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Aunt Convinced me for a cross dresser romance session Free Sex Stories and Adult Erotica Stories

Hi, my name is Sam and I am a 26-year-old, slim physic cross dresser. I am a fashion designer and have a thing for female clothing. Not only I love designing female clothes but I also enjoy dressing as a girl. Coming to my story, this incident took place some years back when I was around 20 years old and had cross dresser romance session with my real Aunt. With fair and curvy physic, I can look more girly than a girl with my cross dressed attire. On one weekend, I went to my aunt’s place...

Cross Dresser And Escort Bhabhi

Hello reader! I’m NaughtGuy 21 years from Mumbai and any Girls, Bhabhi, Aunty, Mom, Milf, BBW wants to have some good time for free, email me at This is my real sex story. This is my first sex story, and my best sexual experience, Crossdressers name is Pinky. Escort’s name is Reema (Names Changed) One day, I happened to watch porn in which a guy has fun with crossdressers and a female, it was a group fun which made me really horny, So I decided to jerk off but it didn’t satisfy me, then I...

The Crossdresser s Club

The Crossdresser's Club By Tammy Richards CHAPTER 1: THE DISCOVERY It was the Saturday before Christmas. Natalie was in the attic looking for boxes to wrap the last few presents, while John was running last-minute errands. As she dug through a pile of boxes in the corner, she happened to open a large box that had been pushed behind the rest. Imagine her surprise when she discovered that the box was full of women's clothes. There were dresses, lingerie, high heels, even a...

crossdresser violation

My house is a small two-bedroom cottage with a study, lounge and combined kitchen-dining room. My bedroom has an ensuite. It is located in a quiet cul-de-sac in a quiet neighbourhood where everyone keeps to themselves. It is perfect for me. Perfect because I am single (due to a messy divorce where she got everything except the debts), perfect because I work odd hours, and prefect because I like my privacy; oh, and also perfect because I am a closet transvestite. Like most...

My First Time with a cross dresser

Growing up, like many children I went through phases. I would climb trees and play football, then as I reached my mid-teens I continued these phases but also became a lot more sexually aware, thanks to the porn magazines and porn films usually belonging to my mates dads or older brothers.Now I am in my late teens and at college.One day my Dad made a pot of tea and breakfast.“Did you sleep well, son?” he asked as I entered the kitchen.“Not bad thanks, Dad, how about you?” I replied.“Pretty good...

Crossdresser porn story 1

Ray Hirsch sat at a desk filling out form after form. It was amazing, the information that an employer required before you could start working at a new job: health insurance forms, Social Security, etc., and etc. He was now filling out a questionnaire on his background which would be used to conduct a security investigation, since his work might involve working on classified government projects. He stopped for a minute at the question: List any aliases you have used. “I wonder if I should...

Military School Crosdresser

MILITARY SCHOOL CROSSDRESSER By Kresha Matay PART 1 Tim was a sensitive young boy, bright and intelligent, but lacking many of the physical characteristics of Joe, his father. The father had wanted a son who was interested in sports, hunting and fishing just like himself. Unfortunately, through no fault of his own, young Tim couldn't measure up to the desired image. Joe had expected his son to grow up to "be a chip off the old block" and when he didn't, his father felt...

Telling Mom I m A Crossdresser Part 7 The Spa

I could barely sit for days after Mistress Keri thoroughly tanned my hide and I had to take almost a week off so that I could heal. My mom knew this to and said we should go on a “girls” weekend to a spa for cross dressers and women, she also said that since it was for others like me then I could spend the entire trip as Missy.I loved that idea and hurried upstairs to pack Missy’s bag. I packed the essentials including a mini dress, a few different pairs of bras and panties, a very sexy and...

Chronicles With Sexy Crossdressers

My email id is Do not forget to let me know how this sex story was. Who knows, we might get even lucky if everything goes well ;) Clean shaved men inside female clothes (or people who are known by the name crossdressers) are my new found favorites. Believe me, I always make it a point to taste every bit of them with passion and fire. My hands and tongue never leave an inch of their body. Hairless, like women and the ‘EXTRA’ jackpot called ‘COCK’, is simply divine. This is a story of how a...

