Dressing Up indian porn

Wife s crossdressing fantasy Part 3

This is a work of fiction. Any resemblance to any person, or incident is strictly coincidental. My Wife's Cross dressing Fantasy 3 Then my wife looked at me and said “Happy anniversary darling.” How did she know the effect this experience would have on me. I was changed forever. It was such a wonderful experience. She deserved that I come up with something just as exciting for her, but what? I thought and thought, but I couldn't think of anything to equal what she did for me on our anniversary....

Crossdressing

The Irresistible Dress

I entered the store as soon as it opened. 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 dresses. The one that stopped me dead in my tracks was a simple sleeveless sheath, but I loved the simple color pattern and I could tell the shape of the dress would hug my body. The saleswoman approached me before...

Crossdressing

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...

Crossdressing

My Road to cross dressing

I was bought up in a time when taboos about something alternative like transgender people or cross dressing was still considered to be a no go area. Society made one feel that you were an out cast or mentally ill. Luckily times have changed and it has become much more acceptable, even though we still have a long way to go. I first started dressing when I was about eighteen. My sister had this old green dress that she had thrown away. I remember liking that dress and secretly retrieved it from...

Crossdressing

My Road to Cross dressing part 2

I had dressed up since I was a teenager but it was only occasionally. Usually, it was just lingerie and it was always for me and just for masturbation. It was about ten years ago that I decided I wanted to go further and start using makeup and breast forms and wigs etcetera.Quite by chance one day, I rang an old friend just for a chat. I found out that he had rented his house out while he was travelling. The person on the other end of the line was a woman, or so I thought. We got talking and I...

Crossdressing

Lisa Lee Xdressing Adventures

I have been crossdressing since I was about 14 and by the time I was 18 or so I was meeting with guys I met online for sex and I loved it! I got married to a hot and sexy lady when I was 23 and I thought that might take care of my tranny urges but in reality it only made it worse. I now have to go long periods between playing dress up and it’s often all I can think of so when I do have the opportunity I tend to get pretty wild, like I did a few weeks ago…. My wife went...

Crossdressing

Wife s Crossdressing Fantasy

This is a work of fiction. Any resemblance to persons or incidents is coincidental. My adventure began while I was a senior in high school. My mother took me to the dentist. It was late afternoon and shortly after I was called into the examination room the receptionist and assistant went home. The dentist then closed the door of the room we were in. He walked over to me and started making small talk... I guess to make me feel at ease. We talked about many things. He told me I was cute and that...

Crossdressing

An Introduction to Crossdressing Pt 2

So as Jacky was going through his story about how we ended up in this shop, I started to look around. I found that my initial belief that the shop was just a hair dresser was completely wrong. The shop was split in two, long ways, with the left side having about four stations for regular hair work, two stations for nails and a couple of closed rooms for massages, waxing and tanning. The right side had several racks of all sorts of women’s clothes including lingerie, dresses, shoes, wigs and...

Crossdressing

Wife s Crossdressing Fantasy Part 2

This is a work of fiction. Any resemblance to any person, or incident is strictly coincidental. Since my wife shared her fantasy with me and made me her bitch, our love life has changed. Now I always have something cute and satiny on, whether it is panties under my boy's clothes, or a silk nighty at night in bed. I love being my wife's bitch and I can never go back to who I was before. When our anniversary came around, a month or so after my initiation to dressing up, my wife announced to me...

Crossdressing

His First Time In A Dress

The next morning, Andrew woke up to find a text from Emily on his phone.“Come over at 11,” it read. “Gr8 idea 4 2nite.”That sounded intriguing, he thought. He showered, made himself some breakfast, then ambled over to Cavendish Hall. When he got to Emily’s room, Calum was already there, sitting with his feet on the table and nursing a cup of coffee.“Hey, Andy,” he said with a wave. “Last night, eh? Wow. My arse is still sore from the banging you gave it.”“That’s cool,” said Andrew, trying to...

Crossdressing

My Road to Cross dressing Part 3

From the first time I dressed, there was always a sexual element. I used to find the time to wear something feminine and wank myself. It went hand in hand, so to speak. One of the things I loved doing was getting dressed up and laying on my bed with my legs over my head and wanking.When it was time, I would cum in my own mouth. I did it so many times but it was always uncomfortable, but I used to cum anyway. I didn’t swallow but spat it out, every time. I also used to kneel in front of the...

Crossdressing

Dressing up

It was the summer of my sixteenth birthday. It was when I first thought of girls’ clothing as the clothes I would like to wear.My name is Matt and I live with my three sisters and mother. I am the youngest and as you may realize in this sort of set up, there is no shortage of girls’ clothing for me try on.I had just turned sixteen and it was summer. As usual, the four beautiful women in my life were sitting out in the garden sunbathing in their bikinis. Mom and of the girls were even topless,...

