.” came from the voice at the bar.

“Neither of you should be too quick to reject the other. All marriages face difficulties, You need to work through them together. It seems you love your wife and want to keep her. It was very brave of you to come here, looking for help.” stated Cis.

“I do love her, and don’t want to lose her”. Stated Rose White.

“If you would like Cindy and I will meet you and your wife at the Starbucks across the street at 2:00 Sunday after the conference breaks up, and try to help.” Said Cis.

“Oh, thank you, I would really appreciate that!” exclaimed Rose White.

“OK, I’ll give you my phone number, in case you can’t convince her to come.”

-------------------------------

If you are interested in the meeting of Rose and Cindy with Robert and his wife, see my follow up story "A Different Way To Tell Your Spouse"

The Charli(e) Wilder Saga

Author: 

  • Cheryl Bishop

Organizational: 

  • Series Page

Audience Rating: 

  • General Audience (pg)

The Charli(e) Wilder Saga


By Cheryl Bishop

2 Women, 2 Children, 2 Dogs

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Sequel or Series Episode

Genre: 

  • Crossdressing

Character Age: 

  • Toddler

TG Elements: 

  • Girls' School / School Girl

Permission: 

  • Posted by author(s)
My anxiety level is higher than I can ever remember. I am about to go to my first day of school. I am 13 and will be in grade 11. Furthermore, I will be presenting as a transgender girl, even though I doubt I am truly transgender.

As you might guess, there is quite a story of how I got to this position. I think I will start with my mom.

Chapter 1 - Mom

My mom, Frances Teresa Wilder, was born to a Montana ranch family who thought they could never have children, after years of trying. Both my grandparents were greatly surprised when they found mom was on the way. When she was born they started calling her Frankie, a name she goes by to this day. Her father treated her as the son he would never have, teaching her, carpentry, auto and farm machine maintenance and repair, hunting, fishing, archery, electrical wiring, plumbing, and all the ranching and farming skills he knew. Her mother taught cooking, baking, sewing, and domestic skills. Being blessed with both high intelligence and good motor skills she absorbed all they could teach. Since both parents read to her, she wanted to read herself and was reading books before starting school. Being somewhat isolated, she accepted this all as normal.

In school, she excelled both academically and athletically. Though some were jealous of her, her friendly easy going demeanor made her quite popular. She could blend in and play with either the boys or the girls (though she admits preferring playing with the boys in elementary school).

As she matured, she became quite a beauty and learned to enhance her beauty with minimal makeup. She always had many offers for dates. She proudly states that she dated every boy in her high school class (all 57 of them) at least once. Though she had to ask 5 who were too shy to approach her. She found she preferred the quiet shy guys, to the cocky aggressive ones (she knew this was mostly an act for the other boys, but still found it annoying).

In high school, she was captain of the basketball and volleyball teams, and pitched, played shortstop and was a top hitter on the softball team. Academically, she was second in her class (she blames bias of a few teachers who felt the valedictorian should be male). She was also second in the voting for prom queen (which she blames on the jealousy of other girls).

She went to Pepperdine University on a Volleyball scholarship. Her roommate introduced her to the joys of Lesbian sex. She found that she much preferred the soft gentle patient strokes of another woman, to the frantic, overly aggressive groping she had experienced with boys in high school.

Chapter 2 Mother

My other Mother, Jane Ann Davis was also an only child. Her father was an auto mechanic, her mother was mostly a stay at home mom, but did do some waitressing to get the family through tight spots. The family went to a fire and brimstone conservative church near their home in Scottsdale, Arizona. Jane was quiet and introverted, she tended to intensely focus on whatever drew her attention, but didn’t read body language and facial expressions very well. The other children interpreted that as haughty and aloof, so she didn’t socialize much with either boys or girls. With her intense focus and high intelligence, she did well both in school and self-learning.

She self-taught herself computer programing. Her school computer teacher noted this and arranged a few small jobs, most were websites for local merchants. Her first efforts were well received and she soon had more work than she could handle and an income independent from her parents. This became important when she confided to her mother that she was attracted to women, not men. Her mother stopped her father from trying to beat it out of her. But they agreed that unless she changed (she really hadn’t been intimate with anyone of either sex), that she was not welcome to stay with them after she finished high school.

True to their word, the day after she graduated they told her it was time for her to leave. She hitched her way to silicon valley. But she found self-taught programmers were a hard sell to the corporate world. So she found herself trying to work her way through college with a combination of programming, food service, and janitorial jobs.

Chapter 3 Sharing an Apartment

Frankie and Jane became friends through the University LGBT club. They both admired what the other was accomplishing and found the other to be true to their word.

When they both found jobs in the San Francisco area (Frankie with St. Katherine’s a private girls school and Jane with Apple) they agreed to share an apartment. They both found themselves spending many hours on work, Jane with her coding, and Frankie with lesson plans and grading. Neither had time or energy for the mating games. With the friendship, respect and trust they already had, it was easy to become lovers.

Jane was very productive, and this was recognized with raises, promotions, and stock options. She was slowly becoming wealthy and decided to buy them a house. Frankie’s success was an as best new teacher and then the favorite teacher (quite an accomplishment when teaching such hated subjects as Chemistry and Physics) but wasn’t accompanied by much monetary recognition. Frankie objected that she couldn’t afford half a house. Jane countered that while same-sex marriage was not yet legal in California she wanted a lifelong commitment to stay together and share their lives. When Frankie thought about it she realized that is what she wanted also.

When same-sex marriage became legal they got married. Sadly Jane’s parents declined to attend.

Chapter 4 Family

While quite happy together, they decided they wanted a family. They acquired some frozen sperm though one of their LGBT friends who had gone on to medical school. Jane impregnated Frankie and 9 months later Charles Edward Davis Wilder was born. I’ve been called Charlie since that beginning. I am told the night of my first birthday Frankie celebrated by impregnating Jane, and 9 months later my sister Teresa Joy Wilder Davis was born. We have all called her TJ since then. It took me a while to understand all the giggling whenever they got out the turkey baster, but now I know.

By the way, We all call Frankie mom and Jane mother.

Chapter 5 Trouble

Even though mom and Mother thought they had been accepted in the neighborhood, when mom with me in a stroller and mother with TJ in a carriage started strolling together, trouble arose. It came as a large red message on the house “LEZZIES SHOULDN'T RAISE KIDS”.

Along with this, someone was stirring protest against the Lesbian teacher.

Mom and mother decided that they wouldn’t put up with this. They put the house up for sale and bought 10 acres in Oregon. It wasn’t really remote, but we couldn’t see any neighbors from the house.

Chapter 6 Homesteading

Up till here, this story is from information I’ve gotten from my mom and mother. But even though I was only 4, I have fond memories of the house build. Some of this may be from the many home movies we have watched many times.

The first adventure was the four of us moving into a small camper trailer. While TJ and I had our own beds, my memory is that we usually ended up all cuddled together in my parent's bed. First, they built us a not so little playhouse, complete with cots and a porta potty. Then they added a gym with two swings, a teeter-totter, a two-seat glider, and a fort with a ladder up, a slide down, and a pole to slide down through a hole in the floor. They fenced in the play area and added a large dog house.

I remember TJ and I were taken to pick out puppies from a litter of golden retrievers. I named mine Chuckie (against mom’s advice) and TJ named hers Goldie (not too creative but she was only 2). Chuckie and Goldie were both females, so I was outnumbered 5 to 1.

I was put in charge (pretty heady for a 4 yr old) but I don’t remember either TJ or the dogs ever following my orders (eventually the dogs were well trained).

After convincing themselves TJ could handle the ups and downs of the fort and that we could successfully use the porta potty, mom and mother went about building our homestead, leaving me in charge at the playground. They did train me to contact them on a walkie talkie for emergencies, which were few and minor.

I remember them cutting down trees and clearing land with Herbie our old Ford tractor.

Mom and mother would be tired and sore but would play their guitars, for family sing-alongs, around the fire pit they had built. We would review movies they had me take of TJ and the puppies. They taught me to set up the camera on a tripod to take pictures of the four of us.

I remember the big concrete truck coming in to pour foundations. They had me take pictures of the pour, and said I was their documentary photographer.

TJ and I would play in the playhouse. We would both be mommies to our dolls and stuffies. (neither of us had much of an idea of what a daddy would do.)

Chapter 7 Barn raising

Mom had introduced herself to some of the neighbors. Mrs. Henderson (mom called her Grace) started bringing us lunch (She said she was lonely and enjoyed our company).

Mom had TJ and I help her layout and assemble six 8 foot picnic tables.

A truckload of lumber was dropped by the barn foundation.

Two men in a pickup came with a large grill built on a trailer. They unhitched the trailer and built a fire in the grill, they gave mom and mother some instruction on tending the fire, then loaded some large chunks of meat onto the racks of the grill.

The next morning mom and mother were up early (before sunrise) building a fire in the fire pit.
Mrs. Henderson arrives soon. She set up a large urn of coffee on one of the new picnic tables. Then set up a griddle on the edge of the fire pit, and began frying bacon. People began arriving. They would introduce themselves to mom and mother then go over to Mrs. Henderson and put in their breakfast orders. She would make them heaping platters of bacon, eggs, sausage, hash browns and pancakes.

Mom was conferring with an older man over large papers on a table made from a sheet of plywood on sawhorses.

When most had finished eating, mom rang a cowbell to get everyone’s attention. “For those, I haven’t met, I am Frankie Wilder. Together with my life partner Jane Davis and our children Charly and TJ we’re homesteading this place. We're here for an old fashioned barn raising. I hope you all have a lot of fun as well as getting a lot of work done.”

Putting her hand on the older man’s shoulder, “This is Jim Berg, he will be acting as foreman. Follow his direction and work safely. Also, I think we owe Grace Henderson a hand of applause, both for the breakfast and for doing most of the organizing for this shindig.” All applauded Mrs. Henderson.

Jim organized the men into crews and got them working on the framework. I got my camera to document the barn raising. Some of the women tried to keep me away from the construction. It didn’t feel good being treated like a little kid, I was used to being treated as an important contributing member of the family. Mrs. Henderson came to my rescue, “Charly is actually quite a good photographer, and he knows enough to stay out of danger. But Katie, why don’t you accompany him, you can make sure you both stay safe, and maybe Charly can teach you a little photography. TJ you can help with getting drinks and food for the men.” It was good how Mrs. Henderson made us both feel important and contributing.

Katie was a little overprotective, but I did show her how to set up a tripod, and she began to show me a little more respect. We got a lot of good pictures of the barn raising and some of lunch and dinner and the food preparation. I found the shredding of the meat chucks with what looked like metal bear claws especially interesting. I found I liked the pork barbecue (there was both beef and pork).

There was a sing along around the fire pit. There was a consensus that the barn raising was an unqualified success.

The next day some of the crew returned to roof the barn, and that night both our camper and Herbie had a new roof over them.

___________________________________________________________________________________________

At this point there is an unwriten gap, between here and the start of "How I Became Crossgender."
I don't know when or if that gap will be filled. Currently my muse is directed toward Charli's adventures starting school and living as a transgender girl.

How I Became Crossgender

Author: 

  • Cheryl Bishop

Organizational: 

  • Title Page

Contests: 

  • 2019-01 Reader Retention Story Contest

Audience Rating: 

  • General Audience (pg)

How I Became Crossgender


By Cheryl Bishop

TG Elements: 

  • Girls' School / School Girl

How I Became Crossgender part 1

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Contests: 

  • 2019-01 Reader Retention Story Contest

Publication: 

  • Sequel or Series Episode

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • School or College Life

TG Elements: 

  • Girls' School / School Girl

Other Keywords: 

  • gender-fluid

Permission: 

  • Posted by author(s)

Characters

Charles James Davis Wilder (Charlie) age 13

Teresa Joy Wilder Davis (TJ) age 11

Francine Wilder (Frankie) mom to kids, Wife to Jane, Age 40

Jane Davis (Jane) mother to kids, Wife to Frankie, recently deceased

Dr. Julia West (Julie) Physiatrist, a College friend of Frankie

Summary of significant previous events.

Frankie and Jane fall in love, get married, decide to raise a family together, they impregnate each other with donor sperm, Charlie born, TJ born.

House spray painted “Lezzies shouldn’t raise kids”. Frankie and Jane decide to homestead in a remote location and homeschool the kids. During house build 4-year-old Charly is put in charge of TJ and two puppies. They play house as two mommies.

Frankie and Jane have a recommitment ceremony. 9-year-old Charlie protests having to wear a suit and tie instead of pretty dress like TJ.

Jane is killed in an auto accident, while on a trip for her consulting business. Frankie sells the house to go back to teaching.

The family is staying with Frankie’s friend Dr. Julia West. Dr. West is testing Charlie and TJ for school placement, as they have only been homeschooled to this point.

As part of the placement testing, Charlie is put in a playgroup of 12-13 year old boys. The group rejects him.

As we begin Frankie is off at St. Katherine’s, the private girl's school she will be teaching at.

Chapter 1 The end of testing

“Hi, Aunt Julie. Have you got more testing for me?”

“No. You are just about done. I just wanted to have a talk with you, before I consult with your mom about the results. Do you have any questions?”

“How did I do?”

“I’m gonna play a doctor trick and answer with a question. How do you think you did?”

“Most of the tests were to help you figure me out better. So they aren’t really graded. But I think I did OK. I don’t think they revealed me as a serial killer or anything like that.”

“Actually you did great on the tests. Academically, I think you could do well in college right now.”

“I sense a but.”

“You are very sharp. Few of my adult patients can read me that well. There are a couple areas of concern. First, the playgroup didn’t accept you very well.”

“They treated me like an idiot, just because I didn’t know about those stupid football players.”

“I agree you didn’t do anything wrong. But I fear similar or worse situations, if we mix you with a group of older boys, whom you are likely to be academically superior to.”

“ Are you suggesting I need to dumb down to fit in?”

“That is not the solution I had in mind?”

“What’s your solution?”

“I think we need to involve your mom before we discuss that.”

“OK so what now?”

“Well, the other area is that you had an unusual score on the Prince-Hopkins gender scale.”

“Does that mean I’m too girly?”

“I don’t think so. I suspect it is more the way your mothers raised you. Can I ask some more questions?”

“Sure, go ahead.”

“Do you ever wish you were a girl.”

“No. I’m happy being me. I don’t think being a boy or a girl has much to do with it.”

“Good answer. Do you ever wish to wear girls clothing?”

“I like jeans and tee shirts and sneakers, not much difference, girls are more colorful and more decorated. At the wedding, I did wish that I could wear a pretty dress and Mary-Janes instead of the suit and tie and heavy leather shoes.”

“I wish all my patients were as clear and articulate in their answers. What do you like to do when you play?”

“Play with the dogs and TJ. Teach them to obey and do tricks. Play house with TJ. Play with cars and trucks and Lego’s. Play soccer and basketball. Explore the woods. Play video games. Read. Build things. Listen to music. Write. Computer program.”

“When you played house with TJ what did you do?”

“Usually we would play mommies to our dolls and stuffies. Sometimes we would have tea parties.”

“How do you feel about your penis?”

“I don’t think about it much. I like being able to point and shoot.”

“You have been very helpful. I think that is enough for me to have the talk with your mom. I suspect you have some idea where this might be going. Don’t worry, we will not make any decisions without you, and the final decision will be yours.”

Chapter 2 Research

I ran to my room. I wanted to throw myself on the bed and cry. But I didn’t. I sat at the computer and tried to research transgender through my tears.

Three hours later, I was more confused than before I started. I had never given gender much thought. It never seemed like it made much difference. TJ and I were treated slightly differently, but I had always attributed that to the age difference, not the gender difference. I had never felt like a girl (but when I think about it, I never felt like a boy either). I was just happy being me and gender didn’t play much of a role in my self-image either way. I could play mommy and not feel unnatural about it. But I could imagine myself driving a big rig, or building houses, or programming computers. I didn’t consider any of these gender-specific (although I knew others did). But from my experience with the playgroup, I might well find it easier to fit in at school as a girl. It wouldn’t change my life options much. Either way, I could choose to like girls (or boys or both). I was pretty sure either way it would be girls. Here I was, seriously considering trying to live as a girl, without that suggestion even being made.

At this point, I heard mom’s car in the driveway. I rushed down to meet mom at the door, with a hug.

“That was a nice welcome, but what brought that on?”

“Aunt Julie had a talk with me about the test results. It reminded me how much you have done for us, and how much we love each other.”

“Does that mean I need to have a talk with Julie?”

“I think so.”

Mom ruffled my hair and kissed me of the forehead. Then went and knock on Dr. Julie’s office door.

I ran off to get the stethoscope from our blood pressure testing kit. I knew I shouldn’t eavesdrop, but I had to know what was going on.

How I Became Crossgender part 2

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Contests: 

  • 2019-01 Reader Retention Story Contest

Publication: 

  • Serial Chapter

Genre: 

  • Transgender

Character Age: 

  • Teenage or High School

TG Elements: 

  • Girls' School / School Girl

Permission: 

  • Posted by author(s)

Chapter 3 Julie tells mom.

Charlie returns with the stethoscope, sits against the wall by the office door, putting the earpieces in, and the pickup against the door panel.

The first thing I heard was Julie “You have done an extraordinary job educating your kids. I believe Charlie could do fine in college right now. He amazes me how mature and articulate he is.”

“But?”

“I see where he gets it from.”

“What do you mean?”

“Charlie read me, the way you just did.”

“I am very proud of both of them, but what’s the but?”

“You have inadvertently run an interesting experiment on your children.” I was thinking, just spit it out Julie and could visualize mom glowering the same message. “You have raised them in an isolated environment, treating them the same without regard to gender, and without male role models. I theorize that this is why they both had rather unusual scores on the Prince-Hopkins gender scale. Most boys score in the 80% to 95% range and most girls in the 5% to 25% range. Charly scored 50% and TJ 45%.”

“What are you saying? That I have confused them about gender?”

“No. Charly knows he is a boy, because as he says he can point and shoot. It’s that he doesn’t feel there is much difference between being a boy or a girl. When I asked if he ever wished he was a girl, he answered no, he was just happy being himself, and being a boy or a girl didn’t have much to do with it.”

“You think this is going to cause problems?”

“Yes. He was rejected by 12-13 yr old playgroup, ostensibly for lack of knowledge of pro football, but I’m afraid the problem is deeper. And I’m afraid the problem will only be worse with 15 and 16 year old boys.”

“Where are you going with this?”

“I am thinking we should give Charlie the option of attending school as a transgender girl. Then he could the go to St. Katherine’s where he would be more sheltered and you could watch over him better.”

“But I don’t think he is transgender. He said he never wanted to be a girl.”

“He never had any reason to. You let him be as girly or as boyish as he wanted without censure. I don’t think he is classic transgender. But he has many feminine mannerisms and speech patterns. He could easily be called gender fluid. That won’t get him into St Katherines, which I believe would be the best place for him, but transgender would. Besides, it would be a great opportunity for him to explore the feminine world.”

