Slutty Dress indian porn

The Plum Dress

I smile at you sitting there on the edge of the bed like a little boy with eager anticipation of something wonderful to come... Of course not so little boy really, one look at you sends my body into spasms of erotic awareness of you and the hot fiery passion we just had together only a short time ago. Walking to the closet I look inside dismissing a row of frocks I reach deep inside for the dress... the one I have been saving for you... the plastic covering hides everything but the hem in...

Red Dress

Dear Diary, As the new work week started, it was time to put Kimberly away for a few hours. As I got up, I looked in the mirror, barely recognizing my male face, I decided to do something entirely out of the ordinary and pretty brazenly. Since my family was out of town, I decided I would wear panties instead of my normal boxer briefs. I grabbed a pair of cute light pink cheekini cut panties from my "box of pretty things" and slipped my work slacks over them. I grabbed a polo and...

Party Dress

The girl in the red party dress smooths down her skirt nervously. The layers of chiffon petticoats fluff the skirt right out wide again. She pressed against the wall as another couple of girls passed by giggling loudly, dancing a conga line with two college boys hugging their hips. The gramophone blares Be-Bop-A-Lula and the porch shakes with pounding feet and twisting bodies. I don't belong here, she thinks. A girl with bouffant and a pink hair pink polka dot skirt grabs her elbow. "Judy?...

Spizoo Isabella De Laa Lets Her Man Fuck Her in Tight Latex Dress

Beautiful brunette Isabella De Laa lets her man, Alexander, pick a nice dress for her. After careful consideration, the bearded stud chooses a bright red latex dress with black latex gloves. Alexander can’t help but get horny when he sees the stunning babe in the tight dress. He kisses Isabella on the lips before letting her blow his cock. The horny lad then returns the pleasure by eating out Isabella’s wet pussy. Moans of pleasure fill the room as Alexander bangs the pretty slut in...

The Disappearing Dress

Dana was getting ready to meet her friends for dinner. The restaurant they were going to was fairly upscale, so she couldn't exactly go there in a t-shirt and shorts, even if the summer heat made that a very tempting choice. After a long look at her closet, she decided upon her favorite evening look - a tight, sleeveless black turtleneck dress that ended around mid-thigh. The dress hugged her figure just right and highlighted her shape, making sure she would turn heads. It was the perfect mix...

That little black dress

I was laying there, wearing the little black, mesh dress you like. You had said you would only be 5 minutes. That was 15 minutes ago. I started to drift off to sleep. I woke up with a start, as you were softly squeezing my nipple. ‘Hey Sexy,’ you smiled at me and started kissing me. You moved the blanket aside to get a better look at me. ‘I have always loved the way you look in that dress’ you said as you slid you hand under the shoulder straps, and pulled the dress down to release my creamy...

French Dressing

French Dressing Chapter One: Mr Fox Everything I am I owe to Mr Fox. That is such a strange statement that I suppose I will have to explain it. See, when I went to secondary school I went to a single-sex school. That's slightly odd in its self, I know, but that's how things were organised where I lived. And for the first two years Mr Fox was both our form master and our English teacher. And for most of that time nothing out of the ordinary happened. And as for me, well I was...

How I Got Intyo Dressing

From the begininng when Kerry and I started dating it was ALL about SEX. We could be anywhere at anytime and she would jump me. It would start with the question "Do you trust me ?". Then in elevators, department store dressing rooms, movie theaters, airplane restrooms, just about anywhere, we'd be having great sex. She would try any type of sex or any position in any place, nothing was off limits it seemed. I knew once she asked me that question I was about to have sex in some place or in...

Friends With Benefits 8211 Cross Dressing

Hi sexy people. Hand shake to guys and boobs shake to girls. I appreciate your comments on my previous stories. I’m going to narrate one more story which could be few people’s fantasy – Cross dressing. So let’s get started. Well one day I was hanging out with my fellow colleague Sindhu. We were quite close, as in, we have had sex couple of times earlier. But we were not committed. In fact she had a boy friend who was still a virgin. That means Sindhu never had sex with anyone else. We were not...

First time dressing

I do not claim to be a grammar expert and as such you will find some grammatical errors in this story. The errors can be the switching of tense, spelling errors, or typos. I ask if you find an error please send me an email so I can correct and make the story enjoyable for others.WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are u******e Eighteen, PLEASE DELETE THIS FILE NOW!!!!II did not know I had a disorder did...

My neighbor blackmailed and fucked me for Cross dressing

I had recently moved in a townhouse unit in Oklahoma. Still trying to adjust to the new neighborhood, I was also doing my best to keep my hobbies a secret. You see, I am a cross-dresser by passion. But my new neighborhood is strictly catholic and I can imagine the uproar my fantasies might stir. My next-door neighbor was an old man in his 60’s. He looked younger and stronger than his age. But, my secret unfolded and the neighbor fucked me for cross dressing. Within a couple of days of...

