Dress Up indian porn

My Transition Chapter 4 Crossdressing I

I was a straight-acting 24-year old slim and fit man, once upon a time. Then Sally got inside my head and now, I crave cock. I have evolved from being a school-jock and a dick to being fucked by an older man, then on the weekends by a DJ. I had my ass broken in by a big black guy when the club I frequent was closed. Only for a motorbike gang to dress me as a girl and fuck me silly. At work, I dared not test the waters and dress like a woman but at night I evolved into a full-on...

CROSSDRESSER BUSINESS TRIP PART II

PART IIWe started out looking for a place to have lunch. I finished my food and it was around 4 PM. Since we had to travel 60kms out of town and Rajesh told me it was not a full highway but a small road and it would take about 2 hours at least. We started off and just when we were exiting town I picked up a few cans of beer and a cpl of packs of smoke just in case I don’t get my brand in the small town. We got stuck in a traffic jam caused by a minor accident between a cpl of cars on the road...

Address to the Independent Women s Club

Address to the Independent Women's Club transcribed by Vickie Tern Thank you, Tracy, a very flattering introduction, and thank you, ladies, for inviting me here tonight to share my experiences. They really aren't so very different from yours. Tracy's told me a lot about this organization and its admirable purposes. How, though married and supposedly bound by obligations to one man, you all find ways to maintain your sexual independence, your freedom to act...

Made Maryanne Part 2

When I woke up the following morning, I immediately became aware of the situation. It was difficult not to notice the pretty white cotton and lace nor the fact that I was wearing it. I quickly recalled the events of the previous night, feeling ashamed at having been caught masturbating. I knew that Beatrice somehow wanted to make a point by telling me to wear her nightdress, but I had no clue why. I rolled over to see her watching me. She was wide awake, looking as beautiful as ever with her...

Crossdressing

Dressing slutty

To set the scene: I love looking at daringly dressed women and I love when my wife Paula will do it for me. The more daring the better. This is really one of my prurient interests I guess you could say. I can't count the number of times I've pressed Paula to wear something sexy when we are going out or to "Lose her undies" while we are out. Most of the time she'll gently turn me down, or tease me but not deliver, but sometimes when she is feeling sexy she'll go for it. It virtually guarantees a...

A Dressing Room Fantasy

You wake on a Saturday morning after what should have been an early night with your husband but that never happened. You had the Friday afternoon off and when you got home you just wanted to relax. You had opened a bottle of wine had a glass then went to the bedroom to get undressed for a have a shower. The sun was streaming in your bedroom window as you undressed. The suns rays warming you body as you lay with your eye closed. It feels wonderful and reminds you of holidays in the sun. You lay...

Just What We Wanted

Just what we wanted. By Trish Born on a secluded hill farm in East Cumbria I did not realise I felt different to everyone else until I started school and being different scared me. Today with the increased awareness of LGBTQ people I now understand I am not the total wacko I believed, but as a little kid from a Cumbrian hill farm in the early two thousands I had no way of knowing that. Having being born into exactly the same kind hill farming family as all my school mates I should...

First Time a Cross Dresser Gets Laid Pt 1

Mark was a shy guy who had always found it difficult chatting up girls. There was always some reason. He didn’t like their hair, or their body, or their look, or their personality, or his family would not approve. His upbringing was very conservative, old fashioned and his stoically minded, overbearing, controlling parents, forced their ideology on him. This had left its mark on him and he was a nervous, timid person. Any idea of an alternative life style was just not something he could do or...

First Time

The Photographer And The Sissy

I was 2twenty-two, closeted fully and living out my sex life in fantasy and on the internet. I had discovered my love of dicks in my teens, followed a few years later by my fetish for dressing up like a girl. I have no idea why, but the sight of my own body in tights, knickers, stockings and heels made my boy pussy (dick) wetter (harder) than anything else, straight or gay.Luckily, I lived alone (in a private studio apartment, in a major city in the Netherlands), so I could basically live out...

Crossdressing

Realized Fantasies Chapter 1 Exposure

Steve wasn’t sure, but he thought he heard the bathroom door close. He was in the shower and the bathroom fan was running, so he stopped for a moment to listen. Maybe one of the guys came in to use the toilet, he wondered.“Hello?” he said aloud.No reply. It was probably just one of the other guys getting something they’d left in the bathroom, he thought. Steve was one of the last to shower, and the other guys had left a variety of toiletry items at the sink. So he went on showering but hurried...

Crossdressing

A Nanny Femtastic Chapter 11

A NANNY FEMTASTIC! Chapter 11 We walked to the harbour and found the boat. There were too bulky security guards checking people as they entered. The boat was in fact a massive cruiser! We joined the queue, it was obviously not a little gathering. The other women were dressed in classy whites and float summer dresses, we looked like too cheap hookers! “Trinity this was a mistake, lets go,” I said. “No come on honey who gives a fuck.” She linked her arm in mine and stood provocatively with her...

Crossdressing

Stage eight of my journey to becoming Joann

After returning home from dropping Mom and Dave off at the airport, I immediately jumped in the bathtub and took a long bubble bath. While I was in the bathtub, I shaved the stubble that was starting to form from days of neglect. When I finished my bath, I rubbed most of my body with a good lotion to restore its smoothness, followed by a badly needed pair of sexy red lace bikini panties with a matching bra. I pushed a pair of “B” cup self-adhesive breast forms into the bra. They are quick and...

