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Halloween Surprise, Pt 1
It’s been a while since this happened but I remember it like it was yesterday. I had just turned 17a few days before my favorite holiday. I’m a good looking guy, 5’6” maybe 140 lbs. Not the biggest guy in HS but not the smallest either. I have what I call camouflage colored eyes. Sometimes thei... Read full Story
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A New TS Slut is born
There I was, one week before the end of high school. Going to college in the fall. Nice car, good f****y, friends. I had it all. So, what was I doing on my hands and knees in a video booth on the wrong side of town, dressed as a cheerleader with a cock in each hand, one in my ass and one buried i... Read full Story
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CD Jinn College Experience
So being a secretive cross dresser is very difficult to do with roommates. I only dress when I know that no one will be around for hours I check class schedules and ask what everyone is doing all the time so I know when my chances to dress are. I was planning on dressing over the weekend. It was p... Read full Story
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Interracial Sissy Story
(Some prior notes about me, this story and my writings: If MALE bisexuality, crossdressing or interracial sex bother you, don't even bother reading this further, much less commenting. Many have had secret fantasies about what it would be like to be the opposite sex, during sex. Some of my influences... Read full Story
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That night....
I was extremely nervous when I pulled out my phone and dialed the number. Never before, in my wildest dreams, had I thought I would act on one of my strongest fantasies. I knew I would be nervous when I first met her, but after exchanging pictures and seeing that big, fat cock of hers, I knew I ha... Read full Story
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My first time crossdressing with a man
It was Christmas night 2016 and I had gone out to the bar with a few friends. Came home a little tipsy and very horny! I rushed to my room, took off all my clothes and put on a very sexy, slutty outfit (black lace thong with matching bra, a blue sweater, black mini-skirt, and black knee high boots) ... Read full Story
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The Girl Next Door Ch. 01
derezzed Michael was your average 21-year-old college student. He was on his way home from college for summer break after finishing his finals and looking forward to a few months of relaxation. Driving home Michael reflected on his past three years of college. It had been a great junior year. H... Read full Story
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Towel Boi: Agreement Signed
Ralph moved the mouse to wake up the computer. He navigated to his legal docs account and downloaded a generic pre-existing relationship agreement. He asked for the spelling of the new hire’s first and last name. “First name K-A-S-E-Y. Last name S-T-E-V-E-N-S.” “Got it,” acknowledged the owner. ... Read full Story
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TG - shemale at the airport
Layovers are a pain at the best of times but the prospect of five hours at the airport was not a good one. My inbound flight had been delayed and I had missed my connection, so there was nothing for it but to wait out the afternoon and catch the next 'plane home to the wife and kids. The only ... Read full Story
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My First Time Out Part 3
Angelo was still working on Shayna's blonde wig. He fussed with it, combed it, and teased it. Angelo knew a romantic style was very important to Sir Dominique. Shayna was escorted to a tremendous makeup table. Saki placed a headband on her that stretched her scalp and raised her non-existent eyeb... Read full Story
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Jeremy's School Bully
Author's Note: Jeremy is an actual person that requested that I write this fantasy down for him. He was specific about the situation, but left the rest up to me. This is a story with a very strong 'dominance' scene and should only be read by person's who find those situations erotic. Nothing new to ... Read full Story
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A Fairy Tale Part 2
=-=-Chapter Six-=-= I woke up sometime later and I was feeling better, even a little hungry actually, and I wanted a shower and I needed to pee and...I cocked my head as I heard the unmistakable sounds of Mistress Stacy's bed moving. She had a large one, king sized, with old springs or somethi... Read full Story
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Story for adults Part 2
The next morning training began in earnest. Pete/Alice ate breakfast by sucking a thick liquid out of a dildo mounted on the wall and after breakfast his insides were cleaned out by five very painful enemas. Then his corset was tightened to make up for the slack coming from his body adjusting to the... Read full Story
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Debbie Part 7
As Debbie was led into Dr. Jacobsen's office, she saw that Mistress was already there waiting for her. "Your property Miss Chamberlain", the doctor proclaimed, indicating Debbie. Debbie's heart began to flutter with love and submissive fantasies as she saw Mistress. Mistress was dressed in... Read full Story
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April Fools!!