First Time a Cross Dresser Gets Laid Pt 1

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

Portrait of a Crossdresser as a Young Man

Portrait of a crossdresser as a young man By Sara Keltaine I didn't write this for others but instead as an outlet to release the demons that have haunted me since I was a child. Some might think this story funny, others might think it sad, and the people that think they know me the best would be shocked. I'm writing under a pseudonym that has become my alter ego but I will get into why's of that later. I've been told I was a happy infant and my memories of that time...

The Scarlet Witch Versus The Hairdresser

Chapter 1. Recap and Introduction In her first encounter with the infamous follicle felon, the Hairdresser, the mutant heroine known as the Scarlet Witch, and commonly simply referred to as Scarlet though Wanda was her Christian name, had been lured into his diabolical styling salon under the premise of a beauty make over and hair coiffure. However, instead of a relaxing hair appointment to enhance her already natural beauty and provide a boost to her self-esteem, the Scarlet Witch had only...

Confessions of a Sex Crazy Crossdresser Part 9

Hi all, hope you enjoy Sandy's adventures. Chapter 17: Viva Las Vegas Peggy and I woke up in each others arms around 5 AM and we made love again. Then at 6AM when we both had to get up we showered and made love again under the water in the shower. We were avoiding the subjects of me leaving for Las Vegas today and her having to be at work at 8:00. I drove Peg to her apartment on the Northwest section of Phoenix and we exchanged phone numbers. I told her I would call her from Las Vegas and...

Xdresser Roxxi s black cock obsession Part 1

This is only a fantasy of mine at the moment however I hope one day it comes true .For a long time now I have been going to hotels and dressing up spending the night wearing various sexy outfits .Taking pictures of myself fantasizing about being a girl and what type of guys I would like and what I want them to do to me .After years of doing this I have worked out what really turns me on and off, this story is my fav fantasy .I'm very submissive when I dress up as a girl ,i want to be man...

Xdresser Roxxi s black cock obsession Part 1

This is only a fantasy of mine at the moment however I hope one day it comes true .For a long time now I have been going to hotels and dressing up spending the night wearing various sexy outfits .Taking pictures of myself fantasizing about being a girl and what type of guys I would like and what I want them to do to me .After years of doing this I have worked out what really turns me on and off, this story is my fav fantasy .I'm very submissive when I dress up as a girl ,i want to be man...

A Young Crossdressers Beginnings

( . Y . )I just found out my Mom told a whole group of parents about an incident when she caught me in her cloths. Specifically, she caught me in her bra, panties, panty hose, and makeup. I am approaching thirty-five years old now and the individual that told me must have heard it from his mother, who was one of the other parents. We used to go camping every year and one night when the k**s were playing or sleeping the parents were talking. She let it slip that she caught me in her room with...

Crossdresser s Placement Agency

I know it's a little dated, but read it anyway. Crossdresser's Placement Agency By Ricky With apologies to those of you who weren't around to listen to radio in the sixties, I'll start this with a famous quote. In the immortal words of the Chicken Man: "They're everywhere, they're everywhere." Crossdressers, that is. In the last week everywhere I look I see a crossdresser, right out there in public. First there was the color coordinated Dennis Rodman with green hair and...

Confessions of a Sex Crazy Cross Dresser

The Confessions of a Sex-Crazy Cross Dresser Book I: The incredible first few weeksChapter 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...

A Cross Dresser s Revenge

CROSS DRESSERS REVENGE BY JANICE I was fifteen years old when I was beaten up and raped by three big adults. I was on my way home from Martial Arts school when it happened. I was pretty good, tops in my class, but that was little help to a teen age boy against three big drunks, aside from being beat up, I was also sexually assaulted. The three of them were arrested a few days later but not for what they did to me,...

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...

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...

Confessions of a Sex Crazy Cross Dresser Part 4

Hi Everyone, I hope you like these chapters, please let me know if you want the next two. Chapter 7: Triangle of Fun I slept great that night with a full stomach of drink, food and Peter’s cum. I woke up on Friday and thought this is going to be a hell of a weekend. I played around with my cameras and had finally figured out how to use the self timer on the 35mm and how to use all the options on my movie camera. They were both relatively new as I bought them in Phoenix, just before moving...

Confessions of a Sex Crazy Cross Dresser Part 10

Only 1 chapter left after this installment....I hope you are still enjoying Sandy's adventures Chapter 19: Last Day in Vegas The next morning Tanya left for her house after exchanging numbers with us and promising to visit Peggy in Phoenix next month. The hotel had arranged a car to take Peggy to the airport for her 9:00 flight. I was sad to see them go, but at the same time, I knew I had work to do and I wanted to have some time to myself. I had to go to two accounts and I finished by noon....