Fancy dress

Hello!! All ISS fans. As it seems that I have endless stories for you are you enjoying them or not??? There is another fucking and sucking story for u. As you all are aware of me that I am Abhishek, 18 male living in east Delhi. The story is not real. It does not match to any living being present on earth. It is made by me only for your enjoyment .if anybody having any questions, comments or anything to say about the story can freely mail me on or enjoy it dudes and babes. The story starts...

Dressing

Dressing Synopsis Many people see me as a girl when in girl mode, But I am not. No, I am a guy blessed with an androgynous body. [-][+][-] I am Robin Lee Anderson and due to my small size, can successfully dress as a boy or a girl, which pleases my wife Maryanne Lee as she has both a loving husband and girl friend rolled into one. Growing up, my parents had fun dressing me and my twin sister Roberta Lynn in identical outfits as well as outfits of the opposite gender to confuse their...

Confessions of a Sex Crazy Cross Dresser

The Confessions of a Sex-Crazy Cross Dresser Book I: The incredible first few weeks Chapter 1: Panties Thief and the Late Night Swim My name is Sandy. My name is Tony. I know it sounds confusing, but when you are a cross dresser life is always confusing. Just the terminology alone to describe you…crossdresser or cross dresser? Transvestite, tranny, she-male and many other names used to describe people like me can make you confused. I prefer to be called a cross dresser and yes you can call me...

Bisexual Hairdresser

I always got my hair cut at Schroeders. You know the one, down on Harbor Blvd., towards the beach. I went there, not because they were the cheapest, or the best, or even the fastest. I went there because they had the best looking ‘cutters’ around. I came to call it “Rock Slut Hair Cuts” because all the girls were young, thin, and looked like they fell right out of a rock video. It was very late Friday night when I stopped by. There were two other people getting trimmed...

HOT SEXY HAIRDRESSER

When I was young always went to a male barber but later found the women cut it much better.Last week I went to a new young woman who had recently opened a salon in my area so thoughI would give her a go.It was late afternoon when I went to book in but beside being gorgeous had a great body.After staring at her she asked did I want a cut - at that time was thinking of a fuck.Ah Ah yes but thought I had to make an appointment.'I was about to close up but think I could take one more" she said...

Sue the Hairdresser

I have known Sue for a number of years through the senior citizen center.She is 65 years old married but I have never seen her with her husband.I am told her husband is a real prick but she can't leave him because she has no money and no where to go.At a Christmas party at the Senior Center I saw Sue dancing. I was shocked at how she moved.She was incredible,especially for her age.I approached her while she was dancing and joined in.Sue has big tits and not a bad figure at 65.Her tits were...

The Bride 8217 s Hairdresser

Shawna and I were born about ten minutes apart. While we were twins, most people thought we wouldn’t be as close as identical twins often are, what with being different genders and all. They were wrong, though, because we were inseparable as we grew up. Even when most twins of opposite sex were separated – say around seven or eight – we insisted that we had to share the same room, if not the same bed any more. So my dad installed a thick privacy curtain between our halves of...

The Bride s Hairdresser

Shawna and I were born about ten minutes apart. While we were twins, most people thought we wouldn't be as close as fraternal twins often are, what with being different genders and all. They were wrong, though, because we were inseparable as we grew up. Even when most twins of opposite sex were separated - say around seven or eight - we insisted that we had to share the same room, if not the same bed any more. So my dad installed a thick privacy curtain between our halves of the room instead....

The Visiting Hairdresser

And so, the story begins... Roy Clark, had been active for many years in his community and had been chairman of the residents Association, co-ordinator of the local neighbourhood watch, as well as a computer tutor in the local community hall. Through all these activities he encountered about 90% of the people living on this estate on which he lived; so, it was no fluke that he knew Lizzie, a girl he had seen grow up and develop. I must point out at this stage that during this time there was...

The FavorChapter 5 The Hairdresser

I gave Rachel a few minutes to descend from her orgasm. That was the first time I had ever seen a woman make herself cum, and it was all I could do to keep myself from throwing her on the bed and having my way with her. She would have enjoyed it too, but I wanted to make it even more special for her. I walked her to the bed and handed her a dress. "Wear this," I said. She took it from me and looked at me with a smile. "You always were a sucker for a sundress," she said. "But this...

My girlfriend caught me wearing a dress

My name is Billy, and I’m twenty-six. I have black hair, and brown eyes. I have a girlfriend that I’ve been seeing for a few years now. I should mention, that I occasionally like to dress up. I’m not talking wearing a tux, I’m talking about wearing a dress. That’s right, I’m a cross dresser. Very few people know about it, and my girlfriend, Phebe, wasn’t one of them. My mom knew, and a couple friends knew, but that was it. My friends knew, because they also had this weird fetish. We would get...

MommysGirl Syren De Mer Elena Koshka The Wedding Dress

Elena Koshka’s big day is drawing closer by the minute. Elena is getting married to the perfect man and couldn’t be happier. Today is the day she’s shopping for the wedding dress of her dreams. Her stepmom, Syren De Mer, is there to help her and zip her up. As Elena looks in the mirror, Syren can’t help but compliment her; she simply looks beautiful. Syren tells her that it might be a good idea to try on a couple of dresses before choosing the one. As Elena is about to...

