My wife was working and wouldn’t be back until 6, and Amy is 17; she was to be over with friends until after five. When I took the time to cross-dress. I had done some makeup and even brushed my hair into a more feminine style. I had put on some pantyhose and a matching bra and panty set. I had put on a smart-looking knit dress and a pair of three-inch heels.

I looked in the mirror to see how I looked. It was then that I spotted Amy peeking through the door. When our eyes locked onto each other, she pushed the door open. “Daddy, I didn’t know you had this pretty side to you!?”

I could have died at that moment with all kinds of fears and questions arising. A thousand thoughts flying through my brain… (What have I done to my daughter? Liz is going to kill me? I promise I’ll never do it again. Daddy has a dress-up party to go to, and I…)

Amy just came in, sat on the bed, and waved her hand for me to turn around. I turned to face her and she smiled, saying, “You look good as a hip mom. How much did Mom have to help you?”

The surprised look on my face must have given me away. “So Mommy doesn’t know about this time, or are you saying she doesn’t know?”

I said, “I thought you were supposed to be at Sheila’s this afternoon?”

Amy said, “I’m sorry to disappoint you. How about you answer my question?”

“Your mother knows, but you aren’t supposed to.”

Amy smiled, “So does this mean your bacon is fried?” She giggled at her humor.

I said, “Please, get out of the room and close the door, so I can change back?”

Amy said, “I have a better idea. We can go downstairs to have some tea and cookies, so we can talk.”

I asked, “Don’t you find this awkward and want it over with?”

“Daddy, this is 2021, not 1984 or whatever. There is no way I want this over until you tell me what’s up. So let’s go downstairs. You should be happy that you look this good.”

We started downstairs, and I had Amy go in front of me. But she hurried down so she could watch me. “You don’t do too badly for wearing heels.”

I asked, “Do you think so?” I was used to heels and had forgotten I had them on.

“It’s nothing that with practice, Mom and I can’t help you to improve on.” She smiles at the idea of helping me. “How often have you gone out like this with Mom? I could see Mom having fun with you like this.”

The hot tea water is steaming as Amy puts a tea bag in each of our cups. “It’s red raspberry with things good for us women. We drink it when Mom and I relax to talk.” Instead of several cookies each, there’s one cookie for each of us.

Amy asks, “So are you one of those guys who felt like a girl since you can remember?” I was surprised she asked such a question.

I asked, “How is it that you ask such questions?”

“Dad, I don’t want to keep saying it, but this isn’t the old days. We have computers, the internet, and we learn more at school. Girls like to surf and look up things too.” Amy sat back and smiled. “You’re cool. I don’t even see you sweating this?” I was more nervous than she knew.

I am stunned to hear my wife’s car pull into the garage. I quickly stand, and Amy steps in my way. “Mom knows that’s why she is home early.”

I turn and see Elizabeth come through the door. Her look is stern, but softens as she sees Amy blocking my exit. “Amy’s right, you do look good for not having the needed time… Did I not tell you that you’d get yourself caught?” She poured herself a cup of tea and Amy and me some more.

I was uncomfortable sitting down, but took correction and sat up and put a hand in my lap. The other two chat away; I feel like it is at my expense, but I am too embarrassed to say anything.

My wife finally says, “Well, if the three of us are going out to eat, you need to make sure your five o’clock shadow is not a problem.”

We go to our room and I begin to undress when Liz says, “Don’t change, just shave and redo your makeup. We’ll go to the Purple Goose this time, it will be okay for Amy.

Especially now that she’s seen you, the others won’t look that different.”

I’m set to argue, but Liz and I had agreed we’d not try to cover over it and face this as my issue.

Once I’m shaved, she asks me, Please, let me do your makeup. I don’t want you doing too much. And if Davis is there and asks you to dance. I don’t want to make a scene. Dance with him once, and then we’ll be going.”

Kenny Davis is a friend who noticed makeup on me once and said I owed him a dance if he sought me out. Kenny is a gay man and a good friend of the family.