Crossdressing

Crossdressing with my Girlfriend

My girlfriend and I had been dating for several years and our sex life had basically become non-existent. It had been at least a year since we last had sex, and probably another six months before that. The problem was, as much as I loved her, I had developed a different kind of attraction.For some deep-rooted reason, I had grown a craving for ladies' clothing. Lingerie, stockings, high heels; all drove me crazy with lust. Eventually, this led to me dressing and wearing slutty outfits, gaining a...

Love Stories

Triumph Act 2 Hell

TRIUMPH by enduringshades This is the second Act. The final Act is to follow. _____ TRIUMPH (THE COMPLETE STORY) PROLOGUE ACT 1 ROAD TO HELL Our hero borrows a classic sports car and our heroine discovers her new life. Chapter 1 TR3 Chapter 2 Housekeeper Chapter 3 The Plan Chapter 4 Reality ACT 2 HELL Our heroine experiences the good, the bad and the ugly. Chapter 5 Training Chapter 6 Dressing up Chapter 7 Room service Chapter 8 Heaven and Hell ACT 3 ROAD TO...

An Old Friend

Jerri is a close friend whom I have known for a long time. I was on an interview board for her when she joined the volunteer fire department. I was a little skeptical about her joining, especially since her husband seemed to be rather indifferent about it, but was overridden by the rest of the board. As time went on, she proved herself to be one of the top responders and an excellent Emergency Medical Technician. Eventually we became good friends and I even requested her as my lieutenant...

Crossdressing

All The Way Part 3

When I awoke it was later than usual but considering the fact that I'd been through back to back fuck marathons in as many nights, I thought it wasn't bad. Slipping out of bed I stepped into a robe and went to the potty, before looking at myself in the mirror. I was a mess so I took the time to freshen up my makeup, washing some off before putting any more back on. Satisfied with how I looked, I padded to the kitchen and started the coffee before taking out the eggs and breakfast steaks. I was...

Crossdressing

Frank

Frank didn’t vocalize his orgasms. So I never knew he’d cum until he stopped his motion and pulled out of me. Then I’d look over my shoulder with a smile and ask, “Did you cum?”And Frank, already backing off the bed, his big cock curving downward now, would reply, “Yeah.”Although normally quite chatty, in the immediate aftermath of sex Frank turned into a man of few words, a regular Clint Eastwood (though not nearly as tall or handsome). Without having to be asked I would back off the bed as...

Crossdressing

Consequences of Cross Dressing 2 FIN

Tony's Companion All week I tried to come up with ways of getting out of this date with Tony. I cried, begged, and pleaded with Grace to come up with another date for Tony, and to convince him to let me out of being his date to the Charity Ball. She would have no part of it and engaged my mother to take me shopping for an evening gown suitable for the event, and something to compliment Tony who will be in a tuxedo. "Amy, you have to stop begging. Tony is excited about Friday and...

Stage Two Of My Journey To Becoming Joann

Life was becoming a little confusing. I was out of high school and attending the local community college part-time at night while I worked at the machine shop during the day. I played soccer on the college team in the inter-county conference. Mom helped me buy a nice used car. Still, I wore panties, a bra, and nightshirt to bed every night. Sis was working part-time at a hairdresser while taking cosmetology courses in the evening. We still sat together in our panties and nightshirts...

Crossdressing

Club Night

I hadn't been at the club very long when he came over to me: a very handsome man, tall with dark hair and blue eyes."You have a perfect ass," he said.I was wearing a sexy, little minidress which barely covered my ass and I knew it would turn men on, but I didn't know it was going to happen this quickly.I smiled up at the tall stranger. "I'm flattered," I said."I'd like to pull up your dress and lick your ass," he said.It was a "clothing optional" club and I knew he would do it if I told him,...

Crossdressing

CD crossdresser daughter rsquo s bitch

Note : This story is completely fictional!How did I end up like this? On my hands and knees dressed in just sexy stockings and suspenders and a lacy corset, my face in slutty make up, my lips wrapped around my daughter's boyfriend's cock while my daughter herself rammed an eight inch strapon up my arse. The worst of it was, humiliated though I felt, this was really turning me on. This is the story of how I became my daughter's bitch and how I came to love it.I suppose I shouldn't have let...

My Sexual Odyssey Part IV From Slut to Whore

The next day as I went to work, I wondered what adventures lay before me. In a sense, it was up to me, in that I just had to put myself out there, not to mention put out. Still, the outcomes are unpredictable: I had no way of knowing ahead of time that a coffee date would turn into such a wild experience. When I arrived home I called Tom, and told him everything that happened the previous day. He seemed pleased for me, and encouraged me to continue with my adventures. I resolved to call another...

Crossdressing

Dress For Less

Dress For Less Kate was counting out time. Her fourth anniversary dinner with Jeff, herhusband, was a complete disaster. She couldn't take that awful thought outof her mind. Her marriage was sinking into boredom, and somehow she knew itwas her fault. Her hopes of having a sex that night, after all it was theiranniversary, had disappeared. All she wanted was her husband to pay the billand leave that fucking fancy restaurant. In her mind, Jeff was having an affaire. She didn't have any clue, but...

A surprise helping hand

When I initially started to cross dress I would borrow things from those around me. At first it was my sister, then when I visited my father I would wear my step mother's things and eventually my girlfriend's. Mostly without their knowledge, of course. I was always as careful as I could possibly be, replacing things just as they had been left and making sure I had plenty of time when I indulged my habit. When we first moved to my home town when I was very small there was a family next door who...