“Do you think you can be objective on this?”

“No. But the final decision has to be Charlie’s. I know I’m not objective, but I feel it’s the best solution.”

“But you said he doesn’t want to be a girl.”

“But he hadn’t really thought about it and he didn’t really want to be a boy either. He is sort of agender. It would be a chance to sample the other side.”

“ I think you are projecting your own feelings.”

“Probably, but I feel we would only be offering another option.”

“I’m not sure.”

“Charlie is exceptionally mature. I think the best thing we can do is trust him to make the right decision for himself.”

“Your probably right, but it still doesn’t feel right.”

“We wouldn’t do anything irreversible for years.”

“I still have reservations, but let’s go ahead. Depending on his decision, we won’t have much time.”

“One more thing. I think this would be a good time to tell them about me and their father.”

“That has always been your decision to make. I’ll be happy any time you want to tell them. If your ready, I think it’s time for a family meeting.”

“I’m ready. I want to do this!”

I scrambled away from the door and into the kitchen.

Chapter 3 Family meeting

Mom yelled out “Charlie, TJ into the living room. Now!”

After the four of us got comfortably seated. Mom said, “Dr. West has some things to tell us.”

“First, when it’s just this group I prefer Julie or Aunt Julie to Dr. West. Second Charlie and TJ, I am your biological father.”

For someone who is normally incredibly obtuse, she really just spit it out this time.

After an uncomfortably long silence, TJ asked: “Can we call you dad?” Mom and I were suppressing giggles. A slow smile grew on Julie’s face. She got up and hugged TJ then said “I’d love that, honey. But doing it around others could cause problems, so it’s probably better not to.”

Returning to her seat, she continued “When I met your mom, I was James West, an undergraduate, struggling with gender and sexuality issues. I will never be able to repay her for the love and patience she gave me, nurturing Julie and coaxing her into the world.”

Mom interrupted “You have more than repaid me, by becoming the awesome person you are today and by your contribution to giving us Charlie and TJ.”

“When your mothers decided they wanted a family, I was already taking female hormones, but I was honored to donate some of the sperm, I had frozen for possible future use. I am proud to be your father, and the better I get to know you the prouder I get. You will be given the opportunity to ask all those questions this is creating.

But right now I would like to get onto the issue that precipitated telling you this. As you know, I have been doing extensive testing, to determine how best, to continue your education, now that your mom is returning to teaching. Your mom has done a superb job on your educations, You are both years beyond your age group peers both academically and in practical skills. You have been raised in a unique environment by your mothers. In most ways, it is a much better environment than the one you will be moving into. But you are going to have to adjust to the new environment, as changes to it will only happen slowly. You will have to learn to deal with ignorant, bigoted, and indifferent people, you have been sheltered from. They will assume you are wrong because you are different. They will make little to no effort to understand you. Often they will persecute you for being different. Your mothers moved to where they did to protect you from them. But now you will be exposed to them. Your mom and I will do our best to make this home, a safe place with unconditional love. That will be your greatest resource, don’t be afraid to use it. Come to us and talk out your problems.

I am recommending Charlie go to 11th grade and TJ go to 10 grade. You will be mixed with older, physically more mature students. I have little doubt you will both continue to excel academically. Where there may be problems is social. The world of adolescent boys is very competitive. Adolescent boys compete in almost everything, sports, games, prowess with girls, automotive knowledge, etcetera. They don’t listen well, their minds are too busy working on how to one-up their friends. In this environment, Charlie’s relative lack of physical development could make for problems of acceptance and inclusion. In addition, he has developed some rather feminine mannerisms and speech patterns. I suspect the playgroup unconsciously picked up on this. He is likely to be teased, bullied, ostracized, and picked upon. I expect TJ to have fewer problems with the girls. They listen better and tend to work cooperatively on such things as developing a sense of style in clothes and looks in hair and makeup. They can be more accepting of differences. TJ’s lack of physical development is more likely to get her treated like a little sister or late bloomer, rather than a weaker competitor.

Another area you will find much different is gender, Your mothers have made very little differentiation based on gender. The world you are entering will make assumptions and have expectations based on your gender appearance alone. I suspect you will both find this annoying, at best.

Your, Mom and I have agreed to offer Charlie an option that may ease some of his potential problems. But it will also create new problems. I want to emphasize that this decision is entirely Charlie’s and we expect he will take as much time to make it as he needs.

Charlie, if you so chose, we will do all we can, to help you attend school as a transgender girl.”

Mom came over and gave me a hug. “Charlie are you ok with all this?”

I hugged her back. “I am happy to know who my father is. And I’m glad she is such a nice person.”

“I was more worried about the idea of going to school as a girl.”

“At first I thought it was a crazy suggestion. But it is starting to seem reasonable. What do you think about it?”

“I think it is something, you have to decide for yourself. But it is not something I would have suggested from seeing you grow up.”

“ I think I need more time to consider it. It’s all a little confusing right now.”

And with that, the family meeting broke up.

How I Became Crossgender part 3

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Contests: 

  • 2019-01 Reader Retention Story Contest

Publication: 

  • Sequel or Series Episode

Genre: 

  • Transgender

Character Age: 

  • Teenage or High School

TG Elements: 

  • Girls' School / School Girl

Permission: 

  • Posted by author(s)

Chapter 5 TJ &I

I went to my room. Thoughts a swirl. What would it be like to be a girl? Would I like it? Could I pull off the deception?

A knock on the door. It sounded like TJ. “Come in.”

TJ came in, a big grin on her face, and threw herself at me and gave me a big hug.

“Why so happy?”

“I’m glad to know who our father is. And that it’s someone we already know and love. Somehow it feels more like the loving family we had before mother was killed.”

I hugged her back, “Your right. I had not thought about it like that. I was caught up in whether to go to school as a boy or a girl. But you helped me see, that I have a loving family behind me either way. And that is what is important.”

“What are you going to do about the boy/girl thing?”

“I don’t know. I think I need to talk to mom and aunt Julie about it more. What do you think?”

“I will love you whatever you decide. But I would love to have an older sister, and we could both go to mom’s school together. If you decide to be a boy, you would have to go to a different school, and we wouldn’t be able to help each other as much.”

“Yeah, if I decide on boy, I would miss being close to you.” Another consideration, I hadn’t thought of.

The doorbell rang. After mom answered it. “Kids, dinner is here. Come down for dinner.”

When we got down for dinner, we found mom had ordered pizza. We had grown up on almost 100% home cooking (the only exception be an occasional stop at McDonald's or a dinner when shopping as a family). So this was a surprise. Even more surprising was the pepperoni pizza next to the vegetarian one. That had been a forbidden food growing up.

Seeing the look of surprise on TJ's and my faces, “Today I realized, that we had been sheltering you from lots of normal experiences. This could be awkward as you try to fit in at school. Besides we should be celebrating the revelation of your father. Pepperoni isn’t the healthiest food, but you should try it, and see how you like it. Besides, it’s Julie’s favorite, and we want her to feel welcome to our family and to celebrate with us.”

Julia said, “I’ve always felt a little guilty keeping my role as your father secret. I was so proud of you, yet I was acting like I was ashamed of you. I am glad we all know now. That said, I think it would be better to keep it within the family. Outsiders may not understand. They might generate rumors of Satanic practices or other silliness. I am still very proud of you, and I will not deny you are my children. But I think that might be best if we keep that in the family.”

I said, “TJ and I, were discussing how it felt more like a family again than since mother got killed. We want you to stay an important part of the family. We love you, as aunt Julie, and now as our father.”

Julia went over to mom, knelt in front of her, “I just realized nothing would make me happier than marrying you and officially adopting Charlie and TJ. Will you marry me?”

Mom looked a mixture of happy and surprised. “ I have loved you for a long time, but till now I have never thought of it as the marrying kind of love. I didn’t know if you were attracted to men or women or both or neither. I am attracted to the idea of a family with you, but I think we both need more time before committing to marriage. The pizza is getting cold. Let’s eat.”

I reached for a slice of pepperoni, felt my eyes watering and thought, another pro for girl, possible maid of honor.

I saw mom go to hug TJ who had tears running down her face. “Are you OK honey?”

“I’m just so happy. We have a family that loves each other so much.”

Chapter 6 Mom, TJ, and I

That evening TJ and I were cuddled up with mom in her bed.

Mom said, “It’s been quite a day. It will take us all a while to process it all. But do you have any questions?”

I looked at TJ hoping she would ask one of her perceptive questions but realized she was looking at me the same way. I surprised myself, by blurting out, “Tell us about you and dad.”

Seeing the pleading looks from TJ and I mom started. “In college, having decided I liked girls, I started to spend a lot of time at the at the university LGBT club. They had speakers and programs, but mostly it was one the few safe, comfortable places where I could relax and just be myself. I met James West there. From chatting with him, it was clear he was very smart, but also stiff and uptight. I guessed he was struggling with being gay and uncomfortable with women. I was surprised when he told me he was transgender.

I asked him “What is your girl name?”

My heart melted as I saw the smile grow on her face as she said “Julie.”

I asked, “When does Julie come out to play?”

He replied “She doesn’t. She is pretty much locked in my closet.”

I said, “We should do something to free her.”

“I would love that!”

The energy she exuded and the huge smile, made her a much more interesting person than James would ever be.

From there Julie and I became BFFs, helping each other with makeup and hair, sharing clothes, and shopping together. James changed to Julie after graduation, and she went on to medical school. I don’t think James would have made it through medical school. In any case, she is much happier as Julie.”

“Do you love her?” TJ asked.

“Yes. But if it is a marrying kind of love, is still an unanswered question.”

I don’t know if she did it to intentionally to change the subject, but she continued, “Charlie, she was very different from you. So don’t jump to the conclusion that what was right for her, will be right for you.”

“What do you think is right for me?”

“When Julie and I discussed this. We agreed it had to be your decision. I don’t want to influence your decision by projecting my wishes. Other than promising to love you no matter what you decide. And TJ I hope you let your brother/sister know you will love them either way.”

“Mom, she already has. The important thing is that we love each other unconditionally.”

“You just gave me reassurance that whatever decision you make it will be right for you.” `

Chapter 7 Dr. Julie And I

I asked at breakfast when Julie and I could have a talk. I got a lecture on how we were a family and could and should be able to talk anytime. But I got the 2 to 2:50 slot like a client.

As I spent the morning on more internet research and thinking, ideas began to solidify, and my picture became clearer.

At 1:56 the previous client left and I entered Julie’s office/consultation room.
“Hi, Charlie. You seem a little anxious. I want to reassure you, I love you and want to help any way I can. Can I get you a drink?”

She was right about being a little anxious. But soda was still a rare indulgence. “I’ll have a coke”

“Diet or regular.”

“Doesn’t matter to me, but mom would probably object less to diet.”

She went to a mini refrigerator, took out a can and a cold glass and brought them to me. As she was fixing herself a coffee, she asked, “Where would you like to start?”

“Maybe with your story of going from James to Julia.”

“That’s not something I share with many people, but I want to share it with you. I think the girl has always been inside me. When I started kindergarten it felt very wrong being grouped with the boys. At Halloween I wanted to be Cinderella, my father forbid it. It seemed that my father and I were forever fighting, him trying to push me into sports, and me dreaming of a magical transformation into a girl. I did find pretending to be a boy, made life easier in some ways, it reduced bullying and teasing, and it suppressed the ongoing battle with my father.
My mother tried to referee, telling my father to let me find my own way. But I felt she too, wanted me to be more manly. I was a good student and found I enjoyed running, which slightly appeased dads desire for an athletic son. Little did he know, that much of the appeal of running, was that while running I could be the girl in my fantasies. I hoped that when I went to college I could free Julie. But until I met your mom, I was frozen with fear and uncertainty. When I told her I was transgender, I expected rejection, but instead, it was like she jumped inside me and dragged out Julie. Without her, I would never have had the courage, or the confidence to transition to Julie in med school. And that was probably the best decision of my life. Is that what you wanted?”

“I don’t know what I wanted. But that was quite helpful. It is really quite different from my situation. Was it difficult going from boy to girl?”

“Yes and no. I really believe I have always been a girl inside. And with your mom’s help and encouragement the external transition to appearing as a girl was fun and easy. What was difficult was the mental transitions. Letting go of the idea I was really a boy. Expecting rejection.
Self-doubt about being strong enough. Fear of forever being an outcast. Fear of never finding love. Letting go of my conditioning as a boy. Letting go of my parents' expectations for me. If you decide to try being a girl, I think many of the things that were difficult for me will be easier for you. But I doubt you have the fire inside driving you towards womanhood that I had.”

“Why do you think it will be easier for me?”

“First and most importantly. You have a family that loves and wants you, no matter what you decide. Hopefully, that will remove the fear of rejection as a major consideration. Second, you don’t have years of conditioning with “boys don’t play with dolls”, “boys don’t wear dresses”, “boys don’t cry”, and all that crap. You haven’t been pressured to behave like a stereotypical male. Third, you are at an age where your body can be driven whichever direction you choose. Forth, you already have mannerisms and speech patterns that were difficult for me to attain. ”

“Sounds like you want me to go the girl route,”

“No, I want you to do what is right for you, what will help you find happiness. I want you to understand some things will not be as daunting as you think. What you are being offered would have been a dream come true, for me. And it is hard for me to not project that on you. I hope it does not make it harder or more confusing for you, but I want you to have all the relevant information I can give you.”

“I thank you for that. Can I ask how you feel about my mom?”

“You just did. Last night I realized I love her, I’ve loved her for a long time, and that she is the only one I have ever loved in a way that I wanted to spend the rest of our lives together. I also realized I wanted to be a real parent to you and TJ, not just a sperm donor.”

I sobbed out “Thank you.”

“Happy tears?”

“Definitely!”

“Me too.”

We ended the meeting with a hug.

Chapter 8 Another Family Meeting

Mom made one of my favorites for dinner, lasagna. We had vanilla ice cream with chocolate sauce and pecans for dessert.

During dessert, I called for another family meeting.

With the four of us, cleanup went quickly, and we were soon seated in the living room.

I started “First, I want to thank all three of you for making your love clear and unconditional.
When I was first confronted with the idea of going to school as a girl, it seemed downright crazy.
When I researched transgender, I felt that wasn’t me. But slowly the idea seemed less crazy. And the idea that I might be somewhere else on the non-binary spectrum seemed possible. The idea of attending school as a girl became more inviting. I have decided that I want to explore if I may be some version of gender fluid. I want the three of you to help me try living as a girl within the family. Depending on how that goes I can decide about school later.”

Mom said, “That is a really good idea. I’m sure we will all do all we can to help. Where do you want to start?”

“Well, I think I’d like to change Charli with i, no e, to make it more girly. We can pretend it’s short for Charlotte. Then I think Charli needs a wardrobe and probably a new hairdo.”

“Oh, I so need a trip to the beauty parlor and shopping with my new sister.” came from TJ.

“Not so fast. Your sister said at home.”

“Thanks mom, but that sounds like fun. But we need to do enough at home, that the beauty salon doesn’t realize they are transforming a boy into a girl.”

“Are you ready for that?” Mom asked.

“That’s what I want to find out,” I replied.

“Ok, I think we can put together an outfit for shopping and comb and trim your hair into something that looks more tomboyish than boyish.”

Julie, who had left the room, came back with four magazines. “These are hairstyles, you may want to decide what you like.”

Before we dispersed, TJ announced, “I would like to change my name too. I would like you all to call me Joy. I don’t think I want to go by TJ at school. And I like Joy better than Teresa.”

Julie said, “You are a joy, Joy.”

After Mom and I groaned, Joy said: “Thank you, dad.”

With that, the meeting broke up, and the family began working on my transition to a girl.

How I Became Crossgender part 4

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Contests: 

  • 2019-01 Reader Retention Story Contest

Publication: 

  • Sequel or Series Episode

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • Sisters

TG Elements: 

  • Girls' School / School Girl

Permission: 

  • Posted by author(s)

Chapter 11 A new girl.

It was a fun evening with Joy (it really was a joy).

She insisted on painting my fingers and toes. She wanted a deep red, I wanted an unobtrusive pink, we compromised on a pretty pearl.

Even though I had never wanted to be a girl. The pearly nails made me feel a little girly. It felt OK (I wasn’t ready to admit it felt good).

It was fun going through hairstyles with her. We teased each other. Me picking Shirley Temple curls for her, saying they were the perfect little sister look. She picking long flowing locks for me, saying I’d make a great femme fatale.

I picked a shag cut that to me was feminine but not too far from androgynous.

Joy picked a bob with curled tendrils down both sides.

I was surprised to realize that I was beginning to see her as more mature and better able to advise me in my experimental journey into girlhood.

Wardrobe was more of a problem. Joys bras were too tight on me. But I somehow I felt I needed one. Mom came to the rescue with one of her sports bras. It was meant for a lot more than I had, but with all the elastic and chicken filets (silicone enhancers, also provided by mom) it worked OK. Joys tee shirts were a little tight but that was how most girls our age were wearing them. Joys panties fit fine (except I found the feel of them a little arousing). But her jeans were too small and mom’s were too big. I could probably use Charlie’s, but that didn’t seem feminine enough. Joy suggested I could wear a skirt. We tried some and found some that might work.

I asked mom what she thought. “If you want to be a girl, you will have to be comfortable in a skirt. But I don’t think tee shirts and skirts go together very well.”

I looked to Joy “I think mom is right, we can both get dressed up for shopping and salon.”

I was beginning to understand why it took women so long to get ready. Julie came in and said, “When you're done come see me I have something for you.”

Joy and I spent about 45 minutes selecting skirts and blouses for tomorrow. She was going to wear ballet flats that she felt went better with the dressy skirt and blouse we had chosen. I would have to go with my fairly androgynous boy's sneakers.

I went to visit Julie in her office. “That took long enough.”

I responded, “Girls have so many more choices, and it's all new to me.”

“Nice, isn’t it?”

“Yes, I was surprised at how nice it felt to feel pretty.”

Handing me a flesh colored piece of cloth, “It’s a gaff. Basically, a heavy-duty thong to keep your boy bits up and out of the way.”

“That might be a good idea. Putting on Joy's panties was a little arousing.”

“I remember it being a lot arousing. The thong may take a little getting used to. If you decide to go to school as a girl, we can get you some pantie style, or even a prosthetic vagina.”

“A what?”

“Prosthetic vagina. It’s silicone made to appear like a woman’s anatomy. You can get ones you wear like a gaff or ones that attach with surgical glue.”

“I didn’t know those even existed.”

“Most people don’t. That’s for later, if at all.”

Chapter 12 New hairdo

The next morning Joy (I’m growing to like that name though I’m afraid TJ is going to slip out too often) and I were up racing to the shower (she won) We were dressed in our carefully selected outfits, and in the kitchen as mom was starting breakfast. “T__, I mean Joy get the toast going. Charli with an i no e pore juice and milk for all of us. Girls you both have 2 O’clock appointments at the Westover Mall Salon.”

