Repressed Crossdresser indian porn

3 years ago
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Confession and testament of a crossdresser

Italy, september 2011. Sorry for bad english, I try to write correctly but don't know if I did. From tonight, I was a crossdresser. I'm been crossdresser from 12 to one day before my 27th birthday. Irony. I begin to have an answer to the question: "What feel girl?" Yes, a simple question. What feel girl when wear panty, tights, dress, skirt? What feel a woman in heels, purse, with her hair falling down the shoulder? What feel a teenage when begin to make up herself? When wear lipstick,...

2 years ago
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Milwaukee Cuckold rsquo s Wife and the Crossdresser

Judy used several sites over the years to find her friends with benefits. She never tells me until afterwards what she has done. It’s rare she tells me anything in advance. One day she advised me the k**s were at my parents and she was entertaining that night and I would have to stay in the family room. My curiosity was getting the better of me.She went and took a shower and asked me to come in and shave her pussy. She had me paint her fingernails and toenails. Once she was ready she put on her...

3 years ago
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Teenage crossdresser

Here are the usual disclaimers this story is for adults only if you are viewing this andare not 18 years of age or older please close this page immediatly.There is no cross dressing in the story but this is how I began my transformation fromregular boy into cock suckking teenage crossdresser.We were having a really hot heat wave. i meat with my older brother (wear red shorts, and a black T-shirt) wanted me to get out of the house and off the computer so she suggested a movie. I felt wierd going...

4 years ago
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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...

2 years ago
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my life as a sissy crossdresser

it should be noted that i did not ask for this disposition to crossdress, rather it was presented to me quite by accident. circa 1958...grade school PTA fashion show. PTA fathers were asked to put on a fashion show dressed as their better halves. my dad was right in the mix. I remember he wore some mid calf, grey business suit w/jacket, tan stockings and black heels. i remember this because he practiced dressing days before the show. he wore some makeup and a wig. not very passable, but not...

4 years ago
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Room 209 First Sex as a Crossdresser

crossdresser – trans – interracial – lgbt – first time – virgin – black cock – crossdressing – natural tits – braI've been crossdressing for much of my life, as far back as I can remember. I would even go to sleep as a k** and pray that I would wake up in a girl's body. In the last few years, now that I live by myself, I spent about $1,000 on a whole wardrobe of women's clothes for myself - bras, thongs, dresses, tops, stockings, lingerie, make-up, perfume, etc... I have also been overweight...

3 years ago
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Night Trawling The Crossdresser

The streets of Pomona live two lives. Like maternal twins, they coexist in parallel, appearing as virtually identical to those merely passing through its old and storied neighborhoods. During the day, with the sun high overhead, myriads of people — whether they’re commuters traveling like drones or soccer moms distracted by their busy lives — they choke the streets in a constant pulse of life. Each person is absorbed by their own petty concerns, each oblivious to what is happening on the...

Crossdressing
1 year ago
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Hitchhiking teen crossdresser

It was a 200 mile journey from the city to the outskirts of a small town by the countryside where I live, I have hitchhiked this road many a time but this day proves to be an exhilarating adventure into my first cross-dressing sexual encounter, I had my large backpack I carried with me with my belongings including in secret my lingerie, heels makeup etc. about 60 or so miles out a 4 wheel drive hauling a horse trailer pulled up alongside me, rolled down the passenger window a man who seemed to...

1 year ago
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My first time with another crossdresser

In this story, I'll go in depth on how I became the "girl" that i am today. It all started when i was about 5 years old. I obviously wasnt sexualy active way back then, but thats the age i remember i fell in love with pantyhose. One night after my parents came back from a wedding, i was home with my brother and sister. They came home, changed and what not and went to bed. well my mother who changed in the bathroom left everything that she wore in there. i happened to pick up her pair of sheer...

1 year ago
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Repressed Gone Wild

Reddit Repressed Gone Wild, aka r/RepressedGoneWild! This is one of those XXX subreddits that takes racial pornographic controversy to a whole new meaning. /r/RepressedGoneWild is a place where you can find all sorts of girls that are of South Asian descent, and most of these girls seem to come from Islamic countries too - and you can probably already guess that they won’t be clothed at all. Now, why is their ethnicity a factor? Well, because the girls living in countries within the Middle-East...

Reddit NSFW List
3 years ago
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My Date with a Crossdresser

A couple of months ago, I was contacted by a crossdresser here at Xhamster. She has asked me not to reveal her identity.We arranged to meet one night at a motel near the Pittsburgh International Airport. I arrived at the agreed time, but when I knocked on her door she told me she wasn't ready yet and asked me to wait half an hour. I agreed.Half an hour later, I returned to her room, but she still wasn't ready. She was apologetic, and asked me if I would rather come back in another half hour, or...