Salad Dressing

At the age of eighteen I got involved with Pierre, a man almost twice my age. Given the history of his former relationships I should have seen the writing on the wall, because by the time I was twenty-six, I had become too old for him. I was replaced by a nineteen-year-old, who was twenty-three-years younger than Pierre. Pierre only liked young meat. The bust-up was disappointing but not particularly traumatic, and my generous settlement assuaged my disenchantment.I moved to a small town where...

Dressing

Dressing Janet L. Stickney The inability to express oneself is one of the worst things I can think of. Myself, I didn't know that boys were not supposed to wear dresses until I showed up at the dinner table completely dressed as a girl. I was about 5 or 6 I guess. I can remember my dad going ballistic, and right after dinner mom had me change back into my own clothes while she told me it was wrong for boys to dress as girls. After that I was always careful so as not to get...

Summer dressing

It was the mid 1980s, I was 20 years old and it was the summer holidays. For the long break from college I'd managed to find a vacation job in Kent in the south of England. It wasn't brilliant but I was going to get some experience of working with computers, and earn a bit of money to keep me going during term time. The company was based in a small town where I had found a room in a house with a fairly old-fashioned landlady. The freedom of being fairly anonymous in this new job and town was...

Son Fucked His Mother In Her Red Dress

Hi internet, this is Lucifer. Yes, not a changed name, my father roamed the USA a lot! I am a 19-year-old CS student studying in a university in the USA but currently in India due to the COVID-19 pandemic. I am an exercise freak, I run a lot, lift weights, and have a good body. You can compare my body to WWE superstar Edge. Legends will know who he is. :) I also have a decent-sized dick. Anyways, this story is about how I finally had sex or intercourse with my mother. She is currently in her...

NubileFilms Eva Lovia Little Black Dress

Eva Lovia waits impatiently at the window, and is all smiles when Bambino joins her. Though they’re dressed for a night on the town, Bambino is quick to unfasten the halter of Eva’s dress and cup her pert breasts in his hands. When Eva leans forward against the window, Bambino relieves her of both the dress and her panties, leaving her bubble butt free for his hands and mouth to explore. Crawling into bed, Eva arranges herself so that her head is propped up by the pillows. Her...

Cock sucking Crossdresser

When I was out on my own I started to buy a few things' mostly panties and thigh high stockings then a skirt and a blouse things that where ease to get to fit me. From there I learned to find my size in dresses and shoes this started to put my wardrobe to gather, but I still needed a wig and makeup so it was back online for more shopping, With lots of practice I became pretty good at putting on my makeup, plus doing my wig hair and a waste cincher I looked pretty darn good if I say so my...

The feminine crossdresser

Chucky open’s his eyes as he awakes, looking around at his familiar surroundings in his bedroom. Band posters, comic books and video games all over the floor. His parents always gave him crap about the things he liked and tell him the typical “you’re too old to be into thoses kinda things!” He didn’t care though. He stepped out of his bed in his black t-shirt and grey track pant’s that he wear’s to bed and walks over to the window to look out as he...

Telling Mom Im A Crossdresser

When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5’10’ in height. She is also a fairly busty woman with a 30DD chest with about 35′ hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

Made My Friend A Crossdresser

I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts. This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started...

indian crossdresser

hiiiiiiiiii every one here’s kiran from india ,punjab first of all its not a fictitous story ,it is a real part of my life my actual name is rahul and me a guy now of 20 yrs old. so lets start frm my age of 12 yrs…………………………. me frm starting was very likely to kiddish me always remain at home .not to go any where else than in my street. in mid of june when our holidays were going on my parents were with at home ,i asked them about there relationship .they bit were not happy with each other...

Motel Fun for College Crossdresser

Before I start the story I want to describe the setting so you get a better idea: it’s a highway side motel, very rundown and not very cleanly, not a dump either but not the best place to have a family sleep that’s for sure. The layout of the motel is a rectangle. The rooms surround the rectangle’s perimeter, in the center there is a pool, a park area, and a parking lot. There is a walkway around the entire inside perimeter of the rectangle and every room has two doors, one facing the exit and...

My Night with a Crossdresser

I am not a good writer but this was the hottest night of my life.I was out of town on a Business trip, staying alone at a nice hotel. After a long day of meetings, I was sitting at the Hotel bar drinking a glass of Scotch.The bar wasn’t crowded but wasn’t empty either. The seat next to me was open. Wasn’t long before what I initially thought was a woman came in and sat next to me. She said hello and ordered a glass of white wine. I realized then that she was a Cross Dresser. she looked to be...

The start of my life as a submissive crossdresser

I am a bisexual cross-dresser/sissy and have been enjoying my life as such for many years. It all began for me when a friend asked me to look at some of his 'girlie' magazines.We went up to his bedroom and looking through the magazine got Chris really excited and he got his cock out and started to masturbate. I couldn't take my eyes off his cock and I slowly reached out and touched it and when he removed his hand I curled my fingers around his erect shaft and began to slowly wank him.I just...