As I finished pouring the milk, mom brought over three plates of eggs. Hers and Joy’s sunny side up, and mine over hard (I never liked runny egg yolk). Joy brought a platter of toast, then a selection of jams and jellies. Mom brought a platter of home fries and sat down.

Between bites, mom asked, “Are you girls excited about today.”

She got two excited and almost simultaneous yeses. Joy and I looked at each other and giggled.

“Glad to see you expect to enjoy it.” More giggles in reply followed.

“Charli, how do you want to handle trying things on?”

“Like a teenage girl. Try on everything in the store and model it for you and Joy.”

“What about things like being fitted for a bra.”

“ That might be embarrassing, like for any flat chested girl. Aunt Julie gave me something that should avoid embarrassment from the other end, and I’m wearing it.”

“Mom, what’s she talking about?”

“Charli, do you care to explain for your sister?”

“It’s called a gaff, and it’s meant to keep my boy parts out of the way.”

“Oh,” said Joy as her face reddened.

Mom said “I think this will be fun for all of us. But if anybody gets uncomfortable please let me know and we can abort the mission. Sadly Julie has clients this morning, and can’t join us. She will want you to model when we get home.”

After cleaning breakfast dishes, Mom said: “It’s time to do something about your hair, Bring a bath towel and a bar stool into the kitchen.”

When I got to the kitchen with the towel and stool, Mom had combs, brushes and scissors laid out on the kitchen table.

“What are you going to do, mom?”

“Just fixing your hair, so we don’t have any problem with anybody thinking you are a boy. You don’t have to like it. It’s only for a couple of hours until you get to the salon.”

This seemed ominous to me, but I decided to not start an argument when I had little idea what was happening. She sat me on the stool and wrapped the towel over my shoulders. And after the proverbial 100 strokes (it seemed like more, but was probably less). After a few nastie tangles, it actually felt kind of nice, I was enjoying her attention. She switched to a comb, and combed most of my hair back but some over my face. She moved behind me and started separating my hair in bundles, then braiding it. When she finished the right side and switched to the left, I knew I was getting pigtails, a style TJ had rejected years ago as too young for her.
This would certainly not have been my choice, but it was only for a few hours. When she finished the braiding, she took scissors and trimmed the hair on my face into eyebrow length bangs. After spraying the bangs with hairspray. She called “Joy, come see how pretty your sister is.”

Joy came running in her grin turned into a grimace suppressing a guffaw. Regaining control she said, “Sis, it makes you look so young.”

Mom had given me a hand mirror. From the front, it wasn’t too bad. But from the back or sides, it was much too juvenile.

Julie came in, in her skirt suit and heels. “Alas, I fear I must say goodbye to my pretty young girls, only to have them magically replaced by sophisticated young ladies.”

Joy giggled, but I was uncertain how to take Julies sense of humor. I felt that she was with Joy and I, on the age inappropriateness of my hairdo, but I was confused about what else might be there.

Julie whispered something in mom’s ear. I hoped she might be chastising mom for what she had done, but mom just whispered back what looked like OK.

“ Girls get ready and pack whatever you need in your purses. Charli, you will find a purse you can use on your bed.” Mom went upstairs, and Julie grabbed a cup of coffee and went into her office.

Joy ran over to me hugged me and asked: “ What do you really think of what mom did to your hair.”

“Well, it will keep people from thinking I’m a boy. And it’s only for a couple hours. But I’m not very fond of it.”

“Wow, you’re suddenly diplomatic with your transition. I thought mom was more with it than to do that to you. I’m not letting her near my hair after that.”

“Yeah it’s pretty terrible, but I expect bigger bumps on my road to girlhood.”

“I’ll do whatever I can to help you.”

“I know that and I really appreciate your help. You have grown a lot in my eyes.”

“I still feel like your little sister, but in other ways, I’m feeling like an older sister. I feel more protective and want to help in areas I may have a little more experience.”

“Love you. Let’s get ready.”

Chapter 13 Shopping

On the way to shopping mom said “Charli, you have a lot to learn about being a girl. For starters, that is not the way to sit in a skirt or dress.”

Joy giggled. I looked down and saw a glimpse of pantie and a lot of bare thigh. I pulled the skirt down but it still didn’t cover as much as I would have liked, I closed my thighs together.

“That’s better, but when you sit down you need to sweep your skirt under you with your hand. We should have practiced at home.”

“You shouldn’t be so hard on her, this is all new to her.” Joy contributed.

“I’m not being hard. I’m just pointing out what she has to learn quickly.”

“Thank you both, you both need to let me know things like that.”

“I think we should start by getting you some bras that fit.”

“Not what I’m most looking forward to, but you are probably right.”

Joy jumped in “Can I go first and get a new bra, so Charli will know what to expect.”

I gave her a smile of gratitude.

Mom said “Yes, but I recognize the self-serving part of that offer. Don’t expect to get everything your sister does today.”

When we got to the mall, Mom headed directly to Penny’s. Joy protested “can’t we go to Victoria’s Secret?”

“No. Their stuff is too old for both of you. And too expensive for what might be a short-lived experiment.”

We went to the lingerie department and were quickly approached by an older sales lady “How can I help you?”

“Both girls need new bras. You can start by measuring the younger one.”

“Let us go to the changing area, and I’ll measure you both.”

Back outside the changing booths, no one else was around, thankfully. The sales lady asked Joy, “Do you want to go into a booth, to be measured.”

Joy replied, “No, we can do it out here, so my sister can see what to do.” I could feel my face warm, and I’m sure it reddened noticeably.

“OK, please take off your blouse.” Joy did. “Can you slide your bra up a little.” Joy did. And the sales lady wrapped a cloth tape below the bra. She pinched the tape where the end met it, unwrapped it. “You can pull your bra down and put your blouse back on.”

“27 ¾, so a 28A should be right.”Next, blouse off” looking at me. I took the blouse off.

Seeing the oversized sports bra “What’s this?” looking at mom.

“She wouldn’t wear a bra, pretending to be a boy, then suddenly she won’t leave the house without one. So I lent her one of mine.” shrugged mom.

Was she intentionally trying to embarrass me? Feeling more warmth in my cheeks.

The sales lady gave mom a knowing smile, and me a “Bra up”. I lifted it. A cool touch and she was done. “You can get dressed.”

Speaking to mom “31 ⅜, I would look at 32 A's. The starter bras are over there.” she pointed “Would like my continued assistance or would you prefer privacy with your girls.”

“Thank you, I think we can handle it from here.” The sales lady quickly disappeared.

“Mom, were you trying to embarrass me with the pretending to be a boy?”

“No, but it was the truth. And I was embarrassed having one of my girls seen in such badly fitting clothes.”

We went and selected a bra for Joy and 3 for me. Mom had me try on all three with the chicken fillets. She took the store tags off one and had me wear it instead of the sports bra. She also had me try on some like tee shirts on they only had little ribbon shoulder straps and the material felt nicer than my tee shirts (I think she called them camisoles). Again I got 3 to Joy’s 1. She also got me 2 three packs of panties one bikini style, and one like the panties I had on. She didn’t make me try those on. We checked out of that department.

Next was jeans. She did the sizing but let me select styles. I picked one decorated with butterfly and flowers thinking, that might help sell the girl thing. Trying them on “Mom, I think these are too small.”

“Just put them on, and let us see.”

When I finally got them on, Mom and Joy both thought they fit fine. I was just thankful for the gaff. Mom also had me try some denim shorts that fit like the jeans. I didn’t like that the legs only went a couple inches below my crotch, but when I saw my legs in the mirror, I thought hot babe, and felt the gaff holding me.

We left that department with two pairs of jeans and the shorts.

Mom asked, “Shoes next?”

And I thought do my feet smell? I’d been wearing that pair of sneakers for 7 months and never given that a thought. Was the mere act of pretending to be a girl turning me into one? Why was I thinking different?

“Is that a yes?”

“Sure mom, that will be fine” I answered.

“To start you need a pair of dress flats.”

We went to a display, where there was a choice of about a dozen colors. Mom commented
“White or black would be most practical and versatile.”

Pointing to an ivory pair, I asked: “Would those be OK.”

“If that is what you want, they are fine.”

At this point, a cute high school looking boy approached us asking “Can I help you, ladies?”

Mom answered, “My daughter would like a pair of the ivory flats. You need to measure her, I’m not sure of her size.”

“Please come over to the fitting area and have a seat.”

I went, carefully sweeping my skirt under me as I sat, pressing my legs together.

He grabbed one of those metal foot sizing things, knelt at my feet and removed my right sneaker. I prayed he wouldn’t be grossed out by my feet. “Nice polish.” He had me stand on the measuring device, “Women’s size 7, I’ll go get you a pair to try on.”

When he was out of sight I grabbed my sneaker and sniffed it, thinking not as bad as I feared, but not very pleasant either. Mom smiled, and Joy giggled.

Joy asked, “Do you think he’s cute?”

Even though that very thought had crossed my mind, I answered: “I don’t think about boys that way.”

Mom jabbed “You must not really be a girl.”

The sales clerk returned with a box, took out one shoe and gently held my ankle putting the shoe on. His touch made me suddenly aware of the gaff. “Please stand.” When I put weight on the foot, he pressed the toe of the shoe, to find my toe. “Please lift your heel.” After looking to see how well the shoe stayed on, he said “Looks like a good fit. Sit down, and I’ll put the other one on, and you can try walking in them.” I sat, carefully sweeping my skirt under me and keeping my knees together. Walking in the flats, felt closer to barefoot than any shoes I had worn. They made me want to skip. Where is that kind of thinking coming from?

Mom asked, “How do they feel?”

“Light, I like how they feel.” was my answer.

“We will take them. Can she wear them out of the store?” Mom asked.

“Sure I’ll put her sneakers in the box. Is there anything else I can help you with?”

“Yes, she also needs casual school shoes. We are just moving to the area. Perhaps you can advise what is popular with the girls in this area?” asked mom.

“Canvas shoes in pastel colors are trendy right now.” He reached for my hand to lead me over to the display. When our hands touched, there may have been a static discharge between us. I definitely became acutely aware of the gaff.

He took us over to a display, and I chose a powder blue (girls don’t have to choose pink).
Joy wanted a lavender pair.

After trying them on, we bought the three pair of shoes and left the store.

Joy looked at me with a huge smile, which caused me to smile back. She took my hand and we walked together. She started skipping and I joined her. As we skipped along, virtually every woman we passed and most of the men gave us warm smiles. I thought, how could anyone not enjoy being a pretty girl? I felt a closeness and unity with Joy, that was greater than I ever had with TJ. Feeling the pigtails bounce, reminded me of the less than an ideal hairdo. But all the warm smiles, made that seem trivial. I had the thought that the few scowling men, might be smiling if they had had the experience of feeling like a pretty girl.

When we got to the fountain in the middle of the maul, mom took some pictures of us with the fountain in the background, and a short video of us skipping along.

We sat a bench near the fountain. I remembered to sweep my skirt under me and keep my knees together.

Mom said, “You two seem to be enjoying yourselves.”

Joy gushed “This is so much fun. It’s so nice having my sister to shop with.”

I said “This is more fun and easier than I expected. I feel closer to Joy and to you than I did as Charlie. And it seems like I have gotten more smiles just since we left the shoe store than I normally get in a week.”

“You two certainly make a cute pair. While you have both been happy children, you seem to exude your happiness more today than I can ever remember. These are among the best pictures I have of you.” mom said showing us the pictures, she had just taken on the phone.

“It’s nearly noon, let’s stop at the drugstore for some girl supplies then get some lunch.”

In the drugstore, mom took us to the cosmetics area saying “The school discourages heavy makeup, until 9th grade they only permit nail polish and lipgloss. You will be able to use light eye makeup, foundation, and blush. I’m letting you both get your own because it’s best not to share. You can each pick two lipsticks, two nail polish, one mascara, one eyeliner, one foundation, a small palette of eye shadow, one blush, and one powder compact.”

I didn’t realize that there was that much to assemble, and it took a while and quite a bit of consultation to decide, but we finally collected the cosmetics.

“Charli, you probably should probably make it a practice to wear a light fragrance. Boys smell different from girls, and some of the girls may notice.” We sampled fragrances and picked one that had a slight orange smell with mild floral undertones. It was milder smelling than many of the other fragrances. It was called toilet water, which I didn’t think was a very attractive name.

Mom then swept around adding shampoo, conditioner, scented deodorant soap, and scented body powder. She then added feminine pads and tampons saying “We can discuss these at home. You may not need them, but not having them, might raise questions you don’t want to be raised.”

I didn’t realize girls needed so much stuff that boys didn’t.

Mom asked, “Is there anything else you girls think we need?”

I answered “You can get in the checkout line, and I’ll get it.

Mom just smiled, as I joined her in the checkout line, dropping the can of deodorant foot powder in her basket.

At lunch, I was reminded, that there would be some parts I wouldn't enjoy, as mom “suggested” we all have salads.

Mom said “I’m surprised how well this is going, We are all enjoying ourselves. Charli you seem very natural and comfortable as a girl.”

“I wasn’t expecting it to be so easy and so much fun. It does feel comfortable and natural. I am surprised how many smiles I am getting today.” I replied.

“That is because you are smiling more than you usually do. I kinda questioned this whole scenario but seeing how happy you appear, I am more confident you can make a good decision and that I will be happy either way.

How I Became Crossgender part 5

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Contests: 

  • 2019-01 Reader Retention Story Contest

Publication: 

  • Sequel or Series Episode

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Elements: 

  • Girls' School / School Girl

Permission: 

  • Posted by author(s)

Chapter 14 Salon

Since we had spent so much time with cometic selection, it was already 1:45 when we finished lunch. So we headed right over to the salon.

Mom went to the receptionist and said “You should have 2 O’clock appointments for Charli (nodding toward me) and Joy (nodding toward her). This is the girl’s first time at a salon. I’m afraid they have outgrown my skill.”

The receptionist replied “Girls, relax and enjoy yourself. This should be very enjoyable for you.”

At this point, two young women came toward the reception desk. “Charli, this is Cynthia who will be your stylist today.” A blonde knockout stepped forward, and my gaff suddenly felt very restrictive. “Cynthia, this is Charli’s first salon visit, so take good care of her.”

“Joy, this is Denice your stylist today. Denice, this is also Joy’s first salon visit.”

“This is their mother, make sure she approves their choices.”

Cynthia took me back to her station. After I sat down she wrapped a shroud around my neck and began unbraiding my hair. “Do you mind if I ask how old you are?

“I’m 13, but I will be entering 11th grade because our mom did such a terrific job homeschooling us.”

“Do you know what kind of style you would like?”

“We looked through magazines last night, and I tentatively picked one called a shag. But I would like your recommendation.”

“Your so pretty, you can work almost any style. But, in your situation, I think you want something that makes you look older not younger. You don’t have a lot of length to work with, so that restricts our choices. I also think you probably want something low maintenance. I’ll start by shampooing and conditioning your hair.” With that, she released the back of the chair, and I found myself fully reclined with my head over a sink.

As she started to shampoo my hair, I said “Yes, I want something low maintenance but more mature. The pigtails were mom's doing, and I wasn’t very happy with them.”

As she massaged the shampoo into my scalp. “Yes, we want to go for more pretty and not so cute. I’m going to rinse out the shampoo now.” She quickly finished that. “Now we are going to shampoo again. Have you discussed hairstyles with your girlfriends?”

“When we were homeschooled it was just my sister and I. We didn’t have much contact with anyone outside the family, except for one neighbor lady, who kind of appointed herself, surrogate grandmother. My sister and I never talked about hair until last night, and even then, it was hard to separate teasing from true feelings. Like I suggested the Shirley Temple style for her, and she picked a long flowing femme fatale style for me.”

“Seems like you have a very good connection with your sister.”

“Yes, and it seems to be getting stronger as we prepare for our first day of school.”

“You mean you have never been in a classroom situation before?” asked Cynthia.

“No, we have only been homeschooled together since I was almost 5 and she was 3 ½.”

As she finished a second rinse “Wow, this is a big step for you. I’ll make sure you look good.”

She worked a towel over my head with her massaging fingers. “I’m going to get your mother and some pictures. Then together we can decide on a style.”

She came back with mom and a loose-leaf binder. “You said, you might like a shag.” opening the book and displaying a picture for mom and I. “That would be a good style for you. It would be low maintenance, only requiring brushing in the morning. If you go that route, I would suggest adding highlights.”

“What are highlights?” I asked.

She opened the book turned pages and set it in front of me. “The picture on the left is without highlights the one on the right with them. It is done by coloring sections lighter or darker. It gives the hair a more three-dimensional look.”

She changes the page to a wavy longer style. “I think you have enough length for something like this. I think it would make you look more mature. But it would be more work. You would have to use a curling iron on it regularly.”

I really liked the style and agreed it would make me look older. But I really didn’t want to have to mess around with curling irons and such.

Mom echoed my thoughts “I don’t think your ready using a curling iron every morning, you don’t even brush it now.”

While true, I found it a little embarrassing having my mom say that in front of Cynthia.

Cynthia showed us a few more styles, but we agreed on the shag with highlights.

“We will start with the highlights because they will be easier to do before we trim the hair.”
As Cynthia started combing out my and separating it into little bunches she wrapped in aluminum foil. “Now we are going to color the highlights, this will smell pretty bad, but such is the price of beauty.” She put on some plastic gloves. Mixed some chemicals together, and applied it to my hair with a sponge. The smell was something you would avoid if possible. But, I didn’t seem to have a choice.

When we finished she walked me over to a magazine rack “You may want to pick something to read while that drys.” I chose a copy of Sixteen though I would have preferred Popular Science. Then over to a different chair. “Now you get to bake.” as she lowered a helmet over my head. She gave me some foam earplugs. “You should put these in your ears.”

I was glad I had put in the earplugs, as the drier was loud and overly hot (in my opinion).
I settled in with the magazine and was into an article on how to achieve different looks with eye makeup. What was happening to me? A week ago I would have had absolutely no interest in this. Was I really turning into a girl, mentally? Was I becoming a different person? Was I losing Charlie? Deep breath. I am just exploring, and I am finding new and interesting things. I am opening new possibilities for myself.

My musings were interrupted by Cynthia turning off the drier. “We didn’t overbake you, did we?”

“I think my brain was overheating,” I said, thinking she doesn’t know how true that is.

Taking me back to the first chair, “I’m going to remove the foils then style your hair.”

She took somewhat longer than mom did cutting my hair. But I found her chatter interesting.
She said she thought I would enjoy high school, making new friends, and with them discovering my own look and style. Another area that was new, but she made it seem fun and exciting.

She dropped the subject of boys when I told her I wasn’t into boys (I’m sure she added a mental yet, but I was closer to adding an ever). Whenever I thought of her, the gaff made its’ presence known, and I wondered how many people had crushes for their hair stylists.