I planned to do my makeup and then complain it didn’t look good enough for me to go out. But Liz had outdone herself, and I was caught off guard to find myself being attractive. Liz handed me a purse, saying, “Your keys and wallet are already inside, thanks to Amy.”

Amy chirped in, “I even put in some extra makeup and your lipstick.” Liz’s car was in the way, but she went to the passenger side door. Either I was driving or sitting in the back, so I chose to drive.

We were able to park near the Purple Goose and were soon inside. Being three women drew some attention, but Cassidy was soon over to seat us. She quickly recognized Liz and Amy, but took her time looking at me and trying to draw a name. It was Liz who was quick, “This is my other half playing house, Lindsay says hello.”

I went to a softer voice, “Hi, Cassie.”

She showed us to a table, gave us menus, and took some time to chat. “Can I ask, Liz, if you did her makeup? It’s too good for an evening out for Lindsay to do it herself.”

Once Liz asked for their pork chops, I knew we’d be there longer. It would be after 7:00 before we’d be served. The crowd even then was a mixture of couples and singles, straight and LGBT. Then it was our salads and rolls, and Liz ordered us a carafe of wine.

One glass would have been fine, but with the second, Liz handed her set of keys to Amy.
It wasn’t until after 7:30 when the Johnsons came that Amy got their attention. Aaron Johnson joked with me, “You know, we like coming here, but my wife would never let me out like that?”

Amy said, “Layla, I hope you and I can talk later.”

Layla said, “Don’t get shook, but my parents are here for me, my mom can go both ways.”

Once they went to their booth, Amy began to talk. “I wonder what she thinks about me. I’ve hung around with her and some of her friends, but I didn’t know this about her.”

We were quite relaxed and nearly finished our drinks when Cassie brought over a Grasshopper split for Liz and me. Cassie said, “This is on me. I wanted to celebrate your first time here. I’m proud of you, Liz, and Lindsay for being comfortable. And to you, Amy, ‘Goes the evening’s tip for being the safe driver.”

Mom asked, “Cassidy, if you have time for a dance and can find a partner for Lindsay, I’d like a time with you.”

Cassie called, “Kenny, I think you got your wish.” Kenny Davis was soon there.

I looked at Liz and whispered, “I didn’t see him come in?” She whispered back that she had. Kenny was taller than I, even with two-inch heels. It was awkward, but I was glad we were not snug together. Kenny came over after the dance. “Amy, last year I saw Leon, your dad, at a barbecue and he had missed some makeup and fingernail polish, so I knew.”

Amy said, “Like you, I’ve noticed things before. I’m surprised that instead of making me sick, it’s kind of cute that he’s a chick. Today, I was successful in catching him. I’m not used to it, but I’m glad, Mom and Dad are not in denial of it… Have you two ever been together before?”

Kenny said, “Heaven no, we haven’t. And your Dad probably is not gay, but a crossdresser or trans. I’ve always appreciated you for folks for being open. I know they’ve raised you the right way. Take your time in coming to know this side of him.”
Kenny squeezed Leonard’s hand and then asked, “Could I give you a kiss?”

I hadn’t taken him seriously until he leaned forward, and I found myself puckering my lips and closing my eyes. It was a light kiss, but he pressed forward until I responded. He hugged me, and I held him as he whispered. “Maybe some time, we can meet?”

Amy and I were sitting when Erik Handsome brought Liz back from the dance floor. She joked, “It is nice to be treated nicely by a man. If you have a friend, maybe we could double date.”

Amy said, “Mom, you’re being mean.”

Her mother said, “I love your Dad; he has his manly side. Maybe now I’ll even get to adore his soft side some more.”

Liz says, “You know what could have been an awkward evening has turned out rather nicely. I would like to have a dance or two with you before we call it a night.” We danced, and Liz was at ease with Lindsay.

