My Life As A Cross Dresser 7TRUE STORY free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
About half hour went by another beer was given to me and Mark
I was feeling a little tippsy , the conversation had been really exciting , John had been asking me questions about my sex with Mark and wearing knickers,
He asked did I wear my sister's or mum's underwear , my shyness was disappearing with the beer

Both mine and marks cocks was still sticky and leaking, he told me to lick marks cock and balls clean,

I knelt on the floor between marks legs his cock was soft , I held it to my face and started sucking, John moved to the sofa where I had been sitting, no Chris , lick it like a ice cream he instructed,,
Marks cock was already getting hard

Lick his balls first John said truth was I was really enjoying myself , I lifted his balls and licked under them,

Slowly John said , I licked all over his balls then sucked each one , marks cock was ridged I licked slowly up his shaft pulling his foreskin back and licked all around his helmet, marks juices was flowing freely, dripping on to his public hair, , I licked through them I enjoyed his hair tickling my nose,
Your doing a great job Chris John said complimenting me , don't you cum Mark he said sternly.

Stand up Chris he said , I did as I was told , stand here pointing between his legs, I stood in front of him, my cock erect
I was hoping for him to suck me and lick me like I had done to mark

Mark told me you wear knickers and mark fucks you like a girl , is that true Chris,
I felt myself blushing , I glared at Mark feeling betrayed.
Well Chris John asked
Yes sir
Chris don't worry, would you like to dress up now John could see my hesitation and said come with me
We entered his bedroom he went to the wardrobe , and took out the suitcases Mark had told me about
He opened the first one revealing white blouses, and navy blue school girl skirts all folded neatly , he took out a blouse looking at the size, then look at me and laid it on the bed next to me, you will look nice in this he remarked
Then took out a pleated skirt and laid that on the bed
He then opened the other case this was full of underwear, again all looked clean and neatly place in the case he took out a couple of bras and wrapped each one around my chest , till he found one that fitted me, do you like this one i, I nodded.
It was white he the took out a pair of white cotton knickers and a pair of white socks ,
He the told me to put my arms out
He slipped the bra straps over my arms and fastened the clasps
Put these on passing me the knickers , I pulled them up my legs , now these passing me the white socks, they stretched just below my knees, fold the tops over Chris he laughed. He took a couple of pair s of knickers out of the case and put a pair in each bra cup to pad it out,
I then put on the blouse and buttoned it up, it seemed strange the buttons being on the opposite side to shirt,
Then I put on the pleated skirt, it came just above my knees
He went back to the wardrobe and then took out another box and put it on the bed and took the the lid off , inside was three wigs , all long one was blond the other two brown,
He took a brown one and placed it on my head.
It was a little large on my head he adjusted it then stood back ,
Wow you look like a girl, he smiled admiring his work , what do you think mark
Mark laughed ,yes really sexy
Look in the mirror John said
I walked over to the full length mirror, I gasped
I didn't recognize my self at first staring at my chest and the shape the bra and the padding had given me ,
My own hair was fairly long, but the length of the wigs and the way the hair come over my shoulders and rested on my fake breasts looked amazing, and looking at my legs with the white socks and running my fingers over the crispness of the pleated skirt was fantastic , I'm sure this is when I knew I would be dressing for life
What do you think Chris. John asked do you like it
Yes sir I replied very much thank you
Good he said , I think I should call you Christine from now on he laughed, is that ok with you , I nodded

He stepped behind me , hugging me , I could feel his cock bulging through his jeans pushing into my buttocks, his hands running up and down my body, then lifting my skirt , revealing my erection and damp patch inside my knickers ,in the mirror
He turned me around and kissed me , his tongue filling my mouth, he took my hand and pushed it inside his jeans,
I felt his cock ,it was huge compared to mine it as so wet I held it and rubbed it up and down, still kissing me he undid his jeans dropping them to the floor suck me he wispered
I dropped down the head of his cock only entered my mouth my tongue touched his helmet when it exploded in my mouth, swallow it he said as his cock pulsated pour more and more cum into my mouth
Tbc

Same as My life as a cross dresser 7TRUE STORY Videos

2 years ago
  • 0
  • 28
  • 0

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...