Crossdressing

Dressing up

This is a series of stories rather than one story. It talks of my experiences as a crossdresser. My first experience as a crossdresser came as a teenager when I tried out some of the clothes belonging to a woman who was staying at our home. She was a gorgeous French woman with very pretty clothes and I did enjoy trying them on, but primarily as it got me closer to this woman who was way out of my league. When away from home the first time I bought a few clothes through a mail order catalogue -...

Crossdressing

An Introduction to Crossdressing Pt 4

In Part 3, Jackie and I had our way with each other for the first time and then headed to the shower to ‘clean up’. As I was removing my feminine attributes - the wig, makeup and lingerie - it occurred to me that even without those items I still felt rather girly. Previously whenever I would change out of my lingerie back into my man clothes, my attitude would change as well. Maybe my attitude hadn’t changed this time since I had dressed all the way and given myself completely as a woman....

Crossdressing

Married Crossdressing Fun Ch 2

Caz and I had been living in our new home for about two months. Our life was wonderful. We loved each other more deeply every day. Caz enjoyed her new job and she was really good at it. She was a beautiful, sexy woman and in the field of international finance surrounded by mainly middle-aged men, she had the advantage and wasn’t ashamed to use it to further her cause. Her company was making record profits and she had already had a pay rise. She was also in line to get a huge bonus at the end of...

Crossdressing

The Skimpy Red Dress

There is a very special sensuality in the image of a pretty blonde haired girl who is petite and shapely enough to be able to look great in a tight and skimpy dress. I confess to owning many of these types of sexy dresses. Because I am five foot five inches tall and slim, I am able to look rather alluring while dressed in one.I have many styles and colors and usually favor black. Once in a while however, I wear a skimpy, bright red dress that speaks volumes. I have to admit that on one special...

Crossdressing

Old Dressed Virgin at the ABS

So it started with putting on one of my sister's dresses when I was sixteen. It was a long velvet dress and felt incredible on. Prancing around the bedroom, I felt super sexy and so turned on. I was skinny, blond, smooth and could look like a young chick. So turned on, my cock was throbbing. Within ninety seconds I shot a huge load inside the dress. Funny that I had no thoughts of men, sucking cock or getting fucked at all back then. Things change.Always having a girlfriend, it stayed a secret....

Crossdressing

Old Dressed Virgin at the ABS

So it started with putting on one of my sister's dresses when I was sixteen. It was a long velvet dress and felt incredible on. Prancing around the bedroom, I felt super sexy and so turned on. I was skinny, blond, smooth and could look like a young chick. So turned on, my cock was throbbing. Within ninety seconds I shot a huge load inside the dress. Funny that I had no thoughts of men, sucking cock or getting fucked at all back then. Things change.Always having a girlfriend, it stayed a secret....

Crossdressing

My First Time in a Dress

PART-1 When I was younger I used to go and stay at my grandmas house during the summer. It was a small country town with about 15,000 people. She lived on a quiet street and there was only a couple of other kids close to my age. I used to go and hang out with one guy, Dan who was about 3 yrs older than I and his sister, Pam who was my age. Dan and I used to go mess around everyday. His parents worked from early in the morning to around six to seven in the evening. One day we were out messing...

Crossdressing

First Time Dressing

A few weeks ago my gay friend Paul phoned and asked if I would go out with him on Friday night. My husband John and I have known Paul for ages and we knew he was getting over breaking up with his long term boyfriend so I happily agreed. John stayed until Paul came round so we could all have a drink together and then he went off with a couple of his mates. After John left we had some more wine and then I went through to the bedroom to get changed. Paul followed me in and sat on the bed while I...

Crossdressing

I Dressed Charlie Like A Girl And She Never Went Back

Today is our long awaited graduation exercises. I am just waking up from last night's party, Charlene is already up and in the shower. Not surprising, because she always loves to look her best in the morning. This morning was going to be very special in honor of graduation and celebration of our almost four-year love affair. Well, at least that's what she promised.I kicked off the sheets and admired my morning wood. I could hear Charlene humming so I knew she was done showering and was now...

Crossdressing

Two Cross dressing COCK SUCKERS

It was a somewhat long and wide almost horseshoe shaped semicircle line that contained seventeen different men either bare ass naked or with full-frontal open-fly cock exposure that special Friday night last Dec. 24th. Yes, it was the finals of our Private Gay Club's BEST 2004 COCKSUCKER OF THE YEAR CONTEST. Just like each of the eleven preliminary monthly contests held before it, the rules of engagement were quite simple: kneel, kiss, lick, stroke and suck each new cock until it WILDLY BEGAN...

Crossdressing

The Dress

“Mmm. I missed you, Rick.” Julie moaned as she lay in bed with Rick spooning her. Biting her lip in a smile, she moved her hips to make her backside tease Rick’s semi-erection.Rick chuckled in Julie’s ear, whispering, “Are you wanting a third time tonight, Babydoll?” He traced her arm as she increased the pressure against him. “I think there’s my answer.” He moved his hand to grab her jaw, pulling her head around to meet his lips. After he kissed her, Rick looked into her eyes and whispered,...