When she removed the cape and handed me a hand mirror, I didn’t know what to expect. Looking into the mirror, I saw a new and definitely feminine me looked back. “I love it!” (the love seemed like overacting to the Charlie me, but to the Charli me it was definitely more than like, and a good way to thank Cynthia, call it flirting, Charlie.)

I got up and twirled in front of a full-length mirror. That felt free and uninhibited and right for the new me.

Assessing myself, though I had chosen the hairdo as androgynous, the highlights tilted to the definitely feminine direction. I decided I was happy with that. I still looked like a 13 year-old girl.
I would have preferred looking like 15, but that would be hard with my body’s lack of shape. It’s not that I wanted to grow up fast, but that I wanted to fit in with the girls I would be schooled with.

Mom came in followed by a new looking Joy.

Mom said, “I love it, on you too.”

“Me too.” from Joy.

I twirled for them while saying “ I love yours too, Joy. It makes you look older, Almost like we could be fraternal twins.”

“That would be so cool! Having you as my sister keeps getting better.” gushed Joy.

Chapter 15 A Special Dress

As we left the salon mom said. “I would like you each to select a dressy dress to go with your new looks.”

We went to “Young and Special”, a store with clothing and accessories targeting teenaged young women.

I looked at endless display models, but thinking back to how I looked in the mirror at the salon, I didn’t feel I could pull off most of them, they emphasized breast or waist and hips I didn’t have. Then I found the perfect dress. I had never felt that way about a piece of clothing before. It was a simple dress with a short skirt and a fabric that drapes well and felt divine (I later learned it was called skater style and was made of microfiber).

It was available in many colors. I chose a maroon, that made me feel mature and sophisticated.
When I put it on and modeled for mom and Joy, I reassured myself that it was indeed perfect for this time and place in my life.

Joy gushed, “You look beautiful!” Mom nodded and I think her eyes glistened.

Joy quickly decided she wanted the same dress except in a royal blue.

The Charlie part of me didn’t want to vocalize how pretty she looked in it, “You look great, sis.”

Mom nodded and said “This was a lot easier than I was expecting. You have both made great selections, that I am very happy with. Together you are ready to wow the world”

When we got to the car, mom opened the trunk and began rummaging through the mornings shopping.

“What are you doing, Mom?” I asked.

“I want to hit Julie, with the new versions of both of you, when we walk in. I can’t wait to see her reaction.” answered mom.

She handed us each one of our new lipsticks. Then each of us a new camisole and me the black bra and a pink pantie. “Girl’s like to match underwear, but you don't have a red bra or a black pantie, and you should wear a darker bra under that dress.”

We headed back to “Young and Special” to use the changing room. We should have left the dresses, but I don’t think, mom’s idea to hit Julie with the whole package, crystalized until the walk back to our car.

Mom helped me, especially with the lipstick. I really did feel young and special, and loved it!

On the ride home, I asked “Mom, could you cut down on the teasing, like the, not a real girl comment?”

Mom replied, “That, comes with the job description for a parent. But seriously, you are faced with a serious decision, one that I fear is too big for a 13-year-old. I think it would serve you well, to be able to pull back, look at your situation, and be able to laugh at yourself. I rationalize, that I am trying to help you do that. Besides, teasing can be fun.”

It took a while to sink in, but mom was right. There was a lot of humor in what I had gone through today, and being able to see that and laugh at myself would help me keep from being buried by the seriousness of the decision I faced. The “You must not be a real girl.” was looking more humorous and feeling less stinging. I needed to reassure us “I love you, mom.”

Chapter 16 Sophisticated Young Ladies

When we got home, mom had us stand together, where Julie would not be able to see us until she was in the doorway to her office. That way we could all observe her reaction.

We held each other’s hand which I found reassuring. I knew we looked good, but I was feeling a little anxious. I really wanted Julie’s approval. While I didn’t expect rejection, I began to wonder how much approval was enough. I felt sorry for those who expected, and all too often received a rejection.

Mom knocked on the office door.

Julie answered, “Come in.”

“No. You come out and see the new versions of Charlie and Joy,” said Mom

The speed she appeared in the doorway was surprising, for the normally slow and deliberate Julie. Seeing us her eyes got big, and her jaw dropped. The room remained silent. After what seemed a long time, but was probably less than a minute, Julie said “You both are beautiful. I thought I was joking this morning, but you have both transformed into sophisticated young ladies.”

Turning to mom she asked “May I have the pleasure of escorting you three lovely young ladies to dinner tonight?”

“We would be delighted to.” mom answered for all of us.

Julie ducked into her office. Ten minutes later, she announced, “We have reservations for my favorite seafood restaurant on Fisherman’s Wharf.”

Julie looked at me, her happy smile changed to a worried look. I wondered what was wrong? Had I done something? She squatted, gave me a hug, “Charli, you look so ravishing, I forgot till just now, you might not be ready for this. We can cancel if it’s a problem for you.”

With relief, I replied “No way! I forgot too. And now I’m really want to go to Fisherman’s Wharf.”

After mom changed (it was still strange to see her in heels) she helped Joy and me with makeup.
“This is probably not the time to experiment with eyeliner and your complexions don’t need any help, but you may want to try a little eye shadow and mascara.”

I put on some rose eye shadow, under mom’s supervision. Joy chose a light blue to go with her dress.

Mom demonstrated putting on mascara “Be careful, it’s easy to poke yourself in the eye.” It wasn’t easy, but both Joy and I managed without serious injury.”

Mom asked “Charli, do you mind if I shape your brows a little.”

“What do you mean?” This was seaming a little ominous.

“I’ll just pluck a few strays”

I didn’t like the idea of being plucked, but I said: “Go ahead.”

She plucked hairs. It hurt, but not as bad as I feared. When she finished she took a pencil from her purse and used it on my brows. “Look in the mirror, and see how you like that.”

When I looked, it was hard to recognize myself. The arch in the brows definitely made me look more feminine. The brows, the lipstick, the shadow, and the mascara all worked together to give me an older appearance (maybe 15?). “I like it, thanks, mom.”

The Wharf was the mall on steroids. Joy and I held hands as we strolled, the smiles we received were warmer and more numerous than at the mall. Mom and Julie’s smiles were bordering of full-fledged grins.

On the drive to the restaurant, I retold the story of mom’s “You must not be a real girl”.
Mom defended herself against Julie’s frown with “I told her she had to learn to see the humor in her situation and be able to laugh at herself.”

Julie said, “We all need to remain thankful, that we are blessed so much love in this family.
We need to give each other a little leeway, when one of us says something that stings, knowing the intention was not to hurt. Frankie, you need to remember that young ladies have delicate sensitivities. Charlie, your mother is right, you need to see the humor in your situation, and be able to laugh at yourself. That was a hard lesson for me to learn. But without it, I doubt I could have gotten to the wonderful place, I am now.”

The fine restaurant was a wonderful new experience. But I was floating on such a high cloud, over the public reception of Charli, that I have trouble relating the details.

_____________________________________________________________________________

The next part will be the final part, I hope you enjoy the process Charli(e) uses to decide. There will be a revelation at the end that many may find surprising.

How I Became Crossgender part 6

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Contests: 

  • 2019-01 Reader Retention Story Contest

Publication: 

  • Final Chapter

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Elements: 

  • Girls' School / School Girl

Other Keywords: 

  • gender-fluid

Permission: 

  • Posted by author(s)

Chapter 17 Decision

I slept surprisingly well. I thought my busy mind might keep me awake trying to process, all the experiences of the wonderful day. But instead, my exhaustion caused me to fall quickly into a deep uninterrupted sleep. I awoke refreshed, but full of thoughts on my boy/girl decision. My subconscious must have been working overtime.

I got up showered and looked at the new me, in the mirror. It seemed like an out of body experience. That girl in the mirror couldn't be me. Yet, I had spent a wonderful day as her. Despite seeing my naked body, complete with dangling genitals, I had, the strange thought, that I needed lipstick. Was something happening to my mind? I seemed to suddenly be thinking differently.

I tried on the new pastel blue bikini panties over the flesh colored gaff. The panties were comfortable, and I liked the view in the mirror better. I wasn't sure if it was because I liked looking at girls in panties or because I liked looking like a girl or both. It felt a little strange having so little covered down there. But overall I felt good about myself (pretty unusual for a teenaged girl).

I got dressed in one of the new pairs of jeans, a girl band tee from Charlie's wardrobe and my new powder blue shoes. I noted that the tee evoked thoughts of girl power solidarity, rather than the old eye candy thoughts.

Brushing my hair quickly brought it close to where Cynthia (thoughts of hot babe intruded) had left it. I added a little of my new pink lip gloss.

I went down to breakfast, where Joy and mom were already eating.

"Good morning, Sis!" exclaimed Joy excitedly.

"Morning Charli, did you sleep well?" asked mom.

"I slept great, fell off quickly and slept without interruption until waking refreshed a little while ago," I replied.

"You can drop some waffles in the toaster and pour yourself some milk and juice." said mom.

I thought she was making the transition from full-time mom, to shortcut taking career woman quickly. The family was going to face a lot of major change quickly.

"You look pretty in your new clothes," said Joy.

"Thank you," I replied, feeling a little warmth in my cheeks, not being used to being called pretty.

We chatted about how much fun we all had yesterday. Mom told us how proud she was of us, and with the new hairdo's and our mature behavior, we seemed to have added two years growth in a single day. I added, I too had seen that growth in Joy and that she seemed more an equal companion, than the little sister needing protection that she had seemed days earlier. I found Joys beaming face heartwarming.

As we cleaned up, Julie came in saying, "Spending the evening with you three lovely ladies was enchanting."

Mom replied, "Thank you, for the lovely enchanting evening and the opportunity to show off my lovely young ladies."

They exchanged knowing smiles, that had me wondering what might have gone on while I slept.

Julie fixed herself a coffee and disappeared into her office.

" I would like a little alone time to collect my thoughts from yesterday," I stated.

Joy frowned. But mom smiled and said "That would be good. Joy, leave your sister alone."

'Yes, mom," replied Joy, but the way she stomped off left me wondering how long I would have before she intruded.

I went to my room, closed the door, got out my laptop, and began typing my thoughts:

1. Comfort. I had been surprisingly comfortable as a girl. I thought I would be anxious about being identified as a boy in a skirt, but as the morning wore on, I found myself worrying more about what people thought of the pigtails. As a girl, I received lots of smiles, that felt like you are a nice girl, a pretty girl, a well-behaved girl. As a boy, a what kind of trouble are you going to get in now scowl was more likely. After Julie’s comments on feminine mannerisms and speech patterns, I was beginning to doubt my ability to present as a boy, without appearing gay. Surprisingly this was clearly pro-girl.

2. School. No contest. St. Katherine’s was clearly superior in almost all ways, to the public school I would go to as a boy. Another strong pro-girl.

3. Safety. I was in real fear of getting the shit beat out of me, as a boy. Girl seemed much safer.

4. Restrooms. Girls were generally (not always) cleaner and better smelling, and usually a better social experience. But boys were quicker and easier. Point and shoot still preferred. Slightly pro boy.

5. Friends. I found myself looking forward to friendships with other girls. As a boy, friendships with other boys seemed more problematic. Pro girl.

6. Sister. TJ and I had been extremely close. But I think Joy and Charli were even closer. Pro Girl.

7. Mom. I think mom was being stricter and more intrusive with Charli than Charlie. This might just be normal mother-teen daughter dynamics and lead to closer bonding later. But I liked the relative freedom and invisibility Charlie had. Slightly pro boy.

8. Julie/Dad. Julie had always been kind and caring, but there had always been a wall. I think most of the wall had come down with the fatherhood revelation. But she was showing even more vulnerability trying to help me. I think sharing the boy to girl experience will make us even closer. Pro girl.

9. Genital Comfort. Wearing the gaff had gotten to the point where I could forget I was wearing it until some hot girl wondered by (or even the girl in the mirror, which was a little disturbing.) But letting them dangle in boxers, was definitely more comfortable. Pro boy.

10. Clothes. More variety and selection and more enjoyable shopping with girls. More durable, less fussy, less time needed to select, sometimes more comfortable with boys. Pro girls.

11. Hair. Easier, less time consuming for boys. Pro boy.

12. Male privilege. Men paid more for the same work. Positions of power and prestige reserved for or biased toward men. Women’s ideas and opinions often ignored or diminished. Women stuck with more routine drudge work. Pro boy.

13. Emotions. Women were a roller coaster of highs and lows. Men were repressed, which I thought was unhealthy. Perhaps I can get the best of both, Pro girl, Con hormones.

14. Makeup. Can provide different looks, can be fun. Time and money consuming. Generally a girl thing. Slightly pro boy.

15. Religion. Some call choosing girl an abomination and condemn that choice to hell. I see this as more an argument against those religions than for boy. Slightly pro boy.

16. Future. I had assumed I would become a husband and father. I now realized I had little knowledge what either of those really meant. Still, it was a dream that I was not ready to let go of.
Could being a mother replace that dream? I don't know. Pro boy.

I decided that these were not equally important. And for some the decisions were close. So I would assign an importance weight to each item and a strength multiplier for how close the decision was.

Item__Description___Weight____Strength____Girl____Boy
1____ Comfort______10________.8_________ 8
2_____School_______8________1.0_________8
3_____Safety_______10_______1.0_________10
4_____Restrooms____5________.4_________________2
5_____Friends_______8_______1.0__________8
6_____Sis__________10______ 1.0_________10
7_____Mom________ 10________.2________________2
8_____Julie_________10_______1.0_________10
9_____G C___________5_______ .8________________4
10____Clothes________6_______ .5__________3
11____Hair___________5_______ .6________________3
12____Macho P_______10_______1.0______________ 10
13____Emo__________ 5________.6__________3
14____Makeup________4________.5_______________2
15____Religion________2________.4________________.8
16____Future________10________ .3_______________3
______Total______________________________60___26.8

This decision turned out to be a lot easier than I expected. The score just reinforced my feelings. My one day being in public as a girl, just felt so much better than my experience as a boy (also very limited). Also my fear of what might happen to me as a high school boy was growing. I definitely wanted to do more exploring, as the girl me.

Time to tell the family.

And that is the story of how I went from blithely accepting I was a boy to wanting to pretend I was a transgender girl.

_____________________________________________________________________________

Afterword

I do not see Charlie as transgender. To me, he is a cisgender male who grew up in femaleland. He is fluent speaking and acting feminine. When faced with the monumental task of moving into the real world, he finds himself more comfortable in the female role. I see this as similar to growing up speaking French and choosing a bilingual school rather than an English only. I think girl is the right short term decision because it’s hard to get an education while in a continued state of fear.

I think the mental health professionals in the story are skating on thin ice, by intentionally misdiagnosing Charlie, even if the intent is to manipulate the situation to, in their minds, improve it for Charlie. My view is that this is akin to prescribing off label medication, not because they understand what it does or how it works or are aware of the side effects, but because they hope it might work. I would argue that people should be free to choose their gender presentation (clothes, hairstyle, vocal presentation, etcetera) freely and have the world accept that presentation, regardless of how close to an imaginary ideal it is. This decision should not require health official approval. But the real problem is the world acceptance.

I don’t have any answers here, only what I hope are good questions. I hope they get you thinking and generate some good discussion.

Also, this is not the story I started to write, more on that in my blog later.

I hope to get some PMs on where you would like me to take this story.

I am going to post this afterword in my blog, if you want to add comments to discussions such as: Is Charli(e) really crossgender? What are the dangers/advantages of a cisgender person posing as a crossgender person? What should the role of medical/mental health officials be? do it in the blog.

To comment on the story, do it here.

For suggestion/requests for further adventures PM through contact the author.

I'd like to end by thanking all you who have stuck by this to this point. And special thanks to my beta-readers who helped make this better.

Frankie and Julie in Bed

Author: 

  • Cheryl Bishop

Caution: 

  • CAUTION: Language

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • Sequel or Series Episode

Genre: 

  • Crossdressing

Character Age: 

  • Mature / Thirty+

TG Elements: 

  • CAUTION

Permission: 

  • Posted by author(s)

This continues from where “How I Became Crossgender” leaves off (actually this occurs between parts 5 and 6. My muse is not totally chronological). I recommend readers read that for character familiarization. But I offer the following Synopsis for new readers.

Synopsis:

Frankie and Jane fall in love, get married impregnate each other with donor sperm.

Frankie births Charlie. 21 months later Jane births TJ (Teresa Joy).

They experience vandalism directed against lesbians raising children.

In response, they move to a remote location and homeschool the children.

Jane is killed while away on her consulting business.

The family moves in with family friend Dr. Julia West, who reveals she is their biological father.

Dr. West suggests, Charlie might prosper better as a transgender girl than as a boy.

Julie proposes marriage to Frankie.

Charlie decides on a trial run, as Charli. TJ decides to change to Joy.

We join Frankie and Julie in bed after their first family outing as Frankie, Julie, Charli, and Joy.
Though Julie has proposed marriage, this is the first time the two have had sex together.

CAUTION: Adult language and sex talk

Frankie and Julie in Bed

Frankie is spooning Julie, cupping Julie’s breasts while pressing her own into Julies back.

“Hmmmm, that’s the best orgasm I’ve ever had!” moaned Julie.

“I don’t see you as having lots of experience,” replied Frankie.

“By some standards, I haven’t, but I’ve sampled men and women and some that were a mix. And you are the first since I started hormones to give me an orgasm.”

“Have you ever told them what you wanted sexually?” asked Frankie.

“No. I’m not sure I know what I want, except more of you. You were wonderful, the way you took the aggressor role but remained gentle and caring made me feel both desired and loved,” answered Julie, the moan in her voice making it clear she was still on a lovers high.

“What you just said, is probably the most romantic thing I have ever heard from you, and that includes the proposal. You have the makings of a great lover. You are caring and gentle, and eager to please. But to put it bluntly, your technique sucks. You remind me of the high school boys groping down there without a clue. You will have to learn to satisfy me better if you expect me to marry you.” said Frankie.

“I am your eager student!” replied Julie, in a breathy voice, a failed attempt at sultry.

“I want a lover, not a student. You need to show you want all of me, not just the sex. But I think I see more sessions like this for you to practice in the future.” stated Frankie.

Jullie rolled into Frankie, hugged her squeezing their breasts together, and kissed her with mutually probing tongues.

When they came up for air, it was Frankie that said “That is more like it lover!”

“I think I may have figured out my sexuality,” said Julie.

“What is it?” asked Frankie.

“Do you know what demisexuality is?” asked Julie.

“I’ve heard the term. I kind of think of it as asexuality with a libido.” answered Frankie.

“That’s better than most people. I’d define it as not being able to form a sexual attraction until a strong emotional connection with trust is formed.” said Julia.

“Does that mean you like women or men or both or neither?” asked Frankie.

“That means I like you. You are the only one I’ve let close enough to form that trust with. The only one I want to have sex with. The only one I want to spend the rest of my life with. I realize now, that all my other liaisons were just explorations trying to find myself. Just before I proposed, I had the sudden realization that you were the only one I had ever truly loved.” said Julie.

