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caught crossdressing by my roommates
I am the monitor of my class and the president of the student union. On the surface, I looked glamorous, but I actually had an unknown secret - I would put on black stockings and boots every night in the dormitory and masturbate while watching pornographic movies. One day, my secret was revealed by ... Read full Story
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Mutually Assured Attraction Part 1
Max's life sucks. His job is leading nowhere and women avoid him like the plague. On most weekends his free-time is spent drunk in bars, hitting on women that don't want his attention and ultimately passing out in some back-alley. To make matters worse, his hairline has all but receded off the back ... Read full Story
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Patrick's Treat
As usual, Maria entered my apartment as if she owned the place, slinging a bag down by the door and offering me a demure kiss. Her long dark hair had been pulled into cute bunches, one peeping out from either side of the back of her head. She was wearing a blue and white cheerleaders' uniform and wh... Read full Story
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Story for adults Part 7
Life settled into a routine for Mistress Catherine and her sissy-slave. Alice would mince around in skyscraper heels wearing hotpants and doing her best to look like an oversexed pre-teen with huge tits. Mistress Catherine took her out once in a while, always making sure that these excursions were i... Read full Story
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Caitlin and Mistress Vicky Chapter 3
I was sitting nervously in front of the mirror in the newly decorated guest room. Chad was set to arrive in half an hour. My wife was getting ready in what was for now our bedroom. She had told me to dress up for the occasion, though I was still to wear my maid's outfit. I opened my jewelry box and ... Read full Story
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A Halloween to Remember
Saturday morning I woke up feeling strangely euphoric. I remember thinking about it for a moment, and then realizing: it was Halloween. Cheryl and I had been invited to a party! The next morning (and for many, many mornings thereafter), I would remember that Saturday as one of the epic erotic encoun... Read full Story
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The Trip Part 3
I soaked in the tub for close to an hour, thinking about my predicament, it was only the second day of the trip, I figured if I was going to get through the week then I just had to resign myself and do whatever Joe asked of me, sex is just sex, I reasoned, it doesn’t matter who or how many peo... Read full Story
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Healthy Behavior
"Uhh…is Mr. Stanford around?" "One moment dear…ooh, damn heels. Makes it impossible to walk through doorways. Here I am ma'am. So, did the maid get you here alright? Hello? Earth to…" "I can't believe this…" "Oh, the heels? Yeah... Read full Story
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Sexing It Up
What catches your eye when you're viewing sample pornographic video clips on the Internet? When it comes to sex, my own tastes are eclectic, although I find myself watching videos involving anal sex, bisexual threesomes, cum shots, gay males, lesbians, oral sex, public nudity, shemales, and spank... Read full Story
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Helplessly Bound
Hikaru slowly awoke from her deep slumber. She felt her head was so heavy, like having something had weakened her physically. Her vision was blurred and bit by bit slowly getting better, as she tried to investigate her surroundings. It was a dark room, only such a faint light so nothing could be ... Read full Story
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Guarded Estate
I was a security guard at one of those flash Guarded estates where nothing exciting ever happened. My job was to patrol the estate at night on foot. I had taken the job to get away from the city and start afresh where no one knew me. I slept during the mornings and stayed inside my little house o... Read full Story
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A Christmas Tail Part 2
As I stepped off the elevator, following Angel into the room full of my ex-employee friends, I felt dazed, confused and incredibly embarrassed. They were all laughing hysterically at my maid's outfit. There were whistles and catcalls. I could hear various comments such as, "Well we can see t... Read full Story
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The Chronicles of Drodge Mallea
Drodge awoke feeling fuzzy headed and stiff. Actually, "awoke" wasn't quite right -- "came to was more like it. She sat up in the lavishly furnished boudoir, stretching her athletic 6-foot frame as she did. Running a hand though her short, thick copper locks, she slipped out of the... Read full Story
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Tony to Tanya
My name is Tony and I'm an average 19 year old boy. I'm 5 foot 7 inches tall, have shoulder-length brown hair and blue eyes. I often get mistaken as a girl from behind because of the length of my hair and because I look after it really well. I've been told I'm as good-looking as most girls my age. M... Read full Story
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Story for adults Part 4
Alice's place in the household proven to be quite complicated and very demanding. First and foremost she was Mistress Angela's slave and her needs came first. Pleasing and servicing Mistress Angela and Mistress Janice both sexually and otherwise took up a great deal of her time. Her life acquired a ... Read full Story
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Sales Training
Gary Michaels had been very successful in heating system sales during his first five years with his company, however the past two years had been very disappointing. So disappointing, in fact, that he had been called on the carpet and told to begin producing or else find another job. Gary really like... Read full Story
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A new girl around!
