The older brother of a fraternity pledge learns of the frat officers plans to sissify and humiliate the pledges.
He comes up with a unique idea to thwart the plan and turn the tables by flipping the frat and turning the Bozos into Bimbos but was it too late to save his brother?

Flipping the Frat
@2005 Karen Elizabeth L.
(See “Taming of the Drew” for more on the characters of Barb and her sister Amy)

Joey, my little brother, couldn’t wait to join the Sigma Tau fraternity.
I couldn’t blame him, it was considered to be the best frat on campus and years ago I had served as it’s president. At that time, we were just a bunch of guys trying to make it through college and find decent jobs; things have changed since then though. The guys I knew had all moved on; I landed a plum job in the Information Services department so I was still on campus, watching a once great frat go to pieces.
The brothers still managed to date the best-looking women on campus and threw the best parties but a mean streak had somehow seeped in. The brothers didn’t seem as fun loving as they had been; they’d become snobbish and at times downright nasty. I warned Joey not to bother pledging but he had convinced himself that college life wouldn’t be right unless he was part of Sigma Tau.
One afternoon I walked into my parent’s house and was stunned to see Joey trying to master walking in heels.
“When did you become a cross-dresser?” I asked, surprising him and nearly causing him to break his ankles.
“It’s part of my initiation into Sigma Tau,” He quickly explained as he recovered his balance. “I have to be able to walk in a pair of these.”
I shook my head in wonder, “We used to make pledges do community service when I was in charge.”
“I’d do it in heels if it would get me in!” He grinned as he stumbled back and forth across the room. “Whatever it takes.”
“I still think you’re making a mistake; there are plenty of good frats on campus that would be glad to have you. I don’t trust the guys at Sigma Tau.”
“You’re just jealous,” He shrugged off my concerns. “You can’t believe that anyone could do as good a job running that show as you did.”
“There were plenty of guys before and after me that did a great job,” I quickly countered. “Things just aren’t the same there anymore though.”
“I’m not a little boy anymore; I can handle things on my own you know!”
“Right, you’re certainly handling those heels.”
“Today heels, tomorrow the frat!” He vowed.
It was odd to watch Joey walking around in heels; he managed to find just the right combination of foot placement and hip movement to allow him to move with ease. I had to turn away though, it was just too much to watch my little brother, his butt swishing as he gracefully maneuvered around the living room.
Several weeks went by before I got a chance to see Joey again or at least I thought it was Joey.
Mom invited me over for dinner and I walked in the door just as Joey walked out of the kitchen wearing one of mom’s dresses, nylons, and heels, with a sheer white apron tied around his waist.
“Isn‘t he cute?” Mom asked as I stared, my mouth hanging open in shock.
I watched as the kid I used to play catch with, the one I watched break records in his swim meets, the heartthrob of his senior class, his skirt swaying with each step, gracefully set the table for dinner.
“What do you think of your little sister?” Dad finally broke me free of my shock.
“I tried to tell him it wasn’t worth it; he was always stubborn.”
“Same here,” dad agreed. “I never heard of anything this crazy.”
“You’re both a couple of old farts,” Joey laughed. “Times change and you have to change or be left behind. You know the saying — “A man’s gotta do what a man’s gotta do.”
“A man doesn’t have to play dress-up in his mother’s clothes and pretend to be Martha Stewart!” Dad challenged.
“Settle down and take your seats,” Mom ordered, stopping all further discussion.
Dad held mom’s chair so as a joke; I rushed to hold Joey’s.
He smiled, brushed his skirt like mom, and sat down.
During dinner, Joey told us that he and several others were required to attend classes for two months while dressed as girls. They were told that it would be easier on them if they looked as convincing as possible so Joey and the others were on a crash course to become as pretty young co-eds.
“We also have to serve the brothers meals that we cook,” He continued. “Mom’s been teaching me everything I need to know.”
Dad and I shook our heads in wonder while mom beamed with pride.
“I always wanted a daughter to pass on the things my mother taught me about how to take care of a man. Joy’s been a very fast learner; she learned to walk in heels in only a week, she’s a very good cook, and she’s already mastered setting a table for a formal dinner.”
“A new name, and since when did you develop a bust line?” I asked before I noticed dad cringing
“I can’t be Joey dressed like this,” My new little sister said with a smile. “And if I’m going to be convincing, I need a figure. It hasn’t been easy getting used to girdles and bras, but the girdles give me a cute butt and I need to wear a bra to hold my falsies in place. Until I’m a Sigma Tau, I’m going to be the cutest, sweetest, little co-ed that ever hit campus.”
