After taking revenge on a Fraternity that wanted to turn his brother into a sissy, a man has to deal with his brother's desire to live as a woman along with his dad's increasing femininity.
Worst of all, he finds himself inexorably drawn to being a submissive, traditional housewife while his wife takes on the role of husband.

A Feminine Family
(Sequel to “Flipping the Frat”)
@2005 by Karen Elizabeth L.
May not be distributed or posted on a pay site.

It’s been some time since I took my revenge on the old officers of the Sigma Tau fraternity.
They used my brother Joey’s desire to become a member to lead him into doing things so filthy and perverted that no decent person would stomach them.
Joey was blind in his drive to join the frat. He had been willing to put up with dressing as a girl, attending
classes that way, and being a serving maid for the brothers of Sigma Tau.
If that were all he would have had to do, I wouldn’t have interfered. Joey’s a big boy now and if he and the
other pledges were willing to run around campus in skirts, that’s up to them. It was only after a friend in the LAN
group intercepted an email from the frat president that laid out the real plans that I blew up.
It seems that passing themselves off as girls wasn’t going to be the end of it for the pledges. They were going
to be lured deeper into becoming sissies ending in video of them performing oral sex on the frat officers being
projected on the scoreboard during the Homecoming game.
Instead of the pledges doing the dirty deed, I turned the tables and the officers ended up becoming sweet little
sissies who loved performing oral sex on any willing male. It was a fitting punishment, turning Bozos into Bimbos; to
the select few who realized what had happened and helped cover my tracks, I was a hero.
My wife Barb was the one who came up with the idea after having turned her out of control little brother into
her sweet, lovable little sister. She had found a site advertising hypnotic suggestion merchandise designed to make the
most macho guy into a simpering little sissy or anything in-between. Barb and her mom took a mouthy, ignorant, boy
named Andrew and converted him into a sweetheart of a girl named Amy.
Together, Barb and I took three nasty, perverted punks and turned them into — well, there’s no nice way to put
this; we turned them into cross-dressing sluts. Actually, we never planned on making them into sluts, it just worked
out that way, we just wanted to drive them crazy.
Imagine three otherwise normal guys with no thoughts of becoming women, suddenly finding themselves with
an irresistible urge to wear women’s clothes. No matter how hard he tried to fight it, the guys were doomed. If they
saw a pretty girl walk past, they still stared at her but all they seem to notice were her hair, makeup, jewelry, and her
outfit. Not only did they notice them, they wondered how they’d look with the same hairstyle or outfit.
Since they couldn’t imagine women being useful for any other purpose than sluts, when they decided to become women, it just seemed right to them to take that course.
Actually, only two of them, Jake and Ian, now Janelle and Kerri went that route. Bob, now Brittany, the vice- president, somehow resisted all suggestion to follow his fellow officers and became a one of the sweetest girls on
campus.
She’s just finishing her Secretarial Science degree and will be marrying a guy she met at school.
Sometimes, I look back on what happened and wonder if Barb and I went too far. Whenever I mention that to Barb, she asks me to imagine what life would have been like for Joey and the other pledges had we not stepped in.
She assures me that there was no other way to handle it and that what we did was completely justified. In any case,
she’ll still giggle when she talks about it,
Janelle and Kerri are happy keeping guys on campus happy. They’re proud to be thought of as the most
determined-to-please sluts to ever hit campus, so becoming mindless bimbos really isn’t a punishment for them. If,like Brittany, they had any respect for women, things might have turned out differently. But then again, they are happy.
So that’s the background, my wife and I teamed up to rescue my brother and some other poor guys. We took
our best shot and we were sure it worked until I discovered my brother thoroughly enjoyed masquerading as my
pretty sister Joy.
He had so much fun pretending to be a girl while pledging the frat that he decided to keep it up.
He’s taken over my old bedroom and completely redone it in coed chic! The walls have been repainted light pink, a four-poster canopy bed with ruffled sheets has replaced my old bed, and a vanity stocked with makeup sits in the corner where
my display case of baseball cards once stood.
The closets are overflowing with pretty outfits, and a dresser is filled with panties, slips, padded bras, and girdles.
Pantyhose hang to dry in the shower, a woman’s razor rests on a shelf in the shower kept his legs smooth, and bottles of bath beads provide him with a softly scented bubble bath to lounge in as he studies women’s fashion magazines.
I used to worry that someone would recognize him while dressed as Joy and he’d face humiliation and
ridicule. He brushed aside my worries though, and has landed a summer job as a saleswoman in an upscale little boutique. He’s proven to be a great saleswoman; his commission checks rival my paycheck after years in Network Management.
If there’s any doubt about Joy’s sales abilities, just check with our dad. At first, he’d been opposed to Joey’s
dressing as a girl to pledge the frat. To dad, a real man would never give a thought to doing such a thing and he thought Joey should have told the frat to take a hike.
Joey didn’t let dad’s objections bother him; he smiled and played the part of a sweet daughter while mom enthusiastically trained him in the feminine arts.
Joey became so convincing in his role as Joy that he’s quickly won dad over to his side. Dad not only doesn’t object to having Joy around, he seemed so taken with his new daughter that
he bought his little girl a bedroom fit for a princess and Joey paid dad back in a very unusual way - by introducing him to the world of cross-dressing.
It started with a switch sex costume part at dad’s country club. Dad had his eye on a new television and mom
promised that if he won, he could put the prize money towards the TV.
Dressing as a woman was okay for Joey but dad couldn’t even bring himself to consider it. He desperately wanted that new TV, but dressing as a woman in front of his friends at the club was out of the question.
At least it was before Joey started selling him on the idea of winning the contest. He convinced dad that since it was a legitimate contest, and the people at the club were his friends, no one would make fun of him.
“It was all in fun,” Joey told him repeatedly. “No one would laugh, all the men would be wearing dresses, and
all the women would be wearing suits.”
Soon dad conceded that it would be fun but he was adamant that he could never win a contest in which he had to be a very convincing woman.
Joey smelled a sale and by the end of a of the week dad, his legs and underarms cleanly shaven, was wearing one of mom’s nightgowns and a pair of her panties while poring over a catalogue from the boutique, trying to decide which outfits he’d look best in.
The next evening after work, he rushed to his bedroom and emerged wearing a pretty nightgown, panties, and a pair of mom’s bedroom slippers. When mom told him his clothes were not
appropriate for so early in the evening, dad’s mood changed dramatically and he sulked back to change.
Feeling bad, mom offered to help him choose a more appropriate outfit. Dad was delighted and was soon sliding a dress down over the slip, bra, panties, and nylons that mom helped him select. I guess I don’t have to tell you that daddy’s little girl Joy was thrilled. She and mom spent the next several weeks feminizing Aunt Peggy, as dad now insists on being called.
Soon Aunt Peggy could choose an outfit perfect for any occasion, move as gracefully in heels as her sister-in-
law and daughter, apply her own makeup, do her nails, and style her many wigs and hairpieces with the amount of
skill as any true female.
The contest arrived and Aunt Peggy easily walked away with the “Fooler Female” award.
I was sure that things would return to normal once he’d won but apparently preparing for the contest stirred feelings in dad that he refused to deny.
Dad decided against buying the new TV; instead, he and mom went to a cross-dressers convention where he spent an entire week as a woman
I don’t remember ever seeing dad as excited as he was after the convention. He proudly showed pictures of himself in various women’s outfits, at the convention, sightseeing in the town and even sunning himself by the hotel pool in a woman's bathing suit.
The picture he was most proud of was the one showing two attractive, middle-aged women in evening gowns. One of the women was mom but if I hadn’t known, there was no way I would have recognized the other lady as dad.
Dad looked fantastic in a red sequined gown, hair perfectly done with red combs to accent it. His face was
perfectly made up and the smile on his face told a story of complete bliss.
“Dad, you look wonderful!” I raved. “I can’t believe it’s you. That outfit looks perfect on you, you’re absolutely gorgeous!”
“The makeover wasn’t cheap,” He smiled and glanced downward in a very feminine gesture of shyness. “It was something I just had to have done.”
“It was worth every penny you spent,” Barb said as she leaned over and kissed his cheek. “You look lovely.”
“Let me show you a few others,” He blushed. “I spent a few dollars to have some professional shots done.”
Dad opened an album and showed us picture after picture of him as Aunt Peggy. Happily beaming out from the pages of the album was my dad, or I guess my Aunt Peggy, in casual, business, and formal outfits.
Aunt Peg looked great; she seemed as comfortable in a skirt and heels as any woman I’d ever seen. There had to be about twenty-five pictures of a pretty lady but not a single one of a guy in a dress.
“You outdid yourself Joy,” I smiled at my pretty little sister. “I never imagined that you could get dad into a
dress, let alone make such a hot looking lady out of him!”
“It wasn’t all that tough,” She shrugged. “All I had to do was to let him see for himself how nice it feels to wear things like satin and nylon. Most guys have no idea what they’re missing; once they get a taste, they’re hooked!”
“I doubt that,” I laughed, trying to imagine myself in a pair of panties. “Most guys would feel silly and that would be the end of it.”
“I wouldn’t be too sure of that,” Dad grinned as he tugged the hem oh his skirt over his knees. “I never in my life imagined that I’d put on women’s clothes, let alone enjoy doing it. Your sister can be awfully persuasive and she’s right about becoming addicted to dressing this way.”
“I don’t care how persuasive she is,” I shook my head and laughed. “Getting a guy into a dress is one thing, but you can’t make him like it.”