You know, things, I’m gonna tell you about started when I was a teen. I was like every teen guy, I loved web porn, looked at porn on the internet, surfing porn sites through the web space and masturbated a lot. I loved and now love to watch lesbian porn: it was so hot watching girls having sex... Read full Story
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I am Baaack! Part 9
Rose stood before Joan's office door at 1:59pm. She was dressed in the same black leather outfit she had worn the night before, and she was also wearing the same "Don't fuck with me!" attitude. She had pulled herself together in the limo, assuming that Joan would have security cameras focu... Read full Story
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End of the Beginning
Jamie stood there with her mouth hung open for a moment. She was utterly shocked. How could it be true? Chloe and Josh met at basic, how could they be engaged? It had only been a month since Jamie left. Tears stood in her eyes but refused to fall. This was not at all what she had envisioned. “... Read full Story
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Click, click, click....
Click, click, click…the sound of high heels contacting a hard surface has always attracted and aroused me. Whether it’s on tile floors in a hallway, the concrete of a parking ramp or the asphalt of a mall lot, I turn in anticipation to drink in some pleasing eye candy. How short will th... Read full Story
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Darling Nikki
Chapter 1 - The Setup "I'm going to catch him!" Samantha thought to herself as she looked at her disheveled panty drawer. She now had proof that her roommate, Nick, had been wearing her clothes, but had to catch him in the act. She did a search online for ideas on how to catch him. She ... Read full Story
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Fifties Housewife After the Party
I had not fallen asleep after Darren had, exhausted, after the party and the incredible lovemaking we had shared. I just couldn't come down from the high and emotions of the whole direction we had taken. I was lying spooned against him, his warm cock nestled warmly against my ass. My nightgown seeme... Read full Story
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When Rene Calls
Chapter One I first met Rene at an Art Museum Benefit. I aware of it at the time but Rene was the guest of honor as a result of his impending large donation to the museum's endowment fund. The reception and cocktail party was to be the event at which he was expected to announce his considerable... Read full Story
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The Pre-Nup Agreement
Several years ago one of Kellys' friends had a brother who was getting married in Reno and a bunch of us girls decided we would all get together for a wild weekend reunion. I unfortunately had several of my regular clients to see on Thursday and Friday afternoon and wouldn't be able to depart for ... Read full Story
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Lady In The House Ch. 06
A story by MicheleNylons (Michele continues to be used by prison inmates.) From Part V Harry leant over me and kissed me full on the lips. "That was worth every penny; you are one hot nurse," he laughed. Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silver... Read full Story
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Italian hoe!