I'm Jimmy James and I've been hanging out with the same six guys since we started college. We're a pretty close knit bunch and have stayed in touch since then. At 25, I'm the only one of the seven of us still not married. Even though we all still get together for parties and get togethers, for t... Read full Story
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A New Girl
Still half-asleep, I purred happily when I heard the curtains being drawn. I could hear the sound of rain beating against the outside of the window, but the poor weather was the last thing on my mind. Still barely able to believe my luck, I slid my hand down the side of my smooth thigh, delighting i... Read full Story
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A Night Out
I was at the bar one Friday night after a long, long week at work. It was one of these weeks where at the end you tell yourself you need a drink. I was still new to this town and haven't been out that much so I went to a bar near where I live in case I decided to drink myself into a stupor. I got th... Read full Story
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A Night Out Chapter 2
As excited as I was to see Neerja again it took me a few days to get up the nerve to call her. When I finally got the courage and dialed her number I was put to ease by her sweet voice. She was so easy to talk to and any nervousness I had went away. We talked about how our week was going and other s... Read full Story
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A Night Out Chapter 4
As we laid in each others arms our cum squishing between us Neerja slowly peeled her body away from mine. As she stood I took in her body again. She had a fantastic body. Long slender legs, perfectly toned stomach, and nice small perky tits. Her dark skin and hair made her look like some Victoria Se... Read full Story
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Only Once
She looked as rich and a chocolate bar and I'm sure she came with nuts, by the looks of guy who seems to walk one step behind and just to side of traffic. We had exchanged pleasantries a few days ago at an art show of a friend of mine. There she was with a diamond the size of a dime and a neck lace ... Read full Story
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My Wife's Secret Fantasy Chapter 1
PART ONE: REALIZATION The old saying "you never really ever know some one" is quite true when it comes to my wife Debbie. Debbie has always seemed to come up with new surprises to keep our marriage stimulated and adventuresome. As I've recently found out though she seems to have been ke... Read full Story
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Would You
'Would you...?' 'Look the part to play the part....' 1 5' 4...dreaded, and to be dreaded....bookish, be-spectacled—damn near owlish....so much so that you might miss the way her tits spoke to you no matter how much she attempted to 'silence' them ....that you might miss the way her sk... Read full Story
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Alex to Alice Chapter 1
Everything had started off simple enough for Alex. He had met Elena at a bookstore while he was researching for a college paper. She was quite the vision at 29. She stood a respectable 5' 8" with a voluptuous body. While slightly plump, she maintained her hourglass figure and filled out quite n... Read full Story
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Buying Heels
I have to know what it feels like to wear heels. I have the house to myself tonight and I'm going to play. I already have panties but want to buy some new ones. My wife bought me a black, frilly thong which I wore for her when we went out one night; I also have a cheap, supermarket pair of sheer ... Read full Story
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Womanhood for Jenny Chapter 3
Jenny woke sore and stiff from her 'engagement party' session with Master last night. Padding silently to the bathroom, she began her daily ritual: douche, shave, and shower. Admiring her new implants in the mirror, she was proud of her feminine curves, and the bruises and welts of Master's 'loving ... Read full Story
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Amanda and Me Chapter 2
I rolled over after reading Amanda's note with a big smile on my face. I couldn't believe that after all the time I had spent masterbating to shemales and fantasizing about meeting one it had actually happened. Not only had it happened but it had been the most amazing sexual experience of my life. ... Read full Story
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Angel & Two More Men
The sex on Friday night and Saturday with Bob Marley Cliff was the best Angel had experienced up until that date, but it was only one of many fabulous carnal adventures in her life. Because of her beauty, her sexual prowess and her reputation as a woman who was free and open with her charms, she had... Read full Story
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Angel Chapter 5
On Monday morning, Angel Jones woke up smiling and with a feeling of well-being. She was still feeling the effects of the great sex that she enjoyed Friday night and Saturday morning, and the plaudits of the people at the Friday dance at the Gay, Lesbian, Bisexual and Transgendered Association. She ... Read full Story
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Angel Chapter 7
Angel Jones's Christmas sex affair with Dennis McGowan had been extremely enjoyable, but strictly a one-time thing. Although tempted to stay in London, in hopes of enjoying more of the lovely T-girl's charms, he had previously taken on commitments that had to be met, and he left London in order to m... Read full Story
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Angel Chapter 10