Crossdressing

Dressed No Regrets

Toooooo many of the stories on here concerning cross dressers have to do with forced feminization or masters or mistresses. That’s total bullshit. Most do the deed because it’s what they desire for their own satisfaction. So I will do my best to portray this story as it was told to me. Married late 30’s 6’ 190#. Totally absorbed in interracial porn. Trying desperately to but to no avail y’all my wife into an interracial experience. She barely tolerates my obsession. But not without the regular...

My Life In a Dress

The following story is true. The names have been changed to protect the innocent. This is my first attempt at an erotic story of any type. It is my sincerest hopes that you enjoy this story. All warnings apply. If you enjoy this story e-mail all responses to me at [email protected]. This is not your typical story about a boy who needs to or has to dress like a girl but I thought some people would like something different. This story was updated on March 2, 2005. Hope you enjoy. This...

Dan Becomes Dawn Chapters Seven Eleven

Chapter Seven: After The Party"That was an interesting evening. What did you think when Jean took me away?""We have known Harry and Jean for quite a while and have swapped with them and Clint and Debbie a few times. We knew what was happening and were not concerned," answered Marie."I guess you and Patti have hooked up. Is she going to Steamboat Springs with you?" Asked Andrew."Yes, I am going to meet her at Harry and Jean's at one o'clock tomorrow. She will follow me to Steamboat, but will...

Crossdressing

Crossdresser Business Trip to South India

Sheila Boy Mon, Jun 3, 11:09 AM to meHi All.Guess you all know i am a bisexual guy and i love to crossdress whenever i get a chance and i am alone.Well as it happened I was on a work trip to chennai and bangalore some time back. It was not a planned one and my boss told me in the night that i had to go and all arrangements have been made. I reached by the afternoon flight, took a cab and checked into the hotel booked by the office. After completing all this and...

Dressed and Driving A Risk too Far

Dressing and Driving; A Risk Too Far By Ellen. I love to wear women's clothes. I am certain everyone who reads this story is agreeing with me. Those of us who dressed at a young age wonder just what was it that got us started. How does a boy get so mesmerized by female clothes that they feel the need to try them on. Then to discover that it stimulates us sexually. This was mind blowing to us all. The sexual pleasure and the guilt all these emotions that conflict with each...

Wife Gets Even Chapter 2

Amy said, “So I think you are going to need to take next week off from work. I guess you could go to work with your new look if you want to but I am doubting you will want to subject yourself to the ridicule and questions about your look. You should get some sleep so you are ready to go in the morning. Have coffee made by seven and make sure you shave your face and body again.”I simply nodded my head in agreement and said, “Okay.”I was up at sunrise and made sure I brought coffee to Amy by...

Crossdressing

Jenny Mike Fantasy Sunday

MICHELLE’S POV The alarm was buzzing, and I couldn’t understand why. We never set it to go off on Sundays. I tried to open my eyes as best as I could. It was only 9 a.m.! I reached over and tried to shut the darn thing off. After a couple of failed attempts, I finally found my target. The awful noise stopped. I turned around realized that James was no longer in the bed with me. “James?” No answer. I got out of bed and headed for the bathroom, certain he’d be in the shower. I was surprised to...

Crossdressing

Doc s Complex 07 Dress Up

Doc's Complex 07 - Dress-Up by Lee Most Copyright 2012 by Lee Most -------------------------------------------------------------- Synopsis: Chapter 7 of the FMNaNoWriMo challenge novel "Doc's Complex", in which Alice begins to learn from Keela how much fun he can have as a girl. We discuss types of teleports, a bath in the Complex, the psychological consequences of hypersensitive breasts, a different use for a mirror, bra cup sizes, and choosing a dress to wear. Categories and key...

All the Way Part2

When Michael stepped inside and closed the door, he gave Kathy the same kind of kiss as his wife had. He was quite an imposing man; short cropped blonde hair, very piercing pale blue eyes, a little over six feet tall and built sturdily, weighing somewhere around two hundred pounds. My heart skipped a beat when I took in the complete picture. Now I wondered how Kathy would convince the woman to get naked while her husband was right there. Donna gave me a hug and a nice kiss and then her husband...

Crossdressing

Crossdressed and 2 salesmen come by

Imagine your expecting a salesman to drop by at noon to show you some samples of wallpaper-You start your shower at 8 AM-you finsh up by shaving your legs real smooth-you go and put on a pair of full cut thin strechy full cut skimp skamp white panties-next you pick out a lovely open girdle and pull it on and attach your suntan colored stockings-the ones with the shiney look-you pull them up real tight-then your thin see thru bra and your size dd silicon titties the ones with the big nipples...

It Was His Mistake So Why Am I Dressed This Way

It Was His Mistake So Why Am I Dressed Like This? By Patricia Marie Allen Based on One Small Mistake, by Rachel Ann Cooper, a story posted on this site. If you haven?t read it, you really should. Prologue You may have read about my friend Cory?s mistake the got him a closet full of girls clothes, but if not, I?ll bring you up to speed. It happened at the beginning of summer our eighth grade year. We were older kids now and had...

My first boy experience

It was my friend, Karly's birthday. Her choice for going out to celebrate was a drag night at a club. It wasn't so much fixed on drag as it was on gender parodies and cross-dressing for fun. I had been a closet cross-dresser for a long time, although I had told a couple of girls I knew. Everyone was going to cross-dress and have fun, but I was going to revel in it. I had never been with a boy before, not even kissed one, but every time I was in women's clothing I wanted cock. During the...