“Care to place a bet, brother dear?” Joy asked as she licked her lips seductively. “If I can get you into a dress
and make you enjoy it, you and Barb will have dinner with me at Le Grande’s.”
“Forget it, I have no desire to wear a dress, and even if I did wear one, I know I’d never enjoy it.”
“Chicken?” Joy teased.
“No, I simply know what I feel about things. I don’t see any need to prove it.”
Joy wanted to keep pressing but I wasn’t about to continue the conversation.
“Smart move,” Aunt Peggy laughed. “Maybe if I had stopped her I wouldn’t be wearing a dress now.”
“I thought you enjoyed it?” Barb asked. “You certainly seemed to be enjoying yourself in those convention
pictures.”
“Oh God yes!” Dad quickly answered. “I love wearing pretty clothes and the feel of silky lingerie is beyond compare. If I had cut Joy off, I might have missed all of this and trust me, I know I would have regretted it.”
It was getting late so Barb and I said our goodbyes and started for home.
“You really should try it,” She said softly. “Aunt Peg and Joy seemed to love it. I remember teaching Drew to put on pantyhose; the look on his face said it all.”
“That was because of the programming,” I argued. “Drew had no choice; he was brainwashed into enjoying it.”
“You’re partially right.” She corrected. “Drew was brainwashed into wearing pretty outfits and silky lingerie
but there are plenty of women who would rather wear cotton panties, and wear dresses only when they have to. The thrill of wearing pretty things is there for the taking, it’s up to the woman to accept it.”
I shook my head; it was all so strange; how could normal guys like dad and Joey suddenly want to dress like women? Not only that but when they dressed that way, they acted normal, for women that is. No ankles resting on the other knee, no masculine gestures at all.
“You’re trying to understand it, aren’t you?” Barb asked as she squeezed my leg. “I guess some guys just have a very strong feminine side; once they get a chance to express it, they’re able to pass as women with no problem.”
“Do you think it’s hereditary?” I asked, worried that I might be next for panties and a skirt.
“I don’t know sweetie,” she said softly as she kissed me. “I guess we’ll find out.”
I tried not to worry but the thoughts of wearing women’s things wouldn’t go away. I’d watch Barb get dressed in the morning and find myself wondering what she felt when she put on her bra or pulled on her pantyhose.
Did she realize that she was a woman at those moments? Did it make her feel different knowing that she wore clothes so different than mine?
Day in, day out, I worried. Was I going to turn into some skirt wearing little sissy?
No, that wasn’t right. Dad and Joey hadn’t become sissies; they were, god it hurt to say it, women.
Yeah, even if only part-time, they were women.
They didn’t mince, they never lisped, they always looked perfectly dressed and made up, whether they were
shopping in jeans or going to dinner in a pretty dress.
The oddest part of it all was that mom was completely happy having her husband in skirts and Joey never had to worry about getting a date; girls seemed to flock to him!
Barb said that it was because dad and Joey had a better understanding of women than most men. They put
themselves into the female role and learned to take time and listen. They knew what a woman went through to make herself look pretty and were quick to compliment her on a new outfit or hairstyle.
Mom once confided that dad had even become a more considerate lover since he started wearing women’s clothes. She laughed, saying that he seemed to feel that when in a nightgown and panties, he had to move slower and be more aware of her needs. As long as he kept that up, she joked, he could dress like a prom queen, and she wouldn’t care.
Every day brought more problems for me. Watching Barb dress was so difficult that I started finding reasons to remain in the bathroom until she was completely dressed. It didn’t help though; occasionally I still had to see her in a skirt and in the evenings, she’d often change into a nightgown before taking her shower.
Worse yet, Joey and Dad, I mean Joy and Aunt Peg, signed up for Square Dance classes sponsored by the cross-dressers group they belonged to.
Yeah, for a change, Aunt Peg was able to talk my dear little sister into something instead of the other way around. Only problem is, she talked her into joining a formal group for cross-dressers!
Unbelievable! These are guys who get together once a month or so, all decked out like women, and talk about things like the latest fashions, makeup tips, and other stuff you’d expect to hear at the local beauty shop. They spend hours chatting and complimenting each other on their outfits, hairstyles, and jewelry, just like real women.
In between the gossip and compliments, they also plan get-togethers like the one dad went to for a week, or parties for the holidays. The big thing now, according to Aunt Peg, was that they were able to talk the Community College into teaching them to Square Dance.
It was bad enough to watch Barb dress or to see dad watching TV in a housedress, his legs crossed ever so sweetly at his knees. I had to endure Barb wearing outfits she borrowed from Joey; she loved his taste in clothes and his discount at the Boutique made sure that his closet was filled with trendy outfits.
Putting up with all of that was bad enough but I almost lost it the first time I saw my dad and brother in their
dance dresses! They walked into the room with their skirts held out by stiff, multi-colored petticoats, their pretty legs
shimmering in the silky nylons they wore, waling as if they grew up wearing heels.
I could feel my pulse racing as I looked at the beautiful ladies I once knew as my dad and brother. There was nothing left of those men as I watched the ladies delicately gather their skirts as they lowered themselves to the couch.
No man could ever look as enticing as those two did.
“You two look as lovely as always,” Barb told them. “Those dresses are so cute!”
“Thanks Barb,” Joy blushed. “It’s great to get compliments from you. You always look great, and you’re such a sweetheart.”
“And you’re such a smooth talker!” Barb laughed. “No wonder you’re so good at sales; you must have the women eating out of your hands.”
“There are a few who trust me to recommend just the right dress for some big event,” she admitted. “I don’t want to seem like I’m bragging but I recently started a side business as a wardrobe consultant; you won’t believe what some women are willing to pay me to make them look good.”
“What about school?” I had to ask. “You haven’t been back in some time, How are you going to be able to give up all the money and glory when school starts again?”
She nervously crossed her legs and adjusted her skirt, seeming to want to avoid an answer.
“I’m not going back,” she finally admitted. “I made over five thousand dollars in commissions in the months before my consulting business started to take off. I estimate that I’ll do about three thousand in commission this month and about fifteen hundred in consulting fees.”
“Sweet Jesus!” I gasped. Forty five hundred in one month and you’re just getting started. Need any help?”
“ That all depends, “She smiled. “ Do you think you could get used to working in heels?”
I felt like a knife had just been plunged into my chest. Could she tell that seeing her in a dress and petticoats
was making me stiff? Could she tell that I’ve been thinking about raiding Barb’s closet?
“No, I doubt I could handle that.” I shrugged, trying to smile. “That’s best left to you ladies.”
“Let me know if you change your mind, okay?”
I promised she’d be the first to know; all the while wondering why was it so easy to think of my little brother
as a she.
Even getting off that subject didn’t help; Barb and mom insisted that Joy and Aunt Peg show off a few of the
Square Dance steps they’d learned so I had to sit uncomfortably watching petticoats and ruffled panties. I couldn’t
wait to get home.
We were in the shower when Barb suddenly bent over. I thought I was in for some great oral sex until I felt
something cold being spread on my legs.
“What the heck are you up to?” I asked, feeling weak as I realized what it was that I was smelling. She was
spreading Nair on my legs!
“You can’t have hairy legs showing through your stockings,” She chuckled as she kept applying the foul
smelling paste.
“Stop, I don’t wear stockings. Don’t go mixing me up with my nutty brother.” I demanded.
“I’m not mixing you up with anyone honey,” She told me. “I saw the way you were acting at your parent’s
place. Let me finish with you and we can have a night of wild sex, okay?”
“I don’t know what you’re talking about,” I argued. “It’s just not easy for me to see dad and Joey looking like that, that‘s all.”
“I hear you lover, but I don’t believe you. If you really want me to stop, say so. Of course, if you do, I won’t let you wear that pretty little peach nightgown I know you like so much. You know the one with the lace hem and bodice; the sheer, sexy one with those frilly panties that will make you feel all girly inside?”
How she knew I have no idea, but she definitely knew. She smiled as she watched me stiffen up.
She knew beyond a doubt that I wanted to get rid of all the hair on my legs so they’d look pretty, I wanted to wear that pretty little nightgown she was talking about, and I couldn’t wait to put it on. Instead of telling her to stop, I turned my left leg and pointed.
“You missed a spot.”
While we waited for the hair remover to work on my legs, Barb took a razor to my chest and gently removed
the hairs. After watching her, I soaped up my underarms and carefully shaved away the hairs.
“Spread this on,” Barb said as she handed me a bottle of skin lotion. “It prevents razor burn and will keep your
skin smooth and silky.”
Smooth and hair free, I patted myself dry just the way Barb had shown me, wrapped a towel around me girl-style, and followed Barb into the bedroom.
“How did you know?” I asked meekly as she gathered the nightgown and panties for me to wear. “Was I that obvious?”
“I guess I know you better than anyone sweetie,” She kissed me and ran her hand over my leg, making me even stiffer than before. “I noticed how upset you’ve been lately; almost every time we visit your family you get all agitated. It never happens when Joey and your dad are there but if Joy and Aunt Peg show up, you seem to be upset.
"Tonight was the worst, I guess you were jealous, you wanted to be the one in those dresses, petticoats, and frilly
panties, didn’t you?”
“I was a basket case,” I admitted. “Those outfits were just so pretty!”
“We can get you one of your own if you want,” She offered. “I’ll bet you’ll look every bit as pretty as Joy.”
I guess I didn’t need to answer; Barb looked at my face and smiled.