The second dance was faster, and they appeared as one of several women's couples dancing together. The next slow dance was when Amy danced with her friend Layla.
While I was wanting to get home, Amy began talking, “Mother, have you ever danced with another woman and experienced that both of you had hot breasts?”

Elizabeth gulped and asked, “Amy, are you okay? Are you indicating that it happened while you were dancing? I’m surprised you didn’t stop dancing and walk away.”

“Mom, it wasn’t like it was bad; I was just surprised. It felt good dancing with her, she’s a friend,” Amy said.

Liz said, “Maybe it’s a good time to be going home?”

Amy spoke, saying, “But Layla had talked about another dance. I don’t want to go home because of me.” Her mother asked if she was sure. Amy nonchalantly said, “Sure, it’s not a big deal; I don’t want to discount my friendship with Layla or have it be seen in a bad light.”

Liz looked at Leon, Don’t act too surprised, but Mel Stott is on his way over here with Erik. If there’s going to be dancing, I’ll be with Erik again. Remember, you’re the one who wanted to practice being a woman.”

Mel extended his hand to Leon and said, “I hear you’re Lindsay for tonight. I guess if your game so am I?” Mel tried to swing me like we were going to do an old boogie type of dance, but I didn’t know how. He ended up drawing me close, and we ended up moving our hips in rhythm together. I was glad when the dance ended, but didn’t move quickly enough and got drawn into another slower dance.

Then it was another dance with Kenny and two others I didn’t know. I was distracted at the end of each dance, looking for Amy or her mother.

It was after 10:00 when I finally got a break, as I needed to go to the bathroom. Kenny told me to either go home, use the women’s room, or that I would be propositioned in the men’s room.

I barely made it home when Liz dared to tickle me as I went to use the toilet. I had wet myself before getting there. I used the toilet, and Liz said, “You can take off your pantyhose and change panties, but no more than that! We need a family discussion!”
I wasn’t happy with the panty brief she handed to me, but it was one of mine.

The three of us were sitting in the living room when Liz broke the ice, so to speak. “I’m torn between being angry and contemplating what an interesting evening we’ve had. First of all, I want to thank you, Amy. I think you led the way in making it something positive.”

“And Leon thought it wasn’t what you planned; I guess we all got an eye-opening to your other colors. It will be interesting, to say the least, what you thought of the night?”

Amy said, “It looked like we all had some fun. I heard Mom mention you as Lindsay, but it was not as flattering as it was tonight. Daddy, is Kenny correct in calling you a crossdresser or trans? I don’t want to lose you as my dad, but I saw another side of you. I’m sure I saw glimpses of you before.”

Amy took several deep breaths, like she wasn’t done speaking. Liz and I found ourselves both staring at her until she spoke again. “I know, I experienced that there’s more to me than I knew of.”

Liz asked, “How’s that, Honey?”

“Mom, there’s more to the birds and the bees than you told me about. You didn’t say, I could be turned on like I was with Layla and Ashley.” There was a young woman named Ashley, but we hadn’t seen Amy with her. We found out that Ashley was someone she encountered when she got a Diet Pepsi refill.

The discussion went on until well after midnight and in more directions than one could follow.

Interestingly enough, it didn’t stop after that discussion ended, and we all went to our bedrooms. Liz and I, being together; started with Liz making sure we both got out of our makeup. I was still in my skirt, my panty, and my bra. “You know Lindsay of everyone, I’m the one who got the least amount of time with you. I am interested in rectifying that with you now.”

She unhooked and loosened the zipper of my skirt, allowing it to fall to the floor. She pushed me back until I fell on the bed, and she straddled me. She had a tube of lipstick that she applied to my lips and then began to get sensuous with me. My manhood arose, but she pushed it up against my belly as she straddled me and moved to her satisfaction. She also directed various responses she wanted from me.

I know that I came no less than twice, and she had multiple climaxes, muffling her joyful outbursts into the pillow, our kisses, and biting my shoulder. It was seven o’clock in the morning, and she dragged the two of us into the shower. It took time and effort to get ourselves ready for a new day.