“Joy’s going to start her makeup lessons tomorrow,” Mom announced proudly. “We’ve already ordered a wig and some hair pieces. Once they come in she’ll learn all about hair care and then she’ll be ready to go.”
I wondered if Joey, or was it Joy, planned to attend classes looking like a junior Martha Stewart in mom’s dresses and aprons but I wasn’t about to ask. An image of my little brother in a short denim skirt and low cut top, the uniform of choice for girls on campus, was starting to form in my head and it scared the crap out of me!
I did what I could to warn Joey that something didn’t seem right but he was determined to join the frat and I realized there was nothing I could do to stop him.
Weeks later, an attractive girl who seemed familiar approached me.
“Hi there cutie,” She smiled and laughed as she flipped a lock of hair from her face. A sick feeling came over me when I realized who she was.
“Joey?” I asked in disbelief.
“Joy,” He corrected me with a smile as he held his hand out in a feminine handshake. “So what do you think of your little sister now?”
“I must be seeing things,” I muttered as I took in the eye pleasing sight in front of me. How in the world could this pretty blonde, in a pink top and full summer skirt be my little brother? Worse ye, how could I be feeling very familiar stirrings in my crotch while looking at my little brother in drag?
“I think I’ve got this girl stuff pretty well mastered, don’t you?” He giggled as she ran her long, pink tipped nails down my arm.
“Cut that out!” I gasped as the crotch of my pants got tighter.
“What’s wrong?” He cooed in a soft, sexy voice. “Don’t you like girls?”
“I don’t like girls who happen to be my little brother,” I said as I began to regain my composure.
“But I’m your sister Joy, remember? What’s a girl have to do to get a hello kiss and hug from her big brother?”
“She has to be a girl for starters, and that leaves you out.”
“Just a peck,” He pleaded. “I need it for my initiation.”
I felt silly but relented and let Joy give me a quick peck on the cheek.
“Thanks, you’re a doll.” He grinned.
I shook my head and walked away before I gave in to the temptation to pull that hot looking babe into my arms and thrust my tongue down her throat.
I couldn’t get over a nagging feeling that something wasn’t right with Joey’s initiation; I’d heard too many stories about the guys at Sigma Tau to believe that what they were doing to Joey was all in good fun. For his part, Joey was taking it extremely well; he put up with the snide remarks, the head shaking, and even the occasional wolf whistle. The entire campus had heard about the terms of the frat initiation and I heard that after a few minutes discussion, the administration had decided that Joey and the other pledges would be extended the same rights as transgendered students. For the duration of their pledge period, they would be permitted to dress as girls, their records would indicate their new names and list them as females, and they could even use the women’s rest rooms. To Joey and the others, it was as if they were meant to breeze through the initiation and become brothers; to me it was as if they were standing in front of a steamroller and couldn’t see it coming,
The brothers at Sigma Tau kept adding on to the requirements for Joey and the other guys to join; at first they only had to attend classes as girls, then came giving kisses to five guys, then they had to shop for gowns for a formal the frat was having and get makeovers. On the surface everything was innocent fun but one day Carl, a buddy of mine who was responsible for the campus E-mail system, showed me a copy of an Email from the president of the frat to the other officers and my blood pressure went sky high.
The purloined E-mail went into great detail about the planned humiliation of Joey and the other guys. It seems that they were never going to be allowed to join the frat; the whole initiation thing was nothing but a plan to humiliate them so badly, they’d drop out of school.
Attending classes as girls, acting as hostesses, buying gowns, they were tools the frat was using to get the guys used to the waters you might say. Things were set to quickly escalate; the guys were to be talked into pledging a sorority, go on dates with unsuspecting guys and the grand finale — performing oral sex on the frat officers which would be projected on the scoreboard during Homecoming!
I was in a quandary; if I made the contents of the E-mail public, my friend Carl, who was trying to help me, could lose his job and Joey was so intent on joining the frat that he’d probably never believe me. There had to be a way to stop the insanity before someone got hurt.
The perfect answer was provided by my girlfriend Barb, who happened to be the Faculty Advisor to the sorority Joey and friends would be required to pledge. She’d heard rumors that when the guys were turned down, the frat was going to file a complaint with the college alleging sex discrimination.