Confessions of a Sex Crazy Cross Dresser Part 4

Hi Everyone, I hope you like these chapters, please let me know if you want the next two. Chapter 7: Triangle of Fun I slept great that night with a full stomach of drink, food and Peter’s cum. I woke up on Friday and thought this is going to be a hell of a weekend. I played around with my cameras and had finally figured out how to use the self timer on the 35mm and how to use all the options on my movie camera. They were both relatively new as I bought them in Phoenix, just before moving back...

Simran A crossdresser part 2

Well after my little adventure in the bathroom with my mom's panties, I went out for a couple of drinks with my friends. But, in spite of having company, the only thing that kept playing in my mind was the feel of those satin panties and how horny I had felt in them. All I could imagine was getting back to the house as soon as possible, before my parents returned, and having one more go at it. I returned around seven in the evening. Since my parents had a convenience store, I knew they wouldn't...

Telling Mom I m A Crossdresser Part 14 Back to the spa and a familiar face

Part 14: Back to the spaI'm sorry this story is a fair bit longer then my usual ones however I didnt want to separate thes and have another story with almost no sex in the first one so soon. Having said that I hope you enjoy my story and please read the whole thing. I promise you will not be dissappointed. I woke up the next morning lying next to mom in her bed. I was wearing a pair of white stockings and a corset and mom had her bra on. After Thomas had left Mom and I spent the night licking...

Telling Mom I m A Crossdresser part 13 Missy s Turn

Sorry not much sex in this one but its a lead up to 13.5 and I hope you enjoy both of them. Once mom and I had gotten our car back, we took it out for a spin and I have to say it worked and looked like new. It had everything from a new paint job to new parts in the engine. Now in all honesty, I did have to go back a few times and give Ray a few blowjobs to help pay for them but it was definitely worth it and I didn’t mind sucking his huge cock anyway. Mom helped as well by going over to “visit”...

Crossdresser 8217 s Open Room

My name is Seema. I’m 23 and have been cross-dressing now for. All my stories are true. The only things that might be different are the names to protect those who don’t want to be named. Unlike a lot of cross-dressers that like to be treated like ladies, I enjoy more to be treated like a porn slut. I love outdoor sex, along with semi-public/full public sex. This is the true story from a few weeks ago.I had been talking to a few guys on Squirt for a while but the major problem that I had always...

Young Cross Dressers Secrets

Young Cross Dressers Secrets *Sandy was busting at the seams to tell someone some very exciting secrets she was keeping. She couldnt tell anyone she knows. She decided to tell them here. __After reading My Bra and Panties are Missing, my own real story kept nagging at me to be told, but I wasnt sure how. I decided to change all the names and write a story all about this secret world I stumbled into. I started getting very horny just thinking about all that had happened&hellip,. __My story...

A Cross Dresser s tale

You may think of me as Fiona, and I am a cross-dresser.A story by Erica inspired me to pen my saga of cross-dressing. I am also a recovering alcoholic, with a few days over 19 years without a drink as I write this, and I suppose the two tales are intertwined to some extent. Not that I am a saint by any means, a lot of people with a lot less time have a better sobriety than I. But I learned that alcohol is a poison to me, so I avoid it. I just do irrational things when I add alcohol to my...

The Hairdresser Her Husband paid me

It had been 6 months since I received my last haircut. The top was still thin but my sides were getting to be bushy and the length on the back was long and it was just starting to cover my eyes. I had moved about 5 months ago and decide to go and check around town for a new place that was not a barber shop or a over priced hair salon. I stopped in a Vietnamese restaurant in a strip mall about 15 minutes from my house and sat down for lunch when I saw a small building in the back of the...

Crossdresser s Paradise

Crossdresser's Paradise By RogerGirl Charles had just returned from his summer trip with Stan and Desiree. It was a rare time of year since both his parents were home at their main mansion. Charles was feeling nervous, but felt he had to finally tell his parents about Charlene, his feminine side, and that he was bisexual. He walked into the kitchen where his parents were eating lunch. His father, Simon, came from a long line of wealthy businessmen and had expanded his family's...