2 years ago
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Repressed Memories

REPRESSED MEMORIES by BobH. (c) 2003 "She was stunned when our sessions first brought those memories to the surface," I said, "could not believe her own sister - now her brother - had used a magic stone to switch bodies with her when they were children and that she had been born a boy. Until she found the stone." "She switched bodies with me," said my companion, "not knowing the stone only works when both want to switch." "People never believe how easy it is to plant false...

4 years ago
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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...

2 years ago
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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...

Gay Male
2 years ago
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Experiences Of A Crossdresser

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

3 years ago
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First Time With A Hot Crossdresser

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

Gay Male
2 years ago
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firsts time I m seen as cd crossdresser

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

2 years ago
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Telling Mom I m A Crossdresser

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

Crossdressing
1 year ago
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Telling Mom Im A Crossdresser

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

2 years ago
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The start of my life as a submissive crossdresser

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

Crossdressing
4 years ago
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Craigslist crossdresser

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

2 years ago
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Motel Fun for College Crossdresser

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

Crossdressing
2 years ago
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A Tale Of Crossdresser

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

Gay Male
3 years ago
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indian crossdresser

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

Crossdressing
4 years ago
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A great experience as a crossdresser

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

Crossdressing
3 years ago
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Cock sucking Crossdresser

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

2 years ago
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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...

4 years ago
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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...

3 years ago
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indian crossdresser

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

2 years ago
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Motel Fun for College Crossdresser

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

4 years ago
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My Night with a Crossdresser

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

3 years ago
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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...

3 years ago
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Uber driver fuckes teen Crossdresser

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

3 years ago
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My first time as a Crossdresser

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

2 years ago
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First taste of cum for a Crossdresser

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

2 years ago
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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...

1 year ago
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Made My Friend A Crossdresser

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

2 years ago
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How I became Jayne The Crossdresser

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

4 years ago
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Natural Ingredients for a crossdresser

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

2 years ago
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Patni Patni A Crossdresser

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

2 years ago
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transforming into ashley crossdresser

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

2 years ago
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Party Surprise First sex as a Crossdresser

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

2 years ago
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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...

Gay Male
2 years ago
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A great experience as a crossdresser

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

2 years ago
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A great experience as a crossdresser

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

1 year ago
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Beauty And A Crossdresser

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

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

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

3 years ago
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SALLY S RELUCTANT CROSSDRESSER

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

1 year ago
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The hottest crossdresser

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

Bisexual
4 years ago
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My hottie night with two crossdressers

When I was 27 years old and single, I really liked going to shows at night, to nightclubs, especially when it came to beautiful women. One day I went to a transvestite show and was fascinated.These men dressed as women groomed themselves more than any of the women he knew; her wardrobe, her makeup, even her movements, were more feminine than any woman's.I started visiting an exclusive nightclub, where every night there were transvestite performances imitating well-known artists and singers.I...

4 years ago
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Unrepressed the wife sexuality

I would like to begin this story by telling you a little about ourselves. I believe people hear or read stories similar to this and think that we are a different sort. In reality we are normal people and no one would expect that we have such fantastic sexual experiences. We are just like any other husband and wife living in suburbia. We have grown up c***dr*n and the wife even attends church. I work in IT sales and my wife is a teacher. I hope you get the picture because for the most part we...

1 year ago
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My Qualifications to Write About Crossdressing

My Qualifications to Write About Crossdressing By Ricky How ironic! While looking for something in my files the other day I found I have been writing about crossdressing more than 10 years now. The problem is, I now realize I am completely unqualified to be a crossdresser, let alone a writer on the subject. Think about it, just what are the qualifications for a crossdresser? Surely you've read a multitude of "true life stories" in the crossdressing magazines. Perhaps if we...

3 years ago
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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...

4 years ago
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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
2 years ago
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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
3 years ago
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Girlfriend Catches Me Crossdressing

At this point I have been crossdressing for many years. I started out with my mother’s panties and bras. I would wait till she had gone to work and then go to her room and pick out one of my favorite matching bra and panties. I would lay on her bed and stroke my cock though the soft silky material, dreaming of her walking in and catching me and telling me what a little faggot I am. It never took me long to cum. This fantasy never came to be, but wanting to get caught stayed with me.A few years...