They planned to cause a huge uproar over the whole matter of guys joining sororities; if they won, they got the pleasure of screwing over a sorority that refused to have anything to do with them. If they lost, they’d quietly back out and leave Joey and the other guys looking like fools.
My girlfriend had a fantastic idea to derail the frat; she knew of a company that sold subliminal message merchandise aimed at turning guys into girls. Since the worst thing the guys in the frat could imagine was for a guy to be viewed as sissy, her plan was to turn the frat officers into the limp-wristed sissies they pictured Joey as being.
“It would be the perfect punishment, if such a thing were possible,” I explained. “But the stories of this being done during movies to get people to buy more popcorn were nothing but Urban Legends; you just can’t make a person do something against their will.”
Barb smiled and shook her head. “You’re right; you can’t make a person do something against their will. You can however change their will, thereby making them want to do something they wouldn’t otherwise dream of doing!”
Barb went on to tell me the story of her younger sister Amy who had once been her completely out—of-control brother Drew. Drew had always been a handful for Barb and her mom but after a head injury, he became so nasty that Barb and her mom used mind-altering tapes to make him want to be a girl.
The tapes did their job; once her brother listened to one of them, he was hooked and the seeds of change were planted in his mind. Not long afterwards, the dangerously uncontrollable Drew started changing into Amy, the sweet little sister that existed only in his mind.
“The tapes planted vivid memories of our playing dress-up,” Barb laughed as she recalled the changes that came over her brother. “He remembered how much he used to enjoy dressing up and playing house, he always wanted to be the mommy or little girl, never the daddy or little boy.
It made him feel so good to remember that he wanted to grow up to be a pretty lady just like mom. He began dressing up in pretty outfits that I set out as bait; he gave up Sports Illustrated and started reading Seventeen, and his collection of professional wrestling videos gathered dust while he watched soap operas.”
I hung on every word of Barb’s story; if true, it was the perfect revenge.
“I hate to ask, but can you prove it?”
Barb was ready; she laid out pictures of a young boy who looked remarkably like her sister Amy.
I was about to say that they didn’t really prove anything when she set out pictures of Amy spaced several inches apart from the boy’s pictures. She then smiled and filled in the gap with pictures of the boy as he gradually transformed into Amy.
There were pictures of the boy with his hair combed in a girlish style, then shots of him in a unisex looking top and jeans, shots with the same outfit and hairstyle with makeup on, and finally shots of him with longer hair, wearing a dress and heels.
Looking at the progression, there was no way to doubt that the boy at the beginning was the pretty girl I knew as Barb’s sister Amy.
“Satisfied?” Barb grinned. “The only question I have is how to deliver the goods?”
I had the answer before she could finish asking the question.
“I recently noticed an unusual amount of network traffic on a PC assigned to the frat house. I did some checking and found that they’ve recently started downloading music and videos from one of those peer-to-peer sites. They’ve built up quite a collection; it shouldn’t be too hard to slip in a Trojan horse file; a song or a movie that will be so inviting they’ll be sure to listen to or watch. If you can get me the material, I can arrange delivery.”
Barb had the stuff to me in days; a blockbuster movie and a newly released hit by one of the hottest groups. With the help of my friend in the LAN group, I was able to place both the movie and song onto the PC used by the frats officers. The only thing left to do was wait for them to take the bait.
It took all of two days before Jake, the president of the Sigma Tau’s, approached me as I sat alone in the cafeteria.
I gestured to the chair across from me. “I’ve been expecting you Jake, have a seat.”
Jake seemed confused but sat down without protest.
“Do we know each other?”
“Sort of, you know my little brother Joey. I believe he’s pledging Sigma Tau.”
I could tell by the look on Jake’s face that he was enjoying thinking about his plans for Joey.
“Wipe the smile off your face, you dimwitted, misogynistic, sad-assed excuse for a human being.” I ordered. “I know what you plan to do to my brother and the other pledges and I’m not going to let it happen!”
He didn’t even bother pretending to be confused. It was just as well, I wanted to get right to the point. “Like there’s anything you can do to stop it.” He smirked.
“Ever hear the saying ‘Turnabout is fair play’?” I smiled. “No, you probably never ran across anything that intellectual in the smut you read so I’ll explain it to you. You never intended to let my brother and the others join the frat; it was all just a big game to humiliate them and make them look like sissies.”