Halloween cd crossdresser

TinkerbelleMy sister , Candy, and I were fraternal twins, but looked nearlyidentical. Pretty much the same height weight and build. In high school,she was always teased about having small tits and I was always teasedbecause I was small, thin and had a big ass for a guy. Because of this wewere extremely close. Best friends really. We spent nearly all our timetogether.After college she became a consultant and I became a math teacher. Becausewe were so close, I spent lots of time at her house...

Craigslist crossdresser

It finally happened. I got a response! I’d been corresponding with him on Craigslist, but then suddenly Craigslist personals were banned. I tried to reply to the Craigslist generated email that I thought was his, but I’d deleted all of his email’s in a moment of weakness. Now I had no way to get in touch with him. He’d posted about hosting crossdressers and providing a safe, relaxed place for us to fulfill our fantasies. He said he would be gentle. I’d told him who I was, that I liked to wear...

Uber driver fuckes teen Crossdresser

Hi guys im a cd from Orange County and i had the sex ever last night with someone I never expected. So it was around 1 and i had just soent the night with my “friend” well I had just blew him and watched a movie and he got me an uber so i kissed him and left when tge uber came and I went on my night. He told me it was a white truck and espanic i went in and told me my “friends” name and we drove off. It wasnt even 10 seconds and he said what was my name i told him i was “. “ and he said nice to...

My first time as a Crossdresser

Its 18 months ago. I had now become comfortable wearing womens clothes. I had been experimenting for around 3 months. I gradually started to get more confident in both my clothes ......and without. I started to dress more like a slut. Short skits. Suspenders. Corsets. I had also become more comfortable with my body as well. My hole was tight as could be. Like everyone, i started with fingers, one, two .....before moving on to small toys. After a few months, i had graduated to a 9 inch...

First taste of cum for a Crossdresser

I had never really been with another man before and I had always thought about it as I dressed up as a slutty girl and played with my little toys to orgasm. I'm a little tall at 5, 9 and with heels a monster! I have an average body, nothing feminine, but not out of shape and a nice big bubble ass.Until that night. I had been sent to Dallas for a business trip and was super excited to dress up in my hotel room and play around! I played around a couple days in my room and just got dressed did...

My First Crossdresser

Only a few years back in my young 20's i discovered Craigslist. I had no idea something like that existed and was immediately drawn to it. After building up the courage to meet up with a few guys a couple times i found an add in the T4M section. I got instantly hard when i seen this girls pictures. A slim sexy girl with an ass to die for and a desire for Cock. After some back and forth emailing for a few days we agreed to meet in her place.I went around to her place late that night when the...

Made My Friend A Crossdresser

I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts.This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started joining...

Experiences Of A Crossdresser

This is an introduction to my crossdressing experiences – touching upon highlights along my journey. I will write more about these, and other encounters in detail, in time. These really are all true stories, no embellishments whatsoever.I had always been fascinated with women's clothing, specifically tights (pantyhose) and anything silky and sheer, like slips and sheer blouses. I would typically be drawn to anything black, but did have a fondness for nude tights and white slips, also. I usually...

How I became Jayne The Crossdresser

It started in 1976,around August,I had just met John a guy my around my age,who lived alone near me. He wasn't shy to admit he was gay,and I was curious,and I told him one Friday after we got back from the pub about my interest. Before I knew it John & I had undressed & I had Johns cock in my mouth,sucking him off,& he soon quaked into an orgasm,cumming in my mouth so fast I gagged slightly before I managed to swallow most of it.John was keen to make it a pleasure for me &...

firsts time I m seen as cd crossdresser

From a young age I liked dressing up in womens lingerie and clothing.... as I got older I grew up over weight a little and more so the older I got..... by the time I was I was in my late teens I had nice size breasts....nice enough to fill a bra. So worked up the courage to buy some lingerie online and when I received it in the mail I was so excited. I couldn't wait to try everything on.... I had brought a white lace bra, matching panties and white suspenders and stockings.....I tried them...

Motel Fun for College Crossdresser

Before I start the story I want to describe the setting so you get a better idea: it's a highway side motel, very rundown and not very cleanly, not a dump either but not the best place to have a family sleep that's for sure. The layout of the motel is a rectangle. The rooms surround the rectangle's perimeter, in the center there is a pool, a park area, and a parking lot. There is a walkway around the entire inside perimeter of the rectangle and every room has two doors, one facing the exit and...

Natural Ingredients for a crossdresser

It was still snowing outside and I wasn't going to be recieving any visitors today so I decided to treat myself and while the day dressed how I wanted.... I had set the heating up high at my place, so I could wear one of my sexy side tie bikinis which show off my sweet little ass so well. Having enjoyed the view in a full length mirror and got some self shot snaps, I found myself sitting at my dressing table wondering how to amuse myself next.... Looking at my face in the mirror I noted a...