Crossdressing

The Red Dress part 2

The Red Dress - Part 2 Final installment in the adventures of a husband who buys himself a dress. Jennifer prepares for the Gala. With our successful fundraising for the American Heart Association complete, there was nothing to do but wait for the Gala. To prepare for the event, I continued to grow my hair out, grew my nails longer (definitely too long for a guy) and regularly shaved my legs and underarms. About a week before the event, my preparations began in earnest. ...

Felix becomes Felicity Chapter 2

FELIX becomes FELICITY Chapter 2 My Mum and Sister went downstairs and I had a moment to myself looking in the mirror. I didn’t recognise me in the reflection I saw a teenage girl, a very attractive teenage girl! I joined my Mum and sister downstairs. I was becoming better on the heels “Mum I have to reiterate that this all ends in 6 weeks time right?”, “Of course sweet that’s what Dave said and I’m so sorry but very proud of how you’ve dealt with this.” She touched my hand. “And we can...

Crossdressing

The Pink Dress

The Pink Dress All Michael wanted to do was to wear the prettiest dress he ever saw; he knew he'd look so lovely, but he faced challenges from strange places By Katherine Day (Copyright 2007) During the Depression of the 1930s, even a 10-cent child's haircut was a luxury that Michael's parents could hardly afford, and Michael's light brown hair was long, giving him an a most girlish appearance. Even as a little boy, he...

A Night of Firsts pt 2

I opened the door to the club and walked inside. From the outside, the older brick building looked sort of run down, but once inside I found myself in a club with large bar on one side, polished brass railings, mirrors, subdued lighting, tasteful seats at the bar, hardwood floors, tables, a few booths further away and at the very end of the club a large stage with karaoke being sung. This was no seedy dive bar, thank goodness.The lights, the music (karaoke music is always so loud as if...

Crossdressing

Cross Dressers First Time

I was in my mid 40's and divorced and living a great life. I ran my own successful from home and lived in a large house in it's own grounds at least 5 miles from my nearest neighbour.Whilst I was single I had an active sex life having been lucky enough to know 3 ladies who were unattached and had no need for a long term relationships but were happy to meet up for sex or go away for a break all no strings attached. They all knew of each other and I was aware they saw other men or ladies if they...

Two Cowboys and One Dancehall Girl Part One

I live in a town where the national rodeo cowboys come to town every year. And each time they come the testosterone level in town goes up, immensely. All of the big handsome, strong men in spurs and chaps and jeans and western-cut shirts and cowboy boots and cowboy hats get my clitty dick stirring down in my little panties when I see them around town in their pickup trucks or sitting tall in the saddle on horseback. They look rough and rugged and ready. And I'd be lying if I didn't tell you...

Crossdressing

With the wifes help

Last night I finally lived a long time dream of mine. My wife Melody of three years came home from work around 7pm and told me to follow her upstairs. Once we arrived in the bedroom, she laid back on the bed and spread her legs wide for me. She was dressed in a long white light cotton dress with a floral print and a belt cinched at the waist. The dress fell long enough to conceal most of her knee high black shiny leather boots. As I looked down at her beautiful shaven pussy, I saw first that...

Crossdressing

The Irresistible Dress

The Irresistible Dress I just wanted some new jeans but I couldn't resist the dress. I entered the store as soon as it opened. In fact I had been waiting in the parking lot and watching for the woman to unlock the door and open the store. I knew entering this early helped to ensure I would be the only customer so I could try on the boot cut jeans I wanted to buy. I said hello to the saleswoman and quickly wandered over to the jeans section but as I did I noticed a rack of new...

Bought

I love the transvestite lifestyle. Since I was sixteen, I have been boldly going out dressed to the nines as Cari in public. Now finally of legal drinking age, I go out to one of Boston’s gender friendly nightclub establishments on the weekend. I am lucky to be considered one of the prettiest and the most believable of the girls at these clubs. At five foot five inches tall and one hundred and thirty five pounds I have a body that looks good in almost any kind of dress!I have naturally blonde...

Crossdressing

my discovery

Here are some stories about my sex life and exploration of who I am.Before I started cross-dressing, I fell in love with high heels, mainly cumming in high heels. When I was younger, my parents used to have a large walk-in wardrobe and when they would go out at night I'd search for my dads porno mags. One night when I was reading some mags and my parents were out, I got a bit too excited and realized I had to cum. I looked around every for a place to blow my load without leaving any evidence...

Crossdressing

Dressed for Disaster

FORWARD: Nom de Plume is the screen name for the author of The Jessica Project, a gender-bending thriller about a crossdressing assassin from Publishamerica.com. While doing research for The Jessica Project, the author discovered this site, and became intrigued by the dramatic potential of characters masquerading as the opposite sex under extreme circumstances. WARNING: The following story involves the events of 9/11. If those events are still too painful to relive, please...

The Son Dress Part One

Frank's eyes fluttered open and he was dimly aware of the soft morning light edging around his bedroom draperies. But he was keenly aware of his hard and throbbing cock. The dream he had on waking swam hazily into his mind's eye and he saw the soft hem of the dress float across the slick fabric of a nylon stocking covered thigh. His finger traced along that smooth thigh to the tab of a garter and easily followed that one suspender to a perfectly taunt and silky pair of panties. ...

The story of how i began crossdressing

This is copied from my blog http://cdcutiepie.tumblr.com, so the main updates will be therei did think it would be nice to have it up here as well though :)Entry #1:I guess i was 17 years old and broke up with my first gf back then. barely had any sex, so was horny all the time :PI decided to look online for couples and women who would be interested in camming with me, and a mistress responded to one of my advertisements on some swinger site (i cant remember why i actually registered there) She...