“You are Leonard today, and I do not want either of us dragging around ourselves in Amy’s presence.”

It was Sunday evening, and Amy was home from friends. She had showered and was relaxing when she matter-of-factly said, “We’re not going back to as though Friday never happened, are we?”

She asked, “Mom, how long ago was it when you discovered Lindsay again? I thought you said something that you thought he stopped it before you two got married. But I think you also knew he was doing it when I mentioned something when I was nine. Please don’t treat me like that little girl.”

She sat down, and we did too. I spoke next, “You’re right, I’ve been in denial about this ever-changing. My excuse has always been, I’d change for the sake of you two, but I haven’t been able to do that. I don’t want to lose either of you.”

Amy looks to her mother, “Are either of you saying I need to choose? I realize you probably need to be out more, as, um. I’m not sure how to say it, as my dad or as a woman? …I don’t know about you two, but I need more experience with you being a woman in my life and our house… I don’t know how to say things. About the other night, I still loved you as Lindsay, but then you’re gone again, and we were not talking. That I don’t find acceptable, I can’t take that.”

Liz says, “We’re sorry. We never should have allowed it to get this far without talking and being open. Are you serious that you’d be open to your Dad dressing and being Lindsay and see how it feels like a family?”

Amy says, “Tina knows. She and I talked a little yesterday and more today. She’d like to know about Dad and see that side of him, so I’m not alone. She even knows I danced with Layla. She thought she and I could even talk to Dr. Ida Hart at the school.”
Liz says, “I don’t know if doing that at school is a good idea yet?”

Amy’s a bit more forceful, “I guess I’m not asking as much as saying Tina and I need to talk with someone. If not at school, then I want to find someone soon! This is not debatable.”
Her Mom says, “There is an Audra at the Planned Parenthood resource center. She’s supposed to be especially good at talking with young women on other topics.”

I tried speaking, “Just a moment, Dad, what you have I want to hear, but I hope it will be okay if you and I go shopping for Lindsay with Tina. I think it would be good to get away, maybe up to the Paterson or over to the Sussex area…”

After I agreed, she asked, “So are you still my Daddy?”

I said, “Of course, I’ll get this behind me and I’ll always be your father.” I tried to say it convincingly, but neither Amy nor Liz affirmed that with their heads or expressions. I asked, “What do you want me to say then?”

Amy was the first to say, “Just let me know you love me, and let’s take one day at a time. I love you and I’ll be here for you. I think that’s about the best you can say to me right now.”

I was moved. It was one of those moments a mature child speaks with a wisdom one can only take in and be proud of; my response, for now, was without words. Finally, I respond, “It’s humbling, but I know I’ll need your assistance.” She thanked me.
Amy asked her mother, “Have you ever helped Dad get clothes for her?”

With a small smile, “Once, but he was dressed as himself, and he didn’t get to try the clothes on when we went shopping. Otherwise, I’m guessing he did some shopping when away on trips; supposedly, he bought clothes for me. I will enjoy doing it with her when we take the opportunity. After our outing Friday night, I’m guessing she’ll be known soon by some close friends.”

I’m sure I nodded my head in agreement. I mentioned, “Your mother and I agreed that if you came to know about this or if it became public, we wouldn’t compound our problems by lying about it.”

Amy said, “Well, I know at least two students whose mom or dad left because of someone of the same sex. I don’t know if gender issues were any part of that?”

It was later, when we were alone again, that Liz asked, “Do you have any attraction to men other than wondering what it would be like to have a man inside of you?” I didn’t answer but acted as though I chose not to hear or be unresponsive.

She said, “From what I’ve read, a good percentage, as you wonder, and if not, do some probing of your own. I’m not saying anything more one way or another. I just want you to know to talk to me if you can.” She pauses until we are ready for bed. “We may want to get a dildo for me to use with you.” I became quiet at that point.