3 years ago
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The story of how i began crossdressing

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

2 years ago
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Bookstore Crossdressing

It was at an adult book store in the north part of Denver. I had just gotten a nice pair of stockings with the latex band to keep them up and I had a hot pair of heels that brought out the tramp in me. I always entered the store with the heels tucked in my jacket, so they weren’t that noticeable. Once I was inside a booth, the heels came out the clothes came off and the slut came out. The hallway was empty where the booths were so I ducked into the booth that had a video of a luscious...

Crossdressing
3 years ago
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Making Scents of Crossdressing

Making Scents of Crossdressing By Ricky I am a hi-tech person. I work and play with some of the latest computers and electronic equipment, have stereo speakers in every room of the house, and can bore you for hours with torrents of jargon on just about any subject you care to name. When I don my feminine attire I have a fondness for synthetics, those modern wonders of the laboratories of some multinational chemical giant. Who else but those hi-tech wizards could turn a barrel...

Humor
4 years ago
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My brother caught me crossdressing

By: AnonymousIt all happened 3and a half years ago.I started secretly crossdressing about an half a year before. One day my parents went out and told me that they will be late,and my b*****r was staying at his friends house (he was 17 back there and i was 14). As soon as they left the house i ran down to my mom's closet and starting picking some thing sexy from her wardrobe and i was putting it on. In that time i had my own thongs that i secretly bought,i put them on,my mom's push up bra,and...

3 years ago
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The Many Tales of Crossdressing

This story is open to anyone who wants to write a crossdressing story, it doesn't matter if it's an original story or a fanfiction. Please respect Chyoa's rules, so Bestiality, underage sex (younger than 18 years old) and extreme violence are not allowed. I would like to keep this story as organized as possible. For example, if you're writing a fanfiction, before you really start the story, make a chapter with the series the fanfiction is about in the title. Have fun!

3 years ago
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Christmas Crossdressing

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

3 years ago
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My journey into crossdressing

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

4 years ago
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Mom finds son crossdressing

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

Incest
2 years ago
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Caught crossdressing

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

2 years ago
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I was his bitch first time crossdressing

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

3 years ago
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since i was first made to crossdress

ok so when i was 12 i found some of my gay uncles lezbians friends clothes and i was home all weekend alone well i got bored and put on these clothes and it was dark so i wanted to take a lil walk well i made it 2 blocks when a car with some guys drove by the whistled but turned the corner well i went to go home when a guy asked if i could help him i said ok we went to the alley when i got grabbed a put in a car then took to a house the men found that i was a boy but since i was a hot lil girl...

4 years ago
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My journey into crossdressing

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

4 years ago
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  • 15
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Christmas Crossdressing

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

4 years ago
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caught my son crossdressing

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

2 years ago
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My Early Crossdressing

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

2 years ago
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my first cock experience true story crossdressing

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

2 years ago
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Gay Roommate crossdress

I have been cross-dressing since I was 7, always been a bit in the closet about my homosexuality and cross-dressing but I have always loved it and kept it close.I had one roommate when I was living in Boston his name was James. he was a pretty good looking guy who seemed to always be doing well with the ladies and I always secretly watched him as he paraded around the apartment in his underwear always hoping one day he'd notice m little did I know he already had.it was a typical Saturday...

2 years ago
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Crossdress

Things had changed greatly since the children had grown. She had become more accustomed to his peculiarities and understood him better. Things which formerly disturbed her she now accepted. He too was more understanding and patient. Thus, when she returned from shopping he did not begin by asking how much she had spent. Instead he asked what she bought and listened with genuine interest when she told him of the dress and shoes which she got and how she decided to get a hand bag to...

1 year ago
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Crossdressing

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

Gay Male
2 years ago
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Friday night crossdressing

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

1 year ago
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First time Crossdressing

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

She Males
3 years ago
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Fun And Succsexful Holi Celebration

Hey everyone ;)   For new readers. Hi Myself aman. I’m 20 year old now and from delhi. Owner of a healthy thick pussy stretching 7inch plus dick :) ISS pe main sirf story dalne nahi aata. Yha main sex k liye taiyaar ladkiyo aur bhabhiyo k liye bhi aata hu.kyuki life mai sex cum ho gaya yaar. :p agar koi sex chahti ho to wo mail kar sakte hai(sex k liye merepass flat bhi hai) . Mail id story k end mai mill jayegi. Filhal mai ek divorcee ki chut bhar raha hu jiska naam priya hai :) figure mast....