“Everything’s going to be okay,” she told me as she handed me the ruffled satin panties that went with the nightgown. “Slip these on.”
I took the panties from her hand but couldn’t bring myself to put them on.
“Nothing’s changed baby,” She cooed softly. “I’ll love you no matter what you’re wearing.”
I took a deep breath and gently pulled on the panties, nearly climaxing when the silky fabric rubbed against my hard-on. Barb lowered the nightgown over my head then had me stand to adjust it. I then stepped into a pair of her slippers and let her lead me like a little girl to the mirror.
“A little foundation, some powder, blush, and shadow, and you’ll be so cute.”
She was right, after styling my hair into a more feminine look and applying makeup, I really was cute!
I couldn’t help myself, I started laughing, and twirling like a little girl until Barb finally stopped me.
“Calm down,” she laughed as she hugged me. “I’ve got an outfit that I can’t wait to see you in.”
A little while later I was wearing a pair of white lace panties, a matching bra, a half slip trimmed in lace, white
pantyhose, blue skimmers, and a blue and white dotted Sailor dress that I used to love seeing her in.
“This is so wrong but it feels so good!” I giggled as I swished my skirt back and forth. I started humming “I enjoy being a girl.”
Barb never laughed at me when I tried on her clothes or at my pathetic attempts to wear makeup. She was an honest critic though and would always tell me if an outfit was a little tight or a little too short for me. She patiently went over the proper use of foundation and powder, how to blend my eye shadow to create just the right look from housewife to hooker!
I never had the courage to leave the house while dressed but that didn’t stop me from changing into a pretty outfit the instant I got home from work. If I were home first, I’d change into something pretty, do my hair as best as I could, fix my face, and start dinner for the most wonderful woman in the world.
Sometimes Barb and I would role-play; we were back in the early 1960’s, she’d take on the role of the husband coming home from a hard day at work and I’d be the sweet little housewife anxiously awaiting her man.
She’d close the door, sweep me in her arms, and tell me that I was the most beautiful woman on earth. I’d lock my
arms around her neck and tell her that she was the most handsome, strongest, sexiest man alive.
Sometimes Barb would change into one of my suits, or a pair of my jeans and a shirt to make the role-playing
a little more realistic. She’d sit in front of the TV to watch the news or read the paper until I finished preparing dinner.
Afterwards she’d pull me close, kiss me, and tell me how lucky she was to have married the most wonderful woman
in the world. We had some of the best lovemaking of our marriage after those little games.
One evening Barb was a little late getting home. She’d told me that she had some shopping to do and would have a surprise for her little lady when she got home. I was so excited it took twice as long for me to get my lipstick on after I got home from work.
I had the table set and dinner ready when my hubby finally got home that night. He greeted me with a hug and kiss, told me that dinner smelled great, and followed me into the dining room, rubbing my butt as we walked. We talked about our day during dinner; Jack, my husband, told me all about the tough day working in the factory, while I told him how I did a little shopping and saw some pretty dresses I’d like to have.
“That reminds me, I have a few things I think you’ll like.” He handed me several boxes from a local store that specialized in retro clothes. My heart skipped a beat as I pulled out several full-skirted dresses women wore in the early 1960’s.
“They’re beautiful!” I cried as I held them against me. “You are the sweetest husband any woman could ask for!”
“I knew you’d like them the instant I saw them,” Barb told me as I threw my arms around her neck and kissed
her.
“I’d die if anyone ever found out,” I whispered in her ear. “But I’ve never had so much fun in my life!”
“No one ever needs to know.” She whispered back. “It’ll be our little secret, something to spice up our lives.”
“How did you know?” I asked. “Ever since I first thought about wearing women’s clothes, I wondered what it would be like to wear an outfit like this.”
“It wasn’t hard,” she smiled as I twirled with the dress held against me. “You really get off on this role-playing stuff, acting just like your mother did when you were young. I just thought that if you’re going to be a traditional housewife, you should dress like one.”
“Oh yes, certainly.” I muttered as I remembered that there were several other boxes. I opened another and
squealed in delight as I pulled out an authentic petticoat that would be perfect under my new dress. I was crying tears of joy when I finally finished.
Barb had bought me three dresses with all of the appropriate lingerie — petticoats, bras,
and panties that were popular at the time, nylon stockings, and girdles with tabs for nylons; several garter belts, and a pair of stiletto heels.
“Don’t forget this,” She teased as she held out a small box and quickly pulled it back.
“Please don’t tease me honey,” I pouted. “I try to be a good wife for you.”
“You’re the best,” she told me, handing back the box.
Inside was a collection of makeup appropriate to the time — rouge, eyeliner, powder, and shadow. Best of all though was a pretty blonde wig styled in a flip with bangs.
“Are you going to stand there or are you going to put on some decent clothes?” Barb teased. “I don’t know where you got such short tight dresses baby but you look like a hooker!”
“I’m sorry honey bunches,” I fluttered my lashes and did my best little girl voice. “I’ll go change, thank you for buying me such pretty outfits.
I hurried to change, not wanting to disappoint my wonderful hubby. I wasn’t used to the nylons and garter belts but I finally managed to master the clothes and makeup and went to show my husband how pretty his wife could be,
“Much better,” Barb said gruffly. “If I wanted a streetwalker I would’ve married one. I expect to see a
respectable woman waiting for me when I get home. Do you understand me?”
I stared at the floor and brushed my skirt, relishing the feel of petticoats as they brushed against me.
“I promise to be a good wife,” I said meekly. “I love you.”
“I love you too,” Barb said as she pulled me close to kiss my red lips and rub my butt.
We had a great time with our little game but after a while, I realized that I wanted, needed to go farther.
I started wearing panties to work along with trouser socks. It was a pretty safe bet that no one would notice my
underwear or socks but just knowing that I was wearing women’s clothes in public made me feel great.
I also started wearing women’s jeans; nothing flashy of course, but the thrill of walking around a crowded
mall in women’s jeans was intoxicating. I was out in public in women’s clothes and I was stuck with no way of changing if I was discovered. What if I got hurt; how would I explain wearing panties, knee-hi’s, and women’s jeans?
It was just after that when Joey asked us to stop by the house; he had an announcement to make and a favor to
ask but he wouldn’t tell me what it was over the phone.
Maureen, Joey’s latest girlfriend, seemed to have beaten every other girl in the race to win Joey’s heart. They
complimented each other perfectly and my little brother seemed to be madly in love. How he was going to explain Joy to her was beyond me though.
He and Maureen were side by side on the couch looking through some catalogues.
“Glad you guys could come,” He grinned. “Maureen and I have some big news — we’re getting married and
we want you two in the wedding party!”
“It’s going to be a little different,” Maureen giggled. “Joey and I talked it over though and it’s definitely the
way we want to do it. We think you’ll agree once you we explain everything.”
“Check this out!” Joey urged as he opened a catalogue of wedding dresses. “Isn’t this gorgeous?” She asked
with unconcealed pride as she pointed to a gorgeous gown in Tulle with Schiffli Lace & Organza Rosettes making up
the delicate straps. It was so pretty that I nearly cried!
I flinched as he pushed the book towards me; I knew how badly I wanted to look at the pretty dresses but I
didn’t dare let my feelings show.
“Very nice Joey,” I nodded and tried to remain calm. “I’m sure Maureen will look great in anything.”
He looked at Maureen, and then at mom and dad, they all began laughing.
“I really hate being left out of a joke,” I complained, trying not to grab the book from Joey’s hands.
“It’s okay,” Maureen told me as she gave me a hug. “We’re not making fun of you or anything, it’s just that
your sister will be the one wearing the gown, I’ll be in a tux.”
“You know about Joy?” I asked when my head finally stopped reeling. “It doesn’t bother you that your future
husband wears women’s clothes, calls himself Joy, and sells women’s clothing?”
“It’s all part of the guy I fell in love with,” she shrugged indifferently. “We met when I was looking for just
the right outfit for a big interview.”
“You asked her out as Joy?” I asked Joey while trying to make sense out of the whole crazy situation.
“And you accepted a date with Joy?” I asked, turning to Maureen.
“I went back for several more outfits; Joy was very helpful and we got to be friends. We met for lunch several
times, did some shopping together, and caught a couple of movies. One day over lunch, she came clean and asked me
for a date. I had such a fun time with Joy that I decided to take a chance on her brother.”
She put her am around Joey and gave him a big squeeze. “It turns out that everything I liked in Joy was also a
part of Joey, plus he’s awfully cute. I gained a fun girlfriend to shop with and a cute boyfriend all in the same package.”
“That’s so sweet,” Barb gushed. “We’re really happy for you guys, or should I say girls?” she giggled.
“I’m amazed,” I smiled and shook my head. “Now you can take over worrying about him!”
“Now that we’ve gotten that out of the way, let’s move on to the gowns for the other girls.” Joey had a smile
that told me trouble was brewing,
“Here are the gowns for the bridesmaids,” He reached for another book, giving me time to get a grip on my
emotions.
She pointed out the most romantic looking gowns imaginable. They were absolutely beautiful with a sheer
overskirt and light peach satin skirts. The bodices went just to the mid point of the breasts, ending in sheer chiffon
and lace inset with a rosette pattern.
“Check this out,” He flipped the page to show the same gowns with sheer capes. “The Matron of honor’s gown will have the rosette pattern in the cape too!”
I tried to act as if I didn’t care and must have succeeded.
“Pay attention!” He demanded. “”Don’t you care what your gown will look like? I thought the color would
work very well with your complexion.”