2 years ago
  • 0
  • 22
  • 0

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...

Crossdressing
1 year ago
  • 0
  • 63
  • 0

Gay Experience With a Stranger Cross dresser Sex2 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...

Gay
2 years ago
  • 0
  • 26
  • 0

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...

3 years ago
  • 0
  • 48
  • 0

A CrossDressers 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...

3 years ago
  • 0
  • 21
  • 0

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...

Crossdressing
2 years ago
  • 0
  • 20
  • 0

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....

Crossdressing
3 years ago
  • 0
  • 20
  • 0

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...

Crossdressing
3 years ago
  • 0
  • 30
  • 0

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...

4 years ago
  • 0
  • 20
  • 0

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...

3 years ago
  • 0
  • 18
  • 0

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...

Crossdressing
4 years ago
  • 0
  • 32
  • 0

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...

3 years ago
  • 0
  • 28
  • 0

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...

3 years ago
  • 0
  • 47
  • 0

My first time going out as a CrossDresser

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...

4 years ago
  • 0
  • 31
  • 0

AutoRide Made Me A Cross Dresser Whore 8211 Part 1

I’m a male, and cross-dresses occasionally in private. After cross dressing I get hard and then get off rubbing my dick against bed. Sometimes I post my cross-dressing photos online and get excited by comments and chats. I fantasizes about being seduced/forced to cross-dress and made to serve like a whore by dominant stranger(s). I’m darkish brown, lean. Has little hair on my upper body. Thin. Have slender arms. Soft face. And thick lips. And finger thick but long. My butt is rather fine and...

Gay Male
4 years ago
  • 0
  • 30
  • 0

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...

Crossdressing
4 years ago
  • 0
  • 20
  • 0

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. ...

3 years ago
  • 0
  • 19
  • 0

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. ...

4 years ago
  • 0
  • 28
  • 0

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...

2 years ago
  • 0
  • 20
  • 0

Confessions of a Sex Crazy Cross Dresser Part 3

Part 3 of Book #1. Chapters 5 and 6. Please review and let me know if you want moreChapter 5: Da’ Place Adventures Sunday that week was definitely going to be a day of rest. After all my adventures on Saturday including a coast to coast airplane flight, I was exhausted. Collette called me and asked me if I wanted to get together tonight and I asked her for a rain check. I ran some errands during the day and late afternoon I spent watching a football game on my television and around 6 PM when...

Crossdressing
2 years ago
  • 0
  • 19
  • 0

Confessions of a Sex Crazy Cross Dresser Part 11

Hi All, it required a couple of re-writes to make it better. The final chapter of Sandy’s adventures in book 1. Please let me know if I should publish book 2 Chapter 21: Nikki’s Night and Sandy ’s Night to Remember I finished shaving Nikki spending a lot of time shaving her pubic hair. I made a small heart shape right above her clit and took off all the rest of her hair. When I finished shaving my new love muffin, I took a shower. When I was dry we got dressed together after a couple more...

2 years ago
  • 0
  • 51
  • 0

CrossDresser 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...

3 years ago
  • 0
  • 18
  • 0

Confessions of a Sex Crazy Cross Dresser Part 11

Hi All, it required a couple of re-writes to make it better. The final chapter of Sandy's adventures in book 1. Please let me know if I should publish book 2 Chapter 21: Nikki’s Night and Sandy ’s Night to Remember I finished shaving Nikki spending a lot of time shaving her pubic hair. I made a small heart shape right above her clit and took off all the rest of her hair. When I finished shaving my new love muffin, I took a shower. When I was dry we got dressed together after a couple more...

Crossdressing
3 years ago
  • 0
  • 45
  • 0

AutoRide Made Me A Cross Dresser Whore 8211 Part 4

Thanks for the nice feedback I received for this series about a cross dresser. If not for them, I might have discontinued this as I was making progress at an agonizingly slow pace. Apologies for the delay in the update. I am sending the next part, so for the first time, I sending two parts together. I also have some plans for another 2-3 parts of Rakhi’s journey and her slow conversion into a whore. I will start right from where we left off. Please read part three and parts before that to find...