“You are getting more romantic, lover. Until this evening I never saw your romantic side. We were girlfriends, we had fun together, we enjoyed each other's company, but I never felt any sexual attraction. The proposal seemed like a random event, out of nowhere. It was not something I would expect from the Julie, I knew. I found it puzzling.” replied Frankie.

“Does that mean, things are changing?” asked Julie,

“Yes, they are changing, but only to the extent, that I am seeing possibilities where I saw none before.”

Julie hugged Frankie, saying, “I intend to remain persistent.”

Frankie returned the hug, “I think I’ll like that!”

After some quiet but mutually enjoyable cuddling, Frankie said: “I think, I’d like to talk about Charli.”

“I thought she did amazingly well,” said Julie.

“Yes, she did. But it scares me that I didn’t see that in her. I didn’t even recognize the feminine mannerisms and vocal patterns until you pointed them out. I am so afraid I have messed up their lives, by raising them in a female only environment.” Frankie replied.

“Ease up on yourself, you acted out of love. You have given them a safe and loving home and, what appears to me, to be an idyllic childhood,” replied Julie.

“I thought the transgender thing, was a fantasy of yours. But seeing how easily and naturally Charli has latched on to it, and how happy she is with it, makes me wonder what else, I might be missing, in my children,” said Frankie.

“I do fear I am too close to the situation to be objective. I have held myself back from trying to help, out of fear of unduly influencing the decision. I was amazed at how comfortable and natural Charli was and how happy she appeared. But, believe me, new girlhood is a powerful drug, and elation is the normal reaction, I hope Charli doesn’t have to experience the guilt that follows for most of us.” stated Julie.

“Do you think, Charli will second guess herself?” asked Frankie.

“That would be pretty normal. But without the drummed in gender biases, and with our loving support, either way, I hope she will be able to be make her/his decision and move on happily.”

“You think she/he might still choose boy?” asked Frankie.

“I like to keep that possibility open. But seeing her tonight, I’m pretty sure that she will pick girl.
I believe that is the better decision. I remember how horrible high school was for me, and I believe Charlie would be more obviously different than I was. Charli has a better chance to blend in, and even thrive.” said Julie.

“I’m beginning to see it that way. I am really enjoying you as a co-parent. It was really lonely after Jane was killed. I’ve spent a lot of lonely nights second-guessing myself as a parent. You help me get back to my preferred mode of parenting, standing back watching them grow, providing guidance when needed, but mostly enjoying seeing them become their own person.” said Frankie.

“You have done a wonderful job. Charli and Joy are the greatest kids I have ever known. I only hope I can do half as well as you have done.” said Julie, as she maneuvered for another kiss and hug.

After more hugging, kissing, caressing, and another orgasm for Julie, They fell into a blissful sleep, in the spooning position.

Charli - The way to School

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Sequel or Series Episode

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Elements: 

  • Girls' School / School Girl

Other Keywords: 

  • Genderfluid

Permission: 

  • Posted by author(s)

Revelation

I printed copies of my notes and spreadsheet, for mom, Julie, and Joy, intending to call a family meeting that evening.

At dinner, I announced, “I think I have come to a decision. I would like to call another family meeting to review my thinking, and see if any of you have things I’ve overlooked.”

Mom replied, “That was quicker than I expected, but I think yesterday was a revelation for all of us.”

We all hurried through dinner and cleanup.

I started the meeting handing out my notes and spreadsheets and let the other 3 read them.

Joy was first to react, coming to me, with a lot of nervous energy and a big hug “I’m so happy my big sister is going to stay around and go to school with me!”

Mom added, “I was pretty dubious about this transgender thing. But after seeing you yesterday, I think this is a good decision.”

Julie chimed in, “Having been through this, and having guided many clients through this, I feel I need to warn you, that you are in a state of elation from your introduction to new girlhood. You cannot and will not stay as high as you’ve been for the last two days. You should give this decision a little more time before finalizing it. But I too, think this is a good decision for you.”

I felt good I was getting unanimous approval. I continued, “Do any of you have anything to add or discuss”

Mom, “Ahh, maybe we should discuss intrusive.”

I knew what she was referring to. Maybe it was too strong a word, but it was how it felt. “Mom, it’s just that it felt like you were a lot more protective of Charli than you were with Charlie. As boy Charlie, I knew you would be there if I needed you, but I felt free to make my own decisions even if they turned out to be mistakes. But as girl Charli, you seemed to be hovering, trying to stop me from even looking the wrong direction. I liked the relative freedom and invisibility I had as boy Charlie better.”

Mom said, “You probably have a good point. I liked the way I handled things with boy Charlie better too. I was just worried that we were giving you a decision that was too big for a 13-year-old, and without Jane to talk me down, I’m afraid that worry translated, to what you saw as hovering. Last night Julie gave me a sounding board like Jane used to. I hope, for both of us, that I will return to your old mom.”

I went to mom gave her a hug (often hugs are better than words), at least in this case the hug seemed right, and better than any words I could come up with.

The quiet smiles, all around, said everyone was happy with the resolution of “intrusive.”

Julie was next, “On the husband and father item, I think we need to keep that open until you finish high school. Then you will have to revisit this decision.”

“What do you mean?” I asked.

“I think your current decision is to attend St. Katherine’s for the next two years. When you graduate, you will have the choice to attend college as a young man or as a young woman. I don’t think we should do anything to preclude either choice.” answered Julie.

“I think we can all agree on that.” inserted mom. Nods from Joy and I made it unanimous.

Julie continued, “We have a lot to do, to get you enrolled at St Katherine’s. First, we need to get you diagnosed as transgender. Legally I could do it, but ethically, I’m too close to your family even just as an honorary aunt, to do it. Tomorrow I will set you up with a new counselor. I think your mother should discuss this with the headmistress at St. Katherine’s. And I think we should have Jean and Jennifer with Jessie and Jasmine over for dinner.”

Jean and Jennifer were partners in a law firm that specializes in LGBT issues. They were also honorary aunts and partners in life. They had spent much time consulting with Frankie and Jane, before following their path to parenthood. Jessie(5) and Jasmine(3) were their little girls.

“I thought you said, I should wait to finalize the decision?” I asked.

“I did. It’s just that there is a lot to do, to get you enrolled at St. Katherine’s. And we need to get those things rolling. Maybe we should enroll you in self-defense classes in case you decide to go to Northside high as a boy.”

“Julie, that was uncalled for!” scolded mom.

“Sorry.” Julie apologized.

Joy jumped into the silence, “We have lots more shopping to do! And mom, can we both get our ears pierced.”

“If you both want to, it’s fine with me.”

At this point, the meeting devolved into Joy and mom planning a shopping trip, with my contribution being mostly nods. I wondered where Joy had gotten the shopping bug. I wondered if my brain structure was truly male and if I would ever understand females.

Moving Along

The next morning, when she came into the kitchen to get her first coffee of the day Julie said, “Charli you have a 10:00 appointment in my office. Frankie, the 4Js are coming for dinner Thursday evening.” She may or may not have been aware that mom, Joy and I were planning on going out for Lunch and an afternoon of shopping, but she neatly avoided a conflict.

At 10:00 Julie had a glass and a can of diet coke ready for me.

As I sat down, she said, “You have an 11:00 appointment with Sue Barnes on Wednesday. I have told her you are genderfluid, but we need her to certify you as transgender so you can attend St. Katherine’s. She seems sympathetic to our needs but needs to meet with you.
She is a cisgender female but has lots of LGBTQ client who generally like her. I don’t want you to lie to her. I’ve never caught you lying, but suspect you would not be very good at it. But you could tailor your answers to facilitate getting into a good safe school. For example, if she asks how you feel about your penis like I did, you could answer you would be afraid it could be a problem as a transgender girl, rather than you liked being able to point and shoot, as you did with me.”

“What did you tell your counselor about your penis and what did you really feel?” I asked.

“I’m only answering because I’m your parent. That is way too intrusive for a client. I hope you don’t try something like that with Sue. I told her, my counselor not Sue, that I didn’t like the constant reminder that I wasn’t the woman I wanted to be. That was the truth, I may have presented that more vehemently than the strength of my feelings dictated, to move things in the direction, I wanted them to go.” Answered Julie.

“Don’t lie about always feeling like a girl. Just say, until recently it didn’t seem to make much difference. That you grew up happy to be yourself and boy or girl didn’t matter. That you never really felt like a boy or a girl, just a happy kid. You can say that you feel better accepted and better liked when presenting as a girl. You can blame me for pointing out that you have feminine mannerisms and vocal patterns, that could cause problems in male social groups. “ Continued Julie.

“I think I get what you’re suggesting. I think I can handle it.” I responded.

“I’m sure you can handle it. I wish I understood as well as you do, at your age. I suggest you dress, the way you did for Fisherman’s Wharf. She will think of you as older and better able to carry this off.” said Jullie.

“You’re thinking like a woman!” I teased.

I think I detected a slight blush, but Julie continued on, “You also have a 2:00 appointment with Dr. Bob Bumgardner on Friday. He is an endocrinologist, but this can serve as your school physical also.

You might want to discuss testosterone blockers with him if you want to avoid growing a beard or having your voice change while attending St. Katherine’s.”

“That seems like a big step.” I quavered.

“It is! You really should talk with him, but my understanding is that anytime you stop, normal development resumes.”

“Wow this all is a lot more involved than I realized,” I said.

Julie responded, “Welcome to the adult world. You are better prepared than most. I also recommend you start attending my first and third Thursday evening transgender support group meetings they are held here in the living room. I think your sister and mother have your afternoon planned. We can discuss my history and how it relates to you during family time.”

With that my appointment with Julie was over. I hoped shopping would be less intense.

Lunch

We went to Ruby Tuesday for lunch. We all had the salad bar (the sacrifices of being a girl).

Mom asked, “How did the meeting with Julie go?”

“Your hovering is like a single knat to her swarm of bees,” I answered.

“She was too intense for you?” questioned mom.

“I would consider that an understatement,” I replied.

“I know she was having difficulty holding herself back, trying to not influence your decision. You have apparently opened the floodgates. What all did she do?” continued mom.

“She set up an appointment with another therapist, then coached me on what to say and what to wear. She also made an appointment with an endocrinologist. Then she strongly recommended I attend her twice monthly, transgender support group meetings. Then she offered more private discussion during “family time”. Whatever that is since she schedules clients from 9 AM to 10 PM, plus teaching classes at the University.” I replied.

“I hadn’t realized how little time Julie left herself away from her practice. I’ll try to get her to ease off on you, as well as on herself.” said mom.

At this point, Joy who had been squirming, burst in, “Mom, can we both get our ears pierced?”

“If that’s what you both want.” mom responded.

I hadn’t given this much thought, but I couldn’t resist Joy’s puppy dog eyes, “That would probably be a good idea.”

“Charli, don’t let Joy stampede you into, anything your not ready for.” mom added protectively.

“It’s OK, mom. I just hadn’t given it as much priority as Joy.” I said.

Trying to finalize that, Joy bubbled “Can we get cell phones?”

“Probably not today. I need to educate myself and confer with Julie.”

Clair’s

The first stop was Clair’s for earrings and ear piercing. We both picked diamond on stainless steel studs and medium-sized silver hoops (I think free piercing with two pair was their perpetual deal.)

Joy went first and tried hard to not show it hurt (she didn’t succeed).

As I waited my turn, the inner boy in me was raising objections, but the inner girl was much stronger wanting to move forward. I was so deep in my thoughts that the pop of the piercing gun startled me. The prick of the stud in my ear was less than I expected. The second ear seemed to hurt more, probably due to having more of my attention.

Leaving the store Charli felt pretty and more girly. But Charlie felt the dirt piling on his coffin.

More shoes

The next stop was the same shoe store, where Joy and I got matching black patent, Mary Janes.
Joy was much more enthusiastic, while I was absorbed with inner thoughts of losing Charlie.

The rest of the shopping was much the same, with my mind only half there. We got a number of blouses for school and more underwear.

Home

When we got home, we went to our rooms to put away our purchases.

Mom entered put an arm around me, sat us on my bed, and asked: “What’s wrong, honey?”

“I don’t know. I feel like I should be happier, but I keep worrying about losing the boy me. I thought making the decision would be the hard part, but now I find myself worrying that it is the wrong decision.”

She hugged me harder and said, “I love you, and will continue to love you, regardless of how this goes. For now, you have convinced me you have made the right decision. Till today you have seemed happier as a girl, and I think the school will be much better for you at Saint Katherine’s. I think it would be best that you concentrate on enjoying the next two years as a girl. Then you can revisit the decision when it’s time to go to college. Don’t worry about what you should feel. Just let yourself feel, and be free to express your feelings. That is one major advantage of being a girl.”

I hugged her back, saying, “Thank you, mom! I know you’re right and I feel better. But how do I get the boy Charlie, to stop haunting me?”

“Maybe you can talk to Julie about that, but I suspect James still haunts her,” she answered.

With a final hug, she left.

Joy came in seconds later, asking, “What’s wrong, sis.”

I thought about trying to keep it from her, but decided that wouldn’t work. So I answered, “Just a little worried, about what I am doing to your brother.”

“You’re just letting him experience the world from the better side,” she answered.

“How can you know that?” I asked.

“You have the chance to find out for yourself. Just relax and enjoy the trip,” she answered.

I didn’t have a quick reply, so I just gave her a hug.

She returned the hug, saying, “You hug better as a girl.”

They were right. I should just enjoy the road I had chosen, and stop second guessing myself.

Nevertheless, I got Julie alone that evening and asked, “Does James still haunt you?”

After a thoughtful pause, she answered, “I don’t think I would call it haunting. But James is still a large part of me. Deciding what part that is, has been and continues to be a long and often painful process. I think labeling part of me Julie and a separate part James only adds to the problems. There is only one of me and one of you. Masking or denying parts of yourself is bad for your mental health. I find it easier letting the James parts of Julie show and grow than I did let the Julie parts of James show. I am happier as Julie. You have to work through this with boy Charlie and girl Charli. You need to learn how to be the best you, which should include both boy and girl parts, not just a boy or girl choice. When I started to transition, I thought I was changing from boy to girl. But I’ve come to view it as changing from trying to give the world what I thought it wanted, to letting myself be me. You are a wonderful person, and the world will be happy with your true self, whatever that may be.”

The advice seemed to all be saying, let yourself be you, and all will be well. “How do I know what my true self is?” I asked.

“I am afraid it’s trial and error learning. Go out and try different behaviors, and see what feels right for you,” answered Julie.

“Like this afternoon getting my ears pierced. It seemed like boy Charlie was screaming, I’m not ready for this. And girl Charlie was saying shut up, I’m in charge, and I want it.” came out.

“And you feel bad about the way you shut down the boy Charlie's voice?” questioned Julie.

“Yes, but it still seems like the right thing to have done,” I answered.

“I think it was the right choice. I think boy Charlie was fighting loss of control more than the ear piercing. By the way, they enhance your beauty nicely. I think they would enrich boy Charlie’s appearance also.” said Julie.

“Thank you. Did you have this kind of internal battle, when you transitioned?” I asked.

“I think everyone has these internal battles all the time. The trouble is that when transitioning, it’s all too easy to see them as the world against you. I would like to see you get back to seeing being a transgender girl, as an exciting new adventure. And not worrying about it being a betrayal of your boy nature.” said Julie.

“That’s easier said than done,” I replied.

“Very true. But the attitude you approach this with can be either your best tool, for dealing with it, or your biggest obstacle. It’s your choice.” said Dr. West.

Headmistress

At 2:00 on Tuesday Frankie walks into her meeting with the headmistress (principal) of St. Katherine’s, Grace Able.

Grace greet’s “Frankie, welcome back. When I started as headmistress, you were one of my best teachers. You not only got them to learn, but you also got them to like it. A wonderful combination.
You let them know you cared and that they could trust you. I am overjoyed to have you back on the faculty.”

“Thank you. You were the best boss I’ve ever had,” replied Frankie.

“That was because you were a nearly perfect employee, needing little direction and virtually no correction,” said Grace.

“You may not think that after I ask your help with a family problem,” said Frankie.

“What’s that?” asked Grace.

“The psychologist testing the children for school placement, has suggested my oldest might be better off, attending school as a transgender girl,” said Frankie.

“Surely, the trained discerning teacher, you are, would have picked up on this long ago.” replied Grace.

“I think we should refer to Charli, with i no e, with feminine pronouns. She and her sister were brought up in an isolated gender-neutral environment. They were allowed to play with dolls or cars and trucks without censure. Charli didn’t think of herself as a boy or a girl, just as a happy kid. Gender didn’t make much difference, as she was growing up. We didn’t treat them differently because one was male and the other female. Charli has spent a short time exploring the female role. And to my surprise, she is much more convincing as a girl than as a boy, and I might add much happier. Charli with our family has decided that she wants to pursue her education as a transgender girl. No, I didn’t notice early on. I didn’t even notice that she had picked up feminine mannerisms and vocal patterns, until the psychologist pointed them out. But, I now see how difficult they could make life, as a boy in public high school. I’ve lost lots of sleep, and beat myself up for my shortcomings as a mother. But we need to move forward from where we are, not bemoan how we got here.” stated Frankie.

Grace had to reach up, to pat Frankie on the back. “We are all human. We all take wrong turns in life. I wasn’t accusing you, of being a bad mother. I want to do all I can to help. We do have a policy of accepting transgender students. But, from my point of view, it’s been something of a disaster so far. We have one transgender student. She is a residential student who will be returning to 10th grade this year. There was some bullying and harassment, but I feel we have most of that under control. But she has been identified and become something of a pariah. Most students are afraid to even be seen sitting with her at lunch.”

“Are you saying the same would happen to Charli?” asked Frankie.

“I’m afraid it might. Charli would be a commuting student, and it might be easier to keep it secret, but many on the faculty know your first child was a son. I would like to meet this young lady.” replied Grace.

“We should be able to arrange that, though the psychologist has her scheduled pretty heavy with second opinions, medical and legal consultation. But as an introduction, I have the psychologist’s files for both sisters. I need to return the originals, but you can copy what you may need.” stated Frankie.

Grace spent about 20 minutes going through the files, then had her administrative assistant make copies. “Very impressive! You want to place Charli in 11th grade, and Teresa in 10 grade?” she asked.

“Of course, we would like your opinion, but that was the psychologist’s recommendation. We have called the younger girl TJ, but she wants to change to Joy for school.” answered Frankie.

“Academically, I am fine with that placement. The real questions are social adjustment, I’ll reserve that judgement until I meet with the girls. I’d like about 45 minutes with Charli, then 30 with Joy, and then 30 with both together, then 15 with all three of you, and finally 15 with just you.”

“I’ll have to check Charli’s schedule. I’ll get back to you. That’s one thing you always do well. You are very clear with your expectations.” said Frankie.