Crossdressing

Crossdressing Domina gets a new slave

I have been a crossdressing Mistress for several years now. I have a petite body and always looked good in a dress. I take on many slaves but my favorites are other men who look great in dress. This is a story about my favorite slave I have ever trained.I had been anticipating the arrival of my new toy all week, and he was moments away. My new slave, eager to be trained under my heels. The first time I saw him I had brief fantasies of my hands and mouth exploring every inch of his petite and...

Crossdressing

An Introduction To My Crossdressing

Many of the crossdressing life stories I've read on Lush have similar beginnings. The early adolescence, the mother's or sister's clothes, the masturbation! It's fifty years since my first urge to dress in feminine garments, and ever since then, it has been an integral part of my colourful life.I remember the day fairly vividly. I was settling down in our bathroom, to do what EVERY adolescent does at that age. Wank! My inspiration back in those days were my mum's pals, her sister, and a couple...

Crossdressing

First Time Full Dressed Up

I had always wondered what it was like to get dressed up as a woman and go outside. One day the opportunity came. I didn’t go crazy, nothing super public, but outside nonetheless.My wife was out of town on business and there was a bag of clothes we were going to donate, and inside was a pink office-type suit: skirt, white blouse, and pink jacket. I had bought a pair of pantyhose earlier and had access to wigs and costume jewelry. I find pantyhose very sexy and had beat off and cum in them...

Crossdressing

An Introduction to Crossdressing

Up until this point in time my crossdressing has consisted of wearing stockings or pantyhose and enjoying some anal penetration with one of my toys. I have recently had strong desires to move further but really didn’t know anyone that could help me. I was chatting recently with one of my friends on Lush about our mutual desires and needs. I had said that I really would like to do the whole deal at least one time to see if I’m really as into it as I thought I was. I also mentioned that it wasn’t...

Crossdressing

Married Crossdressing Fun Ch 1

I was lying on our marital bed blindfolded, with my hands cuffed to the bedhead, wearing a pair of sheer black knickers. I was waiting for my beautiful wife to come home from her date with Antwan, her big black lover. I thought back to how this all began. Caz and I met when we were both studying at the State University. I was doing an MBA having completed my degree in Business. She was finishing her degree in International Finance. She was the most beautiful woman I had seen and I thought I had...

Crossdressing

Crossdressing Fun From A Woman s Point of View

I have enjoyed reading the stories written by men to get a better understanding of what it is like to crossdress. As a woman, I find that I really enjoy and am very aroused with a feminized man. I guess I have always been a bit of a tomboy and enjoy doing athletic things, so being with a man that is the opposite seems natural to me. I used to play gender swap cross dress role play with my ex boyfriend. It started one afternoon when he came back from playing basketball. I had just finished...

Crossdressing

An Introduction to Crossdressing Pt 5

As Jackie and I pulled up to the club my mind was racing. My main concern is whether we look passable, and that if we don’t, that we might be laughed at and teased. As I expressed my concerns to Jackie, he said, "Remember that we are at a place for people like us who are a little different." As his statement sinks into my thick skull, all my anxiety starts to slip away. For the first time in a long time, I start to feel fearless. Being fearless is one thing, but making sure we look hot is...

Crossdressing

An Introduction To Crossdressing The Finale

Reliving our evening’s events had Jackie and Chandra pretty worked up. “You girls seem to be getting a little excited," I stated. "Are you ready for some more fun?” Simultaneously they both grunted, “Yes we are!” I leaned across the table to find them both holding the others cock and slowly working each other into a frenzy. “You should probably save some of that for back at the hotel, before you run dry,” I said. But that didn’t seem to deter their enthusiasm, until Susan walked up. “I’m done...

Crossdressing

Steve the Crossdressing Cat Lover

My boyfriend, Steve, has a lot of cats. I can't tell you exactly how many because the little critters come and go out the pet door and scatter as their furry little paws please.Steve lives on a farm. Well, it's kind of a farm. I mean, he has a lot of land, but he doesn't exactly grow anything on it except cats from what I've seen. And he has a barn, too. You'd think with all that land Steve has that he'd keep a couple of horses to ride but no. The barn is filled with cats that curl up and sleep...

Crossdressing

Wet crossdressing fiesta M M

Heading back through Texas I stopped off at the same porno shop in San Antonio, only this time I made sure to get myself a hotel room, because I already knew at that time I was going to get a man that night. I was in the mind set to please. Rubbing my cock all the way there until I got to the hotel room having it set up for wet sex. This time as well I remembered to shave my legs, dick and basically my entire body that seemed manly before I went I made sure before I left my mother’s house to...

Crossdressing

Married Crossdressing Fun Ch 3

“Mikki?” Caz asked. “Yeah, babe?” “I’ve been thinking...” “Always a dangerous thing,” I said, cheekily. “Yeah, whatever. Seriously, I’ve been thinking about what happens next.” “What do you mean, what happens next?” “Well, you are really beautiful but I was thinking of stepping it up a notch.” My wife Caz is the most beautiful woman I know. I love her with all my heart. She is sexually voracious. We played a little game a while ago. She saw how turned on I got when she treated me like a bitch...