Gay Male
4 years ago
  • 0
  • 38
  • 0

Young secret crossdresser8217s 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...

2 years ago
  • 0
  • 33
  • 0

Confessions of a Crossdresser 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...

2 years ago
  • 0
  • 53
  • 0

Bi Cross dresser thats me part 2

A week later Chris and I met to go cloths shopping. We met at a coffee shop in a town a hour drive from me. She greeted me with a warm hug followed by a deep kiss. Our obvious age difference drew some judgmental stares from a lot of the other patrons. Chris sensed the fact that I was uncomfortable. She whispered in my ear "If only they knew all of the cum I licked from your ass". We grabbed two coffees to go and headed out."So Eric said I needed to get something kinky to wear the...

3 years ago
  • 0
  • 24
  • 0

Fun with a cross dresser

I had a really good experience with a cross dresser yesterday. A mutual friend had recommended him after enjoying his services so I got in touch and he immediately responded by inviting me to go and meet him. It was most enjoyable. I have never been with a CD before but he seemed okay. He is late 50s and very slim. It was really quite strange. He came to the door in a dressing gown and invited me into the lounge where he explained how he had got involved in all of this by dressing up in his...

3 years ago
  • 0
  • 36
  • 0

StepMothers Sex SlaveCrossdresser blackma

My heart pounds as I tip-toe across the soft, pink carpet in my parents' room. I'm home alone. My stepmother's lingerie collection awaits.A floorboard creaks as I make my way to the dresser. I'm facing my worst nightmare--getting caught playing with Ann's lacy undies. But I'm totally hooked on wrapping myself in her silk and lace. I decide to move forward. The risk adds to the adrenaline rush.I stretch out my fingers to grab the drawer's brass knobs. The sensual pleasures of cross-dressing are...

2 years ago
  • 0
  • 21
  • 0

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...

Gay Male
3 years ago
  • 0
  • 45
  • 0

CrossDresser Fuels Feminine Passion In Sai Now Sindhu

Hi, My name is Sindhu (using a female name). Here, I am going to write about how I am smitten by my girlfriend’s brother and turned from a straight guy to a dick-loving cross-dresser. My girlfriend and I started living together after both of us got a job in the same city. Both our families knew about this, and they were cool with us. We were happy together; we were enjoying our life to the fullest until her elder brother came to stay with us and took me to a fantasy world which showed me how...

Gay Male
2 years ago
  • 0
  • 44
  • 0

CrossDresser Fuels Feminine Passion In Sai Now Sindhu

Hi, My name is Sindhu (using a female name). Here, I am going to write about how I am smitten by my girlfriend’s brother and turned from a straight guy to a dick-loving cross-dresser. My girlfriend and I started living together after both of us got a job in the same city. Both our families knew about this, and they were cool with us. We were happy together; we were enjoying our life to the fullest until her elder brother came to stay with us and took me to a fantasy world which showed me how...

Gay Male
2 years ago
  • 0
  • 19
  • 0

Tea party for a cross dresser

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

3 years ago
  • 0
  • 40
  • 0

The twin sisters of the cross dresser policewoman

(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....

4 years ago
  • 0
  • 63
  • 0

A Cross Dressers 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,...

4 years ago
  • 0
  • 27
  • 0

Boy Made Cross Dresser

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...

Gay Male
3 years ago
  • 0
  • 32
  • 0

An Incident in a Cross Dressers 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...

3 years ago
  • 0
  • 41
  • 0

A Crossdresser8217s Fantasy

Hello everyone, I’m a regular reader of the site and figured that it’s about time that I write a story. Let me first say that the story is completely fictional. Let me first give you a description of myself. I’m really petite and have an average ass. I’m 21 years of age and weigh about 50kg. If my face and chest weren’t visible, one could easily mistake me for a girl of 18-20. I’ve a light brown complexion and a darker ass. And my cock is about 6 and a half inches. Going back a few years, I got...