“It ain’t my fault if that’s what they are,” He chuckled. “I’m just helping them kick the closet door open, so to speak. It’s been a lot of laughs watching them swishing around campus but personally, I can’t wait for homecoming.”
“Forget homecoming, forget screwing over the sorority, “ I said in the sternest voice I could muster. “ Your plans have come to a screeching halt and you and your buddies are about to take over the roles you pictured for Joey and the other guys. That’s what I mean by turnabout being fair play.”
“Ain’t gonna happen,” Jake practically spat out the words. “We ain’t no pansies!”
“Really, what do you think of that girl walking towards us?” I pointed to Barb who was hurrying over to watch the show.
“Cute, could stand to lose a few pounds, “ He shrugged. “ Her skirt looks so comfortable; and I love those earrings!”
Barb nearly doubled over as a look of horror crossed Jake’s face.
“I got the skirt at Macy’s,” She smiled and brushed back her hair to show off her earrings. “Maybe we could go shopping there sometime; I’ll bet you’d look adorable in a skirt like this and we could get your ears pierced at the same time.”
I could see him desperately trying not to say anything but he couldn’t help himself. “That would be like so cool!”
“What the hell’s happening?” He asked when he finally regained his composure.
“You’re turning into a sissy,” Barb seemed to be taking great delight in pronouncing his sentence. “More specifically, a mindless bimbo who only lives to shop and screw, just the way you think of the girls in the sorority.”
“No, this ain’t happening!” He rubbed his temples in a frantic attempt to purge the horrible thoughts that were rushing into his mind.
“It’s happening Jake, you can’t screw my little brother and get away with it. “ I taunted. “You can’t stop it, hell; you don’t want to stop it. Do you?”
Jake didn’t answer right away; he was too busy checking out a girl in a tunic style top that had walked past.
“Do you think we could pick me up a couple of tops like that when we go shopping?” He asked Barb. “They look so pretty!”
“Stop doing that to me!” He hissed. “Stop or I’ll bust you to the Dean’s office, both of you!”
“What would you say?” I pointed to a table on the other side of the cafeteria. “Tell you what; why not practice on that girl over there.”
God, what a riot it was to watch Jake stand straight up, walk across the room and tell the girl what was on his mind. She smiled but seemed to think something was odd as Jake hurried back to Barb and me.
“Did you tell her everything?” Barb giggled.
Jakes face went blank for a second. “Uh huh, I told her that I loved what she’d done with her hair and asked where she got those totally rad shoes.”
The horrified look Barb and I had come to love returned to Jake’s face. “Tell me I didn’t do that, please?”
“Why wouldn’t you have done that Jake, don’t you like her shoes and her hair?” I smiled.
“Of course I do!” he grinned. “Like , I can’t wait till my hair’s like long enough to braid. And those shoes were so to-die-for!”
I smiled approvingly which made Jake happy. “From now on,” I explained. “You and the other clowns from Sigma Tau are one the fast track to becoming total sissies. Forget about being the toughest guys on campus; all you’ll ever be interested in is looking pretty and snagging a hot looking guy.”
Barb reached into the tote she was carrying and set two magazines in font of Jake; one was Car and Driver, the other Martha Stewart Living. She locked onto his eyes and with an evil grin asked which he preferred.
Without hesitating, Jake grabbed the Martha Stewart Living magazine as if it were thousands of dollars in cash.
“No!” He exclaimed as he held the magazine tightly to his chest. “I want…, I don’t want…, I’ve got to have…, Martha’s my idol!” He finally blurted out. “She has really fabulous ideas on making rooms look so cute!”
Tears streamed down his cheeks as Jake ran out of the cafeteria with his new favorite magazine clutched tightly in his hand. Barb leaned over and planted a kiss on my cheek.
“You were wonderful!”
“We make a great team,” I agreed as I drew her close for a kiss.
I have to admit that turning Bozos into Bimbo’s was very distracting. Every day at lunch, Barb and I would meet in the cafeteria and discuss the latest adventures of the new girls. How could I concentrate on my job when every time I saw a girl happen by, I found myself wondering how long it would be before one of the Sig Tau girls would wear an outfit like that.
Every day brought a new delight for Barb and me; at first only Jake was changing; first came the jeans, it was hard to tell that he was wearing women’s jeans if you didn’t notice the high waist and fitted legs. Barb noticed the women’s tops first; a little brighter colors, lighter material, and shorter sleeves. I won the next round though when I pointed out the higher heel on his shoes.