Patni Patni A Crossdresser

“Oh Ramesh! I am so happy that you came today.”, I pressed my boobs against his chest and wrapped my arms around him, as soon as Ramesh entered in my flat. And he grabbed be in his arms too like a real man. He began to touch my body and moved his hands all over my back and lower waist. I was titillated by his sensual touch. “Where else I could be, my darling.”, he said and slowly slipped one of his fingers from the back of my saree blouse. He was feeling my bra strap with his finger. We two...

transforming into ashley crossdresser

durring the day,i'm working i'm dressed in my work clothes,but when I come home I take a hot bath washing all over my body,then shave my legs,arms chest,and face.I even add babyoil in the water so that my skin becomes soft.then I will clean myself ass inside/out.then as i'm drying off i'll start ptting on my makeup,this takes me about an hour,I like taking my time so that my makeup looks perfect,so that when I put my wig on I'll have that female look.then go in the bedroom pick out something to...

First Time With A Hot Crossdresser

My email id is Please contact me for any queries, doubts or proposals. I usually work late nights, and leave home by 1 am. I take a rickshaw for home, which happens to cross this one spot where post-midnight you usually find young crossdressers here on business at the side of the road. They are dressed mostly in skimpy western outfits, some of them are really attractive. That’s saying a lot coming from me, for a 26-year-old straight guy. I’ve never been bi-curious either. It’s been months I’ve...

A Tale Of Crossdresser

Hey, this is my first story that I am writing but not definite new to the glorious crossdressing field, Kindly forgive me if there are any mistakes, suggestions are welcomed people who are moving to Bangalore or in Bangalore if they want to my friends or a hook up we a cross dresser can contact me at m First, I don’t have a perfect girl figure but I wanted to be dressed as a girl, do a girl activity from a long time but it didn’t come true. I always used to wear my mom’s clothes like bra &...

Party Surprise First sex as a Crossdresser

This is a work of Fantasy. I hope you enjoy.Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly she was jealous of my legs. She was a petite sexy woman and we were almost the same size but I still had my own stuff that I’d secretly obtained from eBay and op shops.I didn’t consider myself bisexual,...

Made My Friend A Crossdresser

I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts. This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started...

A great experience as a crossdresser

Note: ——I am NOT the author!so plz Don't ask me about part two,am simply sharing this lovely story with all of you because I have not seen it on hereI was born and grew up for the first 27 years in England. Ever since I was 16 years old I have always had an infatuation with sexy ladies lingerie.I used to dress up in my mothers and older sisters lingerie and get very turned on and wank myself off while dressed up. I am now 53 years old and still tremendously enjoy the thrills of dressing up and...

A great experience as a crossdresser

I was born and grew up for the first 27 years in England. Ever since I was 16 years old I have always had an infatuation with sexy ladies lingerie.I used to dress up in my mothers and older sisters lingerie and get very turned on and wank myself off while dressed up. I am now 53 years old and still tremendously enjoy the thrills of dressing up and wearing sexy lingerie.One of my early experiences was when I was 18 going on 19. I had been to a thrift store and purchased several items of ladies...

Beauty And A Crossdresser

Hi this is hotslutaddy back with my friend ishika’s story. Hi this is ishika. Those who have read my first story “lost virginity from behind” in virgin archive should know that I am a cross-dressing bottom gay.It had been 8 months till that incident and I had completed my schooling. Kartik had become my boyfriend and I love him more than my life. Now I was in a college in a nearby town and I lived at a house on rent. I lived alone there so I had an almira full of female clothes and make up.Most...

Telling Mom I m A Crossdresser

When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5'10" in height. She is also a fairly busty woman with a 30DD chest with about 35" hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

The 2nd Halloween for a Boy Dressed as a Girl Part 1 A Blissful Young Crossdresser

5th Grade. 11 years old. Dressed as a girl again on Halloween. As a cheerleader. My next old sister's cheer uniform. Her idea. Her bra and panty too. My special "Boob" socks to give the appearance of breast. A discussion I had with my next 2 older sisters. How ample were my false breast to be? Normal size for girls my age? Bigger for my ego as a girl, for all the times I have dressed up with them through the years? Dolly Parton size? Because my 2nd oldest sis Joan, made...

SALLY S RELUCTANT CROSSDRESSER

CHAPTER ONE Sally and Dave had been dating since high school, it was a turbulent relationship, and at this moment in time they were having a few arguments, Sally called them dicusions. They were both nineteen and in love with each other, and both were jealous and possessive of each other. Sally was the one with the ideas, and Dave let things fall into place as he could never emulate her suggestions. They were sitting in the lounge of the flat they rented, they were not married...

indian crossdresser

hiiiiiiiiii every one here's kiran from india ,punjab first of all its not a fictitous story ,it is a real part of my life my actual name is rahul and me a guy now of 20 yrs old. so lets start frm my age of 12 yrs............................... me frm starting was very likely to kiddish me always remain at home .not to go any where else than in my street. in mid of june when our holidays were going on my parents were with at home ,i asked them about there relationship .they bit were not happy...