Verona is a nice city. Here, a motherland of Shakespeare’s “Romeo and Juliet”, there are lots of places of interest to see and enjoy. Verona has much more to offer. The city, also known as Urbs Nobilissima, is the second biggest city in Veneto (after Venice). It is one of the citie... Read full Story
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For a while I worked as a transsexual street prost
When I first moved to Sydney in my mid 20’s I had trouble meeting the bills. This was desperate times so after a lot of soul searching I decided that the only thing I could do was to become a prostitute. I knew Sydney that the transsexual prostitutes picked up clients on William Street near... Read full Story
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A Year in the Life of... Chapter 3
He left Ibrahim smiling his shark grin and wandered into the bathroom trying not to let Ibrahim's obvious enjoyment get to him. The bathroom was huge with a high backed, claw foot bath set into the centre and a glass panelled shower unit which took up an entire corner of the room. He began to run wa... Read full Story
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Amy's Surprise
We had been going to a local restaurant several times a week for a few months. It seemed that almost every time we had the same waitress. We soon found out that her name was Amy. She was thirty something, very pretty, even sexy all while wearing her uniform and very little makeup. She had fairly sho... Read full Story
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Fun With Friends Chapter 5
When I got home, I spent the rest of the evening thinking about how in a few hours I had gone from a closet cross dresser to a full on cock sucking, bend over and take it up the ass slut who was then shown to a group of strangers as a latex and high heel-wearing sissy. I'm not sure when I fell as... Read full Story
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A Job in the Theatre Chapter 15
Making Gary my bitch Paula got to the theatre early Thursday and got dressed and did her makeup. There was still at least an hour before the curtain went up. She knew Gary would be waiting for her in his dressing room. She knew his cock would be hard too. She could just imagine the thoughts going... Read full Story
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Exotic Escapades Chapter 1
"You're an interestin' one," the guard said, leading Tammy down the corridors of the prison complex. "So what you mixed with?" "Blasian," Tammy replied, almost in a mumble. "Well I'll be," the guard smiled. "Niggasian?" He stopped Tammy and ... Read full Story
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I punished him..Really
I Was 18,When i bought my first thong.I was excited to Wear it and roam in house,Feeling so sexy about my looks.Just had a quick bath and my thong was ready to kiss my ass hole.I lifed my leg to put in and raised the thong uptil thighs,it became very tight and i made it till my hips hardly.For my ha... Read full Story
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Becoming Alanna Part 3
We went up stairs to the kitchen and she had me start to help her ice down beer and get bottles of booze out and open. There was a large bar but I noticed not much in the way of food. I helped tidy and set up cups and get ice and then with a sudden shock to my heart the doorbell rang. As it did I ca... Read full Story
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Kitten: A Pantyboy StoryKitten: A Pantyboy Story
It's easy now to look back and play armchair psychiatrist and see where my fetish for school uniforms and cute cotton panties started, but it wasn't until I met MISTRESS that I realized exactly how deep that fetish was ingrained in my mind and soul. Mistress knew I was a pantyboy after the first ... Read full Story
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Brother to Sister
It all started when I was 9. I was born with a twin sister. We use to dress in each other's clothes to trick our parents. On one fateful day, we had gone over to a neighbor's house to play. Unknown to us at the time, our parents were having a very heated argument which would lead to separation and e... Read full Story
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Bookstore sissy slut
My name is dollie I love to be a girl and being very petite and pretty long black haired its easy for me too feminize. And until now I wouldn't go out, dressed up, sometimes a quick walk around or a short drive but nothing real. And one time in college I walked around the campus. Anyway I ignored al... Read full Story
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Lady In The House Ch. 05
A story by MicheleNylons (Crossdressed prisoner is forced into prostitution.) From Part IV Then Eddie looked down at my body and noticed the semen pooled at the front of my panties. My semen! He looked down at his tight belly and saw a slimy stain that was the result of my ejaculate spread th... Read full Story
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A Night Out
One night I was out on the town. I headed out on my own as all my mates where shacked up with their girlfriends. It used to agitate me that my mates never came out anymore. It didn't take me long to get used to it. I'm an attractive guy in general, a little on the shy side but still did alright for ... Read full Story
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Mel - Sexy Olderman
Mel is 66 years old and is in my musical orchestra. he is handsome with a great personality. he is married but his wife is ailing ,so i dont think he gets much action!he is a horn player an i in the percussion section.mel an i joke a welot an he sometimes jokingly says i have a nice ass! he has beco... Read full Story
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Sissy For My Flatmate Chapter 2