Gay Male
1 year ago
  • 0
  • 48
  • 0

CrossDresser Loves being used

I have cross dressed for almost fifty years. It started in the UK when I was eighteen, I had often read the various catalogs for mail order purchases and used to look at the women's lingerie pages where the ladies were wearing garter belts, girdles, panties, stockings etc., and I used to get hard and play with myself and jack off to the pictures.I was always fascinated at my older sister who used to wear stockings, garter belt, etc. and it excited me. One day when nobody was home, I went to my...

Crossdressing
1 year ago
  • 0
  • 20
  • 0

Cross dresser caught at home by wife and boss

Let me start off by saying that i have been secretly cross dressing for about 8 years now i also go to the local bookstore for an ocasional blow job ( i give and recieve ).I have been wanting to suck and be fucked for quite some time now and it is about to happen. It started when the wife brought home some fine under garments i just had to feel for my self. I was hooked and started a small collection of clothes . I dress up when the wife is away at meetings. Well as i said i was working at home...

Bisexual
4 years ago
  • 0
  • 62
  • 0

5000 Bet Crossdresser

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...

2 years ago
  • 0
  • 26
  • 0

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...

3 years ago
  • 0
  • 39
  • 0

Telling Mom Im A Cross Dresser Part 19 Christmas Special

Christmas Special It was now around Christmas time and I couldn’t have been happier. Any other year we would have had family over which meant I had to dress normal because the other members of our family still had no idea or at least weren’t talking. However this year we had no plans at all, our cousins were off on vacation to Mexico until new years, my grandparents were not in a visiting mood because of some family matters that keep us from talking to each other at the moment and others we...

Incest
2 years ago
  • 0
  • 22
  • 0

3 Teen Cross Dressers Misadventure Part 2

Here are 4 men all at least 6" taller than us with athletic builds; we really thought we were about to get our asses kicked and robbed. One man got up an opened my duffel bag and of course found all of my crossing clothes. "We have us a couple of fags don't we." He said, opening the other bags finding more of the same. We were silent until Sean said that we just do it to get a kick from people and that we weren't gay. They all stood up and one put the chain lock on the door. "You are tonight...

4 years ago
  • 0
  • 25
  • 0

My life as a cross dresser 6 John TRUE STORY

Mark told me he had a message for me he was going to John's house Saturday and I had been invitedMark told me a lot about John he had asked or rather ordered Mark to steal his mum's and sisters knickers And he had a suitcase full of women's clothing, He gave Mark drink , mainly beer and cigerrets and lots. Of porn magazines , John would suck him but he never had fucked him , he would rather watch but he liked mark dress as a school girl and almost alway cum in a pair of knickers,John would the...

4 years ago
  • 0
  • 25
  • 0

My life as a cross dresser 4 TRUE STORY

I kept the knickers for a number of years, as a trophy, I couldn't tell you how many times I used those knickers while masturbating, thinking back, over what I saw that night still makes me feel hornyMark sort of got things sorted out with Linda, our friendship got closer, we wanked or sucked each other off on a daily basis, either in the woods or in one of our house's, if no one else was home, Mark had told me he wasn't the only one John had at his home, and described in great detail what John...

3 years ago
  • 0
  • 26
  • 0

My life as a cross dresser 3 TRUE STORY

Mark told me during the half term he had met John and went back to John's house a couple of days and looked at porn books drank beer smoked and watched a few blue films John had wanked and sucked him off and ever let Mark stick his cock in his bum and fuck him, my. Cock was stiff and leakingHe told me John liked him to dress as a girl and he had asked Mark to steal a pair of his mum's and sisters knickers for him Why I asked?Mark explained he had a suitcase full of bras knickers and tights...

4 years ago
  • 0
  • 27
  • 0

My life as a cross dresser 2 TRUE STORY

The next couple of days felt strange, I had seen Mark and John nothing had been mentioned about what had happened , I was going to bed at night masturbating at the thoughts of what had happenedOn the Friday mark and I arranged to meet for training Saturday afternoon.I arrived at his house about one o'clock, in shorts and shirt he wasn't changed he invited me in to his bed room, he told me his parents and sister was out and wouldn't be back till five at the earliestWe then started talking about...