Crossdressing

An Introduction to Crossdressing Pt 3

As I was following Jackie to the hotel I couldn’t stop looking in the rear view mirror at what was a complete transformation in my mind. I kept doing that thing where you look away and then back hoping to catch your reflection not keeping up with you because you are sure it is not you. It is probably a good thing that there were not very many cars on the road since I wasn’t paying any attention to it while I was admiring myself. I did see Jackie’s turn signal and brake lights just in time to...

Crossdressing

Ashley s Crossdressing Adventures

It's Sunday and Mommy wants to hear what sissy things I have been up to, and don't leave anything out Sissy Ash, Don't be shy, out with it sissy, I already know you love being a complete sissy!Did you buy anything sissy? Yes Mommy, I did, I want to hear, everything you bought you little sissy, let mommy remove your bra, to access your sissy nipples,Mommy I bought 4 pairs of sheer nylon panties to add to my collection, pink, blue, white and yellow.What else sissy? I ordered 3 packages of...

Crossdressing

First time crossdressing with a friend

My lovely new Malaysian friend emerged from the bathroom, moving shyly in the low light. He was wearing thigh-high stockings, cute little panties and a matching top that was tied at the front.My heart leaped at this gorgeous sight. He had advertised that he wanted to hook up with someone who appreciated fembois, and I was very eager to indulge his fantasies and mine!We had agreed that we were going to enjoy a girl's night together, and so he started playing some lesbian porn on his computer....

Crossdressing

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...

Crossdressing

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 laying...

Crossdressing

Little Black Dress

I pulled in the driveway, and saw that my wife was already home. My thought was that she’s home early. I unlocked the door and went in. A few feet inside the door was my work stool with a box on it with a note taped to the top. I opened it and started to read. Hun, I’ve decided that tonight is the night I want to collect on our bet. You are to follow the instructions that I am going to give you. I promise that this will be fun for you too. Go up the back...

Crossdressing

Dressed Up and Used

This is a continuation of my first story "MY First Time in a Dress". I love reading your comments, enjoy! I avoided Dan for the next few days by playing sick. I was not ready to go over to his house again yet. My ass was so sore the next day I had to have some relief. I was still having a hard time comprehending what really happened. I finally went to his house three days later. Dan was a kind of pissed. "where the fuck have you been" he asked. "I was sore so I didn't want...

Crossdressing

Dressed for the Beach

Like many cross-dressers I’ve been sentenced to a life of secrecy. Over the years I have accumulated a small stash of panties, bras, shorts, slacks, blouses, stockings, and shoes. I wear them on the too little opportunities where I can sneak away without suspicion, mostly to the trusty adult bookstore. It is such a thrill to walk around in a semi-public area dressed like a woman and, sometimes, being pursued as a woman. I’ve had both oral and anal sex several times with men when dressed as...

Crossdressing

Caught dressed like a sissy slut

My girlfriend was away for the weekend so I had the place to myself. I was feeling incredibly horny so I went through her knicker drawer and decided to dress up (which I've enjoyed many times before). I put on a really tight, pink thong, black fishnet stockings and suspenders, and her black mini skirt. I looked at myself in our full-length mirrored wardrobes. God, I looked so sexy and couldn't control myself. I got on my hands and knees and pushed my ass into the air, letting the skirt ride up...

Crossdressing

Dressed to thrill

I had lost and now I had to pay the forfeit, the four of us never played for money nothing so boring for us. The one who lost his stake first had to carry out the order of the final winner. It was king who won this time,a devious man who played cards well, never yet had he lost first in two years but on the times he won his forfeit was always sexual in some way. This time was no exception but still it was a surprise when he spelled out to me what I had to do. King told me I had to go to his...

Crossdressing

dressing up

have been ‘dressing’ from a young age, the usual situation occurring, finding an aunties pink satin brassiere, a long line one which just hung on me, but that didn’t matter and also the matching corset also too large, but it felt so natural to wear these items, it gradually developed into wanting to dress more and more frequently, then it was dressing from there on.My final transformation started about 7 years ago my wife had arranged to go away for a weekend with friends, a sort of girls...

The Halloween Crosdressing Mistake

The Halloween Crossdressing Mistake My wife Stacy and I were standing in a room with about 30 other people. The room, was one of those fancy ballrooms that you only find in old universities, or houses that were owned by people with entirely too much money. I mean really, who has the extra money just lying around to build a ballroom!? You can use these things what, four times a year if you are lucky? Well, I digress. So we are standing there in this ballroom, at what is...

The Hot Pink Dress

The Hot Pink Dress Husband who had bought himself a dress experiences more crossdressing fun at the hands of his wife and her best friend. This is a continuation of the story begun in The Green Dress. They say there is no going back in life. Time, like a river, always moves forward. So, after being made to return to the store where I had purchased a dress for myself, and then openly diving into the world of feminimity at the hands of my wife and my co-worker/her best friend,...