Barb racked up quite a few points when she called my attention to Bob, the frat’s vice president, wearing black skimmers with hose. I thought he was just being his usual slob self and not bothering with socks but Barb pointed out the sheen caused by wearing nude stockings.
Apparently, Jake felt threatened by Bob’s newfound sense of fashion because he suddenly started wearing more feminine jeans with embroidered pockets and zippered legs. Leave it to Barb though to notice the bra straps under Jake’s tops.
We were both caught by surprise though when a girl Barb knew from the sorority pointed out that Ian, the pledge master, was wearing a pair of white sneakers with pink laces. What Barb and I thought was a private game; turned out to be a very public game that half of the campus seemed to be playing! There was even a poll going to see which of the three would be first to wear a dress. Everyone was having a great time watching the guys trying their best to put on a macho façade even as they held their books against their chests, girl style, and had started developing girlish mannerisms such as flicking their heads to get hair out of their faces or carefully tucking stray hairs behind their ears.
Things were going well, the guys seemed puzzled but were beginning to wear outfits that are more feminine; their cargo pants and black Tee shirts were gradually replaced by tight jeans and colorful tops. Soon after, they began styling their hair and wearing light makeup.
Barb and I were not going to take any chances that they might be able to resist the programming instilled in them so far so we ordered several more songs and movies designed to reinforce and encourage the budding femininity of the guys. Once again, I hacked into their PC and left their treats behind.
Barb and I didn’t have long to wait for the results. Two days later, we saw Bob walking to class in a pair of white shorts and a sky blue top with short, ruffled sleeves. His cleanly shaven legs looked very nice, as did his pink frosted toenails as they peeked out of his sandals. Barb thought he looked so cute when he blushed as a girl took him aside and warned him about wearing pink panties under white shorts. Bob seemed horrified but suddenly profusely thanked the girl, dashed away, and returned a few minutes later wearing white panties.
Ian, waiting in line at the cafeteria was wearing a pair of pink Capri’s with a white tunic top and white skimmers. He tried to act as if everything was normal but couldn’t avoid the stares and whispers directed his way. A girl he seemed to know asked why he was dressed that way. I overheard him say that he didn’t know why, he just felt like he wanted to look pretty as he placed his wallet back in his purse!
One afternoon my friend from the LAN group stopped and asked if I’d heard about the request Jake had submitted. To the shock of everyone, Jake had rushed to the Dean’s office saying that he had something important to tell him.
When the Dean’s secretary asked what exactly he wanted to see the Dean about, Jake handed her a paper requesting that his records be changed. The secretary looked at the paper, and then at Jake, who was wearing a pair of women’s jeans, a thin pink scarf serving as a belt. It wasn’t necessary to look for the straps of a bra; it was obvious from the twin bulges in his blue, scalloped edge, ladies top that he was wearing one. Jake’s face showed traces of light makeup and his hair had been cut and styled in a short, but unmistakably feminine, manner that showed off the pink zircon earrings he wore.
“Please make sure the Dean gets that,” Jake asked in a soft voice. “It’s awfully important to me!”
The secretary, nearly too stunned to speak, rushed the paper into the Dean’s office.
“Is this a joke?” The Dean asked, only too aware of the odd pledge requirements.
The secretary shook her head and described Jake’s style of dress and his insistence that the Dean get the paper.
Moments later a smiling Jake stood meekly in front of the Dean and assured him that everything on the paper was correct; he wanted the Dean to approve changing his records to show his name as Janelle Michelson and that he should be designated as Transgender rather than male.
“Thanks,” The new Janelle Michelson said as she folded the paper and gently tucked it into the purse slung over her shoulder. “You’re a doll!”
“TTFN!” Janelle called out as she minced out of the Dean’s office, her high-heeled sandals clicking, and her cute butt swishing side to side as she went
“Ta, Ta, for now.” The Dean’s secretary translated to her speechless boss
“You wouldn’t happen to know anything about this, would you?” My friend asked, a grin plastered over his face. ”You were a little careless the last time you hacked into the Sig Tau’s PC; I had to erase a few footprints you left behind.”
I smiled and shrugged as I walked to my cubicle. When I looked back, the staff of the LAN department was giving me the Thumbs Up sign!
Things were moving along just right; Jake was now a young woman named Janelle,
Later that week, I saw Barb talking to Janelle and wandered over to see what was up.