2 years ago
  • 0
  • 40
  • 0

My life as a cross dresser TRUE STORY

In my early teens I had done behind the bike sheds , smoking and playing you show me yours I will show you mineI was a average student but was great at sports , I was asked to play football for the school team and trained with boys two years older then meI made friends with mark who helped me alot and protected me against bullies.The teacher also spent time with me and pushed me to my limit of fitnessThree weeks had past , I was loving life we finished training mark and I was asked to put away...

2 years ago
  • 0
  • 25
  • 0

Incidents in a cross dressers life Part 3

How I wish I knew more about cross-dressing when I was young and attractive.I had an Auntie James who cross dressed with his friends but I was way too shy to ask about it. It was not until I was home on leave from the Marines that I had my first experience with dressing. I went to Rocky Horror Picture Show with James and his friends who were all dressed up. Some of them were very hot. We went to a coffee shop where all the Gays go after the bars close. A lot of Gurls where hitting on me. I have...

2 years ago
  • 0
  • 34
  • 0

Teen Cross dressers First Man

This is a true story that happened to me only a few monthe ago. I just moved to a new town, I was an average 18yo male about 5'8 lean and athletic with a few female relationships before. I started to do a little bit of discreet cross dressing in my house about a year ago and thought about how great it would be to hook up with a shemale. I never thought it would happen of course, I didn't know where that stuff happened and I was always really shy. One Friday after a grueling 4 hour study session...

3 years ago
  • 0
  • 36
  • 0

Teen Cross dressers First Man

This is a true story that happened to me only a few monthe ago. I just moved to a new town, I was an average 18yo male about 5'8 lean and athletic with a few female relationships before. I started to do a little bit of discreet cross dressing in my house about a year ago and thought about how great it would be to hook up with a shemale. I never thought it would happen of course, I didn't know where that stuff happened and I was always really shy. One Friday after a grueling 4 hour study session...

2 years ago
  • 0
  • 39
  • 0

Highlights of the Day A Jo Cross Story

A LITTLE PSA FROM JO: Kirsten has finished writing her update on the day for you all, but I've just taken the netbook from her to add a little something of my own. I want to thank you all for taking an active part in her adventures. The truth and the fantasy. If I sometimes seem a little pushy in the feedback comments about the targets I set....That is because I can only have Kirsten at certain times and days because of work, personal lives, etc. And as I read your amazing suggestions, I...

1 year ago
  • 0
  • 19
  • 0

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...

3 years ago
  • 0
  • 23
  • 0

my first time cross dresser

It all started when 13.when I on a chat room talking to this really nice guy and he sounded hot so I added him on msn. He went on cam and he was stunning he was clean shaven thoses jaw droping abs and huge 8 and half inch cock I woz dribbling just looking at him. I told him that I loved wearing girls cloths he love it too he told me he love young boys cross dressing so I got dressed up in my sister slutty outfit that was black lasce g string thong matching bra grater and fish net stocking...

4 years ago
  • 0
  • 39
  • 0

From CrossDresser To A Cheap Slut

Hi this is Vinnie Cd slut again with another hot adventure. I dress in panties all the time and I am addicted to thick hairy cock. I am 5’7 32 waists med built but curves which show when I dress up like a slut. I had a job interview which went on very long.After the interview it was very late and I was waiting to get an auto back home. Some autos came by but them Were charging too much. Is waited almost an hour and thought should maybe call a cab. I realized the battery Died and phone was...

Gay Male
3 years ago
  • 0
  • 45
  • 0

Crossdressersaed and Turned Out Ch 02

So, after I blew the guy downstairs and told him to come and knock on my door and pay me to blow him again anytime, I went up and took a long hot shower and put on a nighty and went to sleep. I slept surprisingly well considering I had just spent a long night out selling my ass. I thought about how much it scared me and aroused me as I drifted off to sleep. The next day I called Jesse and talked about what happened. We talked about how turned on I was by the whole thing she told me I was nuts....

4 years ago
  • 0
  • 49
  • 0

The Crossdressers 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...

Porn Trends