My Neighbor s Wife

Carol, my neighbor's wife, had been suspecting for some time it seems, and when her husband had to go away for several days she took it upon herself to confirm her suspicions. That was the beginning. It was early morning when there was a knock at the door. I thought 'What the fuck? No one comes to my door!'I was surprised to find Carol at the door. Although Carol was smokin' hot. She had long wavy blond hair, ample breasts, a nice ass, and long slender legs. I think it is mutual when I say we...

Crossdressing

First Time Dressing

My first time didn't actually start out as a 'solo' experimentation as it seems like so many other girls' first times. It didn't start out as raiding the laundry basket of a mother, sister, neighbor, or girl down the street; finding a pair of pantyhose in some trash container; or even reading about crossdressing in some stashed away porn magazine. In fact... my first time was actually like something out of a fantasy story somewhere... you know, those stories you read where boy meets...

Dressing Phase 1 A Holiday in Venice

DRESSING: PHASE 1 - A HOLIDAY IN VENICE Barry Robbins and I have been best friends since we were three years old and met in the Reception Class at Nursery School. Naturally as two active, competitive little boys we had our moments and our spats, but it soon became clear to our parents and teachers that we functioned better together than apart. As we grew up it was apparent that our talents and personalities complemented each other. Barry was the imaginative one; I could come up with...

The Periwinkle Blue Dress

The Periwinkle Blue Dress A man buys a dress for himself ... and then pays for it. That was the set-up from my first story, "The Green Dress." This is an alternate version of that story, with the same initial premise and same characters from my "The Dress" series. But people and events are different, leading to a different place. I hope you like the alternative. The Purchase "Can I help you find anything?" the salesgirl said. It was just after opening, and I was...

Adventure in St Louis

A NIGHT IN ST. LOUIS Work can really suck. At this moment I am sitting on an airplane wrapping up a three day business trip. Thank goodness I know how to make work fun. If someone gives you lemons, I say make lemon meringue pie, because lemonade is not good enough. What I am getting at is you have to make the most fun in your life, because life is too short. If you have a passion, make the most of it and enjoy your passion. My passion I have to keep hidden most of the time, but when I travel...

Crossdressing

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...

Gay Male

The Little Black Dress of Joy Part 4

The Little Black Dress of Joy. Part 4. By Tanya H. Even though I'd fallen happily in love with a soldier, my relationship with the British Army was, I thought, nicely at arm's length. Nina told me stories of the people she worked with, she shyly told me some more about life on tour, but knowing her regimental mates knew my history grew into a wall I couldn't climb over, meaning I hadn't actually met any of them. Nina may have been disappointed in that, after all they were her other...

Edie Adventures in Panties and Dresses

"Edie:" Adventures in Panties and Dresses (1-5/5) by Princess Pervette When I was eleven, I was the toughest kid in the neighborhood. The one who came home with black eyes (but who gave more black eyes than he got), the one who was always ready for a fight, a real scrapper. What nobody knew was that this young neighborhood tough liked to wear girls' panties. It had started one afternoon when my sister asked me to get a handkerchief out of her dresser, and while I was looking for...

Sidedressing

Sidedressing By Tyrone Slothrop Older sisters can be a boy's good friend and most effective torturer. Bernadette, charged with watching her little brother, was getting bored and decided to see how far she could manipulate him. Nothing nasty just keeping her hand in. Practice makes perfect. "Ralphie, come here, I want to try a new game." Ralph heard his sister and put down his videogame. He wandered into her room. At thirteen he was fairly average in height, about five feet...

CAUGHT WEARING MY UNDIES

CAUGHT WEARING MY UNDIES. Having recently been left quite a large sum of money by my late aunt in her will, I decided to buy my own house, and start my own business as a handyman. Because I was bored with my present location in the north of England, I moved down to the midlands and bought a very nice isolated cottage about 20 miles south of Birmingham on the outskirts of a small town, and after a few weeks of settling into my new home, I put adverts in several of the more rural papers, in...

Crossdressing

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

Meeting an Asian Sissy

The first time I saw Zoey was on a hookup site. Asian. Mid-twenties. Long black hair. Dressed in a royal blue satin corset, panties, black stockings, and high heels. She didn't show her face or her cock. Just a sexy body in lingerie.It was just still photos on that first post. But over the course of a year, I saw more ads posted to different sites. Sometimes there'd be videos. In one she rode a dildo in a leather dress and stroked her cock. She was getting bolder. She posted links to an...

Crossdressing

The Transformation of Ms K Part 1

By day, I'm an average Korean guy, a bit on the fat side, my whole life I haven't been very attractive to women. I'm very timid and shy as a boy, very much a beta. I never even had sex until after college and my dating life has always been pathetic. I've always had a bit of a tight rubber and latex fetish. As I became older, I began buying some pieces of latex and dressing like a submissive rubber boy, tight leggings and tops and rubber hoods. Movie villains dressed in tight leather outfits...