MY DAD forceD ME TO DRESS LIKE A GIRL THEN FILMED

MY DAD AND I LIVE ALONE TOGETHER. JUST TWO GUYS AND NO CHICKS TELLING US SHIT. BUT, WITH GUYS AND NO CHICKS, WE TEND TO GET HORNY. WHEN MY DAD ISN'T HOME, I SECRETLY WEAR LADIES UNDIES AND DRESSES. WHEN I'M, NOT AT HOME I KNOW MY DAD LIKE TO WATCH PORN. SOMETIMES EVEN SOME GAY PORN. SHIT, I DON'T CARE. I'VE SEEN A LITTLE HERE AND THERE. BUT, ONE AFTERNOON I CAME HOME AND HE HAD FOUND MY SECRET HIDING PLACE WHERE I KEPT ALL MY GIRL PANTIES, STOCKINGS, SKIRTS, TEDDYS, DRESSES, EVERYTHING. SO, YOU...

WWAC The Un pleated Non dress

WWAC: The Un-pleated Non-dress by Ashley B. D. Zacharias?I hereby call this meeting of the Wicked Women’s Adventure Club to order.? Lydia looked at the four women sitting around the table and nodded. ?I would like to take this opportunity to introduce our newest member, Miss Amelia Cox.? The four other members nodded at the young woman with the short blond hair and muttered soft words of welcome. She nodded back, nervously. The introduction was needlessly formal because she had met three of...

Crossdresser wanting some dick on the road

I`ve been crossdressing since I was 20 years old.One of my favorite things to do is get all dressed up in womens clothes and drive around on the open road.Several years ago I was mad at my ex wife for doing some stupid shit with our checking account and we were split up for some well needed cooling off time.The more I got to thinking about her stupidity the more I got to smoking some pot and drinking a few mixed drinks to get the crap off my mind.I got pretty stoned and decided to get dolled...

Heads You Dress The Final Chapters

CHAPTER SIX --- THE SALON & THE SECOND DREAM 1 A few weeks later Jason arrived for work in medium heels, low cut, patterned blouse and women's trousers, his lips as pink and glossy as ever. He was surprised to find Kelly in his office. "What are you doing?" he asked. "Morning, Jenny. Fetch us a glass of juice each and we'll talk about it." "Huh?" "Hurry. I'll not tolerate slackness." What the heck was going on? Jason thought. He reached into the small fridge and...

Dressed for Disaster The Prequel

Dressed for Disaster: The Prequel (c) 2002 by Nom de Plume Pat Summers put his suitcases on the bed, and made a quick survey of his room. He noted with approval the full-length mirror on the back of the closet door, and he poked his head into the bathroom to inspect the bathtub and vanity. Not overly luxurious, but they would do. First things first. He opened his computer case and turned on his laptop computer, plugging the modem cord into the data port on the desk telephone....

A Nanny Femtastic 2

A NANNY FEMTASTIC! Chapter 2 …I just couldn’t work out what was happening. I loved dressing in girl clothes, I felt relaxed and unstressed. But where was this leading! How could this work? I had never seen my parents that regularly maybe twice a year and they had mentioned on the telephone about meeting a few times. I put it off due mainly to my eyebrows! But I couldn’t put them off indefinitely. I had also stopped seeing my mates who I used to hang around with at the rock clubs. Alex came...

Crossdressing

Transgender Crossdresser Caught in Wet Dream by GF

My girlfriend had a hot, busty friend who always wore sexy dresses and outfits. One day her friend was staying over with us and the two girls were going out that evening. By the time I got home from the gym that evening, the girls had already left. I went into our room and found that the friend, Nat, had left her clothes all over the floor. I started picking them up to tidy the room, and came across her blue lace thong. I held it in my hand for a moment then got the urge. I quickly pulled off...

Ultimate fetish dressing

0. She was sitting on the edge of her bathtub completely naked looking out into her bedroom with a kind of thill of anticipation. She had had a full bath and had just finished shaving her body except for her beautiful dark hair. She also had been given several huge cleansing enemas, until what she expelled was as clear as water. She wasn't a perfect girl, she new, slightly smaller than usual with her 163 cm, and she wasn't as thin as some of her friends, but she had full breasts and an inviting...

Cross Dressing

It was the early 80's and I was over my friends house who's dad had a ton of porno mags in his laundry hamper in his bathroom. We used to look at it while his mom and dad were at work. We loved the looking at the hot girls but what got me the hottest were the guys who dressed as girls. When we couldn't take it anymore we would jerk each other off but I was the only one willing to give head. At 18 years old these guys would explode down my throat. What really got me off was when I would go...

Taking That First Step

Lance was seated on a bench on the tree-lined sidewalk waiting for the store to open. Despite the warm morning air he began to sweat and his heart pounded in his chest, this was a bold step for him. Now, this particular store was located in an older but still very popular outdoor shopping center despite the malls springing up everywhere. It was commonly referred to as a specialty shop, their specialty was women's lingerie.Before he knew it he saw the attractive saleslady approach the door and...

Crossdressing

The Shopping Spree

After a morning of shopping, I went for a hamburger. As I sat there with my bag of goodies by my side, a man in his early thirties sat down at the table next to me. He beamed a smile at me and said hello. It was unusual for people in the city to be friendly to strangers, but then again, he didn’t look like a man from the city. He must have been in his mid-thirties. His face was rugged, and his hair was unkempt. His clothing was clean, but it looked worn. I guess he must have been a manual...