Suddenly he had my full attention!
“My gown, what are you talking about?” I managed to ask. “I’m not into this dress-up stuff!
“ You’re wearing women’s jeans, nude stockings, or knee-highs, those are Lady Keds on your feet, and you’re
telling me you’re not going to be my Matron of Honor?
Barb bust out laughing; Joey had me dead to rights.
I started to try to brush it off with a lame, one time only, excuse, but Joey was firm.
“Let’s see,” He smiled. “Last Thursday you wear wearing green eye-shadow; you still had some in the corners
when you stopped over that night. Then there was that time when you bent over and showed off the lace waistband of
your panties. By the way, Shalimar perfume is a very nice scent but it lingers forever. Don’t wear it if you plan to switch to Boy mode in less than six hours.”
“You win,” I smiled and gave her a big hug. “I’d be honored to be your Matron of Honor. God knows, I can hardly wait to wear that gown!”
“Thank you!” He squealed as he locked his arms around my neck and kissed my cheek. “I’m going to have the prettiest Matron of Honon ever to be in a wedding!”
“Will you two have matching gowns?” I asked, trying to imagine two brides.
“You can be such a ninny!” Barb laughed after Maureen took a swat at me. “There’s only going to be one bride at this wedding — your sister!”
“That’s right!” Maureen laughed. “There’s only room for one beautiful bride and that’s Joy.”
“If you don’t mind,” She turned to Barb. “I need a Best Man. My sister-in-law will need a handsome guy for
her partner.”
I couldn’t imagine Barb masquerading as a guy; she was far too pretty for that. To my amazement though, she accepted without blinking.
Dad took the book Joey had and quickly thumbed to a page showing Mother-of-the Bride dresses.
Pointing to a flowing gown in the same color as the Bridesmaids gowns, he asked, “This will be my gown, isn’t it lovely?”
“It’s perfect for you Aunt Peg,” I told her as I kissed her cheek. “I can’t wait to see how pretty you’ll look.”
Maureen and Joey said that it would be a small wedding; our families, a few friends from the cross-dressing support group, Joey’s boss, and a few girls he worked with.
“”Won’t your boss be just a little surprised?” I hated to burst any balloons but I worried about how Joey would
explain things to his boss.
“You mean am I worried that she’ll figure out that I’m a guy?” he asked.
“It might seem odd having a cross-dressed wedding.” I ventured. “I mean, it’s not something you run into that
often.”
“You’re such a sweetie,” Maureen smiled and hugged me again. “You’re always worrying about your baby sister. Joy told me how you took care of him when he pledged that frat.”
“I’m a big girl now…” Joey hesitated, obviously wondering something.
“Olivia,” I told her. “Please call me Olivia.”
“That’s a pretty name,” Mom added. “It has a classy and feminine ring to it.
“Thanks,” I turned back to Joey. “Now, what about your boss; you can’t afford to lose that job.”
“Don’t worry my dear sister; my job’s safe.” He said confidently. I told Marie I was a guy when I interviewed. I got the job based on my ability to sell and my sense of style. I had thirty days to prove myself. If a single customer
caught on and complained or if I couldn’t meet the same sales goals expected of any other new girl, I would be out.”
“Based on your sales,” I said admiringly. “I guess you’re pretty secure.”
“Let’s look at it this way — I made several hundred dollars in commission my first week and that was the lowest I’ve ever made. Six months into the job, I got started in wardrobe consulting at the request of several of my regular customers. I sit down with them and we have a nice long talk so that I can decide what their personality type is and pick complimentary outfits. After a few months, I made more money consulting than by working the floor.”
“The women I started with were so impressed that they told their friends and relatives who now rely on me for everything from a special occasion outfit to complete wardrobe planning. Actually, that’s how I met Maureen, Her mom’s one of my customers.” He continued, “Gloria, my boss, doesn’t mind, I only recommend outfits from lines we carry. If I like it and we don’t carry it, she’ll get it. She makes a bundle off my consulting and so do the girls who work the floor.”
“You’re an amazing lady.” Barb complimented.
“Not to mention that he’s a wonderful guy!” Maureen quickly added. “I loved the gentleness in him as well as
his ability to be decisive when I need it. He has great taste in outfits, never complains when I want to go shopping,
and he makes me feel so loved and special.”
“I can’t believe it,” I muttered repeatedly. “I’m going to be the Matron of Honor. I’m going to be wearing a
beautiful gown and pretty lingerie.”
“Have you ever had gone out as Olivia?” Joey asked.
“Out as Olivia? No, oh god, no.” I gasped. “I’ve never been anywhere; I usually just come home and make sure that dinner is ready when Jack gets home.”
“Jack?” Joey laughed as she glanced at Barb.
“What can I say?” Barb shrugged. “It seemed like a good, manly kind of name.”
Maureen giggled and stuck out her hand.
“Nice to meet you Jack,” She said in a low, gruff, voice. “My name’s Geoff.”
“Isn’t he a hunk?” Joey giggled as he ran her arms across Maureen’s back.
“He is cute,” I admitted as I hugged Barb tightly. “But I’m strictly a one man woman. Jack makes me feel all funny inside when I’m close to him.”
“I hate to interrupt but it is getting late.” Barb gave me a quick kiss. “You’ll need your beauty rest to look your
prettiest for the wedding.”
“I still can’t believe it!” I shook my head and rushed to hug Joey. “I’m going to be all dressed up and looking
so pretty.”
“Why don’t you folks stop over for dinner next Friday?” Barb suggested. “Olivia’s a great cook.”
“I’d love to have you!” I smiled. “I’ve got this fantastic recipe for stuffed Pork Chops.”
We parted for the night with the promise to get together again on Friday. In the meanwhile, I had to plan a dinner and decide what I was going to wear. I still couldn’t get over that I was going to be in a wedding — as a woman!
Barb kept me on edge by telling me that I was going to have to learn to pass as a woman; I’d need to learn to walk, talk, gesture, and do a hundred other things differently. Pretending to be a housewife at home was one thing, I was going to have to be able to convince people that I really was a woman.
“I don’t know how I’m going to do it.” I cried. “I’ve never been so excited and so scared at the same time.”
“I know a way to help you.” Barb said softly. “Will you trust me?”
“That’s a silly question,” I stared at her wondering what she was thinking. “Why wouldn’t I trust you?”
“I ordered a set of CD’s for you,” She bit her lip, waiting to see how I’d react. “It can make feminine
mannerisms and speech second nature. You wouldn’t have to think about it, you’d move like a woman, talk like a woman, and even react like a woman.”
“Is it permanent?” I winced. “Will I want to become a woman?”
She pulled me close and held me.
“I’d never do that to you,” She whispered. “It’s not really permanent; they work with a trigger phrase. First, they will plant all the necessary thought patterns to give you feminine mannerisms. When you hear the phrase, it will trigger all those thought patterns and you won’t be able to act like a man. Only when the trigger phrase is used again, will you revert to being a man.”
I felt confused; the CD’s were the perfect solution to my problem, why didn’t I jump on the chance?
I knew what was wrong but I just couldn’t admit it.
It was really all a matter of trust. Did I trust Barb enough to put myself under her control?
What if she didn’t let me revert to being masculine?
If she were to call me at work and use the trigger phrase, I’d be the laughingstock of the campus.
What was I thinking? Of course I trusted Barb. I loved her and couldn’t imagine life without her.
“When can I start?” I asked, as my heart pounded in my chest.
She reached into a drawer and pulled out a set of three CD’s.
“Why not start tonight; you’ll have to listen to all three before we can use the trigger phrase.” She extended
her arm with the CD’s in it. “I think something like ‘The rain in New Hampshire falls mainly in West Virginia.’ would work.
“That’s the silliest thing I ever heard!” I laughed so hard I started crying.
“Yes, that‘s exactly why I chose it!” She grinned. “Would you prefer something easy like ‘Excuse me’?
Imagine, every time someone uses that phrase, you’ll turn into the biggest sissy on campus!”
“Sissy?” I pulled back from reaching for the CD’s. “I don’t want to be a sissy!”
Barb shook her head and laughed at me.
“If you’re wearing a dress and heels, and look and act like a woman, would you be a sissy?”
“No, but you said….”
“I know what I said about you becoming a sissy, that’s why I thought of that phrase.” She insisted. “No one in
the whole world would ever think of saying that, would they?”
“No, I suppose not.”
“Then it’s the perfect trigger phrase, isn’t it?”
“I am so stupid,” I thought to myself and took the CD’s from her. A kiss made up for everything though.
Later, while Barb caught up on some work for her class, I put on a pair of headphones and settled back to learn how to be a woman.
The CD wasn’t going to win any Grammy award. After a brief introduction, it was nothing but repetition of “Sit down slowly on the edge of the seat then slide back, Smooth out your skirt as you sit, take small steps placing one foot in front of the other.”
For over an hour I listened to suggestions on how to act like a woman yet instead of being bored to death, I found myself hanging on every word. Before I knew it, Barb was shaking me and telling me it was time for bed.
“That CD was great!” I said as we hopped into the shower together. “I don’t know why but I couldn’t stop listening to it.”
“I’m glad you enjoyed it,” Barb smiled and used the trigger phrase.
“I can’t begin to tell you how fascinating it was,” I replied as I picked up the shaving cream and lathered my
legs. “I can’t wait to listen again.”
I was in the middle of shaving stubble from my right armpit while discussing the advantages and drawbacks of waxing when Barb leaned close and used the phrase again.