Crossdressing

Jaime s Way Part 1

I'd only been married a very short time when my wife came home and caught me masturbating while wearing a pair of panties and a bra. This in itself was bad enough but then she caught me again, and then again. The first time she caught me she was shocked and appalled but the twentieth time or so that she found me wearing panties and bra and with a dildo in my ass she really lowered the boom on me. “Are you a fucking fagot? Is that why you wear women's undies while you jack off? Do you try and...

Crossdressing

Crossdressing Charlie Episode 10 Prudence Svahnstrom

CROSSDRESSING CHARLIE Episode 10 PRUDENCE SVAHNSTROM The moment that Charlie was told that he would be moving out of his current home he could not help but feel a little sad at first. However, the more he thought about the prospect the more it made him feel hopeful for a brighter future. For so long he had been stuck in a never-ending chasm of darkness and now there was a light at the end of the tunnel. It was something to look forward to, something to root for and above all else a...

Stephen and Stephanie

As neighbors, Carol, Karen and I regularly met up on weekends during school term and more often during the holidays. We played many games together, and I happily joined in, despite their girly nature; I even played with dolls. Of course, the kids at school found out about this, and I was bullied mercilessly for being a sissy. I tried to explain that no boys were living nearby to play with, but in truth, I didn’t relate to macho boys while I was happy and comfortable with Carol and Karen. Our...

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Dawn Visits Kansas Chapters Seven Eleven

Chapter Seven: WednesdayPart 1: Morning - Business UpdateI woke at sunrise, but Patti was still sound asleep, so I snuck out of bed, gathered lingerie, clothing, shoes, wig, and purse going into the bath to shower and shave. My dress for the day was a very simple, short-sleeve tie-waist shirtdress in tartan. After getting dressed and applying my makeup, I tiptoed out of the bedroom, closing the door behind me. Then I put on my two-inch black open-toe heels and went into the kitchen to make...

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...

The Bodysuit

“The process is actually very simple Mr. Smith,” she said.“It is very much like 3D printing, just using different materials and in a printer that prints on your body. We can print anything on top of your body to make you look however you want. The technology was originally developed for use in movie special effects, but we have seen there are, well, more personal uses that some of our clients like to use the service for.”How could I pass on this I thought. The chance to have a body in effect...

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Tess Friend Part Five Dressed So

Tess' Friend - Part Five, Dressed So The following is the Fifth chapter. This is the continuing story about Tess and her friends. Please consider reading the earlier submissions to understand the development of these special Ladies. What was I doing ! I had selected the file including my image and pressed send. I hadn't consider the possibility that Charles would react negatively to my looks. Well, maybe I was a bit anxious. I had been living as a woman for nearly seven months...

A Frilly White Dress for John

The Adventures of Joanna and John ? by: Joanna Maguire. This is a true story first starting when I was about 8 years old I can remember most of the incident clearly. Years later when my mother passed on, amongst her things was a black and white photograph of myself in a white frilly dress with the girl called Ann who was dressed similarly, both of us holding dolls in a garden setting. I do not remember the photograph being taken. But my father was always taking pictures with his...

Shall I Tell You About My Wife

Time has been exceptionally kind to my wife Samantha. As a sixth form teenager, her stunning looks, along with her 36 DD's, attracted the attention of the male students and some teachers at her school. Her chestnut brown hair flowed down to her waist, and her face wouldn't have looked out of place in any beauty pageant. It was no wonder that she had an everlasting stream of suitors clamouring for her attention.She lost her virginity at seventeen, after several attempts, to James the school...

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Discovery Part 2

It had been an amazing year for Kyle. At eighteen he attended his first get together for those that cross dressed and their supporters. It the first time since the urge to dress up came upon him he finally felt safe and accepted.Over the following months, he perfected his skills at makeup along with dressing, walking and talking like a female. Soon he was one hundred percent passable in any light and he couldn't have been happier. It happened one afternoon that Kyle's secret had been discovered...

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The Late Crossdressing Husband

THE LATE CROSSDRESSING HUSBAND by enduringshades Edith and I had known each other since we were teenagers. We went shopping together and often met for lunch or coffee. Friday night used to be our Girls Night Out when we dressed to the nines and headed for our favourite bar. Then we got married (not to each other!) and stopped going out together. Edith was still a party girl, but I stayed at home with my wife, Betty. I never told Betty that I was a crossdresser. I missed being...

The story of how i began crossdressing Part 1 3

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 told me she’s looking for a slave to entertain “them”Thought it was a spelling mistake (since it was german its not really much of a difference)So i agreed...

Terry Gets It In The End

The converted attic was my room and it gave me loads of privacy. So as I grew up I could wear the clothes I liked, as long as I stayed in my room. By the time I was a senior in high school, I kept my toe nails painted all the time and I wore panties every day. At night I wore frilly little night gowns and more likely than not I would masturbate, always fantasizing that I was the girl and some faceless guy was fucking the shit out of me. I learned to dance and I loved the way my skirt flew up...