Crossdresser gets help from a stranger

A Good Relationship - Cross-dresser gets help from stranger.I had just moved into the country to a nice little cottage that my mother owned, she left it to me when she died. I had lived there for a couple of months, and began to feel at home and took to exploring the countryside. Across the lane from my house was a footpath lined on both sides by a tall hedge, it went past a large mansion house, which was the only other building for miles. The path led to a small wood which I thought I would...

CROSSDRESSER BUSINESS TRIP PART II

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

Cross Dresser Delight

As a cross dresser you feel like such a woman when you have on your sexy panties and bra, and other feminine unmentionables. Sometimes you just wear them underneath your boy clothes. But sometimes I like when you have a dress and even high heels on too. I get to look at you, a beautiful and sexy woman. You get to tease and titillate a guy like me with your sexy body. You make me so horny and hard when you prance around the house looking so pretty. You always wiggle your sweet ass when you...

How I Became A Paid Cross Dresser

Hello friends, without making you feel bored directly coming to the story. It was the time when I was in need of money and I asked my friend Rahul. He told that he will help me and when I met him he told me that I have to work his boss. I asked what kind of work then Rahul said that his boss is a bisexual who prefers crossdressers more than gays. Me:- so what I should do for your boss Rahul:- don’t get me wrong, you said that you were in need money so am telling this. You need to get dressed...

First Time With Crossdressers

For once, I actually decided to look at some of the other categories on the streaming sites I'd visit. So many things came up under fetish. Some of it I don't get but to each their own. A BBW was mixed in with the fetish and as I had expected before hand, it wasn't my cup of tea. Several videos had girls dominating guys in leather or latex outfits. I liked how tight they were, showing off every curve of their body, leaving little to the imagination. Upon thought, I had never been...

The Cross Dresser and The Big Fat Fuck

As soon as the door closed to her place Debbie started squeezing me tight. Before I knew it I was the one with my dress around my ankles. Soon I was being pulled down the hall to Debbie’s bedroom. While I sat on her bed, Debbie went in her bathroom to freshen up. When she came out she was wearing a sexy red night gown. If it weren’t for the fact it was a size 6X you might have thought Debbie bought the thing at Victoria’s Secret. ...

The Cross Dresser and The Big Fat Fuck

As soon as the door closed to her place Debbie started squeezing me tight. Before I knew it I was the one with my dress around my ankles. Soon I was being pulled down the hall to Debbie's bedroom. While I sat on her bed, Debbie went in her bathroom to freshen up. When she came out she was wearing a sexy red night gown. If it weren't for the fact it was a size 6X you might have thought Debbie bought the thing at Victoria's Secret. ...

Cross Dressers First Time

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

Cd crossdresser blackmailed

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

Cd crossdresser caught and blackmailed

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

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...

Young secret cross dresser 8217 s 1st experience

Hello everyone. I am Anuradha / Sameera, a Secret Crossdresser of 29 years old from Telangana. My breast might be around 34-36 as 36 size too fits well. I love sports bras and padded bras. started in my junior college days when my friend became my boyfriend. It started with him sitting beside me. We used to stroke each other’s cocks secretly under the bench. The handjobs slowly turned into blowjobs. I also had my boobs squeezed by a few others in the class. But I was too scared to tell my...

Fantasy I have with my hairdresser

My name is Gary and I’m married and I’ve had this thing about a hair dresser I use to visit. Her name is Deena and she’s twenty years younger than me. I haven’t had Deena cut my hair in a couple of years and missed her. So I called her for an appointment as I was thinking about her recently. “Hi Gary, it’s been a while,” she said answering the call. “I know. I’ve been extremely busy with work.” “What can I do for you?” All...

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...

Amazing Night With A Sexy Crossdresser

Any ways, it had been awhile, and I wasn’t in any sort of relationship at the time, and the thought of being with a tranny again had started to be on my mind. Luckily, this was before Craigslist dropped its casual encounters section, so it was relatively easy to look for hook ups, and being there was a TS/Crossdresser section, I could easily contact one. I remember looking through postings, hoping to find one that was attractive enough, because as I’m sure you know, many cross dressers and...