I was shocked to find the razor in my hand. “I just shaved last night; I should be good for a few days yet!”
“I used the trigger phrase,” Barb giggled. “You don’t realize it but you listened to all three CD’s tonight!”
“You’re kidding?” I was astonished. I remember turning on the first but that was it.
“How do you like thinking like a woman?” she grinned.
“I didn’t know that I was until I saw the razor.” I shook my head. “I guess those CD’s really do work.”
“You could ask my sister but I doubt she’d remember.” Barb giggled, remembering the brother she used to have.
“Good lord, Andy never had a chance,” I whistled softly.
“No he didn’t, but there wasn’t any other way.” Barb shook her head sadly. “He had so many chances; it was a last resort to make a girl out of him.”
“If it helps, I’m glad you got me those CD’s.” I soaped her up and began to fondle her. “I would never be able to get away with being a bridesmaid otherwise.”
We made wonderful love that night and the next day at work was completely normal. Of course, when I got home that evening, things took a U turn.
Not long after I got home, the phone rang. It was Barb asking how my day went and telling me she’d me home very soon. It was nice of her to call I thought as I carefully brushed out my long blonde hair.
It’s so amazing that I used to have trouble styling my wigs; now it seems so simple!
Not only is it simple to style my pretty wigs, things like applying false eyelashes, getting my makeup just
perfect, and even hooking nylons to my girdles are as easy as, well as easy as making sure that my skirt and petticoats fluff out properly when I sit down and cross my legs.
I blew myself a kiss in the mirror after I finished doing my lips. One last look in the mirror to check my dress and it was off to the kitchen to check on dinner. I easily maneuvered around in stiletto heels; a feat I felt certain I’d never master before I listened to those CD’s. Now it was like I had been born in heels!
Barb and I did notice something odd; whenever I heard the trigger phrase. It seems that I’m extremely open to hypnotic suggestions like the ones on the CD’s. I not only adopted the mannerisms of a woman, I went into full-blown female mode. If she used Keith, my real name, I gave her a blank look, not seeming to know who she was talking to, answering only to Olivia.
Barb was worried at first but I assured her that I didn’t mind at all; actually, I enjoy leaving any masculine thoughts behind and becoming a woman! I find more enjoyment in wearing pretty outfits and doing my hair and makeup as Olivia than I do as Keith. The only drawback is that I have absolutely no desire to be intimate with Barb
when I’m Olivia; I’m just not that kind of woman. Barb was Olivia’s best girlfriend but that’s as far as it went.
That little problem really put a crimp in our marriage; the intimacy we craved was gone.
I mean, I seem to know that I’m really Keith, Barb’s husband, but there doesn’t seem to be anything I can do to express myself as a man. We’ve tried, but there’s no way to bring Keith back until I hear the magic phrase. Once I heard it, I instantly reverted to being Keith but I still kept all the memories of what happened as Olivia.
Since we couldn’t prevent my becoming Olivia once I heard the phrase, we planned on having a little fun with it, starting with the dinner party. Wednesday evening, before as we took our shower, we talked it over and decided to take our little role-playing game a step further. Barb used the trigger phrase but also suggested to me that not only was I really was a woman named Olivia but that she was my husband Jack. Unless she told me otherwise, I would only think of myself as a woman and the wife of Jack Brennerman. Of course, the suggestion easily took root
in my brain and so whenever I became Olivia, I would think of Barb as Jack, my husband and lover.
After our shower, I slipped on a white, see through,baby-doll nightgown with matching lace panties, snuggled
up to my sexy hunk of a man, and fell asleep in his arms. The next morning, I gave Jack a passionate good-bye kiss, then set about making myself pretty for a day of shopping.
By the night of our dinner party, I had spent two wonderful days as Olivia. I shopped for groceries, tried on outfits in several stores, had lunch, and lived the life of a woman,complete with my wonderful husband making passionate love to me!
For the dinner,I wore a pretty white flip skirt, just above the knees, with a pink and green floral pattern. I chose a soft pink top with cap sleeves, white sandals, and pink Topaz earrings to compliment my skirt. I felt so
relaxed and comfortable; my skirt brushing against my legs with every step, and my silky slip brushing against my
bare thighs made me feel so happy to be a woman.
Jack, my wonderful husband, looked so handsome in a Cranberry polo shirt and bone colored khaki slacks. I liked the way he wore his hair a little on the long side; it was so much fun to run my fingers through it when we kissed.
Barb had tipped off my family so everything went well; they all referred to me as Olivia and treated me as if I’d always been their daughter and sister. For my part, I was a good little hostess, greeting everyone at the door,
kissing Joy and Aunt Peg, and making sure the guys had drinks while Joy and Aunt Peg helped me to prepare for dinner.
Everyone loved my dinner and it made me so proud to see Jack smiling at me; I wanted to be the best wife I
could for him and being a good cook was an important part of being a good wife.
Afterwards, the guys sat and talked while we women cleaned up. I’ve heard many women complain about their men not pitching in but as far as I was concerned, the kitchen was my kingdom. I didn’t wander into the garage to give Jack pointers on car repairs and I didn’t want him in my kitchen, telling me how to cook
As we did dishes, my sister, my aunt, and I talked about Joy’s upcoming wedding and how exciting it would be. Lucky girl that she is, she’ll have a triple layer petticoat under that gorgeous dress along with lingerie sexy enough to make her husband stay hard for hours just thinking about it!
Aunt Peg is thrilled with her dress; peach, like the bridesmaids dresses, it has chiffon sleeves ending in lace
cuffs, a small rose where the deep Vee of the neckline ends, and a full skirt with knife pleats that will sway with every step. Any middle-aged woman would love to wear that dress and I’m sure Aunt Peg will look lovely in it.
Everyone had a great time at the dinner party and I made plans to spend the next day shopping with my Aunt and sister. That night, while we were making love, Barb used the trigger phrase to bring me back to Keith mode.
I suddenly found myself flat on my back in bed, on the brink of a tremendous climax, my slip pulled up to my
neck, my panties hanging from a bed post, but still wearing my bra, and nylons with Barb positioned between my legs.
“Jesus, you’re one hell of a moaner lady!” Barb laughed as she finished her oral ministrations.
“What do you expect from a woman when she’s got a hot stud like you driving her to the edge?” I lowered my head in mock shame. “How many climaxes did you give me this time?”
“We just finished number five,” She grinned as she fondled me. “It took two hours but who’s counting?”
“Not this lady!” I told her as I pulled her up for a kiss. “Let me get changed into something a bit more masculine and I’ll return the favor.”
“Why wait?” she laughed as she quickly lowered herself onto my still stiff organ. “Besides, you look cute in a helpless sort of way!”
We were both exhausted when we finished but neither of us was complaining.
The next morning over breakfast, I couldn’t seem to stop talking about my two glorious days as Olivia!
“The dinner was great,” Barb agreed. “You were beautiful, charming, and a gracious hostess; everything I could have ever hoped for in a wife.”
I couldn’t help but blush over the compliments; even as Keith a part of Olivia remained behind and took immense pleasure in being the perfect wife.
We cleaned up the breakfast dishes then went to get ready for the day.
“How about wearing this outfit?” Barb asked as she held up a very short denim skirt and a white top.
“That’s way too short!” I protested. “I told you that when you bought it for me. Besides, that top is so low cut
the padding would pop out of my bra.”
“The skirt is just right,” she insisted. “You’ve got great legs, why not show them off?”
She pulled a package from under the bed and handed it to me. “This will take care of the top.”
I opened the box to see a pair of very life-like breasts and a tube of glue.
Barb insisted on getting me out of my nightgown and gluing my new breasts in place.
“Almost done,” She giggled as she reached for another box. “I’m going to make a woman out of you today!”
“You’ve been making a woman out of me on a regular basis,” I shrugged. “What’s so special about …?”
I gasped as she pulled something that looked like flesh colored shorts out of the box. The shorts had a patch of
hair exactly where my pubic hair would be, padding in the back and sides, and a small tube inside.
I stood frozen as Barb removed my panties and helped me step into the shorts.
“Put this in here,” she said as she inserted my organ into the tube.
She tugged a little then smeared glue all around the leg and waist openings. “Good, now gently pull them up, now hold on for a second.”
She slowly rubbed the edges until smooth with my skin before backing off to admire her work.
“Congratulations, you’re now a woman!”
“Good lord, I don’t believe it!” I stared at the naked woman in the mirror. My nice, firm breasts, wide hips,
and slim build combined to give me a decent figure! Even after a careful inspection, it was nearly impossible to find where the breasts and panty attached. As far as I could tell, I was as much a female as Barb!
“That’s nothing, watch this!” Barb had an evil grin on her face as she applied lubricant to her finger and stuck it into the appropriate opening in my panties.
“Oh god, oh please don’t stop!” I could feel the exquisite torture of the very tip of my organ being caressed.
The normal feelings I experienced when we made love were increased ten fold and there was no escape! I writhed and
groaned, finally falling back onto the bed, completely unable and totally unwilling to stop Barb.
“That’s incredible!” I moaned after my third climax. “I would never have imagined such a thing was possible!”
“Welcome to womanhood sweetie,” She had that evil look on her face. “Now Jack and Olivia can do things right!”
I looked fearfully at the double-ended dildo she held but before I could object, she used the trigger phrase.
“I’m all yours lover,” I whispered as my husband entered me.
“Mmmm, that was wonderful lover.” I later cooed as I nibbled on his ear. “There’s nothing like a man who knows what a woman needs.”