Crossdressing

Pamala s first adventure

I joined the army after I quit school in the 12 th grade. After joining the army it put a crimp in my dressing up as a girl. I did wear panties whenever I got the chance but I really wanted to dress up completely as a girl. I wanted to go out dressed and I have to admit I was attracted to several guys in my unit. My third year in the army I went to Viet Nam in December 1967. I was in the 101 st Airborne. I had a best friend in my unit and we were friends since we were both assigned to the...

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Teenage CD Awakening Part II

I had crossed the Rubicon. I had tried on my sister's panties for the first time. Now I felt guilty. Incredibly guilty, and dirty. I went to school as normal the next day, but despite the guilt I couldn't get the amazing thrill of trying on that little pair of blue and white striped cotton panties out of my head. As 3.30pm and with it the school bell neared, the overwhelming urge to do it again overcame my guilt. I was ready and willing to try on my sister's panties once more, as soon as...

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Caught Crossdressing by Aunt Sharon

Caught Crossdressing by Aunt Sharon Story by Kresha Matay "I wonder where Brad is? He knows you're coming, you'd think he'd stick around. Oh, I hope he'll turn up soon, otherwise you'll have to drive back in the dark." "Rita, don't worry about the boy so much. Brad is like every other sixteen year old boy. He's probably driving around with his friends looking for girls and forgot I was coming!" "Well, aah, I don't think so!" His mother stumbled to say. "That's something you and I...

Ray and the Halloween Party

I have had sex with a few guys since my last story but there nothing much worth writing about so I thought I would “go retro” and tell you about a hot experience I had in my senior year of high school. At that time I kept my crossdressing pretty much private and only a handful of people knew about my slutty side as Lisa. Even most of my best friends had no clue. (At least that’s what I thought at the time.) One of my best friends was a good looking guy named Ray. Ray lived...

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The Feminisation of Michael Chapter 3

The Feminisation of Michael. Chapter 3 I endured the rest of the afternoon with continued suppressed sniggers and laughter. I was glad when 5.00pm came and I buttoned up my jacket and put my handbag over my shoulder and left with a big sigh of relief. Sue was waiting outside in the car. “Hi Michaela,” she greeted me. “How did it go honey?” she beamed. “Fucking awful!” I blurted out. I was close to tears. “Just drive!” “I hear they put you on that secretarial course honey. That will be better I...

Crossdressing

Crossdressing Charlie Episode 3 Relinquishment

CROSSDRESSING CHARLIE Episode 3 RELINQUISHMENT Charlie stared at the door as if it were a wave of fire rapidly heading toward him. His eyes watered and his hands trembled with shock. His could hear his mother's heels clicking against the shiny wooden floor getting louder and louder as she approached her bedroom door. Then, something electric shocked Charlie's brain which broke him free from his frozen state as adrenaline pumped through his body. He jumped to his feet and turned for...

Crossdressing Charlie Episode 6 The Tennis Uniform

CROSSDRESSING CHARLIE Episode 6 THE TENNIS UNIFORM Since Charlie and Rachel's day of sorrow three weeks ago, much has been altered in their lives. For a brief time they became closer than ever as they shared their feelings with each other. Emotions of pain, jealousy, hurt; anger and betrayal were common occurrences of feeling in their deep immersive conversations. Despite the fact that their mother felt alienated and that she was alone in the universe she still felt a glimmer...

Wet Dreams to Crossdressing

Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I started out as a young teen as a panty fantasizer and have progressed to where I am today. I think that I am pretty “normal”: dating girls, and now a responsible man, married with a f****y. But, I have evolved to a cock sucking crossdresser. I’m writing to try to...

The Yellow Dress

The Yellow Dress More crossdressing adventures at the hands of Ann and her girlfriend, Susie. Jennifer wears a new yellow dress to a casino. Will luck be a lady tonight? By now, you've probably heard of my situation. My name is Jennifer -- at least, that's my name when I'm crossdressed. After my wife found a dress I secretly had purchased for myself, she put me on a course of crossdressing at her beck and call and, most embarrassingly, at the whim of her girlfriend and my...

The Pool Man

It had been several months since I moved away from the big city. It was hard moving to a city with not a lot of people I could hang out with or be with. I had become really good at dressing up and having anal sex, but was becoming more and more restless of not having a regular, daily thing with someone. I began fantasizing about being with the pool man. He was always friendly when he came over every Friday to clean the pool. He would always stop at my window since my room faced the street. I...

Crossdressing

In her Dressingroom

With a make-up wipe I took the orange glaze, the white glitter and the sweat of my face. It was always such a satisfying moment. After the show was done, my muscles sore, I would take off the sweaty costume of the Sugarplum fairy, but before I jumped into the shower of my private dressing room I first took the make-up off my face. Seeing the Sugarplum fairy disappear and my own face reappear. A moment of self care. A moment off calm, no sounds, no music, just the soft rumbling of the...

Pleasures at Dressing Manor 3

Chapter 3. Mr Johnson to the Rescue The story so far: Vera Hidebotham is set on taking revenge on her runaway new husband by desexing his18-year-old son, Lyndon Blonding. She feeds him a feminising agent, Fem-Agra, which alters his gender and gives him an urgent appetite for girlish dresses, enabling her to torment the youth through his fetish desires. The boy smuggles a letter pleading for help to his school teacher, Miles Johnson, who is horrified at the boy's treatment at the...