A great experience as a crossdresser

I was born and grew up for the first 27 years in England. Ever since I was 16 years old I have always had an infatuation with sexy ladies lingerie.I used to dress up in my mothers and older sisters lingerie and get very turned on and wank myself off while dressed up. I am now 53 years old and still tremendously enjoy the thrills of dressing up and wearing sexy lingerie.One of my early experiences was when I was 18 going on 19. I had been to a thrift store and purchased several items of ladies...

The hottest crossdresser

I was drinking with my friend Curtis one night as his girlfriend Jane was out with her friends having some drinks. The topic turned to cross dressers, as I had had let it slip, that one time I mentioned to him, I had dressed as a girl a few times when I younger in my moms clothes, and it felt great. He asked if I had any girl’s clothes at home that I wear from time to time, which I reluctantly said yes. With that Curtis asked if I would wear some of Jane’s clothes to see how I looked. “Sure,...

The girl that wore a red dress

I have a small store in the city there is this young lady that pops in ever day now dont know her she is about 16 maybe she is tall with long legs and wears high heels the kind were you can see the foot and toes and a short dress she hads long black hair and she comes in about the same time every day and gets a coke she makes my dick hard just looking at her she smells great so one day she came in I put a candy bar in her bag I started to yell at her telling her you Steel candy she said I did...

The Silver Dress

It was Friday night. My wife and I often go out for dinner on Friday night. A new place had opened up not too far from our home. There was a piano lounge in front, and some tables for dining at the rear. The place was advertised as having a quiet and relaxing atmosphere, suitable for a sexy cocktail dress or dressy blue jeans. I mentioned the sexy cocktail dress because that’s how it all started. My wife was successful and beautiful, a five foot nine brunette with B sized breasts and womanly...

Caught in a Prom Dress

If you can remember the stories LUCK RAN OUT AND I GOT CAUGHT then good this has escalated from there if not please read it first. It was a few weeks before my G/f college prom and said had her prom dress all prepared and hung up in the spare bedroom where i stayed. (her folks where very strict) As you can probably guess by now i wanted to try it on, it was a gorgeous gold long dress with 7 layers of skirt from the outside it felt so good but i wanted to feel the inside, so there i was...

MommysGirl Tanya Tate Kylie Page Not In That Dress

When teen Kylie Page gets dolled up for a party, her step mother Tanya Tate has a big issue with her step daughter looking like a slut. She angrily points out that her tits are pouring out of her outfit and tells her flatly not to leave the house in that dress. Kylie doesn’t know what her problem is, it’s just a dress. But she obediently goes back to her room to change. She decides to look through Tanya’s clothes in case she can borrow a top that’s less revealing. Kylie...

Drexel s Dress

This story is a work of fiction. Any resemblance to real persons, places, or events is entirely coincidental. All characters depicted are 18 years of age or older. From the front page of Drexel College's admissions website: A Revolutionary Path for Tomorrow's Woman Leaders Since 1994, Drexel College has held fast to one mission: to provide women with quality education and a supportive social environment that will empower their future success. At our campus in scenic Belford, Connecticut, we...

Fancy Dress

It was a night out, or a night in, depending on how you looked at it. Me and my boyfriend, Tom were going to a fancy dress house party at one of his friend’s houses. He was dressed as your quintessential pirate, and I was going as a burlesque dancer. This essentially entailed me wearing next to nothing; simply some black high heels, stockings and suspenders with a corset and some halfway down the leg, frilly shorts style knickers. I was running late upstairs and was putting the finished touches...

The Ring AOChapter 51 Getting the Dress

On Monday Morning Julie picked up Helena, drove to Suzanne and they went to the bridal shop for their final dressing. Again Julie had a few tears for her favourite clients. They looked out of this world in their wedding dresses. They packed their dresses in suitable suits and returned to the Hilton for lunch. They made plans for Thursday. Suzanne would stay overnight with Helena and dress there. Helena would take the dresses home and place in the 2nd bedroom. As Helena requested Suzanne to...

I Begin to Undress

I begin to undress. Trying to think of other things, other than sex, other than the beautiful woman standing in front of me, telling me to undress now. "I have to be able to asses your ability to hold a pose, and I suppose that you are comfortable enough naked, when I'm not. That you won't, well, chicken out on us, on the night.""Uh, sure, um, I just wasn't expecting to that's all.""Well then."I stood, sort of waiting for her to insist, or to produce a screen."Is there a screen?""Well, yes...

Christmas Crossdressing

Over the Christmas holiday I was in the gay adult book store and some big old white guy asked me to go to a gloryhole booth. I went in and he went to the other side. I popped in my quarters and as I was unzipping my pants an old floppy dick came through the hole. I just heard “suck it boy.” I licked the head and watched it raise and raise and raise. The more I sucked the fatter it got and I was honestly surprised, he was a good 8 inches. He started pumping his dick through the hole into my...

My journey into crossdressing

The following story is 100% true. Only the names have been changed. About 11 years ago, when I was 28, I met a 40 year old single mum of 2 called Michelle. We met through a mutual friend. The relationship was purely a sexual relationship. I had just broken up with my girlfriend of 3 years, and she had been single for 7 years after splitting with her violent ex. The first day we met, we ended up sl**ping together. As we lay in bed afterwards, we started talking about what we liked and didn’t...