I gave him a kiss before reluctantly excusing myself to dress.
“I promised Joy and Aunt Peggy we’d have a girl’s day out,” I smiled as I wiped away the remnants from lovemaking as though it were entirely natural “Why don’t we continue tonight?” I asked, licking my lips as I stared at hps crotch.
I have to admit, I looked great in the short skirt and low cut top. I wore white flip-flops with a low heel and no
stockings. It was still a bit cool in the morning but by noon, the sun would be warming my bare legs and anyway, I
enjoyed showing off my pretty nails and two toe rings.
Joy was lovely in a short white skirt, pink midriff top, sandals and an ankle bracelet while Aunt Peg wore a
cute pair of culottes and a sky blue top; claiming that her mini-skirt days were long behind her!
We were about to leave when Jack walked in and said something to Joy.
“I want Joy to surprise you later,” He laughed. “Don’t worry though; I’m sure you’ll have fun.”
“I better or you’ll be sorry later,” I smiled and gave him a goodbye kiss.
We had a blast hitting every clothing store in three different malls. I lost track of the number of outfits I tried
on by the sixth store but it didn’t matter, no one was keeping count, we were having too much fun!
I was in a dressing room trying on a cream-colored jumpsuit when Joy and Aunt Peg came in.
“Jack said you had something to show us,” She grinned as she used the trigger phrase.
Suddenly I was a twenty eight year old guy standing in a woman’s dressing room in a bra and panties, trying
on a woman’s outfit. My brother and dad, both dressed as women were there with me. I started turning bright red as I remembered everything about the day.
“What did Barb give you?” Joy asked. “She said you loved it!”
After making sure no one could see us, I stepped out of the jumpsuit and removed my bra and panties. After a few seconds of stunned silence, I smiled and pulled on my skirt and top.
“They look so real!” Aunt Peg whispered. “But how do you, well you know.”
”Let’s grab some lunch and I’ll tell you all about it.” I promised.
Luckily, no other women were in the way when we charged out of the dressing room.
“I couldn’t believe it,” I told them in between bites of my salad. I glanced at my chest. “They’re glued on so tight that I could probably be a topless dancer.”
“What about the other thing?” Aunt Peg asked. “How do you take it off to pee?”
“I don’t, it stays on like the breasts until Barb uses the glue remover. There’s a tube that fits over me so I don’t
need to take it off.”
“Is it comfortable?” Joy wondered. “And why does Barb think it’s so great?”
I glanced around, making sure that I wouldn’t be overheard.
“Barb doesn’t care about it but Jack certainly puts it to good use!”
They hung on my every word as I told them of my ntroduction to love making as a woman. When I was finished, they tripped over each other asking questions.
“It was wonderful,” I answered dreamily. “The sensations were so strong it’s impossible to describe. God, I love that man.”
My last comment brought giggles from the other ladies.
“I don’t care what you think,” I insisted. “Becoming a wife is the most fulfilling thing that’s ever happened to me. Jack is the most wonderful, thoughtful, and sweet husband a woman could ever want and he’s great in the sack too!”
“I wonder what it would be like to be a wife? I guess I’m just too set in my ways to change now,” Aunt Peg
sighed and shook her head.
“At least permanently,” she then laughed. “I’ll have to talk this over with my SO; maybe a little role switching
would do us both some good.”
We finished lunch, shopped some more and finally called it a day.
I gained three dresses, four skirts, and some very sexy lingerie to entice my hubby with later that night
I had taken my new clothes to our room to model them when Barb snuck up behind me, flipped me around to face her, and used the trigger phrase just before shoving her hand in my pants.
“You know what I’d rather see you in, don’t you, you little vixen?” She whispered seductively as I felt something hard rubbing against my crotch.
“Oh yes sir, I certainly do!” I giggled as I stepped out of my skirt.
In a flash, my panties were off and I was on my back enjoying my husband screwing my brains out.
Weeks later, I stopped by to see how the wedding plans were coming. Joy was perched on Maureen’s lap kissing her neck
“Hi Keith, we were sort of expecting Olivia to stop by.” Maureen said while trying to keep Joy from kissing her. “You’re sister can be a real pain; she knows I’m extra ticklish on my neck and it’s all I can do to keep her away.”
“Sorry, Olivia couldn’t make it. I just got off work.” I shrugged wishing that Keith would go away for good and I could be Olivia..
Maybe it will still work out,” Joy smiled. “I’ve got a couple of really cute new outfits you might like to try on.
I’ll understand if you’d rather wait for Olivia though.”
“I think I can manage,” I said as we rushed to her room, with Maureen following close behind in a giggling fit
“You two act like a couple of little girls playing dress-up.”
I turned and stuck out my tongue. “We’re not little girls, we’re big girls now!”
“It’s so cool having a big sister,” Joy told me as she zipped me into a sexy red gown. “Too bad we didn’t try this when we were kids, huh?”
“I don’t know if mom and dad could’ve handled their sons becoming sweet little girls.” I admitted as I turned from side to side to see how I looked. “She seems to be taking Aunt Peg in stride though.”
“Personally, I never expected dad to enjoy wearing women’s things but then again, I never imagined that I’d love being a submissive little housewife.”
“I don’t think I would enjoy the kind of role playing you and Barb do,” Joy admitted. “I couldn’t play the sweet little woman routine even if I am more comfortable in a skirt than Maureen.
“It’s different for me and Barb,” I explained as I slipped my toes into a pair of heels. “She was brought up with dresses, makeup, nail polish and stuff like that, which she enjoys. She did always wonder though what it would be like to be the one in charge. Being Jack now and then gives her that opportunity. She can be a strong man or a pretty lady depending on her mood.”
“It’s going to be at least a little strange to have to see a drawer filled with frilly little things from Victoria’s
Secret and realize they belong to my husband, but this little doll is worth it.” Maureen smiled and gave Joy a quick peck.
“If you can get over lifting your husbands’ veil to kiss him and taking off his garter at the reception, a few pairs of panties should be easy to live with.” I teased.
“A few?” She howled. “”Your baby sister has more panties than me, your mom, and your aunt combined!”
“I have a hard time choosing which ones I like best when I go shopping,” Joy pouted. “So I end up buying a little more than I planned on.”
“I guess I’m going to have to be the strong, decision maker in this marriage!” Maureen insisted. “And to think, I used to imagine growing up and becoming a wife and mommy.”
“You can still be the mommy,” Joy suggested. “I’m not likely to get pregnant anytime soon.”
“You’re too much of a wuss to go through pregnancy and childbirth.” Maureen was adamant. “You’d bitch and carry on about the weight gain and morning sickness We won’t even start on how you’d handle labor pains and delivery!”
“I’d do it,” I volunteered in a soft voice. “I wouldn’t mind the weight gain, the morning sickness, or anything else if I could be a mom.”
Two pairs of eyes quickly locked onto me.
“You’re serious?” Joy’s mouth was hanging wide open.
“Positively.” I answered without a pause.
“Um, does Barb know how you feel?” Maureen asked.
“We joked about it before we got married,” I explained. “She teased me about having a very strong feminine side. I did everything I could to keep it in check but I finally broke when Joy and Aunt Peg started taking square dance lessons. Luckily for me, Barb sensed what I was going through and helped me bring Olivia to life.”
“Will I be gaining a sister for real?” It was obvious that Joy wasn’t sure she wanted to know.
“No, I never really considered anything that drastic,” I assured her. “I love Barb with all my heart; I don’t know what I’d do without her. If I switched, she’d have to switch too and neither of us is ready for that. We’ll stay as we are physically but mentally I’ll always be the lady of the house and she’ll always be my man.”
Maureen put her arm around Joy and held her close. “I hope your sister and I will have the same happiness you and your husband share Olivia; you’re a very special and lucky couple.”
When I got home, Barb and I talked about everything that happened and we both agreed that we had made the right choice in life. We hugged and kissed until I finally broke free. I rushed to our room and put on a very slinky satin negligee Barb had recently bought me.
The negligee was dazzling, a shimmering ivory color with a deep V-neck trimmed in an exquisitely beautiful pattern of white lace, it made me feel so feminine and desirable! Underneath I wore a pair of white lace panties that were also beautiful although I knew Jack wouldn’t spend a lot of time looking at them. The sooner he got me out of them and got into me, the happier we’d both be. As an extra touch, I also glued on my breasts.
“Can Olivia come out to play?” I teased as I cuddled next to Barb.
“Olivia’s always welcome to play,” Barb teased right back. “Do you have any preferences for her?”
Once Barb had discovered just how open to suggestion I was, she and I worked out many different role-playing adventures. In one, my favorite, I was a young schoolgirl madly in love with her teacher. Tonight though, I wanted to be the beautiful call girl who knew how to drive a man to the ultimate heights of sexual pleasure.
“Oh yes,” I grinned. “I want to play Pretty Woman.”
“Then Pretty Woman it is!”
Barb quickly hit me with the trigger phrase to turn me into Olivia and then added the extra suggestions needed to make me think of myself as a beautiful, expensive, and highly sought after call girl skilled in the erotic arts.
I slithered close to my handsome client, took his face in my hands, and proceeded to give him a tonsil massage with my tongue. He responded by pulling me close and rubbing my breasts and butt while I undid his shirt and pants.
He then gathered me into his arms and carried me into the bedroom where he gently laid me on the bed.
“I’ll be right back,” He promised with a smile and a kiss.
“Don’t be long lover boy,” I said in a voice dripping with sex. “I might get lonely.”