“Hi!” Janelle jumped up and kissed my cheek. “Barb and I were just looking over some cute outfits on sale at Macy’s. We’re going shopping this weekend, want to come along?”
“Uh, no thanks, I never cared much for shopping.”
Janelle smiled and shrugged. “I guess it’s kinda like a girl thing; sort of like taking a nice long bubble bath, then doing my nails in some yummy color.”
Barb was grinning like crazy as Janelle went on and on about some of her favorite things; bubble baths, shopping, finding some yummy new color to paint her nails, and watching movies starring hunks like Tom Cruise and Tom Hanks.
She leaned close to Barb and whispered something that made them both laugh. It wasn’t until she left that Barb told me what had been so funny — Janelle had told her that her fantasy was to suck off Tom Cruise while Tom Hanks screwed her brains out!
“Unreal! Does she ever regret being a girl?”
“Rarely,” Barb laughed. “She’s not only resigned to being a girl, she’s come to enjoy herself; she loves to shop, she has great taste in clothes, and she understands that if she’s a good girl and takes her hormones like the doctor said, soon she won’t need to wear girdles with fanny pads and glue on falsies.”
“Hold on a minute, she’s on hormones?”
“Just a teeny little suggestion I made during one of our shopping trips,” Barb said unflappably. “She was complaining that she couldn’t wear those really cute micro-mini skirts that ride on your hips, because her girdle would show. I told her that if she went on hormones she’d be able to wear them and low cut tops. She called the doctor the next day!”
“It’s over for Jake then?” I asked, “He paid the ultimate price.”
“Several times over,” Barb agreed. “Don’t feel sorry for him though; think of what he would have done to Joey if you hadn’t stopped him.”
“No, I don’t have any regrets,” I assured her. “They would’ve ruined Joey’s life; we did the right thing.”
The guys from Sigma Tau never had a chance once the programming hit them; they went from snakes and snails to sugar and spice in no time at all. Janelle became the unofficial mascot of the football team, and made it her mission to keep the guys happy. Anytime one of them felt lonely or needed comforting, Janelle was there to cheer him up. She never seemed happier than the day the team presented her with an award for servicing the entire team after they’d won their homecoming game. They nicknamed her “Hoover,” a title she was proud to bear.
Ian and Bob quickly followed Janelle in requesting changes to their records. I’m sure the Dean wondered what in the world was going on when three seemingly normal guys suddenly decided to join the fairer sex but the school had a very strict policy on gender and so Ian and Bob, two male students, were replaced with two transgendered students named Brittany and Kerri.
Bob had been very abrasive as vice president of Sigma Tau and was never much of a fashion trendsetter. Brittany though was sweet, lovable, and thanks to her parent’s money, always dressed in the latest fashion. In her senior year, she tried out for and made the cheerleading squad. After changing her major to secretarial science, she found that she’d have to spend two more years on campus. At Barb’s insistence, she successfully pledged the sorority she had wanted to destroy as a guy.
Ian had always been the follower in the Sigma Tau trio; never expressing much of an opinion, always willing to defer to Jake and Bob. Like Bob, his choice of clothes ranged the gamut of black jerseys and black pants. All that changed though when he became Kerri.
Where Ian had been quiet and shy, Kerri was outgoing and loved to party. She loved wearing pretty outfits and seemed to prefer micro mini-skirts to show off her sexy legs and cute little butt. There were rumors around the campus that the little hotly had a contest going with her friend Janelle one night at a party. While Janelle called on her past experience to service the entire football team without taking a break, Kerri took on both the football and basketball teams, servicing four guys at once with her mouth, hands, and nylon clad feet.
Of course, being the sexual playthings of every jock on campus took up most of Janelle and Kerri’s time so they dropped out of Sigma Tau, leaving others to run it, including Kerri’s boyfriend and if the rumors were right, her soon to be fiancée!
Joey and the others became members of Sigma Tau after completing community service in lieu of sissyhood. The frat was once again the best on campus and I hoped that someday Joey would follow in my footsteps and have his name engraved on the plaque of Sigma Tau presidents.
At the end of the school year, I popped into my parent’s place for a long overdue visit. I was shocked to see my sister Joy, in a full-skirted yellow sundress, nylons, and heels, instead of my brother.
“What the heck’s going on?” I shook my head in disbelief. After all I’d done to get him out of dresses, had it been too late?