Mom finds son crossdressing

Your mom is away a lot with her friends and she has recently divorced her husband. Right now she's away with her friends to celebrate breaking loose from that bastard and getting back on the market. Your older sister is 26 years old and just bought an apartment a couple of towns over. When moving out she found a bunch of old clothes she didn't want anymore so she left them at home for your mother to send to some charity. Now, you're home alone, your mom isn't coming home tonight since she's...

Caught crossdressing

The below is a true story so naturally names and places changed but the rest of it remains to be one of my memorable moments!!What seems like many years ago now when I finished university my then girlfriend Lexy and I went down to Cornwall to stay in her parents holiday home for the summer while we worked out what to do. To be honest at this point we both know that we aren’t “the one” for each other but I think we both had the same thought, see what happens over the summer and then make...

I was his bitch first time crossdressing

My growing curiosity was really starting to take control. I've spent so many years married, hiding my true thoughts and fantasies about sex.My wife and k**s were going out of town a couple of weeks ago and I was going to explore more of what I wanted. As the day they were going to leave got closer, my pulse would race and my palms would sweat.I just hoped I wouldn't chicken out.Finally, I dropped them off at the airport and as soon as I did, I was freaking out. Just thinking about visiting my...

My journey into crossdressing

The following story is 100% true. Only the names have been changed.About 11 years ago, when I was 28, I met a 40 year old single mum of 2 called Michelle.We met through a mutual friend. The relationship was purely a sexual relationship. I had just broken up with my girlfriend of 3 years, and she had been single for 7 years after splitting with her violent ex.The first day we met, we ended up sleeping together. As we lay in bed afterwards, we started talking about what we liked and didn't like...

Christmas Crossdressing

Over the Christmas holiday I was in the gay adult book store and some big old white guy asked me to go to a gloryhole booth. I went in and he went to the other side. I popped in my quarters and as I was unzipping my pants an old floppy dick came through the hole. I just heard “suck it boy.” I licked the head and watched it raise and raise and raise. The more I sucked the fatter it got and I was honestly surprised, he was a good 8 inches. He started pumping his dick through the hole into my...

caught my son crossdressing

I had come home early from work and found my son, Jamie, sitting at my vanity, putting on make-up. He was wearing one of my cocktail dresses -- and my stockings, my high heeled sandals and, it appeared, my lingerie. He hadn't heard me come in, so I just stood silently in the doorway watching him put on mascara, blush and lipstick. He was completely mesmerized by his own ladylike reflection, completely entranced by the girl in the mirror. He did a very good job with his make-up; clearly he...

My Early Crossdressing

I started cross dressing around 12. At first it was knickers or tights. As I got older I started to get more serious with it. Just after I turned 16, I'd often go out round the streets round town dressed in full girls clothes. I'd always prefer going out late in the evening in winter, as I'd not pass many people and id normally only pass a few cars, some would slow down as I walked along the side of the road.One day I was home alone, my parents were away for the week and my sister was staying...

my first cock experience true story crossdressing

I will never forget my first experience with another cock , it was the only time I have ever been with another man, now saying that I do date ts women, I love them as much if not more then I do genetic women. I was 12 years old and like any young boy , very horny . At that time my best friend liam and I would have sleep overs and do normal k** stuff , sports , video games , camping , never did I think that one day I would have his warm milky cum in my mouth or his warm hard throbbing Dick...

Crossdressing

Hi back again… This is my friend new story. I met him in London last week .his name was mike. So let start… It all started a few weekends ago when I (mike) had been incredibly horny and my girlfriend was out of town. She wasn’t expected to be back for another two days and I needed some relief. She always wore really sexy panties and I loved the way they felt when she would grind up against my bare cock during foreplay. Being as horny as I was I went to the dirty clothes hamper and found the...

Friday night crossdressing

Silky long sleeved blouse and skirt? A dress? Or just lounge around in my lingerie. Parking my truck my anticipation only grew to full out excitement, a huge smile was plastered on my scruffy face. I was almost skipping up the sidewalk. I'm sure some of my nosy neighbors saw me but I didn't care. It was a long week to hide Lisa within me. Once inside my apartment, I quickly got undressed from my work clothes and stood in front of the floor length mirror to admire my lingerie I always...

First time Crossdressing

I am a bisexual man, meeting straight, bisexual or gay men for our sexual pleasures. I post messages on various message boards like Squirt and Adam4adam that allow members profiles and posting messages. I also post to local Yahoo groups in my area that allows one to post messages to a small geographical area or to a distant user group. However, the best place to find no-strings attached meeting is on Craigslist where you can post an advertisement for a geographic area in a personal group erotic...