Come morning, we woke up early, and Liz had her way with me, and we enjoyed our time as two women.

It took three months to square away my change with work. It was quite evident that a formal severing of ways was inevitable. I changed from an employee to a contractor for the company I worked for. They liked my work and valued me as a contracted worker.
Once, I was able to develop Lindsay’s speaking voice and how I looked; my interactions continued with Leon and Lindsay.

A month after my first outing to the Purpled Goose, Amy, Tina, Liz, and I, as Lindsay, went shopping at Paterson. Being thirty-nine and in good condition and with the help I presented well as a woman shopper. It was a shopping trip for all four of us.

To be continued...

The time out on the lake was enjoyable; Jan and Ivy had on shorts and short-sleeved sweatshirts. Two other couples were onboard, and it made for a warm group. Jan provided shorts that fit Lindsay, and with a little encouragement, she changed into them. She was soon happy to be soaking up more sun. Lake Wallenpaupack was over 5,500 acres and miles long, with several sites for social gatherings.

Jan maneuvered her cruiser, staying away from families with children, though several children were yelling that they wanted to see them.

Lind got bumped into the water, Ivy apologized, but with others soon diving in the accident was seemed to be planned. Ken checked to make sure Lind was a good swimmer and was having fun. It was a chance for people to hand-check one another, out of sight.

Once back on the Jan’s Dizzy Gal, Ivy showed Lind to Jan’s room where she had a short shower, and changed into a dry blue and white poncho-style dress. It was nice as they parked at a dock and went to a lounge. Some redneck yelled at Jan before calmer heads ruled. Lindsay shared a chair with Ken. Ken had no trouble finding his way through her sleeves to find Lindsay for petting purposes. The added attention was affectionate and welcomed. They had gone below deck and made themselves at home in a small cabin. His affections were hot and easily met. Lind satisfied him, but Jan broke the mood, knocking at the door.

The sun was setting as they returned to port. Seeing the sun set early because of the Pocono Mountains was a beautiful sight to see, while being cuddled.

A horny man provided new issues as she cleaned up and got ready for a night out. Jan took the time to convey to Lind, a long shower and a good mouthwash were essential for her to practice.

Lind was had mixed feelings, when she packed that she encouraged her to take a wrap as the weather would be cool. The reminder that Liz was an important part of her life. She decided to play it cool with Ken, but changes of emotions were aroused with dancing, and a few drinks pushed her concerns to the back burner.

Lind and Ken shortened the evening out; the fireplace in his bedroom stirred the passion there. Lind had imagined times with a male lover, but tonight went beyond imagination. Ken was a romantic at heart and conveyed it well to her. There were moments she felt guilt, but they weren’t strong enough to stop the evening.

They took time to shower and clean up. When Ken made his way to the shower, it became another place for hands and lips to become creative.

Come morning, Lindsay’s guilty feelings returned, the tears started, and she was afraid her feelings were running away with her. She found herself in love with Ken. They were able to talk and be friends, it wasn’t only sex.

The fact that Ken found her crying and was consoling her only added to her attraction for him. She wanted to pack up and return home. She couldn’t think of much else.

They did go for another walk, and the morning air and scenery helped. Ken tried to talk her out of returning home, but after a late brunch, she insisted that she needed to.

She arrived home shortly after 2:00; she excused Ken and went in alone.
Lind found Liz having showered after working outside. Liz’s surprise became a serious face, somehow offended. “You went off with Ken, and I’m now getting ready for a second night with Eric. What you’re doing is not fair.”

“Hurry, you might catch Ken, whatever, but you can’t stay here. Ken indicated you might be there until Monday. I made plans accordingly.” Liz shooed Lind out of the room and locked the door.

Ken was waiting by the car. Before anything else, they needed an understanding. They went to an out-of-the-way diner for coffee and talk. Ken understood Lind’s surprise and hurt, but they needed to put that aside if they were to be together. Ken got Lin to understand, in part, Liz’s side.