“I want to reiterate that I am very happy to have you back on the faculty. I think I am going to like having your daughters here too.” said Grace.

Frankie left the office with a “Thank you.”

_________________________________________________________________________________________

There are only a few days left to add kudos for the contest. If you liked this be sure to add kudos for 'How I Became Crossgender"

Meetings

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Sequel or Series Episode

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • School or College Life

TG Elements: 

  • Girls' School / School Girl

Other Keywords: 

  • Genderfluid

Permission: 

  • Posted by author(s)

Sue Barnes

As I sat in the waiting room with mom, I found myself wondering if this new councilor would be helping me cross over to the female side, or if she would be an obstacle. I was in my maroon skater dress and ivory flats with a little lip gloss and was feeling attractive.

At least she was punctual, as I was called, into her office right at 11.

“Hi, you must be Charli. I am Sue Barnes, you can call me Sue. You look very pretty today.” She started.

At least she was trying to keep it friendly and casual. This might not be so bad. “Dr. West suggested I dress up to meet you,” I replied.

“This isn’t how you usually dress?” She asked.

“Jeans and tee-shirts would be more normal,” I answered.

“So you normally present so that people might have trouble deciding if you are a boy or a girl?” She questioned.

“I prefer jeans and tee-shirts for comfort. I think, most people take me for a girl since I got my new haircut.” I answered.

“Do you prefer they see you as a girl?” was the next question.

“Since they seem to think they have to choose, girl seems to work better for me.” was my response.

“Why is that?” She asked.

“People are nicer to me, and smile at me more when they think I’m a girl,” I answered.

“So you like being a girl better than being a boy?” Sue questioned.

“I don’t have much experience either way, but so far it seems that way.” was my reply.

“How come you don’t have much experience?” She asked.

“Until recently, I was raised and homeschooled by my mothers in Oregon. They treated me and my sister the same, so I didn’t see gender as making much difference. I was just a happy kid growing up and learning. I knew I was male, but that didn’t seem to make much difference.” I answered.

“So what changed?” Sue asked.

“My mother, we called one mom and the other mother, got killed. So my mom has to go back to work, and can’t homeschool us anymore.” I replied.

“How did you decide to start presenting as a girl?” Sue asked.

“Actually Dr. West, who was testing us for school placement, suggested it. I was rejected by a playgroup of boys. I thought it was because I didn’t know about football players. But Dr. West thought it might be because my mannerisms and vocal patterns were rather feminine. At first, I thought that presenting as a girl was a crazy idea, but I decided to give it a try. I was surprised how easy it was for me and how much better people treated me.” I explained.

“So you want to be a girl?” asked Sue.

“If I try to be a boy, I’m likely to be ostracized, bullied, beaten up, and have a very difficult time making friends. If I try to be a girl the outlook for all those things is much better. Which would you choose?” I reasoned.

“Most people, don’t have to choose. They feel the choice has been made for them, and they accept it. I fell into that group. But I see where you are coming from, and see the logic of your choice. Do you feel ready to make a lifelong commitment to this choice?” She asked.

“I have discussed this with, mom, Dr. West, and my sister. We agree to commit to this for my 2 years of high school, then revisit the decision when I go to college.” I answered.

“Wait! How old are you?” she asked.

“I’m 13 but Dr. West is recommending I be placed in 11th grade. My moms did a good job of homeschooling us.” I replied.

“You are very mature and you express yourself very well. Also very pretty. I have trouble seeing you as a boy. You have a lot of adjusting to do. Actually, adjusting to a girl’s role may be the easy part. I hope I can help you along the way.” She stated.

I felt a little heat in my cheeks, as I was not used to being called pretty. But I also felt a large smile. Sue was going to be on our side. “Thank you. This was easier than I expected.”

“Was it different than this with Dr. West?” she asked.

“Yes. Dr. West was a college friend of my mom. She was Aunt Julie to us before she was Dr. West.” I answered.

“Do you prefer transgender or gender fluid?” she asked.

“I think I prefer transgender. Gender fluid is probably more accurate, but transgender is better understood and accepted. Besides gender fluid won’t get me into St. Katherines, but transgender will. Also, I think it would be better if I don’t confuse people by changing back and forth.”

“It’s been very interesting, getting to know you. I find you very impressive and see you doing very well at whatever you choose. Can you make another appointment for next week? And if you don’t mind, could you come in jeans and tee-shirt.”

Sue walked me back to the reception room. “Liz, make an appointment for Charli for next week.”
Turning to my mom, “Mrs.Wilder, I am very impressed with your daughter. You can be very proud of her.”

“Thank you. I am very proud of her. Can I have a quick synopsis.”

“It is early, I don’t want to jump to conclusions based on only this brief interview. But at this point, I tend to agree that the best course of action is for Charli to attend St. Katherines as a transgender girl.”

We made an appointment for next Wednesday at 4:00, so mom could chauffeur me. Though I wouldn’t have started school. She would be prepping for classes

Mom and I stopped at Subway on the way home. My boy self was feeling pretty submerged, so I appeased him with a 6” steak sub. I recounted the meeting to mom. Though I entered somewhat wary and defensive, I found Sue friendly and easy to talk to. I left feeling she really wanted to help. Mom agreed the meeting had gone well and reiterated that she was very proud of me.

A Boyfriend?

When we got home, I changed into jeans and John Deere tee-shirt (from Charlie) and Charlie’s old sneakers with sweat sox.

“Mom, Joy, I want some alone time. I am taking a walk down to the park.” I shouted as I exited the door.

The neighborhood was old and expensive, most of the homeowners were old and established with no or grown children. There was a sprinkling of young professionals, but their children were mostly toddlers or younger as most had waited till their biological clocks were running down to start their families. They might be good if I wanted to try babysitting, but not much material for friends.

But today when I got to the park there was a boy about my age shooting baskets. I approached him, “Hi, I’m Charli and I’m new to the neighborhood.”

“Hi, I’m Tom. There aren’t many kids our age in this neighborhood.”

“Yeah, you are the first one I’ve met.”

“I wish you were a boy,” he said.

“Sometimes I wish I was a boy too. You could pretend I’m a boy. And I could get a better idea of what it’s like.” I said. As I wondered if this might be an opportunity to ease back into a boy role.

“You’re too pretty and delicate, for that,” said Tom.

“We will see about that! I challenge you to a game of one-on-one.” I came back.

“OK, it will be better than just shooting alone,” he replied, unenthusiastically.

The game was close, I was faster, and a better outside shot. But he was a better rebounder and could back me into the basket for easy layups. But when he saw he was in danger of losing, he got more physical and more aggressive. In the end, he won 15-13. We were both soaking wet. It was the best workout I had had in a long time.

“You’re very good, for a girl. Maybe that pretend your a boy thing could work. I’ll buy you a coke and we can talk some more.” Tom said.

“OK, but I’ll buy since I lost,” I replied.

“You're really into this pretend to be a boy thing?” Tom queried.

“We were homeschooled with little outside contact, so I’m having a little trouble finding where I fit socially,” I admitted.

“Well, I’d like to hold your hand. But if you insist on the boy thing, we probably shouldn’t,” said Tom.

Part of me wanted to hold hands, but another part said: “Let’s go with the boy thing for now.”
“Where do you live?” I asked.

“209 East Woodridge, it's one block south of the park. What about you?” he asked.

“818 North Oak, two blocks east of the park,” I answered.

“Maybe we will go to the same school. I will be starting 9th grade at Northside High,’’ said Tom.

“I hope to start 11th grade at St. Katherines. I have not been admitted yet, but I think I get some kind of special consideration because my mom will be teaching there.” I told Tom.

“I didn’t think you were that old.” blurted Tom.

“I’m only 13, but my mothers did such a good job homeschooling us that we are getting advanced placement,” I stated.

“You must be a genius! I’m 14 and you are two years ahead of me.” gushed Tom.

“My sister is not yet 12 and they're putting her in 10th grade. So, I think it’s more the teaching than us. We just kept learning and didn't have to wait for the slowest kids to catch up.”

He took us into Tony’s a small Italian restaurant. “This is the nearest place we can sit and have a drink.” when the waitress came to seat us, he asked, “ garden area please.”

She took us to a chained off area with tables under an awning. I think she was relieved that the two sweatty teenagers weren’t smelling up the restaurant. Tom told her “Two cokes and an order of breadsticks with marinara sauce.”

“You seem to know your way around here pretty well?” I questioned Tom.

“My parents own their own software company. He’s CEO and she’s CFO. They often work long hours and I’m left on my own. This is my favorite place for pizza.” Said Tom.

“My sister and I have one app on the commercial market,” I told him.

“You must really be a genius!” exclaimed. As the waitress returned with our cokes. “May I borrow a pen?” he asked her. He took a napkin and her pen and wrote Tom Gilstrap and a phone number.

I took the pen and a napkin and wrote Charli Wilder no cell YET! House phone 777 678 1331 (landline) (I was tempted to dot the i with a heart, but decided that was too over the top). We exchanged napkins.

“What is your app?” He asked.

“It’s called ‘Training your Puppies’. It was mostly an exercise to teach us a little JAVA programing. I did most of the coding, and my sister did most of the picture editing of the digital movies we had of our golden retriever puppies.” I told him.

“You have golden retrievers here?” Tom asked enthusiastically.

“Unfortunately no. Mom said they wouldn’t make good city dogs and we had to leave them with our grandparents on their ranch.”

“Boy or girl, I want you as a friend,” said Tom.

“And I want you as a friend too. I don’t think I’m ready for boy-girl dating type friendship yet. And I really want to get a feel for a boy-boy non-romantic friendship. We seem to be a pretty good match at basketball. You gave me the best workout I’ve had in a long time, and I’m sure we can find other things to do together.” I said.

The waitress returned with our breadsticks and refilled our cokes. I’m sure she thought she was witnessing a budding romance from the knowing smile she gave me. Part of me didn’t want any of that, but another part was curious. I felt a hand on the leg of my jeans. I quickly brushed it off, saying “boyfriends”. But it didn’t feel all that bad. On the other hand, I was seeing the idea of being “boyfriends” as very attractive. The major obstacle being Tom seeing me as a girl.

Tom said, “You’re easy to talk to. I don’t have much experience with girls.”

“I don’t have much experience, other than with my sister. And you can think of me as a boy if you want.” I stated.

“I’m liking you as a friend. And thinking having a pretty girl like you as a friend is pretty nice and good for my image.” Said Tom.

“So, you see me as eye candy?” I said with a little irritation in my voice.

“Genius, basketball playing, eye candy!” he replied.

“Ok.” I relented, deciding I liked being seen as pretty, and he did see more than a pretty package.

We finished eating. He insisted on paying. I decided not to fight over it, even though I realized I was playing the girl role. We agreed to stay in contact and get together again.

As I walked home, I felt I had made a new friend. But, what kind of friend. I knew part of the attraction for him, was that he saw me as a pretty girl. But I wanted to be his boyfriend, not his girlfriend.

Home

When I got home and passed Joy in the hall, she exclaimed: “EEww, it smells like my brother is back. Sis, you need a shower!”

“That’s where I’m headed,” I replied.

I showered, liking the floral body wash. I shampooed and conditioned my hair. I was getting to like parts of being a girl.

At dinner, mom asked, “How did your trip to the park go?”

“Very well. I met a 14-year-old boy. We played some one on one. Then went and had a coke. I think we both want to be friends. I really need a cell phone!” I replied.

“Yeah, we can’t be normal, without a cell phone.” seconded Joy.

“That didn’t go where I expected it to.” said mom. “But Julie we need to consider getting cell phones for all of us.”

“I’ve never felt the need,” replied Julie. “But, you are probably right. I’ll let you and the girls handle it.”

“Ok, I’ll look into a family plan with phones for each of us. Do you want to choose your own phone?” replied mom.

“No, just get me what you get yourself, maybe in a different color, so we can tell them apart,” replied Julie.

“Charli, can you tell us more about your new friend?” asked mom,

I had hoped, I had escaped the questioning over my new friend, but no such luck. “His name is Tom Gilstrap, he will be in 9th grade at Northside high, he lives a block south of the park, he’s an only child. His parents own a software company.” I replied.

“Do you like him?” asked mom.

“Yes, we played a good game of one-on-one, and had a nice talk over cokes,” I replied.

“How Hunky is he?” asked Joy.

I expected this from Joy, but not at the dinner table.

Mom came to the rescue with “Joy, some things are not suitable dinner conversation. I’m sure you and your sister can discuss that later. Also, she and I could use some private discussion.”

Oh great, more to look forward to (not).

“Mom, how’s school prep going,” I asked.

“Fine. I’m really looking forward to interacting with the students again. There’s only so much prep you can do. I never really stopped teaching, but with you two it was so easy, just helping you pursue your curiosity. Now I will have to deal with some unmotivated students.”

“Frankie, you really are an exceptional teacher. Few could get the results you have gotten with these two young adults,” said Julie.

“Yeah, I told Tom it was mostly due to mom and mother, but I’m still afraid he thinks I am some kind of super genius,” I said.

“Do you think you intimidate him?” asked mom.

“Maybe a little, but he’s still interested. He called me ‘genius, basketball playing, eye candy.’”

“That makes you just about perfect, for a 14-year-old boy!” interjected Julie.

“Sounds like he really likes you!” said Joy.

“He liked playing basketball with me, he finds me easy to talk to, he thinks I’m pretty and smart. He is intrigued by our golden retrievers, our grandparent's ranch, and that we have a marketable computer program. But he hasn’t gotten to know me yet.”

“You guys covered a lot of ground, for a first meeting. I am proud of how objective your outlook on this friendship is. I would like that mother-daughter talk, right after dinner.” said mom.

“I want a sister-sister talk after you talk with mom,” said Joy.

“ I will be available if you want to talk with me,” added Julie.

I was feeling the center of attention and not very comfortable about it. I finished my plate, and after chewing and swallowing, said “OK mom.” Then started busing my dishes to the kitchen.

Mom

Mom came into my room and closed the door She sat next to me on my bed and held my hand. Her touch was reassuring and comforting.

“You are doing very well with your new friend. I want you to know I will be here for you if you need to talk about things.” mom started.

“Thank you, I know you will always be there for me. But some things are hard to talk about especially with parents.” I replied.

“I understand, it’s not so long since I was on the other end of mother-daughter.” said mom.

“I’m not even sure daughter is right,” I replied.

“Are you second-guessing your decision?” asked mom.

“Not really. For the short term it is pretty clear that attending school as a transgender girl is clearly better educationally, socially, and safety wise. But with Tom, I was wanting him to be friends with boy Charlie, but he wanted to be friends with girl Charli.” I said.

Mom put her arm around me and gave me a firm hug. It made me feel loved.

“I told him, I would like him to pretend I was a boy, and for him treat me as a boyfriend. But he kept wanting to hold hands, and pay for the cokes even though I told him I should pay because I lost.” I continued.

“He was just behaving the way he thought he should. Even I am beginning to have trouble thinking of you, as a boy.” said mom.

“I don’t blame him. It’s just that I realized that I haven’t given being a boy a fair chance. I need to learn to interact as a boy, and this seems like an opportunity that is slipping away.” I said.

“Don’t give up on it. You need outside friends of both sexes.” said mom. “Perhaps we could look into enrolling you in youth basketball or something.”

I squeezed mom’s hand. “We can look into things. But as long as I look and act like a girl, it will be hard to get them to treat me like a boy. If they learn that I am transgender they will treat me like a freak, not a boy.”

“Some will treat you like a human being. Remember your family loves you regardless of how this plays out.”

We closed with a mutual hug.

____________________________________________________________________

I don't feel like I should have to beg for comments, but the long hiatus was at least partially due to discouragement from lack of reader feedback. I am not sure where I will take this story (or if I will let it die of apathy) but I would appreciate reader suggestions.

Charli(e) Wilder Saga Part 11

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Serial Chapter

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • Real World

TG Elements: 

  • Girls' School / School Girl

Permission: 

  • Posted by author(s)

This is the first installment under the Saga title, But there have been ten prior installments:

2 Women, 2 Children, 2 dogs

How I Became Crossgender (six-part series)

Frankie and Julie in Bed

Charlie, the Way to School

Meetings

Recap

13-year-old Charlie Wilder Has been homeschooled with his younger sister to protect the children from the cruelties of the world, by his lesbian mothers.

When one mother is killed, he is forced into the real world. He discovers he is better at presenting as a girl than as a boy. He decides he will get a better education, be much safer and have a better social life if he attends the private girl's school as a transgender girl. His family agrees to this plan.

The initial meeting with the councilor who needs to certify her as transgender, has gone well.

Charli makes her first friend beside her sister. But the friend wants her as a girlfriend, while Charlie wants to be boyfriends.

In this installment, Charli has a grilling by her sister about the new boyfriend, a meeting with the Endocrinologist, and her first support group meeting.


Joy

As mom left my room Joy entered.

“Tell me all about him?” she asked.

“You pretty much got it all at dinner.” I answered.

“But, mom wouldn’t let you describe how hunky he was. And you didn’t say how you feel about him.” she continued.

“He is a 14-year-old boy. He has a way to go to become a man. I guess you could call him cute, but hunky would be a stretch. I enjoyed our game of one-on-one and our conversation afterward. I would like to be his boyfriend, but I think he wants me to be his girlfriend. I don’t think I’m ready for that.” I answered.

“I thought you wanted to be a girl?” Queried Joy.

“I am choosing to present as a girl, to get a better and safer education, for a better social outlook, and because people like you seem to relate to me better when I present as a girl. Having a boyfriend didn’t even enter the decision process. And I don’t think that equates to wanting to be a girl.” I answered.

Joy wrapped her arm around me and gave me a firm hug. “I am enjoying having you as my sister! But what is important is what makes you happy.”

I hugged her back, saying “Thank you. I am happy and am enjoying being your sister, even more than I enjoyed being your brother. But playing with Tom, made me realize that I really wanted to try being and having a boyfriend. And that, as a girl, Charli I wasn’t ready for a boyfriend.”

Still hugging me. “I want to help any way I can. But I suspect some parts of growing up just take time and muddling through.”

“How did you get so wise, at such a young age?” I asked.

“I guess just growing up with two smart mothers, and a very smart sister/brother.” she answered.

“I’m glad to have you on my side. I think we’re pretty formidable as a team.” I said.

“Do you want to be a boy?” she asked, in a concerned almost worried voice.

“I don’t know. I like a lot of things about being a girl. And I feel like a failure being a boy. But I don’t think I was ever given a fair chance to be a boy.” I replied.

“I thought you were the best brother anyone could ask for. I think you’re an even better sister.” as she tightened her hug.

I felt my eyes tearing. “As sisters, I feel closer to you and more equal. As your brother, I felt that it was my duty to protect and lead you, which was often a chore. But now you seem more protective of me, and I feel I have lots to learn from you.”

“I want to help any way I can. I love you as my brother, and even more as my sister. But you need to decide what makes you happiest.” she said, continuing to hug me.