Cd crossdresser sissy caught by mom and dad

Backstory - I just turned 19, in college and still live in my hometown with my parents. I've been crossdressing on and off for the last probably 10-12 years. Till I was about 15 it was just whatever my sister or mom had that I could get my hands on while they were gone. Then when I was 15, I would order some online, or sneak out and go to a store right before they'd close. I've only told two girls, one who didn't believe me and the other who was supportive but didn't really care. For the last...

tied to the dresser with a blindfold

I had found the door to your place unlocked. Your instructions were to make myself at home, and so I decided to look around. When I approached the bedroom I heard some kind of noise and peeking inside I found you; Sitting on and tied to the dresser with a blindfold covering your eyes. Your breathing was heavy and irregular. I approached you, slowly, without noise. I wondered if you could tell someone was in the room with you. When I was next to you I gently reached out and touched your leg. You...

A Crossdresser s Night in the Park

A Crossdresser's Night in the Park cd, bdsm, con, mm, anal, oral, toy Last night I was on line in a crossdresser chat room where I was talking with Master Brian about me being a pain loving, submissive, bisexual crossdresser who was looking a master to use and abuse me. As we talked Master Brian asked me if I was dressed as a woman while I was on line with him. I told him that I was and then he asked me what I was wearing. I told him that I was all dressed up wearing a black silk...

The Hairdresser

He walked into the New Horizons Hair Salon. It was a unisex salon but the majority of the clientele were female, mostly middle aged and upper class. He had stumbled upon this place when in desperate need of a haircut some two years ago. He was to be the best man at a wedding at the time and thought he ought to make more of an effort with his grooming.He had been shown to a seat by Paula, a tall brunette. She was late twenties and very attractive. Long hair held back in a ponytail, beautiful...

50 00 Bet Cross dresser

My friend Cristina and I were just sitting around watching porn. It's something we do for fun now and then. Believe it or not, it has never led to anything. A scene came on where a guy was put in a wig and satin nightgown and fucked by a beautiful blond dominatrix with a strap on. We laughed at what an ugly girl he made and somehow it came up that I had a girlish look to me. She said that I would look much more like a girl in the wig and nightgown than the guy from the movie. I just...

How I Became a Cross Dresser

For as long as I can remember, my sister dressed me in her clothes and makeup every chance she could find. She was two years older than me, so I didn't have much choice when I was very young. Up until I was about 12 or 13, my mother allowed this to go on, and by the time she said no more dressing me up, it was too late. My sister and I continued to dress me up in whatever we could find every time my mom left the house.When I was 15, she had a group of girls sleep over, and they called me into...

An Incident in a Cross Dresser s Life Part 4

An Incident in a Cross Dresser's Life Part 4I always dressed in pantyhose while teaching class. I had on an extra tight pair of panties to hold in my butt plug. Every movement sent shivers across my nipples. The only person who knew was my fuck buddy and fellow teacher. She was the first to let me explore my cross-dressing (see previous stories). After school, we would go to the park in her van that had dark windows that no one could see in. She would sit back and I would eat her pussy until...

A Xdresser with a new Master

Being a cross dresser and serving a Master can sometimes be very rewarding and humiliating at the same time.This is one of those occasions. I had recently met a new Master and was learning the ropes on how to serve and please. I received a message from my Master informing me that he was coming to town and that I was to meet him for breakfast in the restaurant at his hotel at 8am. I was instructed that I was to arrive wearing the black corset with black fishnet stockings and black satin and lace...

Chubby hairdresser gives me more than a trim

Her name was Deena and she’s about thirty years. She’s a little chubby, not much but I find her “FUCKING SEXY!” Why? Because when she cut my hair, she rubbed her body against mine, which caused my cock to stir. When she shampooed my hair, she’s rubbing her thighs against my shoulder. When I’m in the chair getting my hair cut, she’s rubbing her body against mind and while my hands are resting against the chair armrest, she puts her stomach against them....

Confessions of a Cross dresser June 29 1982

It is 8:35 on a warm summer morning. I hear the front door close and already the excitement is building. I hear the car start and then pull out of the drive way. I run to the front of the house and watch my mother pull up the hill and off to work. My sister left for work 5 minutes ago and Dad is gone until 2PM.I turn and walk up the green carpeted stairs. With each step I feel my heart pounding harder and harder. As I reach the top of the stairs I take one last look out the window to make...