Crossdressing

Getting More Than I Went For

Recently I have started looking online for woman’s clothes that I could wear incognito. I am on the larger size so I was searching plus size stores when I found something on one of the websites. It was a black lace bandeau which seems to be a bra-like garment that you can wear without straps. It seemed very sexy and I thought, perfect, no straps and it should be tight enough that no one would notice.I couldn’t order and have it shipped to the house for fear of getting caught by my family. Then...

Crossdressing

My Sexual Odyssey Part VII Turning Tricks

The next day I went to work as usual, but skipped my noon time ‘date’ with Brad. When I got home, I called Candy and confirmed the party invitation. Then I called Trixie and asked if she could use me at the club. “Of course! Are you kidding? Anytime!” “Well great, what time should I come by?” “How early can you make it? We open at nine, as you know, but although nothing much happens until close to midnight, there is always a lot of action for the girls.” “Well, I could be there by ten or...

Crossdressing

Altered Fates Playing Dress Up

CAUTION: This story has what might be labeled Incest as a small girl is transformed into her Mother and has sex with her Father. If this subject matter is revolting to you please read no further. The TG part in this story is fairly small, but I thought some of you would enjoy it anyway. Warning, this story contains adult material, and if you are under 18, or offended by such material, please read no further. Altered Fates: Playing Dress up By Morpheus...

48 Hours Chapter 2

Chapter 2: Let's Make UpLynn walked into the bedroom and threw the bags down on the bed, a white lacy suspender belt falling out from one of them."Wow," smiled Chris, "you weren't kidding about the weekend.""I certainly wasn't. Now lose the dressing gown and turn around. Shut your eyes too, keep them shut until I say otherwise, and remember, no more questions."Chris did as he was told. He really wished he could watch her undress and put on that new lingerie.He heard her pull off her dress and...

Crossdressing

Crossdressing Charlie Episode 8 Family and Nightmares

CROSSDRESSING CHARLIE Episode 8 FAMILY AND NIGHTMARES His eyes opened quickly. The first thing that came into view was his bedroom door. His heart slowed down as he exhaled into his pillow. It was just a dream. He thought. Well of course it was! His eye's swirled about in their sockets like a startled animals as he rolled over onto his back and licked the inside of his mouth. That usual morning taste was in his mouth and he couldn't wait to get his hands on his toothbrush. He...

Her Sexy Dress

HER SEXY DRESS by Throne "Dear," Marla said patiently, "are you almost done on the computer? We were going to go out and find me a dress for your company party. It wouldn't look good for the owner of Mindswap to show up with his spouse in what she wore to the previous party." "I know," Rich Roman said, not looking away from the computer screen. "I just need to okay these letters Jamison wants to send out." "Really? Do you have to approve EVERY note your vice-president writes? ...

A Cross Dressing Fantasy ndash Chapter 5

A Cross Dressing Fantasy – Chapter 5In the low light of our bedroom, late on that Friday night after Beth had transformed me from a former cross dresser into her new girlfriend she had asked if I liked being her girlfriend. I did not hesitate for one second, “Yes Beth,” I said lying naked against her naked body, “I love being your girlfriend, something inside of me seems to have changed and this seems so natural and I feel complete.”My crotch was wet with my cum and her creamy arousal but I was...

A Crossdresser rsquo s Life

Initially i use to wear my sisters dresses or my mothers bra,panties,saree,blouse,petticoat and see myself in a mirror and admire myself. Though i wasnt so good at makeup, i used to apply lipstick and put some jewellery items. It couldnt make me look like a girl but the feel of women’s clothes turned me on. And then i used to masturbate after my every crossdressing session, thinking about being fucked by a guy. But then as i grew up chances of being alone became less and i had to kill my desire...

Dressed to Thrill Part 1

Introduction: a secret desire Dressed To Thrill Part 1 It was only a matter of time before my wife discovered what I am, and I discovered her need to dominate and control me. We worked different hours and I was often in the house alone which only encouraged my kinky tendencies. When she was away or had meetings she would get up and go to work early and I would stay home until it was time to go out later. It began innocently enough I suppose with looking at things on the internet and whilst my...

Derek and Amy Derek s Turn

As I walked into the hotel room hours in advance, my cock was rock hard with anticipation. The last time me, my lover Amy, and her husband Matt were all together, it was my dear love Amy's turn to be in charge. Amy had Matt and I dress like two Fifties sluts. The kind of girls uptight parents used to believe would cause the downfall of society. It was both Matt and I's first times with other males though not my first time dressed up. He is still fairly new to this as his wife just discovered...

Crossdressing

Mistress Hannah s Pathetic Husband Part 4

The third and final day of my transformative weekend started poorly. I had aches and pains all over. My neck and back and thigh muscles were sore. I had a little irritation from body hair that was growing back. And of course, my asshole felt all stretched out and very tender. I wondered if it would ever feel tight again. I also wondered what the evening would hold. I couldn't imagine that it would be anything more humiliating and degrading than the previous evenings. I wasn't wearing a buttplug...

Crossdressing

The President Addresses the Nation

The President Addresses the Nation By Rosie Julie Weiss carefully put the hot dish down on her dining table. Her husband, Jake, and her son, Tommy, were hungrily awaiting the steaks she served them. They didn't even wait until she sat down at the table, they dug right in. Julie looked at her men with pride. Tommy was beginning to look more and more like his father gentle faced and slim. Not quite tall as him, but Julie never cared for too tall men. She wasn't a tall woman herself,...