My first time going out as a Cross Dresser

MY FIRST TIME OUT AS A CROSS DRESSER A true storyIt was 14 years ago and I had been married to a beautiful petite woman she had long Cole black shiny hair with green eyes.. We had been married about a year and one night I came out playing around in a pair of her sexy blue panties and a sexy blue Teddy and started rubbing on her and having fun it made her so hot we both had the best sex we ever had in our lives.. The next Friday when I got home there was a bag on the table she told me to open...

How Hockey predisposed me to be a Cross Dresser

I had a thought the other day, my hockey equipment has a number of striking similarities to lingerie!To set the stage, I am a cross dresser. Like most of us, I love everything about ladies undergarments. I like seeing lingerie in stores, on models, on women, on men and of course on me! I love the feel when I am dressed up. I love the taboo of wearing them. I love the thrill of being "underdressed", that is wearing lots of lingerie under your manly clothes, when I go to work. I especially...

Tea party for a cross dresser

I decided I'd walk over to her place. It wasn't far and it was a nice day. Once dressed I picked up the bag and headed out the door. I arrived just before 8. She answered the door in her dressing gown. "darling" she said and we kissed each other on both cheeks as I entered. I stood in the hall. The flat had high ceilings. We went to the kitchen. We discussed proceedings over tea and toast. Showers were a must. I had a lot of shaving to do. That would take some time. There was one...

Window Dressing

Window Dressing By Rubberwolf 2009?Story codes: f, reluctant, stuck, bd, toys.Angela had been working at the department store since she left college five years ago. She had picked up various qualifications to do with retail since then, but the main thing that had gotten her off of the shop floor and into window decoration had been her diploma in fashion, along with an A level qualification in art. She had started in underwear, but after a year, her flair for art and arranging displays had...

Fancy Dress

It was a night out, or a night in, depending on how you looked at it. Me and my boyfriend, Tom were going to a fancy dress house party at one of his friend’s houses. He was dressed as your quintessential pirate, and I was going as a burlesque dancer. This essentially entailed me wearing next to nothing, simply some black high heels, stockings and suspenders with a corset and some halfway down the leg, frilly shorts style knickers. I was running late upstairs and was putting the finished...

Summer Dress

She was wearing a light blue checkered summer dress that stopped right at her thighs and looked very sexy on her. I was standing at the door looking at her walk to the car. ”Hey baby, we need some juice also, I said to her as she walked down the path. “Ok, boo,” she said back to me, her sunglasses now on, looking sexy as hell as always. Then she did something I was expecting. She looked over her shoulder, lowered her glasses slightly gave me a kiss turned away and then lifted up her skirt and...

fancy dress

At first I thought it was not going to happen Friday night as it was so cold out, then about 4pm her 55 year old mate Ann called around to get dressed with her as she was also going to fancy dress party, lol she was also going as a school girl, I said with my cock throbbing have to see you both before you go out...John said he would wait up with me till she came home from the night out... I said I'm just going to wear a shirt and no boxers, cause I will start flashing and wanking in front of...

Fancy Dress

Naomi knew that it had been a mistake.? She had received stares from some of her malecolleagues that had made her uncomfortable and it had taken some work to avoidbeing groped by that revolting Duncan from accounts.? There he was now slavering over Penny Marsh ?poor Penny, Naomi could see that she was desperate to get away from him.? While she wasn't quite so desperate herselfshe was thinking about leaving, but that was her own fault. When the work's Christmas party had beenannounced as fancy...

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...

Head Dressing

"Head Dressing" The title of this short story is a bit strange but it's a punishment the neighbor lady made up and later I was to suffer. But before I get ahead of myself I will start at the beginning. I was a typical teenage boy living with my step mom in a modest duplex apartment. We had a neighbor lady named Madge who lived in the apartment next door. I was just learning about women and would always notice Madge when ever she would come over to have coffee with Ruth. I always...

Blowjob in a Housemaid dress

There you are. In the bathroom of the hotelroom you took to explore your kinky side. You always wanted to know what its like to suck a cock and take a load. Something about Dicks seems to mesmerize you. Because of that you decided to take a hotelroom over a weekend and see if you find a seizable cock to blow the night. To top if of you even bought a housemaid dress, wig and some make-up to look more feminine for your lover. After you posted the ad, it didn't took long for several guys to find...

The Yellow Dress

She’s wearing a yellow empire waist dress with black swirls and flowing patterns with black Mary Janes. A black sash runs under her breasts and ties behind her back. Her breasts are high and he realizes she’s not wearing a bra. He can’t tell if she’s wearing panties either and this makes him hard. She walks over to him and he likes the way the skirt softly twirls around her knees. He’s sitting on the couch and moves slightly as the pressure of his growing erection is making him uncomfortable....

Molly Starts To Dress

Molly Starts To Dress By Molly Zed It's midnight; his girlfriend is away and unlikely to call, It's time for the crossdressing, transvestite teaser, Sissy Molly to come alive! Pulling on her sheerest seamed nylon stockings, yes the barely black ones with the pretty lace tops mmmm the electric sensuous feeling of nyloned legs. Carefully she attaches each stocking top to the suspender straps dangling from her Purple PVC corset, mmm yes the same PVC corset that is pulled...

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