Confessions of a Sex Crazy Cross Dresser Part 8

Chapter 15: Dangerous Duo I woke up the following morning to an empty bed. I went to the bathroom and when I came out there was a knock on the door. I looked out and saw Peggy with a bag and two cups in her hands. Upon opening the door, Peggy came inside and placed the drinks and bag on the table and gave me a kiss. “I thought you might want some breakfast,” she said. She had on a pair of white shorts, a light blue tank top and her sneakers. “I brought coffee and donuts.” This girl might be a...

Confessions of a Sex Crazy Cross Dresser Part 2

Chapter 3: New York with Linda I didn’t really get a lot of time to think about what I had just done with Carlos. I fell asleep shortly after he left due to all the drinks I put away during the night. I actually fell asleep on my couch, still full dressed except for my jacket and shoes. When I woke up, I had a headache and was starving; I never even had a piece of the pizza Carlos brought. It was 2:00 in the morning and I was scared to look in the mirror.I took a shower to clean off the make up...

Cross Dresser Enslaved

CROSS DRESSER ENSLAVED A Fictional Account Of A Cross Dresser’s FantasiesPROLOGUEI am a cross dresser and a slave to my wife and her friends. Let me tell you how I got this way. Since I was a little boy, I liked being tied up. I had always had a petite, almost feminine body. When I was 15 years old I started dressing in my mother’s lingerie and fucking myself with whatever I could fit inside my ass. I also gave my first blow job to one of my friends. This was my only sexual experience with a...

A Proud Cross Dressing Gay Male Who Enjoys Sex Free Sex Stories and Adult Erotica Stories

When I was 12, I went to shop for shoes with my mother. I would walk around the store, making my mother laugh out loud. The onlookers at the store, would often look at me in astonishment and wonder, â€œHow is this little boy handling pencil heels so wellâ€?.Â My mama knew it back then that I was born different and she fought the world to make me who I am today, a proud cross dressing gay male. It was my first prom and I was nervous. I was worried that I will be made fun of at school, but my mama...

Gay Experience With a Stranger Cross dresser Sex 2 Free Sex Stories and Adult Erotica Stories

This is the second part of my previous story. I will write about how I had rough Cross dresser Sex with him. Please continue to read the story, I know it’s a bit long story but I wanted to put in all details of my Gay experience. Ok, let’s move on to the story. We reached his place by a Cab. As we entered, he locked the door and grabbed me by surprise and pulled me closer. He planted his lips on mine, and I gave in too as we kissed deeply. He parted lips and walked me to his...

Bi Cross Dresser That s Me

For the longest time I would only top. Then one day my Bi male fuck buddy brought his wife and her well hung boy friend to one of our hotel meets. Her BF was very gentle then once he was inside me he slowly picked up the pace. Soon he was pounding me like a madman. It seemed like an hour but it was more like 15 mins. When he finally came in my ass I saw stars. There's nothing like a real cock filling you with hot cum. This was the one and only time I came from being fucked anally. I've had...

The Hairdresser Lynette

The Hairdresser (Lynette) I’ve always hated going to the barbers. Maybe it dates back to some traumatic event in my childhood, like being dragged there screaming by my father, but truthfully, I just don’t know. I just know that all through my school years I hated going to the barber. I guess by the time I was in college I was old enough to get over that minor phobia, but I got through by snipping at my own hair, which was cheaper anyway, and having my sister cut my hair on holidays. When I...

The Hairdresser Lynette

The Hairdresser (Lynette) I’ve always hated going to the barbers. Maybe it dates back to some traumatic event in my childhood, like being dragged there screaming by my father, but truthfully, I just don’t know. I just know that all through my school years I hated going to the barber. I guess by the time I was in college I was old enough to get over that minor phobia, but I got through by snipping at my own hair, which was cheaper anyway, and having my sister cut my hair on holidays. When I...

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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...

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My roommate and I were both bi and part-time cross-dressers. We were also familiar with consensual B & D and had already worked out several code words, then went a step further and wrote scenes for each other, so that when we're in the mood, we could call up the scene rather than try to explain it or coach someone through it. Sometimes we did a scene to please each other sometimes we asked for a scene because we were in a specific mood. So it was that I got an e-mail at work, which...

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The Crossdresser Body Swap Chapter 1 Ashleigh finished polishing her toenails with a final dab of red nail paint. She rolled onto her belly whilst letting her feet dangle off the bed to dry. She noticed the time on her phone and let out a sigh of annoyance, her neighbours would be coming around for another dinner night soon. Ashleigh always thought they were a weird bunch, always practicing meditation in their garden, plus their house was littered with all this voodoo and spiritual...