Joy smiled and kissed me on the cheek. “Nice seeing you again big brother. What do you think of your little sister now?
What was I to think? Joy looked fantastic, from the top of her pretty little head to the ruby colored tips of her toes. Her dress fit perfectly, her legs were gorgeous, her fingers seemed sleeker because of her perfectly polished nails and her mannerisms and movements rivaled Barb’s for feminine grace.
“I think she’s very pretty but what happened to my little brother?”
My mind was spinning; could Joey have somehow gotten into the frat’s PC and found those files I put there? I was sure the officers kept it under tight control, not wanting to share their hoard of pirated movies and music with the rest of the frat. Still, there was my brother standing in front of me looking like he stepped off the cover of Vogue. Not a hair out of place, perfect makeup, nails just the right length, silky smooth legs, and moving like he’d been graduated from the finest modeling school in the world. If Barb knew what I was thinking; she’d kill me. Lord help me, I should kill myself for what I was thinking about my own brother!
“He’s still around,” Joy flashed me a smile that made me think all sorts of unholy thoughts. “He’s not here right now though, he likes to take vacations now and then, know what I mean?”
“I’m not sure,” I admitted. “But I need a few answers. What happened at the frat house; did you use the computer there?”
“No, it was password protected, Jake, Bob, and Ian, were the only ones who could use it, why?” Joy asked innocently.
“You know what happened to those guys, don’t you?”
I loved the twinkle in her eyes when she laughed; good lord, I’m falling for my brother!
“You mean “Bozos to Bimbos?”
I nearly choked when she used that phrase; no one but Barb, my friend in the LAN group, and I knew what had really happened to those guys.
Suddenly she started laughing. “I forgot to tell you, I got an internship in Information Services at school, guess what department I’ll be working in?’
“LAN group?”
She gave me a kiss on the cheek. “Good guess brother dear! Carl didn’t know you were keeping me in the dark; I owe a lot to you and Barb.”
“But why are you dressed like that? You didn’t use the computer; did the frat do this to you?”
“I guess you could say that they gave me the idea”; she giggled making me wonder where she learned to do that. “But no, they never had a chance to brainwash me, like you and Barb did to them.”
She glided across the room, her skirt swaying seductively, gracefully sat down on the sofa, and crossed her pretty legs.
“What can I say, I like getting all prettied up. I enjoyed being the daughter mom always wanted; it was so nice having her all to myself when she was training me. We talked about dad, what it was about him that made her fall in love and why she loves him even more than ever. Did she ever mention those things to you?”
I had to admit that the subject never came up between mom and me; I never thought to ask, she never bothered to tell.
“Did you know that mom was the Captain of the cheerleading team for three straight years when she was in high school? Did you know she was the youngest girl ever elected Captain?”
I sat quietly and shook my head. Why hadn’t I ever bothered to ask mom what it was like when she was growing up? I had missed so much.
“You’re trying to tell me that the only way to really learn about mom is to dress like that?” I asked, not convinced my brother was on the right track.
“No, I can’t say that for certain but then again, it seems to help.”
“Now that you know all about mom, why are you still dressing like that? She’s opened up to you, she won’t shut you out now.”
An awkward smile came to Joy’s face. She smiled, shook her pretty head and said, “Because I want to dress like this. I’m not going to lie to you, I enjoy wearing silky lingerie; garter belts and stockings make me feel incredibly sexy. When Jake insisted that we wear nylons instead of pantyhose, I could’ve kissed him!
Mom taught me the joys of nylons long before Jake ever thought of it; I wanted to suggest it to him but I didn’t want anyone to know how much fun I was having!
“You just can’t begin to imagine what it feels like to wear a pair of silky panties or the incredible rush when you run your hands over your slip and it rubs against your bare skin. Nothing though can compare to slowly rolling a pair of sheer nylons up your smooth legs and fastening them to your garter belt!”
“No, I can’t imagine.” I forced a smile even though my mind was scrambled. “But this isn’t the campus, aren’t you afraid someone will be able to tell that you’re a guy in drag? You’ll be laughed at, or maybe worse.”
Who was I trying to kid? No one in their right mind could look at the lovely woman sitting across from me and ever think she was a guy! I was having trouble believing it knowing full well what was under that skirt.
Joy must have read the expression of self-doubt on my face.