A Fantasy

I have been dressing in women’sclothes since I was little. My grandmother used to dress me up in her old dresses and pretend I was her granddaughter. As I grew older it started becoming more of a sexual fascination and turn on for me. I have been more a closet cross dresser getting clothes here and there and then dressing up and having incredible masturbation sessions looking at tranny porn. Only in the recent couple of years I have discovered about sissy maids and bondage and bdsm and how it...

Crossdressing

Afternoon Delight

I was stuck in the office on a pleasant sunny day in late summer, daydreaming about the afternoon of delight that lay ahead of me; I was meeting up with my lover, Kate, later that day. Kate is a girl I have been friends with now for a number of years, we met through some mutual friends and hit it off straight away. We are both in relationships of one kind or another but we are good together and it’s a little bit of escapism for both of us when we are with each other. Kate and I met occasionally...

Crossdressing

Jessie s Fantasy Chapter 5 Afterthoughts

After Tracy mouthed, “I love you” to me, I knew right then and there that Tracy not only loved me as a male but also me as Jessie. I could feel my cheeks get warm and flushed from her comment and my thoughts. This was turning out to be the best day of my life. My thoughts were interrupted when Mark’s cock softened to the point that he slid out of my backside. Now my thoughts were replaced by something totally different.It was the thought of sudden emptiness. Something that truly belonged, but...

Crossdressing

Baby Chloe in his Satin Baby Dress Bag

Baby Chloe in his Satin Baby Dress Bag "Hello, Sheila. Come in. Do you want some help with your stuff? Oh my, there's such a lot of it." "Yes, Andrea. Help me wheel everything inside the door and we can leave it in the hall for the time being. Until we've got him ready..." The two women shared a giggle across one of the trolleys. "Is he under sedation?" asked the doctor, pulling the first one inside the door for Andrea to take it from her and park it along her hallway near the...

Cross Dressing Led To Sexual Heaven 8211 Part 1

Addiction lets you do anything.. I addicted to cross dressing, addicted for the femininity.. Hi, I am 24 old close door part time cross dresser from Mumbai, regular reader of ISS. Narrating my own story for first time. I am good and beautiful looking, 5’3” height, perfectly slim as like every “women” wants to be and every man feels to hold, as I kept it with having exercises and yoga because I feel sexy with it.. I started cross-dressing when I was only 12. I haven’t knew it was called as a...

Pleasing Bill A Crossdressing Story 1

One very long boring day in the middle of summer, i was home all alone, my parents were at work and my siblings out somewhere. I decided it would be a good day to dress up and have fun while i was home alone. I went to my secret stash of clothes i keep in my closet and picked out my purple lingerie. It consisted of a purple and black lace bra with matching thong and garter belt with black stockings. I put it on then went to get my cute blonde shoulder length wig, it fitted nicely as i applied...

Kate Part 2

Kate, Part 2 By Ricky Having made the decision to live as Kate over the summer, I spent even more time on the net, reading and learning. What did men with a need to crossdress do before the Internet? It must have been incredibly lonely. The evening we agreed to make Kate a real person, I ordered a voice training CD and subsequently spent a lot of time talking to a tape recorder. For that matter I spent a lot of time looking for a tape recorder; they're going the way of the...

Auntie s Panties

I was supposed to be home alone that day.At least that was the plan.It was the break between college semesters and I was staying near the beach with my uncle and his girlfriend, Pam. The plan had originally been to come down with a pal and spend the week blowing off steam before classes started back. A supervised vacation in the eyes of my parents --one where I couldn't get into too much trouble since there was adult supervision.But, at the last minute, my friend had to back out. I could have...

Crossdressing

Another My First Dress Story

ANOTHER "MY FIRST DRESS" STORY BY JANICE I was about ten years old when I wore my first dress. My sister, Alice, who is one year older than me, was away at Girl Scout camp, it was raining and I was bored. My mother was in the basement doing laundry. I went into my sister's room to see if she had something to play with, maybe I could find a coloring book or something. I could not find anything and as I turned to...

Felix becomes Felicity Chapter 5

FELIX becomes FELICITY Chapter 5 ..My Mum and David had announced their impending marriage with a ceremony planned in about 6 weeks time. No guessing who was to be bridesmaids. The week before we were due to start back to school Jasmine mentioned at breakfast that Thomas wanted to take her to the cinema that night and that they had talked about a foursome me with Bradley . “Not a chance in hell,”I stated. My Mum smiled but then David butted in, “No I think you should go Felicity dear.” I...

Crossdressing

Dressed to Thrill Part 1

It was only a matter of time before my wife discovered what I am, and I discovered her need to dominate and control me. We worked different hours and I was often in the house alone which only encouraged my kinky tendencies. When she was away or had meetings she would get up and go to work early and I would stay home until it was time to go out later. It began innocently enough I suppose with looking at things on the internet and whilst my wife is an incredibly sexy and curvaceous woman...

Cross Dressing Lover

The weekend started off the same as any other for Dhiren. He threw off his drab male work clothes with alacrity and stepped into the shower. He shaved his face, legs and pubic area as was his custom, then, after turning off the tap, moisturized his legs, stepped into a pair of lacy pink panties and hooked on a matching bra. The feel of the light, soft, feminine fabric had always been a thrill to Dhiren, ever since that fateful day when, aged fourteen, he found himself alone in the house all...