On their way back to the cabin, Ken asked that the focus be on him and what Lin liked about him. Lin liked that they were already friends that Lin knew Ken. Leon was not attracted to all men, but he did have his desire to feel more like a whole woman. Meaning he wanted a man inside of her. Lind was attracted to women, and recognition she was like them. But when he found someone he was attracted to, Ken, the other drive kicked in.

It had been twelve years since Liz and Lindsay had gone to the Purple Goose. Seven years ago that Lindsay noticed Ken. Last year, their daughter Amy caught her Dad dressing, and the first time he openly went out to the Goose.

“Five years ago, when you saw signs I was trans, you looked at me. Something inside clicked, twice you asked me to dance. The second time, Liz was there and encouraged me, and we danced. I knew I wanted you or some man.

Ken and Lin stopped at a Mexican Café, and Lindsay had a margarita and a taco. Ken insisted they go out after they got to the cabin. Lind dressed nicely, and she was comfortable being with Ken. Knowing Liz was out with Eric. She focused more on Ken; she flirted with him.

After eleven, they returned to the cabin, and Ken suggested they slow down, experience the joy of quietly being together. Ken was in silk boxers, and Lind was in a silk negligée. He lay down, and Lind cuddled in the wedge of his arm and shoulder. With her head on his shoulder, she gave little kisses, and then caresses with tongue and lips.

Ken was content until she massaged his member and aroused him. “You stirred things up too much. One time, and then we sleep.”

Ked used a stimulant gel to increase her enjoyment of having Ken. He introduced her to a new position that heightened Lind’s interest. He went slowly to build up her sensation. It wasn’t until she moaned in pleasure that he went faster and used more force. “No, no, no.” And then she felt an explosion of her senses. When they were done, she was exhausted and settled, lying next to him.

It was after four in the morning that she woke, showered. Lindsay put on a nightie and a wrap to step outside. It was chilly, but she decided she could handle it. She poked a log, and there were burning embers. With a little dry brush and fanning the embers, a flame appeared, and with more light brush and kindling wood, a fire was started. She was enjoying being alone when three neighbors came through an almost invisible path. They even had a thermos of hot coffee and made themselves at home.

Lindsay spoke, “I’m sorry, but I’m poorly dressed.”

“Don’t worry, we accept what we see when we come to Ken’s. I find you look cute and have good taste,” April says as she introduces herself.

Twenty minutes later, Ken has merged and laughs at Lindsay’s predicament. He has claimed a lounging chair and brought a throw blanket to share with Lindsay as she scoots to his lap.

April and Shauna ask him, “Do you have enough eggs and bacon for breakfast, or do they need to bring some over?”

Ken joked, “I was planning to have her for breakfast.”

“Oops,” responds April. “You go ahead and we'll take care of the fire out here.” April smiles, “She looks excellent. I thought she was a regular woman.”

Ken took Lindsay's hand and laughed as he wrapped her in his arms and a blanket to warm her up. Then, passionate kisses brought the passion. Lind, bewildered, asked, “You’re going to make out with me while they’re out there? I’m worried about Liz and me.”

Ken, while there is that, “Now is for us to concentrate on us.” He massages Lind’s boy bits and is excited. They kiss, and Ken’s interest in Lind’s boy bits wanes. He raises her nightie and is soon inside her.

They’ve showered, dressed for the day, and joined those who remain outside. Soon, it’s LGBT. Ken asked about liking a trans woman. Ken and Lind like the relationship, but it’s too early to tell where each is with the other. Jan asks, “Is it a weekend fling, or does it have legs to continue?”

Lind says, “I like being in his life, but the relationships have complications.”

“We’ll have to see where we go from here. I hope you haven’t seen the last of her. Her being trans is new for me, but I could make a thing of it.”

Later, alone, Lind kept thinking of Liz set on having time with Eric; was their relationship going to change…

To Be Continued…