“As you said, time and muddling.” I replied as we closed with the extended hug.

As she left, I thought the hugging and the tears were much more effective in improving my mood than a stiff upper lip stand-off that Charlie might have engaged in.


Endocrinologist

“Hi, you can call me Dr. McCready or Bob, whatever is more comfortable for you.” stated the handsome 30ish man in the white lab coat.

“Let’s start with Dr. McCready. I’m not used to addressing adults by their first names.” I replied.

“Dr. West has briefed me on your situation, but could you summarise it in your own words?” he asked.

“I was raised and homeschooled by my lesbian mothers with my younger sister. One of my mothers was killed in an accident. In testing us for school placement, Dr. West suggested, I might consider presenting as a transgender girl for school. After a brief trial, I, my mom, Dr. West, and my sister decided to proceed with me attending St.Katherine’s.” I summarised.

“You seem very natural as a girl. I would never have questioned your gender. Do you have any problems presenting as a girl?” he asked.

“I seem to have more problems presenting as male. Dr. West says I have feminine vocal patterns and mannerisms.” I replied.

“I tend to agree with that observation. Do you see your future as a man or as a woman?” was the next question.

“I’m not sure. The plan is to reassess in two years.” I answered.

“Well, we can proceed with your school physical. I’ll let the nurses measure and weigh you and play vampire. Then we can talk some more.” as he exited.

A nurse came measured and weighed me, took BP and oxygen levels, and lots of blood. Thankfully she was good and did it with one stick of the needle.

“Don’t worry, Honey, lots of girls are late bloomers and go on to become real beauties. You’re very pretty, and won’t have any trouble attracting boys.”

I was amused by her assumptions, but only replied: “Thank you.”

Dr. McCready returned with, “I assume you would rather not start growing facial and body hair and have your voice change while attending St. Katherine’s.”

“Those could cause problems.” I replied.

“I can prescribe testosterone blockers. They basically just delay your puberty. In theory, when you stop the blockers you can pick up where you left off. We don’t have good long term data on delaying puberty, but short term use of the drugs is pretty safe.”

“So your saying, if I take the blockers, I will stay the way I am now. Neither developing into a man nor a woman?” I asked.

“Yes, but there can be side effects. Frequent urination is most common. Headaches especially as the medication is introduced. Slight increases in blood pressure.”

“Sounds better than being the bearded lady of St. Katherines.” I replied.

“We will need your parent's approval.” He said.

“Only one surviving parent, which shouldn’t be a problem.”

We called mom in. The Dr. explained. We signed the forms and left with a prescription.


Support Group


When Julie was free I knocked on her door and she said: “Come in.”

“What can you tell me about the meeting tonight?” I asked.

“It’s scheduled to start at 7. They usually run until 9:30 to 10:00. It’s casual dress, but many of the older members use it as a chance to dress up. I will wear a skirt suit and heels to remain professional. I am expecting 8 to 10 people. I suggest you enter the living room about 7:15, so you don’t have to explain your situation repeatedly. I suggest you prepare a little introduction with your name, age, why you're presenting as a girl, how long you have been, and what you expect to get from the group. Oh, and only use first names, for security.” Julie answered.

“Who will the other people be?” I asked.

“Most are my patients. A few are not. Most are transitioning male to female. A few are cross-dressing and not ready to admit to themselves that it may be deeper than that. They range from you, the youngest, to the late 60’s. We will have a round of introductions, as I asked you to prepare.” answered Julie.

“You seem to have summarized pretty well. See you at dinner, then the meeting.” I said as I exited.

We discussed the meeting at dinner too. Mostly mom asking Julie about it. Mom decided she would contribute an urn of coffee, two pitchers of lemonade, and a double batch of homemade chocolate chip cookies. And that she and Joy would go shopping and not intrude on the meeting.

Joy helped me decide what to wear. We decided on a kelly green pleated skirt with a white blouse (with bra and chicken filets) and my ivory flats. I noted again how much larger girls color vocabulary was. I removed the studs for the first time and wore some dangle snowflake earrings. I added some bubble gum pink lipstick and mascara.

Joy got dressed and made up for shopping, and went to help mom sample the cookies.

As I thought about my introduction, I realized that I was getting much more comfortable with my situation and explaining it.

As I waited, I felt a strange mixture of dread and anticipation. How weird would these people be? How would I fit in? Finally, I entered the living room at 7:12.

Julie asked everyone to find seats, so we could start. I found a seat between the next youngest who was dressed androgynously in sweats and the oldest who appeared to be doing a June Cleaver imitation.

Julie said, “Since I’m sure you are all curious, let us start with our newest member, Charli,”
As she nodded to me.

“I am Charli, and I’m almost 14. Until recently it was a Charlie with an IE, but recently I’ve changed to Charli with just an I.” I gave a little curtsey. I was raised and homeschooled with my younger sister, by my lesbian moms. When Dr. West tested me for school placement, he suggested that it might be safer and better educationally and socially, If I attended school as a transgender girl. He felt the feminine mannerisms and vocal patterns I had learned in the all-female environment would cause problems if I tried to present as a boy. My first reaction was that was a crazy idea. But when I decided to try it, I was surprised that I liked a lot of things about being a girl, and how easy it was to present and be accepted as a girl.”

“You have no idea, how envious that makes many of us.” stated a rather masculine voice from across the room.

“Jean, yes, I think many of us see Charli’s situation as rather ideal. But she is still struggling with her decision, and this group is here to try and help each other. Let’s continue with the introductions.” said Julie.

The June Cleaver imitator was next. “I’m Jane, I’m 69. I’ve felt I was female since before I started school, But I pretended to be male until my wife died 6 years ago. I retired and decided to live the rest of my life as Jane.”

“I’m Elaine, I’m 46. You might consider me a crossdresser as I live and work as a male and don’t plan to transition. But my time as Elaine gives me feelings of tranquility and peace with the world that I don’t get in my male personna.” She had apparently done some voice work, as it was not as masculine as I would have expected from the estimated 6’ 2” (before the 3 1⁄2” heels) and her makeup was well done and not overdone but didn’t quite cover her beard shadow. Her skirt and blouse were tasteful and age-appropriate.

“I’m Terri, I’m 38 and have been living full time as a female for 4 ½ years. I am still trying to save for the operation, but I have found a partner who is happy with me as I am, and I’m starting to think a wedding is higher priority than the operation.” She was probably the most passable in the room at about 5’ 6” and wearing a pant-suit that revealed a very femanine shape and flats. Her voice did not betray her male origin.

“I’m Julie, I’m 41. I’ve felt female as long as I can remember, but I lived the first 21 years of my life very unhappy trying to present as male. I started my real life trial when I started medical school. I did my surgical transition shortly after graduation. I hope to use my experience to help others in their gender journeys.”

“I’m Jean, I’m 51. I’ve been crossdressing 35 years, but the compulsion seems to be getting stronger.” The rather frilly dress she wore, looked almost comical on the linebacker body with the very masculine voice.

“I’m Jennifer, I’m 24. I’m 8 months into my real life trial.” She was in a maroon tracksuit and looked pretty androgynous except the small mounds on her chest and her flowing auburn curls. Her voice was androgynous too.

“I’m Allison, I’m 20. Sometimes I feel like a boy, sometimes like a girl. I have tried to present androgynously since I started college, but that seems to have only created more confusion, both internally and externally.”
That completed the circuit of the room, and Julie took charge again, “Now that we have introduced ourselves, I suggest we sample the homemade chocolate chip cookies and lemonade that Charli’s mom gifted us.” This led to a virtual stampede into the kitchen.

As we stood at the back of the line, Jane said to me “You are very natural and pretty as a girl. I can see how you might have trouble presenting as a boy.”

I felt a slight blush, but replied, “I think growing up in a female-only environment, I picked up the accent. Now the world doesn't want to accept me as a boy, but welcomes me as a girl.”

“That’s kind of a mirror image of the problem most of us have.” replied Jane.

We each collected a small plate of cookies and a glass of lemonade and returned to the living room.

As we all settled back into our seats, Julie reopened: “If I gauge the room correctly most of us would like to know more about Charli. Charli, can you tell us about your feelings on gender, growing up?”

I was a little uncomfortable with all eyes on me. “When my mothers homeschooled us, my sister and I were taught everything together from reading and writing to cooking and carpentry. Gender didn’t make much difference. I had a penis, so I was a boy, but that didn’t affect what I was taught or what was expected of me.”

“So you haven’t always felt like a girl trapped in a boy’s body?” asked Jane.

“I have never known what it feels like to be a girl or a boy, or if anything felt different, I was just me. It is only since leaving that protected environment that I see that the world attaches so much else, to being a boy or a girl. What I have learned is that this world, I am trying to move into, is much more welcoming when I present as a girl than when I present as a boy.”
`
“That’s different. Most of us with experience on both sides of the gender divide, would say the world is biased for men and boys, and against women and girls.” interjected Terri. Most of the room nodded in agreement.

“Then why would you want to change from male to female?” I asked.

“It’s more a need than a want. There is something inside saying you are really a woman, that makes living as a man very uncomfortable and feel like a fraud. It can be very isolating and make one feel very alone.” answered Terri. “I have found someone I love very much, and who makes me feel very loved. I doubt I could have done that hiding behind a male mask. That alone makes my transition worth it.”

“I don’t seem to have an inner direction on boy or girl. I have parts that say I’m a boy. But when I try to present as a boy, the world says there is something wrong about you, we don’t want anything to do with you. When I try to present as a girl, they say you are pretty, welcome to our world.” I said.

“Do you feel different when you present as a girl than when you present as a boy?” asked Jean.

“I feel like I’m the same me, but the world treats me differently.” I answered.

“You don’t feel like one way your being yourself, and the other your pretending to be someone else?” asked Jean.

“No, I feel like I’m myself either way. It’s just that I’m treated differently depending on how I dress.” was my reply.

“I think people want to classify you one way or the other. When they have trouble deciding, they get uncomfortable and withdraw. I suspect when you presented as a boy, your gestures and vocal patterns gave mixed signals, confusing people and making them tend to withdraw. I think my experiments with androgyny may be more authentic for me, but they are not well accepted.” said Allison.

I thought people are not rejecting boy Charlie, they are withdrawing from a stranger who is confusing them with a mix of boy signals and girl signals. They accept girl Charli because they don’t have trouble classifying her as a girl.

“Yes, the harder it is for people to classify you, the more difficult interactions with them will be.” added Jean.

“I have trouble with the idea of having no internal gender orientation. I have felt like a girl as long as I can remember, it seems like that feeling has always been there.” Said Jennifer.

“It’s true, gender orientation forms very early. But Charlie had little exposure to males and she had little exposure to the gender differentiation and expectations that most of us grow up with. She is aware of sexual differences, but comparatively new to gender differences.” stated Julie.

“Allison, do you have any comments on your internal gender compass?”

“Mine has never pointed in one direction clearly. Sometimes it seems to spin wildly, but mostly I feel somewhere in the middle. And people don’t accept the middle very well.” replied Allison.

“I think it would be better if people didn’t put so much importance on gender and make so many assumptions based on gender. They should just get to know people as individuals.” I stated.

“Amen. But we have to live in the world as it is, not as we wish it was.” said Jennifer.

Other than a couple other muttered Amens it was quite.

Julie broke the silence with “Charli, will be starting at a girl’s school. It will be her first time
in a regular classroom as she has only been homeschooled. Do any of you have any advice for her?”

“Make friends. Friends are what make school bearable.” said Jennifer.

“If you can don’t let them know you are trans. You can pass as a regular girl. Generally, you will get treated better as a girl than as a trans girl.” Said Terri.

“It might be a good idea to take some martial arts or self-defense classes.” said Jean.

“Pay attention to your grooming. It is more important as a girl than as a boy.” Said Jane.

“Pursue your own interests and learn on your own. Don’t depend on the teachers to guide you.” came from Allison.

“Have fun. Don’t let studies or teenage angst overwhelm you.” said Elaine.

“This would be a good point to end the group meeting and just socialize and enjoy the refreshments.” said Julie.

Jane leaned over to me and said, “You are a very impressive 14-year-old. I wish I could adopt you as a granddaughter.

“I’d love you as an honorary grandmother. Give me your phone, and I’ll give you mine as soon as I get a cell phone. Very soon, I hope.”

She got a pad from her purse, wrote her name and phone number on it and handed it to me, and said, “I hope to hear from you soon, young people seem to ignore their grandparents so often.”

Terri was next, “You seem to have your thoughts together better than most 14 year-olds. But be careful, this is a decision you have to make for yourself, not for others.”

“Congratulations on your engagement.” I said.

“Thank you, It’s something I never expected to happen to me. Sometimes life surprises you in good ways.” Terri replied.

“This gender stuff came as a big surprise, I hope it turns out good.” I answered.

“I think whatever you decide it will come out good. You seem like someone who will succeed at whatever you decide to do.” Terri responded.

Jean was next, “If I looked as good as you do, I would go girl in a flash!”

“I don’t think looks are that important. How kind and caring they are is much more important.” I replied.

“Well, looks are more important for girls. And as a girl you are truly blessed.” was Jean’s gruff reply.

“I’ll take that as a compliment, and leave it at that.” I replied, not understanding where Jean was coming from.

Elaine asked me, “You're not making a special effort to be feminine?”

“If you don’t count wardrobe selection, hairstyle, jewelry and makeup.” I replied.

“But you’re just speaking and gesturing naturally?” she asked.

“Yes, I’m beginning to see that is my problem trying to present as a boy.” I answered.

“The bright side is you have conquered what for many of us is one of the harder parts of transitioning.” Said Elaine.

“If asked to identify the genetic girl in the room, most people would pick you.” Said Allison who was standing nearby and listening to us.

“I didn’t realize there was a genetic girl. Are you?” I asked.

“Guilty,” answered Allison. “I’m glad to no longer be the baby of the group. So welcome and I hope you continue to come.”

“I hope you do too. I find your situation fascinating, even though. I’ve never met or even read about someone like you.” said Elaine.

“We are all different, but can all help each other. We are all learning to deal with a society that wants to label us male or female and wants to attach lots of baggage with the label. I found this meeting more helpful than I expected it to be, and intend to be back.”

“I gather you are just getting your first real taste of our society and schools?” asked Allison.

“Yes, I have only been homeschooled and until recently only had contact with my mothers and sister.” I replied.

“If you need help adjusting to school or socially, you can call me, though I don’t claim to be an expert or even average socially.” with that I collected another number for my soon to be phone.

When the meeting broke up, Julie asked, “How did you find the meeting?”

“Better than I expected. Most of the people were nice and trying to help.” I answered.

“Most?” queried Julie.

“Well, Jean seamed bitter and hostile. And I don’t understand why.” I said.

“It’s not anything you did. Jean’s gender dysphoria is flaring and she is in denial. I suspect she is jealous of how easily you present as a girl. And Jean is normally pretty cynical, bitter and hostile.” Explained Julie.

“That fits. I also came to the realization that people were not rejecting boy Charlie, just shying away because he was giving mixed boy-girl signals.” I said.

“That’s a very astute and important observation. People often feel rejected, when something very different is going on. When you feel rejected, it is good to step back and ask, is that really what is happening or is it something else. You continue to amaze me with your maturity and understanding.” said Julie.

I had read all I could about transgender, but meeting real people made it much more real. They wanted to help me, even though I still felt different from them. Something that had bothered me, was driven home. They (except Allison) had some inner drive to be feminine despite their bodies being male. I could not find any inner direction pointing to either a boy or girl, only a wish I could just forgo the label and be myself, whatever that might be."

Julie replied, "You are just starting a long journey, don't be afraid to discuss your situation, or afraid to seek help."

I returned to my room to listen to some music, and try to sort through the many thoughts floating around in my head.

Joy burst into the room, “Do you want to see my new outfit?”

“Of course!” I answered as Joy skipped back to her room to change and model for me.

Though I had found the transition to feminine easy and found shopping more fun, I doubted I would ever have the enthusiasm for clothes (and jewelry, and makeup) that most girls like Joy had.

Joy came back in a pretty lavender skirt with a floral pattern paired with a white blouse that showed the shape her training bra gave her and a pair of black patent 1” kitten heels. She radiated her euphoria at taking this small step toward womanhood. I’m sure mom felt her reaction was worth the price of the outfit.

“Very pretty, It gives you a more grown-up look. It seems you had a good time shopping.” I commented.

“It was great, but it would have been more fun if you were there too. How was your meeting?” asked Joy.

“Better than I expected. The people were mostly nice and tried to be helpful.” I answered.

“Were they weird?” she asked.

“Not really. Some gave mixed male-female signals, which was a little strange. I came to the realization that was the problem I was having as boy Charlie. I was speaking and acting like a girl and that confused people.” I said.

“You really didn’t have much for male role models. So it wasn’t really your fault.” She tried to console me.

“Yeah. I didn’t realize what was going on. I thought I was being rejected for lack of football knowledge. But really they were avoiding me because they didn’t know how to react to me.” I said.

“You are probably right. But I think anyone who made an effort to get to know you, would like you and want you as a friend,” replied Joy.

“I guess we will get to test that theory when we start school. It’s getting late and we have interviews with the headmistress in the morning. It’s time we go to bed.”

_________________________________________

Sorry for the time between installments, but I haven't been very motivated. I know this makes it hard for readers.
I think I have created a different character and situation, but I don't know if anyone can relate or cares, so comment or PM.

.

Charli(e) Wilder Saga Part 12

Author: 

  • Cheryl Bishop

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Sequel or Series Episode

Genre: 

  • Transgender

Character Age: 

  • Teenage or High School

TG Themes: 

  • School or College Life

TG Elements: 

  • Girls' School / School Girl

Other Keywords: 

  • Non-Binary

Permission: 

  • Posted by author(s)

Entrance Interview

I was more anxious than I expected, I was going to be interviewed by someone with the power to deny me the educational experience I wanted.

“Girls!” mom said loudly, to get our attention. “Grace, Miss Able to you, is sharp and caring. Don’t try to BS her. She will see through it. She wants what is best for all of us.
I think she will be an ally. But her experience with their only transgender student has been largely negative, and her first priority will be what she thinks is best for the school. Just be honest and let her get to know you. I think she will see you both as major assets to the school.”

“What is negative about the current transgender girl?” I asked mom.

“I didn’t say there was anything negative about the girl. And I don’t have any direct knowledge of the situation. The impression I got was that the school has enough supervision and discipline that Grace feels that they have the bullying under control, but the girl has not been well accepted socially. She will be in 10th grade, so Joy may have more interaction with her than you Charlie.” replied mom, as she parked in the St. Katherine’s parking lot.

Mom led us to Miss Able’s office. I didn’t find the school as imposing as I expected. The school had an outstanding academic reputation. The main building was an old brick structure (I later found the cornerstone said 1898), but the inside was clean (ammonia smell) and well lighted.
I wouldn’t call it warm and inviting, but it seemed modern with new desks and lots of computers.