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My roommate and I were both bi and part-time cross-dressers. We were also familiar with consensual B & D and had already worked out several code words, then went a step further and wrote scenes for each other, so that when we’re in the mood, we could call up the scene rather than try to explain it or coach someone through it. Sometimes we did a scene to please each other sometimes we asked for a scene because we were in a specific mood. So it was that I got an e-mail at work, which would...

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...

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I really loved my wife; she was the most beautiful creature I have ever known. Tall, brunette and the longest legs you have ever seen. Myrtle's beautiful face is framed by her gorgeous brown hair. She was about 5'8" and had a great ass. Her curves were soft and very feminine, not a big chest but nice and perky tits I loved to play with.She would drive me crazy when she donned a pair of pantyhose and heels with a short skirt. She didn't know it, but she would not have been able to keep my hands...

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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...

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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...

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A Day at the Pool One of my buddies and I were at his dads house doing what mostunemployed graduates do, laying around being lazy smoking pot. We had justbought a bag and a six foot bong and were smoking it for the first time.We had no idea what to expect from the bong and my buddy, Ted,jokingly said to me 'Ryan if you can't take the whole bong you're a pussyand have to wear a bikini around the pool all day'.I laughed and responded 'okay, but if you can't you're a biggerpussy and have to wear a...

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I’m Scott, 36 years old and recently divorced from my wife of 12 years. It was an amicable split with no kids to complicate matters. We sold up, divided everything two ways and went on our merry way. Our sex life was good and regular but a little boring. We stuck to the same three positions – missionary, her on top and spooning. I’d give her oral but she wasn’t that keen on going down on me and her facial expression when she was blowing me put me off asking for it! I’ve never needed more than...

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（This post is a fictional story on a bondage forum in China, and I am the prototype of the story. I just translated it into English. The copyright belongs to the original author, and the portrait right of the photos in the original link belongs to the original author and me）In the middle of a gloomy and horrible room stood a woman with a shawl. She was wearing a sexy red cheongsam, a pair of sparkling flesh-colored stockings like cicada wings wrapped around the beautiful woman's slender legs....

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So I left off my true story last right when I woke up the morning after getting caught by my mom and her and my father having sex with me, go read that before you read this otherwise it wont make since.That was about a week ago now. Well that next morning I woke up naked in my parents bed at about 9:30 naked from the sex the night before, walked into my kitchen and saw my mom sitting at the table in lingerie with a coverup just wrapped around her but not hiding anything with my one of my dress...

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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...

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A few weeks after that first incident with Stefan where he had blackmailed me into having sex with him, I got a text message off him. I was a bit surprised, as we had managed to ignore each other in work. I was growing optimistic that this incident was behind me. Even though it was left me feeling violated and with lots of confused feelings about myself.I was shocked to open the message on my phone and seen two pictures of him fucking me in the hotel! I was on all fours on he bed, in bustier,...

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I had enjoyed my week of sex with Thomas and Lemar but in the end it left me sore and used but not like I was complaining. It was now getting close to Halloween and mom and I were making plans to go to a Halloween party a few city blocks away from us. Yeah, sounds kind of boring I know but it was no ordinary party with costumes and drinking alone. It was an orgy for bisexual people. It was only a few days away and Mom and I decided to go costume shopping both online and in the local stores to...

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Hello, people. I am Sahil. I am currently living in Mumbai in a shared apartment with my roommate Raj. We both doing our engineering from different colleges in Mumbai. This story is based on my and my roommate’s real life experience. Which is how I am engaged in a sexual relationship with Raj. Let us start with the introduction. Introduction: Sahil The author of the story. I am 24 years old. Since I was at 14 I have a very strange fantasy of Crossdressing as a beautiful girl. Whenever I was...

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Hi, I am a male of 32 years, but I like to cross dress. I used to work as a techie in a company in Bangalore but my love for a cross dress made me leave it. My parents broke relation with me when they caught me with my bf in college days and from then I am living alone. They don’t know even that I am alive or dead. This is my story of why I left my job. I used to work in this it company in Bangalore and my team leader was an arrogant person. I never used to get along with him. I liked to cross...