3 years ago
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Sibling Seduction Ch 18

He arrived at Bonnie’s place and she greeted him with a hug. He tried to contain his arousal but his penis could not help but grow slightly hard. Her own pussy had been wet all day, she had frigged it 3 times already in anticipation. It was nearly 6 o’clock and her boyfriend would be home by 7:30 or 8. She was dying to get fucked. All pretense of playing the innocent was dropped. But she was still too uncertain as to how to start. She was wearing jeans and a white T-shirt, and the two siblings...

3 years ago
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The BoxChapter 4

Another week gone and my routine had stabilized. Wake up at 6 AM. Connect to the box. Urinate. Shower. Masturbate in the shower. Shave legs and underarms. Wash, cleanse, buff face. Do makeup. Brush out hair. Put on panties, bra, a pair of jeans, and a blouse. Eat a quick breakfast. Touch up face. Carla arrives and critiques makeup. Wash off makeup. Electrolysis. Lunch. Clean apartment (mmmm). At Julia's suggestion I take on one 'detailed' cleaning project per day. Yesterday it was wiping...

2 years ago
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The Second Year and After Chapter 88

I was pleasantly surprised by the ease of the train journey up to Middlesbrough; today I was travelling almost a hundred miles further north in England than I had ever been before, and in some ways it was an adventure comparable to my first visit to Cardiff – although this time there was no need to worry about not having a passport or being able to speak Welsh! I’d had a good look at Dad’s AA Road Atlas the evening we got back from Bristol to remind myself of the geography of the North of...

2 years ago
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Six Days on the RoadChapter 55

Two more days had our clear cutting finished except for the few larger trees big enough to cut for lumber. We finished up completely with the firewood and did a general cleanup of the area before tackling the larger trees for logs. George even showed off his newfound skill of skidder driving by pushing up or digging up stumps. He could usually pull them up with the winch line, push them up with the blade, or dig them completely out. I knew there'd be plenty of the larger ones he and the...

4 years ago
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Steve and Kyle Episode 6

Chapter 13 continued from Episode 5Once Kyle sensed that Erik was trembling with anticipation and fully ready to be fucked, he rolled a condom onto Erik’s boner of an erection before donning a rubber himself and applying a liberal dose of anal lubricant to his own cock. By now, his own formidable cannon of man-meat was at maximum size and so as Erik lay there on his back and allowed Kyle to lift and his legs in the air holding one against each of his shoulders, he saw a superb, ten-inch,...

Gay Male
4 years ago
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Family Pilgrimage Turns Into Sex Mania With Smoking Hot Cousin Sister

Hey guys I know it has been a while and I am sorry for that but exams and other life stresses were finally handled and now I can get into sharing my sexcapades. This is the not about the 6 beautiful days I had with my kausi chitti’s daughter (a story for another time) but of another incident. This was during my visit to one of your standard south Indian agragarams yes people srivilliputhur. The story begins at central station in Chennai and our entire family is boarding the train to...

Incest
3 years ago
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Remix Chapter 14 Fortissimo

Remix, Chapter 14: Fortissimo By Brevdravis The party was still in full swing as Maggie, Mallory and Beth trudged back towards the front door of the frat house. The music from the backyard was still loud in the air, but the party had returned to its previous state of drunken revelry. "Did you see Sherrie?" Maggie asked Mallory as they waited in line, patiently, near the drinks stand. A keg had been set up, with several people competing to be named "Tap Master." A young male...

4 years ago
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Under the Deck

The phone in my pocket vibrated softly as I sat in my living room. I fished it out of my pocket and looked down to read the incoming text, which simply said “here”. The house was quiet and every step I took toward the back door seemed louder than a jackhammer. I slowly unlocked the door and headed out into the cool night. My eyes took a few minutes to adjust to the dark before I spotted a shadowy figure coming up the street. It looked to be him, so I waved and started walking toward the...

3 years ago
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Yours Is Not To Say

The following story contains some strong language, persons bothered by such are advised to skip it. It is not, strictly speaking, a transformation story, but then little of what I write is. It does deal with T* issues, such as they are. This story didn't come out nearly as well as I'd hoped, but I'm not sure what else to do with it so I present it here. It does have the saving grace of being, as far as I know, a unique concept, for whatever that's worth. Comments and...

2 years ago
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Can t Escape Your Nature

He sat back and folded his arms across his muscular chest, and was acutely aware of the ‘popular’ group of boys talking and laughing in hushed voices, occasionally looking back at him with disdain and unsuppressed malice. He was also very aware of the gaggle of girls at the other side of the classroom nattering restlessly or putting on makeup. He took in all the events around him with a quick glance and settled back again. The unwanted attention he received irritated him. He didn’t want it, and...