When we entered the office the secretary(?) greeted mom,” Hi, Frankie! This must be Charli and Joy. Welcome to St.Katherine’s. I’m Mrs. Greene, my official title is registrar, but I’m here to do anything I can to help Miss Able and the students.”

Mom said, “She means it. Over the years student’s have found she is the one to go to with school problems. I doubt anyone has graduated without her help.”

I think I detected a slight blush. But Mrs. Greene returned to business, “Charli, I believe you are first up. Knock on that door and see if she is ready for you,” pointing to a door to her right.

Interview with the Headmistress

I got up, walked to the door and knocked. I received an almost immediate “Come in.” I was greeted with a warm smile and “You must be Charli. You are looking very nice today.”

I thought not the two-headed monster you were expecting but replied: “Thank you.”

“I’ve known your mother for years, so I’m not surprised that you are exceptionally well qualified academically. But why do you want to come to St. Katherines?” she asked.

“The main reason is that it will provide an education far superior to any of the alternatives,” I answered.

“You allude to other reasons. What are they?” she asked.

“It will allow me to stay closer to my mother and sister, which I see as desirable. Also, I think it will be much safer, both physically and emotionally than the local public high school, which is the main alternative.”

“All very good reasons. How long have you felt like a girl?” Was the next question.

“I’ve never felt like a girl, nor have I ever felt like a boy. Growing up, I was happy just being me, pursuing learning what interested me and developing my abilities, regardless of whether your society labeled them boy things or girl things.” I replied.

“You seem very accomplished in presenting as a girl. Haven’t you had to work at that?” she asked.

“At first when Dr. West suggested that I might have a better educational experience as a transgender girl, it seemed like a stupid idea. But when I experimented with living as a girl, I found it surprisingly easy and quite a positive experience. What I am belatedly coming to realize, is that growing up in an all-female environment with very little male exposure, I acquired feminine vocal patterns and mannerisms. When I try to present as a boy, these give mixed signals and cause people to back away or avoid me. When I present as a girl, the pieces fit and I am easily accepted as a girl leading to a much more positive experience.” I explained.

“Wow, that was amazingly insightful and well explained. Do you think if you could overcome those presentation problems you would like to be a boy?” she asked.

“I would like to experiment with it like I have with being a girl. But I am finding more things I like about being a girl and dislike about being a boy, and think I might end up preferring being a girl.” I answered. She was asking really good questions and seemed to want to understand me.

“What are you liking and disliking?” She queried.

“Oh like friendships for example. Female friendships seem more cooperative, with girls helping each other with things like wardrobe, makeup, and hairstyles, and really talking and listening about feelings. Male friendships seem more competitive, more about alpha-male chest-bumping and establishing a pecking order than helping each other.” I said.

“I hadn’t thought about it that way, but I think you might be right. You have convinced me, I want you to be part of my school. I see you as contributing more to making this the outstanding school, I want it to be, than most students. I only wish we didn’t have to label you as transgender.” she stated.

“Why do you have to label me as transgender?” I asked.

“It’s not the kind of secret that keeps well and many of the faculty know your mother’s first child was a boy. Also, we have policies on bathroom use and changing for PE that would tend to point you out.” She replied.

“Most of this gender stuff is just stupid, creating problems where there shouldn’t be any!” I exclaimed.

“I like your passion. I am going to enjoy working with you to make this work. I’m afraid it’s time to cut this off. Could you go and send your sister in.

Joy and Headmistress

“You must be Joy. As you probably know, I am Miss Able the headmistress here.” the headmistress stated.

“Are you going to let my sister come here?” Joy asked.

“That seems very important to you.” Miss Able replied.

“It is! I want us to be together. But you didn’t answer my question.” Joy replied.

“To answer your question. Yes, your sister has earned a place in our student body. Now it is your turn, and you are not off to a good start, being rude and disrespectful.” Stated Miss Able.

“I didn’t mean to be rude or disrespectful. But you didn’t answer my question. And my moms taught me respect has to be earned and you pissed me off talking down to me.” was Joy’s comeback.

“Touche, actually you are off to a good start with your loyalty to your sister and your ability to stand up to authority. But we do discourage our young ladies from using terms like pissed off,” she said.

“Sorry, mom doesn’t like that kind of language either.” apologized Joy.

“What problems have you had adjusting from your little homeschooled world to the big city?” Grace asked.

“It didn’t seem like a little world. We had 5 acres and that felt big. I could go climb a tree and sit alone, 30 feet off the ground, and feel like the whole world was mine. Just because this location is filled with lots of people I don’t have any meaningful connection to, it makes it feel smaller, not bigger.” mused Joy.

“What is your reaction to your brother becoming your sister?” asked the headmistress.

“I LOVE it. He was a really good big brother and I loved him, but as a sister, she is soo much better and more fun.” enthused Joy.

“How is she better and more fun?” asked Grace.

“Brother seemed to think bossing me around was part of the job description. Sister treats me as more of an equal. We can talk better, share thoughts and feelings better, and girl Charli is way more fun to shop with than boy Charlie.” said Joy.

“You have lost a parent, the only home you have ever known and in a way a brother in a short period of time. How do you feel you are coping?” Asked the head.

“We all miss Mother. Especially Mom. But as Mon tells us, the best thing we can do for Jane is to get on with our lives and make them into something she would be proud of. I miss the homestead, but there are lots of new and exciting things here that I look forward to: going to a real school, making friends outside the family, shopping. I think I’ve gained more with my sister than I lost with my brother. I feel I’m coping OK.” said Joy.

“I think you are doing amazingly well. I don’t want to be the one to try to break apart you and your sister, so you are both invited to attend St. Katherine’s,” said Grace.

“Can I tell Charli and mom?” asked Joy as she bounded from her chair, bouncing with joyous energy.

“Yes. And then the three of you can all come back here to discuss how we want to proceed.”

Joy bounded to the door, flung it open, and shouted: “We’re in!” After flying into Charli’s arms for a joyous hug, she added, “She would like to talk to all three of us now.”

Family with Headmistress

After the three of us returned to the office, and were seated, The headmistress started,” Frankie, knowing you, and having read the girls' files, I had high expectations. But your girls have exceeded any expectations I might have had. I was blown away by how articulate and mature they both were, and by Joy’s unrestrained enthusiasm. I think they will both make marvelous additions to our little community.”

“Thank you, I am very proud of both of them.” replied mom.

“I think Charli will blend with the other students, much better than our current transgender student. Charlie will have to follow the policy we have set for our current transgender student, and not use the girls restrooms, and change for PE in the coach’s locker room.” Stated Grace.

“What is she supposed to do when she has to use a toilet?” Asked mom.

“There are three single occupancy laboratories on campus. She can use faculty facilities. And after carefully checking for visitors, she can use an empty men’s room.” replied Grace.

“Won’t that separate her from the other girls and point out her special status?” asked mom.

“Sadly yes. I regret it. But I can’t see letting what are anatomically still boys mix in the girls’ restroom.” replied Grace.

“Haven’t others sued to let transgenders use facilities for their preferred gender?” asked mom.

“Yes, but not as many as have sued to reverse such policies. I feel caught in the middle. But I feel I am more likely to succeed getting a few reasonable people like you and Linda’s parents to compromise than to get the rabble-rousing fanatics on the other side to shut up and mind their own business. Besides, I wouldn’t like your chances in court with the current administration.” replied Grace.

“I’m not trying to make trouble. I only want what’s best for my girls.” stated mom.

“I want what’s best for all the students and the school. If you have a better solution, I am open to considering it,” replied Grace.

Grace continued, “I think it would be best if we gave as many students as possible. A chance to get to know Charli, without the preknowledge that she is transgender.”

Mom jumped in, “How is she supposed to do that when your policies will out her?”

Grace continued, “ Charli is now aware of the rules. Students often knowingly break rules. That will be her choice. I will only enforce some rules if forced to by complaints. I propose that we tell the faculty that girls have been well home-schooled and given advanced placement and that this is their first exposure to a formal classroom environment. I do not expect her transgender status to remain secret for long, but I would like to give both Charli and Joy the chance to make some friends before it becomes well known.”

Mom replied, “ I agree with your thinking, but do you think it will work?”

Grace answered, “I don’t know, but I think it is better than telling everyone upfront that Charli is transgender. I expect everyone to treat Charli as a regular girl. That will be easier if that is what they think. Are we all in agreement on this approach?”

Mom answered first, “I agree.”

Joy quickly followed, “I agree.”

I joined in, “I agree.”

Grace continued,” OK, for now, the four of us, Mrs. Greene, and the school nurse will be the only ones who officially know Charli’s transgender status. I suggest until it becomes general knowledge none of us either confirm or deny that status. But we will all have to use our own discretion in individual situations.”

After, what seemed like a long time, with each of us looking to the others to say something, Grace continued, “I had a thought that Charli might want to join our theater club to work on her male presentation.”

She had listened well and was trying to help. “That might be a good idea. I’ll think about it .” I replied.

Mom seemed a little surprised but didn’t say anything.

“This meeting seems to be winding down. I’m sure there is much more we could work on together, but we have agreed on a general approach, and none of us quite knows what to expect next, so let us close for now. I want to offer a warm welcome to the St. Katherines community, to all three of you. Please feel welcome to come to me if you think I can help.”

Mom said, “Thank you Grace, I’m glad we’re dealing with you. You have taken, what could have been a confrontational situation, and left me with the feeling we are all on the same team.”

Joy said, “Thank you, Miss Able. You have earned my respect.”

I said, “Thank you, Miss Able. Mom said you were sharp and caring, you have proven her correct.”

“Thanks to all of you. I think you will prove to be three of the best addition to our community in my tenure.” closed Miss Able.

Lunch with Mom and Joy

As we walked out of the school, mom asked, “Do you girls have a lunch preference? I would like someplace relatively quiet and private, that we can discuss the meeting we just had,”

“There is a little Italian restaurant in our neighborhood,” I suggested.

“Is that OK with you, Joy.” asked mom.

“Fine by me,” answered Joy.

We were greeted by a waitress as we entered. “Welcome to Tony’s. May I seat you, ladies?”

Mom replied, “Thank you. Could we have a table away from other diners, so we can have a private discussion?”

The waitress pointed to a table in an alcove across from a closed bar, “Will that do?”

“That would be perfect.” replied mom.

The waitress seated us, gave us each a menu, and took our drink orders.

She was back with our drinks quickly but we were ready to order. Mom ordered a house salad,I ordered lasagna, and Joy ordered a personal pan pizza. Mom gave Joy a look that said she would have preferred Joy had ordered something else but didn’t say anything.

“Charli, did you understand what Miss Able was saying about only enforcing some rules if forced to by complaints?” asked mom?

“I think so. If I am with a group of girls who are going to the restroom, I have the choice of going with them, knowing I am breaking a rule, but there will probably be no consequences if it doesn’t cause problems.” I answered.

“Exactly. And I think she was implying that she trusted you to exercise discretion in such decisions. I want to add that I trust you too.” said mom.

I knew she trusted me, but it felt good to hear her say it.

“What did you tell her that she suggested drama club for your ‘male presentation’?” asked mom.

“I told her that I had more trouble presenting as a male, because I had acquired feminine vocal patterns and mannerisms,” I answered.

“Maybe that is why it has been so easy to accept you as a girl. Would you like to be able to give a more male presentation?” asked mom.

“I am beginning to realize that when I tried to present as a boy, I was giving off mixed boy-girl signals. This confused people, not knowing how to treat me, so they tended to withdraw. This felt like rejection. As a girl the signals align and I am much better accepted. I would like to give being a boy a fair chance, and that will require I improve my male presentation.” I answered.

“It seems you have given this a lot of thought. You know Julie and I want to be there for you as you work through these things. I wish you had talked to us about this.” said Mom.

“You can talk to me too,” interjected Joy.

“These ideas are only just coming together for me. Last night’s meeting brought some insight. Most of the people there were born male, but have had a strong inner voice shouting girl since they were very young. My inner voice says ‘just be yourself, male or female shouldn’t matter, just follow your interests and talents.’ I am just beginning to see that much of the reason I am enjoying being a girl is that others accept me better as a girl, and I like being accepted as a girl better than being rejected as a boy.”

The waitress brought mom’s salad and informed us the lasagna and pizza would be ready in about 10 minutes.

When the waitress left mom asked, “Do you think if you were equally accepted as a boy, you would prefer being a boy?”

“I dought it. I am finding lots I prefer about being a girl.” I replied.

“We will love you whatever you decide,” said Joy.

I thought, I know that, but it sure felt good to hear it.

“You know that we, Julie and me, love you too.” added mom. “I think we should share some of your insights with Julie.”

At this point, my lasagna and Joy’s pizza were delivered. The waitress asked, “Would you like Parmesan on your lasagna and pizza?”

“Yes please,” I responded.

“Yes please,” parroted Joy.

The waitress took a grater and a chunk of cheese and grated it onto my lasagna and then Joy’s pizza, and then left.

The conversation died as we ate.

After a few minutes, mom asked, “How are your meals?”

After a pause to swallow, I answered, “Very good.”

“Same here,” added Joy.

“Charli, you did very well, suggesting this place,” said mom.

“Joy, your unrestrained enthusiasm cuts both ways. As a teacher, it is great to have students with the enthusiasm for learning you two have. But Joy you have a tendency to blurt out questions, answers, and comments as they pop into your head. This is fine when we have 1 teacher and 2 students as we have had. But when there are 25 to 30 students and one teacher, as there will be, it becomes very confusing if everyone offers their inputs as you do. Most of your teachers will want you to raise a hand and be recognized before you speak. The same goes for you Charli, but I don’t expect it to be as much a problem for you.” stated mom.

“I’ll try to think before I speak,” said Joy.

“I think things will go better if you do. But I don’t want either of you to lose your enthusiasm for learning. If you find any of your teachers stifling or unbearable, let me know.” said Mom.

We both chose to nod acceptance and remain quiet.

After a quiet interlude, mom said, “I am very proud of both of you. As a reward, we will now go get cellphones for the family.” This had Joy dancing in the aisle.

I think mom intentionally ignored Joy’s disappointment when we headed for Walmart rather than the Apple store. We ended up with a family plan with unlimited talk and text and a 5 meg data limit for the entire family and 4 identical low-end android phones: pink for Joy, red for mom, silver for Julie and powder blue for me. We got a lecture on not spending lots of time with online games and using home internet, not the phone for large files and downloads. I was happy to just have my own phone. We got sequential phone numbers, identical except the last digit, Julie’s ended in 3, mom’s in 4, mine in 5, and Joy’s in 6. We joked that there was no number 1 in the family.

Home

When we got home, Joy and I ran to our rooms with our new phones. I had entered the other 3 cell phones in my contacts when I received my first call, the screen said Joy. I answered, “Hi Joy.”

“How did you know it was me?” asked Joy.

“The screen shows the calling number, and since I had already entered you in my contacts it also said Joy.” I replied.

“Well, the phones work. I’ll come to your room after dinner so we can talk. Bye.” said Joy. The screen said call ended.

I added the home phone to contacts. And then Tom. I wanted to call him, but I settled on texting him my new number.

I added Jane and Allison to my contacts but decided to have a chat with Julie before contacting them.

My phone rang again. I answered,” Hi Tom, I see you got my text.”

“I’ve been wanting to call you, but didn’t want to go through the rents.”

“You mean parents? I have to get used to teen talk.”

“You got it. I forget so much is new to you. Would you be interested in basketball on Saturday?”

“Another 1 on 1?”

“No, depending on who we can get it could be anywhere from 3 on 3 to 5 on 5.”

“Sounds good to me. Might have to check with the rent.”

“Some of us will probably go to my place for video games after we play.”

“Is that an invite?”

“Yes.”

“I’m interested in that too.”

“Good. We try to start about 11. I’ll text you details as things firm up. It will be on the court we played on.”

“Thank you.”

“I’m glad you have your own phone. Feel free to call or text whenever you want.”

“You too.”

“How’s school going?”

“It hasn’t started yet. But the phone was a kind of reward for getting accepted at Saint Katherine’s. So that part went well.”

“Congratulations. Ours hasn’t started yet, but I have a class schedule. I’m not looking forward to Algebra.”

“ Don’t let it intimidate you. It was actually one of my favorite subjects. I found it quite easy and useful.”

“Genius confirmed!”

“If you say so.”

“At least I know where to go for help.”

“Girls, dinner.” came from mom.

“Guess I have to go,” I told Tom.

“Family dinners must be nice, bye.” he replied.

“Bye.” as call ended appear on the screen.

Joy, that Evening

That evening Joy came into my room with a big smile on her face. I could feel my own smile growing. Leaping to my feet and hugging her, I exclaimed, “We’re in! She wants us!”

“Yeah, she really cares about the school and her students, and she thinks having us there, will make it better,” replied Joy, as she hugged me back.

“It’s a relief to have that over with. I have been worrying a lot, about whether I was really transgender and if I could get away with attending St Katherine’s.” I said.

“I wasn’t worried going in, but she was a little scary and made me worry when I was a little disrespectful asking if you were in.” said Joy.

“I didn’t think anything scared you,” I said.

“Of course I get scared, there are lots of scary things out there. The trick is to not let it show,” replied Joy.

“You do that well.” I complimented her.

“I’m just Wonderwoman’s (staring at me) sidekick.” looking at me with her puppy dog eyes.

“And I’m just starting to see myself as a cis-male who is better at presenting as a female than as a male,” I stated.

A surprised look came over Joy’s face, as she asked, “Are you serious?”

“Yes, I’ve always questioned whether I was really transgender. I worried that pretending to be transgender would be like a transgender person pretending to be their birth gender and might be harmful to my mental health.” I stated.

“Why didn’t you share that with me and/or mom? We want to be there for you!” asked Joy.

“I wasn’t trying to hide anything. This is just beginning to become clear in my mind.” I answered.

“Aren’t you still worried about your mental health?” asked Joy.

“Not so much. I’ve decided I’m just playing the role the world wants me to play. And in the process, I get to explore the world from a different perspective. It seems a little ironic, the world wants most transgender people to play as their birth gender, but it seems to prefer me playing a girl. ” I answered.

“Does this mean you don’t want to be a girl?” Joy asked.

“I’ve never wanted to be a girl or a boy for that matter. I just want to be me, to develop my own interests and talents. Gender labeling is just an obstacle.” I declared.

“I like being a girl! And I like you as my sister. And you make a really good girl!” exclaimed Joy.

“I like how people treat me when they think I am a girl. It’s a lot nicer than how they shun me when they think I am a boy. But I don’t think that equates to wanting to be a girl.” I replied.

“So, what are you going to do now?” asked Joy.

“Go to Saint Katherine’s and get educated, and hopefully have a lot of fun along the way. I hope to blend in, but if I am outed, which I probably will be, I will just play my transgender card.” I told Joy.

“I’ll be at your side, whatever happens!” exclaimed Joy.

“It will be a great adventure!” I stated.

“Especially doing it together!” exclaimed Joy.


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