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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 &...

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It had been a week since Mom and I spent the 4 days at the spa and hung out with my old babysitter Laci and for a while it was back into our old routine of working and coming home. Day after day I kept thinking about how her warm wet pussy felt wrapped around my cock while the feel of a sexy thong rubbed against my asshole.I came home one day to find my mom was packing a bag. I asked her what she was doing and she told me that she was going out for the weekend to visit an old friend from high...

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Part 11It had been a while since my last time as Missy. I had been doing some jobs for people, nothing special mostly working on decks and mowing lawns for neighbors to not only keep up appearances so as to not give to much suspicion of where my money was coming from. This continued for what seemed like 2 weeks before and started to wonder if my fun as Missy had ended.I walked in the door to find mom on the phone. I decided to go to get a drink before I got in the shower to cool off so I got...

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...

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Ive been married for a few years now, but I always find myself straying from time to time to get my fill of kink. Guess you'd say it is a way of easing stress every once in awhile. I got alittle break one time when the wifie was away visiting her parents for a few days. I was good at the start but after a couple of days had passed, you guessed it, the familier itch to go out and try something crazy hit. I have always been facinated by sub/dom and knew just were to take my search. Well it...

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When morning came, I told mom what had happened the previous night. She had a surprised look on her face and I could tell she was feeling uneasy at the thought of me getting arrested while dressed as Missy as well. We talked for a while and she was glad as well that the police officer was a Missy fan.“We can definitely let him have a free night in exchange for not getting a criminal record.” Mom said as she gave a sigh of relief.We started to talk about the sybian that mom had bought and some...

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I was just a young boy then, senior in high school, horny as hell and dreaming of my first gay experience since sitting in my sisters red lace thong and white lacy bra and discovering the one porno in the house everyone kept hiding from me. I guess they thought my sisters panty drawer held no interest for me......they were wrong.It had been a great afternoon jacking off in my sisters bra and panties and watching my first porno when it happened, I saw the most beautiful thing ever, Peter north...

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I am a Anis a crossdresser and I had got a female persona Sonal and I use to crossdress in secrecy at my home. One day my friend Rajesh caught me while crossdressing buthe like my female persona.That day we make love as lovers. Then whenever we get chance I use to dress up as a girl for Rajesh and he use to make love to me. I had almost become his wife but mean while Rajesh got bad habit of drinking and betting gambling etc.He use to spend lot of money on gambling sometime he even take money...

Telling Mom I m A Crossdresser Part 2 5 My New Toy

It was a few days later after my night with mom at the adult shop, and my ass was still sore and I could still remember the taste of the cum in my mouth from that man. I could also still feel the pain in my ass from having to walk all the way home with my mom’s dildo in my ass.My mind wandered as I thought about how my mom reacted to getting her dildo and how horny she got just by looking at it and me during that night. After we got home, my mom told me to have a bath and go to bed because it...

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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...

My crossdressing fantasies Free Sex Stories and Adult Erotica Stories

I had an affinity towards womenâ€™s clothes and have a lot of crossdressing fantasies. The soft silks, shimmery fabrics and bold colours â€“ I loved them all. But I was a boy and all my friends would laugh if ever a boy wore a pink shirt. And I loved hose colours. I wanted to raid my momâ€™s closet, wear her dresses, put on makeup and strut like the diva that I was. But I held this in me for many years, until one night I saw my parents. They had dressed up in costumes I believe. My mom was a...

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Johnny was gentle and had slightly feminine mannerisms for a guy. He had had quite a few escapades with women, a couple of failed marriages and a dozen or so relationships but all had fizzled out. He had never thought about the fact that maybe he was gay or bisexual and although he was not homophobic he thought the idea was not for him. He found women attractive and loved them wearing sexy lingerie and became almost obsessed with lingerie and all its variations, sometimes even more than the...

Confessions of a Sex Crazy Cross Dresser Part 6

Here are the next two chapters of Sandy’s adventures Chapter 11: Photo Shoot and the Elevator Ride I slept great on Monday night after my craziest night of cross dressing. My body felt great as I slept in late. However, I had to admit, I felt like my ass had been torn up from Stan’s incredible cock. I realized now that almost all men wanted to get their rocks off with strangers. Stan and Bob were perfect examples, they wanted to fuck a girl or at least get a blow job. They were so happy they...

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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...

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