Crossdressing Charlie Episode 11 Under His Thumb

CROSSDRESSING CHARLIE Episode 11 UNDER HIS THUMB Prue watched him get into the car from the top of the steps. Dave, who was still standing outside of his car, stared at Prue maliciously. She returned the gesture, glaring intently with apprehension before watching him swing into the car. Dave was quieter than usual as he settled himself at the wheel. He looked unnerved, doubtful, and even a little irritated. He turned the key in the ignition and the engine revved up like a vicious...

Crossdressing Charlie Vol 1 Episode 15 Crime and Punishment

CROSSDRESSING CHARLIE Episode 15 CRIME AND PUNISHMENT Dave's long, golden hair hung gloriously down over his bosom, and down his back like an unrolled curtain of soft velvet. Covered with an explosive overdose of fake tan, his skin looked radiantly false yet hotly sensual. His face was painted like a dolls and his makeup was over the top and trampy. Like two fluttery butterfly wings, his lashes were thick, dark, and long. His lips appeared plumper as they were coated with neon-pink...

A Crossdressing Story

***A crossdressing story***(All characters are fictitious...maybe…!)I had been dressing for a number of months when this adventure occurred. While I felt that I was learning the basics of makeup and dressing, I needed some expert advice and so I placed an AD in a local TV/TS newspaper for an understanding woman to help me with my feminine side. Little did I know what an erotic journey this would take me on! I got a number of good responses, but the best came from a woman named Debbi. Her...

Crossdressing with my Girlfriend and Boyfriend

Cross-dressing Days with my Girlfriend and Boyfriend By Cindybelle "Come into my room Timmy, it's time to start getting you dressed," said Cathy my eighteen year older sister. It was the day of Janette's wedding -- she is my eldest sister, twenty two years old and she is marrying her college boyfriend Mike at 2 o'clock this afternoon. I'd better explain that I'm Timothy, eleven and a half years old and I'm going to be the ring bearer at the wedding. It...

Crossdressing Charlie Episode 13 Hide and Seek

CROSSDRESSING CHARLIE Episode 13 HIDE AND SEEK TWO YEARS AGO... Dave watched the raindrops roll down the windowpane and morph into one another before they dripped away. Outside, it was pelting down so hard that it looked like the rain was coming up from beneath. He watched people scurry down the street with umbrellas, newspapers, and briefcases over their heads to protect their precious haircuts. It was dreadful weather. However, he was safely inside a nice warm caf? with a cup of t...

Friday Night Maid 1

Friday Night Maid - By: Diane Leonard I am a Friday night maid. After a week of hard work, I relax by dressing up in a sexy maids outfit and serving, pleasing and pleasuring my wife. While she is out dancing with her friends, I am dressed up as a Friday uniform waiting for my wife to return home. She doesn't like my fetish, but this agreement, once a week seems to work for us. But this last week was to be totally different. It started out like any other Friday night session. I got home from...

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Crossdressing Charlie Vol 1 Episode 16 The Greatest Change

CROSSDRESSING CHARLIE Episode 16 THE GREATEST CHANGE Everything in Charlie's life became slow and dreary after a period of unexpected escalation. Yes, he returned home to his family after nearly being kidnapped by a psychotic blackmailer. However, that did not mean everything would immediately return to normal. There were still a lot of unanswered questions pressing on the minds of those who loved Charlie and he knew they would start asking sooner rather than later. He had prepared...

First Crossdressing Sex After Marriage With A Mature Guy

Before I bare the details of the night that took me back in time, I should tell you a bit about my past, and my present. Before marriage, I used to cross-dress quite often for tops who enjoyed my slutty alter-ego. I enjoyed being the dressed up slut, begging and hogging on cock. I had shoulder-long hair, pretty slim body, and I used to keep it hairless. Despite all that, in normal life, I looked pretty much like any straight guy. But with the right dresses on, a bit of makeup and lipstick, I...

Gay Male

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

Crossroads Ch 02

The second chapter in this crazy little tale. I really loved my little adventure out as a woman. I liked the power I had over men. I was seriously thinking that I would like to live as a woman full time. That would be quite a commitment and one that would change my life forever. As I said before I worked for a really liberal company and one day I got up some courage and went to my boss. I explained to her my desire to live in public as a woman. She smiled and was very understanding and said...

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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...

Paris Sex Extreme

Seated in the famous Champagne Bar of the Euorstar Terminal at London's St Pancras Station, Nick toyed with his champagne flute. With one eye on the giant overhead clock, he was getting anxious about the departure of the Paris train. Then he saw Cathy approaching. She looked stunning, turning several heads as she alighted from the escalator. She was wearing a long-sleeved double-breasted cerise suede jacket, nipped tight at the waist and flared out in pleats over her hips, the shortest-possible...

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