Gay Male

Turned out and on

After 20 years of marriage she caught me in her panties I have been a cross dresser since I was 15 years old. I have always kept it a secret until I was 40 yearsold and had been married for 20 years. Then one night it all changed.My wife and her best friend were headed out for a girls night out. I was excited because it meant I would have the house to myself and would be able to play around the house in my panties. She had barely pulled from the driveway and I was pulling out some of her...

Crossdressing

My Crossdressing Story

My Cross-dressing StoryAll 100% true.I was about 13 when I was home alone during the day, I went into my (older) sister’s bedroom and saw her school dress on the floor. For some reason, I thought I would try it on, so I undressed, put it on, and paraded in front of the mirror (no underwear). My immature little penis got stiff, but I had yet to discover the delights of ejaculation.I walked around upstairs for about 30 minutes, then took it off and put my boy clothes back on.The next year we...

Not Crossing The Line

When I was a kid I had a book called, ‘What Do People Do All Day?’ It made a start at teaching me about the variety of jobs that exist in the world. As an adult I feel it would be equally beneficial if there was a book as simple as that one which answered the question, ‘Why do people do the things they do?’ Part of the trouble is that I often do not even understand my own motivation, particularly for those things I feel uneasy about sharing with others. For my normal side, I married an...

Crossdressing

Girly Obsessions

All of my life from the time I was young to now at twenty-five, I have had an obsession with women. It is not that I like them (which I most certainly do) but more that I want to be like them, act like them, and most importantly dress like them.It started when I was very young and developed an interest in the legs and nylons of women which I found fascinating. The sheer and soft material was incredible to look at and to touch. I was entranced with the way girls' legs would look with them on...

Crossdressing

Becoming John Collins Mistress Part Two

The next day, everyone was a bit hung over. I needed to pick up my car, which I’d left at the bar the night before. Joe said it was on his way and he’d be glad to take me. I borrowed a raincoat from John to wear over my skimpy outfit, then Joe and I headed out. Joe was making eyes at me during the drive, and I decided it would be best to come clean. “Joe, there’s something you should know about me,” I started. Joe quickly said, “Hey, baby, there’s a lot I’d like to know about you.” “Yeah,...

Crossdressing

Dressing Room in Mall

DRESSING ROOM IN MALL Master told me this morning during breakfast that W/we will be doing some clothes shopping. I got all excited. Master told me to wear what He had laid out on the bed. After cleaning up the kitchen from O/our breakfast I head into the bedroom to get dressed. I found laying on the bed a sundress, that laced up in front, with a full skirt on it, but there were no panties or a bra. Oh dear I guess Master will make this an adventure for U/us today I see. I head into...

Another Road Trip Story

With trembling fingers, he began to pack his large suitcase. First, he started with some of the silkiest and sexiest lingerie in his extensive collection. At least a half dozen silk and lace bikini panties along with tiny silky thongs were placed inside first along with their matching bras.Garter belts made of satin and silk came next. A half a dozen pairs of black nylons that were either seamed or patterned shared a spot along with crotchless pantyhose. Four long silky full slips each boasting...

Crossdressing

Where do I begin Chapter 1

Where do I begin? I’m normally not very open about my private life, seeing as I grew up under the pretense that secrets are meant to be secrets. However it seems I have come to a point where I am comfortable with who I am and where I have been. Comfortable enough to bare to you all my deepest secrets. Deep breath in, slowly let it out. My name is Alicia, well that's my new name, my old name is Michael. If that confuses you then I should explain that I am a cross dresser, been so for about a few...

Crossdressing

My first Crossdresser Part One

When she walked in to the restaurant I knew I was in trouble. It was the end of three long days at the convention and I was tired. I had come down to the NASCAR Cafe for a sandwich, mainly because it was the only bar in the Sahara that didn't have video poker...I lose a lot of money playing video poker. Well there I am with my beer and sandwich, and I glance toward the entrance just as she's strutting toward a table.Convincing she was not, a crossdresser without question. But pretty, really...

Cd crossdresser blackmailed

I have been cross-dressing since puberty. My friends and I lived near a college, and one day we found a pair of panties on the ground near a dormitory. My friends tossed them around and made up stories about how they got there. The stories they made up had my young mind on fire with fantasies. Later that evening, I returned to where we had left the panties, I pretended to walk along and I casually picked them up and put them in my pocket. I was terrified that someone would see me touching a...

Cd crossdresser caught and blackmailed

I have been cross-dressing since puberty. My friends and I lived near a college, and one day we found a pair of panties on the ground near a dormitory. My friends tossed them around and made up stories about how they got there. The stories they made up had my young mind on fire with fantasies. Later that evening, I returned to where we had left the panties, I pretended to walk along and I casually picked them up and put them in my pocket. I was terrified that someone would see me touching a...

moms friend 2 dressup slut

so I had been visiting Linda for about 8 weeks. Every oportunity I got. My mom was none the wiser. I'd invented a girlfriend that I was seeing. Linda had backed up this story by telling mom that she had seen me with her.little did she know I was visiting her best friend to dress up as a whore every chance i got.Linda had had to lay down some ground rules. I had to dress in the outfit she had picked out for me as soon as I entered her house. She would watch me dress.Linda insisted I wear...

All the Way Part 1

I'd only been married a little over a year when my wife came home early and found me jacking off using a pair of her panties and to be sure, this wasn't the first time. There I was lying in bed with her wispy little nylon panties wrapped around my dick and cumming like nobody's business. I was so wrapped up in my own pleasure that I hadn't even noticed her standing in the doorway watching me. “Are you having fun?” Her voice scared the shit out of me and my erection faded much faster than...

Crossdressing

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