2 years ago
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ask

I wonder what would happen if I asked? You and me just out and about mid week in the local shopping centre. We wander into one of the local large stores just looking I cant resist anymore “ give me your knickers please!” I whisper in your ear. You look at me surprised but with that smile on your face. “you are joking!” “No” I reply “Give me your knickers” We are in a short isle her eyes dart from one end to the next and her hands start to hitch up her skirt. Tugging at her knickers they fall...

2 years ago
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An Airport Meeting

Standing around waiting for baggage to be delivered from the airplane to the baggage carousel always seemed pointless she thought. No matter what, it takes 15-20 minutes and every passenger on the plane seems to be hovering around in each other's way, like being the first person to get their bag wins you some sort of prize. The reality is that it is just annoying and stopping by the airport bar for a drink after a long flight seems like a much more productive way to spend that time while the...

Toys
4 years ago
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The Skate Park Happy Birthday

The Skate Park—HAPPY BIRTHDAYWoke up about 9:00. House was quite. Had been an eventful night. Couple of the boys were still asleep, crashed on the floor, stripped down to their boxers. I was still sportin my jock, and a huge piss boner. I walk over to the bathroom and cut loose—seemed like hours. Really need to blow some nut, but had too much to do. Today would be Dustin's big day.I put on some coffee, grab a go-cup, and head for the skate shop. Didn't take a lot of looking around—I knew what I...

3 years ago
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Jamaican Beauties Jaunt Ch 02

Chapter 2 — Challenges: He challenges her to prove she can be uninhibited. Notice: The author listed Jamaican Beauties Jaunt under Literotica’s umbrella category Novels and Novellas: Erotic fiction with a broader scope. However, the events in this chapter cover a variety of Literotica categories including: Exhibitionist & Voyeur: this chapter begins the story of a young Jamaican woman’s acceptance of the Seven Progressive Challenges and her accomplishment of the first two challenges: 1)...

2 years ago
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My Life With Boyfriend And Friends 8211 Part 1

Hi my name is Priya and I am here to share my experience. Me and my bf were studying B.Tech and staying in live in relationship for 3 years in Mumbai. But for higher education i had to move to Delhi. We meet almost every month, Sometimes I go to Mumbai or he comes to Delhi. In Delhi I am doing MBA from IIPM, and Its my 2nd yr.Here I made many friends but i am really close to Amit. We often go for movies, dinner and we do our assignments together. He knows about my bf and they often meet when my...

1 year ago
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MomsTeachSex Kit Mercer Masturbation Is Wrong

Kit Mercer just can’t seem to get through to her stepson, Rion King, that masturbation is a sin. She keeps catching Rion beating his meat in his room even as Kit is packing for a trip. After she catches Rion for the second time, Kit insists that he join her in the bedroom so she can continue to pack. When Rion spies some lingerie and starts asking questions about whether Kit wears it for his dad, he can’t help but daydream about his hot stepmom wearing sexy clothes for him instead....

xmoviesforyou
1 year ago
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10 October 2008Chapter 9

Susan’s nervous excitement grew more and more as Dan opened their hotel room door and she went to the washroom to freshen up. “This is a new experience for us so please be considerate of my wife and not treat her like a whore, though I think she’s going to become my very slutty wife.” “Jason and I will be the first fuck Susan has had beside you?” “Yes, we have a very active sex life involving just us and thought we’d try expanding our interests.” Susan returned, the air filled with her...

3 years ago
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KristinChapter 48

A few weeks had passed, and we were recovering from the McBride-Hodges wedding when the phone rang. I was surprised to find that it was Jonathan Wilkerson calling. Although we had spoken on the phone a number of times, with the single exception of Little Bit and company, we had been the ones initiating the calls. But not that time. “Cam,” he began, “I have a favor to ask.” He wasted no time with small talk, but rather moved immediately to the reason for his call. A favor for Jon Wilkerson?...

3 years ago
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Baseball Player to Baseball Wife Chapter 7 The Next Day

Baseball Star to Baseball Wife Chapter 7 The Next day and Life Goes On The next morning Gina drove to work. As she battled the I-5 traffic she heard that Al Murcer would not be with the team. As the news continued her mind began to have many thoughts about the previous evening. She was experiencing many emotions and feelings, among them was relief, conflict, anger, guilt and anxiety. Relief-That she would not have to face Murcer for a couple of weeks. As soon as his five game...

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