Barb ducked into the bathroom and was back out moments later with a mustache glued to her upper lip and the dildo protruding out from her crotch.
“Oh baby,” I sang as I stared at my client’s massive tool. “You know what I like!”
Oh baby, he not only knew what I liked, he made sure I got every inch of it!
Three orgasms later, I reached down and took it in my hands.
“This poor baby looks tired,” I licked my lips suggestively. “I should kiss him and make him better.”
“That sounds like the perfect solution,” My client readily agreed as I began kissing and licking his shaft.
We spent the rest of the night as Call Girl and client before I had to leave. My wealthy, well-hung, client promised to call me again soon as I reluctantly left.
“You missed your calling,” Barb joked after bringing Keith back. “You would have made a fantastic Call Girl!”
“I’m happy just being your wife and lover,” I told her as I cuddled in her arms. “I couldn’t think of anything better.”
“I can,” she whispered. “Imagine if you were really a woman and I was really a man?”
“I think we have to face it,” I smiled as I gazed into her eyes. “I really am a woman and you really are a man, despite our physical appearances.”
“I don’t doubt it,” she nodded as she pulled me close. “Somehow, things went wrong for both of us. You should have grown up in pretty dresses with ribbons in your hair, playing house with your dolls. I should have been out climbing trees, spitting, and doing all those disgusting things little boys do.”
“It’s a good thing we found each other,” I told her. “We would have never known what a big mistake our lives really were!”
“Don’t worry your pretty head about it,” She said as ran her fingers through my hair. “Everything’s going to be just right from now on.”
I looked up and saw the strong, confident, man that I had fallen in love with and I knew I had made the right choice in becoming his wife. After work I planned to seduce him and show him over and over, just how grateful I was to have a husband like him.
Things got pretty hectic after that; the wedding was getting closer and there were gown fittings to go to, bridal
shower arrangements to be made, and of course a batchelorette party for my sweet little sister.
I was amazed at the number of places where guys could be treated as ladies. The staff at the shop that sold us our gowns never blinked when Joy, Aunt Peg, and I went in for our fittings; they told us how pretty we looked, made suggestions for the right heel height for our shoes, and acted as though it was perfectly normal to fit three guys in bras and panties for gowns.
I’d been on a few shopping trips before that but it still scared me to be buying something as positively feminine as a bridesmaid’s dress. Sure, I’d bought dresses before and even lingerie, but that had always been in the anonymous atmosphere of a department store where no one really paid attention to me. Now though, I was wearing a lilac bra and panty set, and a woman was pinning up a gown that I’d wear when I was the Matron of Honor for my brother who would be the bride.
When I saw what a lovely bride Joy would be and how happy she was, it didn’t seem fair for me to be worried about pretending to be a woman. I gladly became Olivia for Barb, was my sister’s happiness any less important?
When the wedding day finally arrived, I drove to my arent’s house to join the other girls in getting dressed.
Barb had thoughtfully turned me into Olivia to calm my jitters.
“The bride is the only one who has a right to be nervous,” She told me. “So today, you are Olivia, a pretty, confident woman who is proud to stand by her sister’s side as she gets married. You’ll smile, pose for pictures, and most importantly, you’ll be there to support the sister you love.”
Of course, the suggestions worked perfectly and everything went off without a hitch. When the minister asked who gave Joy away, mom, in a tux, firmly said that she and Joy’s aunt Margaret did. Aunt Peg, in her pretty gown, her hair and makeup perfectly done, stood demurely at mom’s side, dabbing the tears from her eyes.
The minister then turned to Maureen and asked if he, Geoffrey Michael Marshall took Joy Lauren Kent as his lawfully wedded wife, to love, honor, and cherish for the rest of his life.
I doubt that they needed the speakers throughout the church to hear Geoff say, “I do!”
I wish Barb had suggested that I’d be less emotional; by the time it was Joy’s turn to answer, I was on the verge of flooding the church with my tears. I looked over at my handsome husband, standing at Geoff’s side and I was able to regain my composure.
Joy’s answer to the minister though broke through my composure and started my tears; you couldn’t help but sense the love between her and Geoff.
The minister pronounced them husband and wife, they kissed, turned to the guests and locked hands as the minister introduced them for the first time as Mr. and Mrs. Geoffrey Marshall.
Everything was so wonderful; Jack and I stood in the receiving line with Geoff and Joy greeting the guests and then we were off to pose for pictures. The photographer took all the standard wedding pictures until Joy whispered something to him.
“Please step over here, Mrs. Brennerman.,” the hotographer directed, “Next to your sister.”
I stepped over to where Joy stood. She put her arm around my shoulder and pulled me close so that our heads were almost touching.
“I want a picture with just me and the best big sister in the world!”
I broke into a huge smile just as the photographer snapped our picture.
“Don’t forget,” Joy told him. “I want two of those fifteen by twenty posters of that shot!”
I am such a lucky woman to have such a thoughtful sister!
The reception was bunches of fun; I was so proud as to be introduced to everyone as Joy’ sister and Jack’s wife and Jack’s dancing skills easily rivaled anything Fred Astaire ever did! He swept me around the dance floor in his strong embrace; all I had to do was let him hold me and follow his lead.
Jack and I met some of Joy’s friends from the oss-dressing group and of course, her boss and friends from work. Far in the back of my mind there was a nagging fear that someone would laugh at a guy pretending to be a woman and a woman pretending to be his husband but everyone we met was kind and supportive, telling us that we made a lovely couple.
There was one girl Joy worked with whose date kept stealing glances at me. Finally, he got up enough nerve to
come over to where I was sitting.
“I hate to bother you and your husband,” He apologized. “But I just had to tell you that I love your gown and the way you have your hair done.”
I looked at him, confused that a guy would compliment me on such things.
“I know, it seems strange to hear that from a guy, right?” He grinned and continued. “I’ve been a cross-dresser since I was twelve years old when my sister dressed me as a girl for Halloween. I’ve wanted to meet you ever since my girlfriend told me all about Joy and her sister.”
The guy went into his story about how he had gotten hooked on dressing as a girl and how hard it had been for him. He had met his girlfriend Haley several months ago and they had fallen deeply in love.
“Haley has a very strong personality,” He smiled. “She has absolutely no fear of anything.”
“I, on the other had, am very shy, quiet, and prefer to blend in with the surroundings so we get along perfectly. My mom and sister knew about my dressing and quietly encouraged it, teaching me things like cooking, sewing, and even dressmaking.”
He glanced towards his date. “I made the dress she’s wearing tonight, doesn’t she look hot?”
The dress color was perfect for his girlfriends skin tone and hair color; it hung perfectly, emphasizing her figure without being too tight or short.
“The dress is very pretty, you did a great job.” I told him. “And I understand what you’ve gone through; I had the same problem before I became Olivia.”
The poor guy almost melted in relief.
“That makes me feel so much better,” He smiled as though being allowed to set down a huge boulder he’d been carrying. “This is sort of hard to ask, I really don’t know how to put this, it’s a little odd but…”
His girlfriend, who had been standing just behind him, put her arms around him and finished for him.
“Carl here is the sweetest person I know and we are madly in love but he’s just not the husband type.”
“Uh, I’m sorry to hear that.” I stammered. How do you respond to something like that?
“Don’t be sorry,” She went on. “We still want to get married but Carl, or I guess Carol Anne would be more fitting, will be my wife.”
Carl / Carol Anne smiled and snuggled closer as Haley encircled him with her arms.
Haley was pretty but when I looked closer at Carl with his thin build, short stature, porcelain skin, and delicate
bone structure, I could easily picture him in the soft, flowing dress Haley was wearing. No doubt, he’d probably even look better than she did.
“I guess you guys have talked this over?”
“We’ve been talking about it ever since I heard that Joy was getting married. We both agree that it’s the perfect solution for us. Carl isn’t comfortable trying to live up to the standards men are expected to meet. He’s too quiet and easy going, not to mention that he makes men stop dead and stare when he’s Carol.”
“We wish you guys a lot of luck,” Jack smiled and reached to shake hands. Carl never made a move; instead, Haley reached out and shook hands with Jack.
“We’d like a little help to go along with the luck,” Carl blushed. “Joy told us about the CD’s that turn you into Olivia. I wonder if they’d work the same for me?”
Without thinking, I blurted that I thought they’d be just the thing for him since he seemed so feminine to begin
with, they’d probably work wonders for him.
“I’m so sorry,” I put my hands to my mouth when I realized what I’d said. “I didn’t mean to insult you.”
“I’m not insulted!” He grinned while looking at Haley. “I love wearing pretty clothes and being a woman. Nothing could be better than being a pretty lady and taking care of my husband. I love to cook and sew and keep the house clean; Harry would never have to lift a finger!
“You can do some really remarkable things with those CD’s.” Jack told Haley as they went off to get drinks. “Let me tell you what happened to my little brother!”
“I hope I order the right CD’s,” Haley teased. “What would happen if I ordered the wrong ones and you could never be a man again? Imagine how horrible it would be to spend the rest of your life acting like and thinking of yourself as a woman when you knew you were really a man?”
The light in Carl’s eyes told me that he and Haley would be having a long talk soon; I got the feeling that it would be the last time anyone ever saw Carl.
A drum roll was started and everyone’s attention was drawn to the center of the dance floor where Joy as seated in a chair as Geoff began inching her skirt up to remove her garter.
Joy looked so happy with her dress and petticoats over her knee as her new husband gently worked the garter down her leg.