If you've only just tuned in, here's what's going on in my life. Until recently I was a closet crossdresser trying to keep my hobby from my flatmate. When he caught me in the act, I found out that not only had he known about me for a long time but it was a turn on for him. I agreed to become his sis... Read full Story
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Xdressing school fucked by black teacher
This is a kinky sexual fantasy about my university teacher .Well it all started the first day my new teacher walked in the door .Six foot, very good looking black man .He was 15 years older than me very smooth with the girls.I just turned 21 and am three years into my transformation from male to fem... Read full Story
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Trans State Private School
Tommy heard a rumor that the Trans State cheer leading squad (even though it had the prettiest, sexiest girls in the state), all had cocks hidden in their cheerleader panties. His school was playing Trans State that day, and Tommy had to find out if it was true. The squad was on the fie... Read full Story
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A Man's Place
I couldn’t believe my luck, a raise! Finally, after working three years in this stinking company as Marketing Manager, and I finally get a raise. Okay, granted, it took for the company to be bought out, have a number of people sacked, and to squirm like mad to do it, but I got there! 5000 quid... Read full Story
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A Natural Sissy Part 5
Stacy's Interlude "Hi, guys. I'm Stacy, and I guess you know I'm a sissy from what Gail has been writing about me. I don't mind being called a sissy, because that's exactly what I am, and we should all be proud of what we are, shouldn't we? Gail told me that I needed to write this chapter, a... Read full Story
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The Clinic
I got out of my cab and looked up at the Clinic. It was a small, nondescript hospital. I was still pretty nervous about this treatment since I wasn't even sure of the details. But it was either this or go under the knife. This problem had to be dealt with. I picked up my bag and went into the lobby.... Read full Story
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Denial: Third Comes Conversion
It had been a few weeks since Mark had became Miranda full time. He no longer had any of his own clothing and had taken a place as servant in the home. Janine had been slowly beginning to work Mark over by using 'creative discipline' and during the last day few weeks had began altering his behavior ... Read full Story
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Fantasy cums true
I was on a business trip staying in a nice Hotel. After a business meeting in my room I called down for room service. The maid came up a few minutes later and I let her in. She was stunning, 5' tall with black hair and the bluest eyes I have ever seen. Under her uniform you could tell she was very w... Read full Story
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Its about me
Hi Sweetie it's 6:30 Sat morning. Woke up early and feel like writing about me. Well lets see I am married now for 13 years happily I must say. Though the side in me you see exists in me always in different degrees and phases through out my life I am now 55. Early in life young childhood I discover... Read full Story
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The Mole
Police work is a paramilitary occupation. Uniforms, rank, weapons, discipline…It can be exciting and interesting for some and boring for others. Some officers seem to find lots of action during their career (or maybe it finds them) while others never use their sidearm except for target practi... Read full Story
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Alexis Chapter 2
When I open the front door to my house, I'm already hard. I'm going to be home alone for an entire night, and I have a lot of things planned. I toss my backpack and jacket onto the couch, and by the time I reach my room I already have my shirt off. I let my pants drop to the floor and pull off th... Read full Story
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Angel Chapter 6
This is an entry in the Literotica Winter Holiday Contest, and is part of an ongoing series on the life of Angel Jones, a beautiful young T-girl in London. For more detailed information on her and on the other characters who appear in this story, please see previous episodes. Angel Jones was uns... Read full Story
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Shemale Prostate Orgasmic Bliss!!!!
if she wanted breasts." "Oh no. That's the amazing part. The more I dressed him the more feminine he became. By now I'd moved him her and her clothes into the other bedroom. She wasn't happy with that but we came to an agreement; I'd milk her once a week and she... Read full Story
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Jacqui
John and his wife had gone to a party at the home of Barbara, one of their friends. Barbara was tall and statuesque. A very striking divorcee who gave every indication of being eager for sexual activity. John had met her before his marriage at a time when his finance was living in another city.... Read full Story
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Preggo Scat Sex
Sara was horny. For any type of sex. She was stuck on a bus heading to her school. After 14 years of wasting her time She discovered her own sexual abilities.She had her first practice by fucking her brother's friend. She didn't come to school to learn. She came to screw anyone in sight. She had ... Read full Story
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Chinese Extremes Part 1
Phil had been looking forward to the competition for weeks and now that it was over, he felt slightly disappointed. Not that he really had anything to be disappointed about. He had advanced to the third round in the Karate tournament where he had met an admittedly better opponent. So it wasn't that ... Read full Story
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