“You know better than that don’t you?” She cooed, making me start to stiffen in my pants. “Your little sister interviewed for and landed a summer job at Macy’s; I’ll be selling ladies wear.”
I couldn’t keep from laughing. “I give up, you win, dear little sister of mine. You’re every inch a beautiful, classy lady and I’ll bet you’ll make one hell of a saleswoman!”
“You don’t know the half of it,” I heard dad’s voice coming down the stairs behind me. “Take my word for it, she’s damned persuasive!”
I turned to answer but was dumbstruck by the site of my dad. He was wearing a light pink cotton dress with white trim, a brunette wig, pink bracelets with white earrings, stockings, and white pumps. His face had been softened by makeup, and although he wasn’t a beauty contest winner, he’d have no problems passing as a middle-aged woman.
“Oh crap!” I muttered aloud. “What’s with you guys? My brother’s now my sister and my dad is now my mom, where are you two going with this?”
Dad shook his head and laughed. “Let’s see, right now we were planning on having dinner. You’re welcome to join us. Next week, I’m going to a switch-sex party at the country club with your mom; there’s a five-hundred dollar prize to the winner and Joy’s been helping me train.”
“That’s a relief,” I sighed loudly. “Not much, but every little bit counts.”
“What’s wrong, afraid we might have watched a movie or listened to a song or two on my PC?” Dad asked, straight faced. I nearly had a heart attack!
“Nice work on the frat,” Dad grinned. “You really saved the day for Joey and the other guys. Those clowns should be locked up for what they tried to do.”
“Is there anyone who doesn’t know what happened?” I groaned. “I wish you’d just forget about that little incident; I could be locked up for what I did.”
“We’re not about to say a word,” Dad promised. “Besides, who would ever believe you could make a normal guy want to be a bimbo?”
“I don’t know, maybe anyone who sees you and Joy here?” I ventured.
“I’m no bimbo,” Joy quickly challenged. “I just happen to enjoy expressing a different side of my personality once in awhile.”
“I’m just trying to scrape together enough for that digital TV I’ve had my eye on,” Dad added. “What’s so terrible about that?”
“Sorry dad, I guess I jumped to conclusions,” I apologized. “At least you’re not dressing that way because you like the way it feels.”
Dad quickly looked at Joy and both broke into a fit of embarrassed laughter.
“No, you’ve got to be kidding dad!” I screamed just as mom walked into the room.
“Will you please calm down?” She admonished me. “You’re here for five minutes and the house is in an uproar!”
“Your husband and son are wearing dresses, am I the only one who sees a problem here?”
Mom looked at Joy and dad and smiled. “I guess so; my son is a sweetheart and my husband is much more understanding and helpful now that he’s seen life from a woman’s point of view. Maybe you should give it a shot?”
I declined mom’s offer but did accept the invitation to join them for dinner. Strange though it seemed to me, not a single person we met that night thought anything was odd about dad and Joy. The waited held their seats, addressed them as ‘Ladies’, and there were no screams of outrage when they used the women’s restroom. I was having such a good time with mom, Joy, and Aunt Peggy, that I had to concentrate to remember that I two of them were men. At the end of the night, I gave all of the ladies a goodnight kiss and promised to keep in touch!
I dropped by now and then to visit; sometimes dad would be there, and sometimes it was Aunt Peggy. It didn’t matter though, I found that I loved them both and had a great time no matter how my dad was dressed.
Way back when I would have never believed a normal guy would want to wear women’s clothes and pretend to be a woman. My dad and brother set me straight though; Joey has no problems attracting girls; they love his sensitive nature and think he’s the most understanding guy they ever met. Dad has become the sweet, sensitive husband that women dream about and from what mom has told Joy, he’s also became an even better lover!
He takes his time and makes sure that mom is getting the maximum enjoyment from their lovemaking; he often wears pretty nightgowns but as long as he keeps satisfying herthe way he has, mom says he’s welcome to all the satin, chiffon, and lace he wants!
He forgot about the Digital TV after winning the contest; he and mom plan to use the winnings to attend a Be-All Getaway; during which dad will assume the role of Aunt Peggy twenty-four hours a day for an entire week!
I changed three guys into mindless bimbos to get my little brother out of skirts only to find out that he loves getting all dressed up in pretty outfits. Next thing I knew, because of a party at the country club my dad starts wearing dresses too.
Unbelievably that leaves me as the odd man out in my family; the only guy who actually dresses as a guy!