Had it been that long ago that I had taught my little brother to play baseball? It seemed only yesterday that I was so enraged over what the frat was trying to do that I turned a couple of seemingly normal guys into cross-dressed sluts eager to please any man.
Now, that same boy I had played baseball with and rescued from the clutches of an evil fraternity was a lovely bride. I started giggling when I realized that my dear little brother had paid back his debt by turning me into a submissive wife, anxious to please her man. I hoped I’d thanked her often enough for making me deliriously happy!
When the garter was tossed, it sailed high into the air until Carl jumped far above the outstretched hands and pulled it in. Next came the tossing of the bouquet.
Joy stood with her back to the knot of single women, closed her eyes, and tossed the bouquet — right to Haley’s outstretched hands. It couldn’t have gone straighter if she’d planned it.
A lingering kiss, applause, and Mr. and Mrs. Geoffrey Marshall were off for their honeymoon.
Later that night, after seducing Jack into a near marathon session of lovemaking, I found myself feeling envious of Carl and Haley.
I’m sure that no one else had noticed but I just happened to be waiting for Jack to bring the car around when Carl and Haley were leaving. She turned to him, gave him a kiss that would melt an iceberg, and then handed him the bouquet. He looked at Haley, his future husband, and offered her the garter. I knew at that moment that Carl would never be a man again; I had just witnessed the final exchange of genders; how long would it be before Harry and Carol Anne became husband and wife.
Afterwards I spent a lot of time thinking of Harry and Carol, why did I have to go to work every day as Keith when
what I really wanted was to stay home and be Jack’s loving wife?
Every evening I became Olivia, sometimes in a full-skirted dress and petticoats, sometimes in a pleated uniform skirt with a white blouse, or most of the time in a pair of jeans and a cute top. It didn’t matter what I wore, I was Olivia Brennerman, Jack Brennerman’s wife. I cooked for him cleaned his house, and made sure that his every need was met. I cooked delicious meals, ironed his clothes, and made certain that his sexual appetite was satisfied.
Jack was one man who never heard “Not tonight honey.”
I didn’t care how many times he wanted to make love, or how late it was, or if there was an interesting movie on TV; if my husband wanted to make love, we made love. We made mad, passionate, love in bed, in the shower, and anywhere else we could find room. The only down side to our lives was that five mornings a week Jack and Olivia had to leave so that Barb and Keith could go to work.
One day, Jack called me on his way home and said that he wanted me to put on my prettiest dress because he was taking me to dinner. He didn’t use the trigger phrase to turn me into Olivia, which disappointed me, but if my husband wanted me all dolled up for dinner, all dolled up I would be.
I selected a little black, sleeveless dress that cam just above my knees. With a string of pearls, black nylons,
and heels, I knew Jack would be pleased by my looks. I showered, shaved my legs and underarms, and then slid on a pair of black satin panties and a matching garter belt. I carefully glued my breasts on then inserted them into the lacy cups of a bra from the same set as my panties and garter belt.
After attaching a pair of ultra sheer black nylons to my garter belt, I shivered in delight as I let a full slip slide
over my hips. After wiggling into my dress I stepped into a pair of stiletto heels before sitting down to fix my wig and face.
“You look so tasty!” Jack said as he scooped me into his arm. “Maybe we could just skip dinner and live on our love?”
“That has possibilities sweetie,” I carefully started undressing him “Let’s save that for a midnight snack, okay?
I helped him out of his work clothes and into something a little more appropriate for an evening at our favorite CD friendly restaurant. Off with the skirt and top, the slip, bra, panties, and stockings go next, then into more appropriate clothes like briefs, tee shirt, socks, and a suit. He pushes his hair into a wig cap then carefully fastens a short, wig to his forehead. A mustache comes next, fake eyebrows like I usually wear to hide my thinly arched brows at work, and finally a pair of sensible men’s shoes.
“Have I ever told you that I think you’re downright yummy?” I asked while sucking on his earlobe. “I can’t wait to get you into bed!”
“I can’t either,” He agrees. “I have the feeling you’re going to love the surprise I have for you!”
At the restaurant, Jack holds my chair as I sweep my skirt and gently lower myself down. He bends over to kiss my head before going to his own seat. He orders my favorite meal then toasts me with a glass of wine.
“Here’s to the loveliest woman on earth!” He whispers in a sexy voice as we clink our glasses. “You’re such a charmer Honey,” I whisper back. “But why am I here? Wouldn’t you rather spend time with Olivia?”
He breaks into a wide grin, reaches into the breast pocket of his jacket, and hands me a letter.
“I’ll have the rest of my life to spend with her,” He says with raised eyebrows. “Read the letter!”
I held the letter in my hands and began to read an offer letter from a college in a town called Falkville.
The offer was for a full professorship and the Assistant Chair in the History department. The salary would be more than twice our combined income and all medical benefits were paid.
“It sounds great,” I smiled and started handing back the letter. “But what has this got to do with Olivia and Jack?”
“Read the letter again,” Jack urged. “Go slow and notice who the offer is being made to.”
I took back the letter and reopened it.
“Oh my God!” I gasped. “Is this right?”
The letter was addressed to Mr. John Brennerman.
The offer is for Jack,“ He swore. “Jack applied for the job, Jack interviewed for the job, and Jack is being offered the job. Of course, Jack will only accept if Olivia will come with him.”
“But what about Keith?”
Jack took my hand in his and gazed into my eyes, nearly making me wet myself!
“This will be strictly Olivia and Jack, forever. No more Keith, and no more Barb. If I accept, we’ll spend the rest of our lives as Mr. and Mrs. John Brennerman. You can stay home and be the wife you always wanted to be; I’ll make the money and be the breadwinner in the family.”
“Oh god Jack, it’s so exciting but how can it be possible?”
Jack explained that he’d heard some talk at work about a Midwestern town called Falkville where many of the women were genetic males and many of the men were genetic females. The town was the ultimate in gender role reversal; men dressed and lived as women, and women dressed and lived as men.
Intrigued, Jack had done some research with the cross-dressing group that Joy and Aunt Peg belonged to, and had sent for information from the local Chamber of Commerce. Everything had checked out, men had moved there and lived as women, women had moved there and lived as men. Sometimes, entire families moved; some husbands took on the role of wife and mother, some wives becoming the husband and father.
A few families swapped roles altogether with the daughters growing up as young men and the sons becoming young ladies. Not all of the families in the town had swapped genders. Some grew up in the area and others had found jobs in the area. It didn’t matter why you came to Falkville though; everyone was welcome regardless of gender.
“If we do move as Olivia and Jack, there will be no turning back. You couldn’t be Olivia some time and Keith
other times.”
“I’d never want to be Keith,” I squeezed his hand as tightly as I could. “I want to be Olivia Renee Brennerman, your wife, helpmate and lover for the rest of our lives”
“Then it’s settled,” Jack said as he signed the offer letter. “I hope you’ll enjoy Falkville Mrs. Brennerman!”
“I’m sure I will Mr. Brennerman.”
We moved six years ago. Jack is now Chairman of the History department at the University of Falkville and I’m the delighted mother of two children we adopted a few years ago.
Jackie, our three-year-old daughter is a real handful. She’s the most active little girl I’ve ever seen. She’s
constantly getting into things and delights in playing with trucks rather than the dolls I’ve bought for her.
Renee, our oldest daughter, provided Jackie with the toy trucks when on her seventh birthday she said that she
didn’t want to be a boy named Robert anymore. Robert finished the first grade but it was Renee who happily skipped out to the school bus for the first day of second grade in a pleated skirt and white blouse, carrying her Hello Kitty book bag.
It’s a busy life being the wife of an important professor as well as the mother of two active children; I have
dinner parties to attend with Jack, school activities for Renee, and of course keeping up with Jackie is not a simple task.
Occasionally their Aunt Joy will stop by with Uncle Geoff to spoil the girls rotten.
Grandma and Great Aunt Peggy have been a big help, pitching in to baby-sit when I have to accompany Jack to a special dinner or university function.
Did I forget to mention? Dad retired two years ago and became a royal pain around the house. Mom had been in charge of the house for forty years but now that dad had nothing else to do, he begin nitpicking the way she swept the rugs, the way she did the laundry, and even how she folded clothes! The last straw was when he told her that if she didn’t start doing things his way, he’d divorce her!
Enough was enough mom declared, and she ordered a set of CD’s from a certain company. She was so fed up with the way dad was acting and his threat to divorce her that she ordered CD’s rigged so that the next time dad changed into Aunt Peg; he wouldn’t be able to change back again.
Mom talked him into changing into a nightgown and panties when he came home from that night. The instant he slid the nightgown over his head it was over.
Mom told me that Aunt Peggy doesn’t remember me as her son, only as her niece Olivia. She says that dad remembers having been a man but is powerless to resist the enhanced attraction to men that mom gave her.
The man I once knew as Dad is now a woman who calls herself Margaret Marie and delights in shopping with
her sister for pretty outfits to wear when they go out with their gentlemen friends. It used to bother me to see dad in a
pretty dress, hugging and kissing her boyfriend but I got used to it the day she brought her widowed boyfriend over to visit and announced their engagement.
Aunt Peggy now has the divorce she once threatened mom with but she also has a husband who she clearly adores.
Mom has never remarried; one man in her life was more than enough, she jokes.
I have a very full and rewarding life as a wife and mom and I often go to bed feeling worn out but if my darling husband asks, I’ll stay up all night making love if that’s what he wants. After all that he’s done for me, it’s the least I can do!

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