The sex on Friday night and Saturday with Bob Marley Cliff was the best Angel had experienced up until that date, but it was only one of many fabulous carnal adventures in her life. Because of her beauty, her sexual prowess and her reputation as a woman who was free and open with her charms, she had... Read full Story
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Creating Alyson
"Is it an acid?" Diana answered hesitantly. My snigger from the back of the room told her it wasn't. I knew people thought me arrogant, and a know-it-all, but as usual I couldn't resist. All year during the chemistry classes for the science course she was following, Diana had strug... Read full Story
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Cd Shazza (chapter 3)
Hi everyone I hope you all read chapter 1 and 2 because this will make a lot more sense if you did, I wish I was a little better at getting things down in words, these stories a part of my life I would not change but I am loving telling everyone about it the men and the women that I have had sexual ... Read full Story
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My Futanari Dreamgirl
My Futanari Dreamgirl I opened the door and there it was, just swinging between her legs. Big and veiny with a bright pink head. My roommate Jesse didn't notice me walk into the bathroom. She had just stepped out of the shower and was toweling off her hair. Her eyes were covered by the towel... Read full Story
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A New Spin On Role Playing Games
A New Spin on Role Playing Games By: Shawna Summers shawnavinylltv@gmail.com I've always been something of a geek. I love sci-fi and fantasy books and movies; I can recite countless bits of useless trivia back to you about all kinds of movies. So, it was no real surprise that I took to rol... Read full Story
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Leslie
Where do I start? How about at the beginning. My name is Cal I am divorced and living alone. I am not a bad catch I am five foot eleven, short black hair, green eyes and no visible scars. I am a regular at the gym so I am in shape but not ripped. A seven inch uncut cock that I can use well. I... Read full Story
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The New Housemate's Secret
https://chyoa.com/chapter/Introduction.150836 The New Housemate's Secret How will you discover the hot new tenant's secret? Chapter 1 by Bauer1 The doorbell rings, a soft knocking accompanies the bell to break the silence of the house. You look up from your laptop nestled snuggly in your la... Read full Story
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Sissy Slut Reunion
Rob had moved back to town and called me. He had just moved into his new place and he wanted me to come by and talk. I knew what he really wanted from the tone of his voice, because I wanted it too. He said he had been thinking and dreamed about me the whole time he was away. My spirits lifted and ... Read full Story
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Sissy Slut and Stepdads
Frank was pumping me hard and his huge cock seemed to have grown and become extra hard. I am so thrilled that way he enjoys fucking my ass with such passion. I would almost think he was in love with me if this relationship wasn't so bizarrey. It’s ironic that as a male I always get total humiliation... Read full Story
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Horny Writing A Strange Habit
I enjoy watching videos which I can Vicariously live. This is nothing more than my horny hobby, an amalgamation of various thoughts. My form of hands free edging. Spell checked only, "No I haven't proof read a first draft, not trying to publish masterful works here." Hope to hear from those w... Read full Story
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Camming down the rabbit hole Ch4
It was the morning after the night before, and as I stretched under the bedsheets, a smile spread across my face. Remembering last night’s events, I felt myself stir a little and pressure from the panties I had on adding to the arousal. It has been a while since I had morning wood after a big show, ... Read full Story
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Camming Down the Rabbit Hole Ch. 09
As per my previous mornings recently, I stirred and rubbed the sleep from my eyes, that delicious feeling of my silk night ware stretching over my taught nipples and my morning wood throbbing in its lace enclosure. The urge to touch myself was palpable, it seemed no matter how hard I came the night ... Read full Story
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Camming Down the Rabbit Hole Ch. 12
We woke up many hours later, still intertwined, my morning wood throbbing as Ellie slid inside my panties and wrapped her hand around it. This was a much better way to wake up than usual, and we proceeded to have a really relaxed slow fuck. She reached a much more low key orgasm but I knew I wouldn’... Read full Story
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Bimbo Bombshell - Chapters 1-2-3
Bimbo Bombshell - Chapter One: Singled Out! Even though it was Friday, the bar wasn't particularly crowded that night. I never knew what hit me. This Gorgeous Blonde bombshell, starts flirting with me right a my table. I found myself wondering why this glamorous beauty, had chosen me. I was... Read full Story
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Shemale Maid
Colleen rushed through the mansion's open gate and headed towards the main door. She opened her mini leather bag and searched frantically for her keys, although she knew she was hopelessly late. Was it her third or fourth unsuccessful attempt in a row to get there on time? Or had there been more? Oh... Read full Story
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Clinton
"How many inches?" she asked. "Twelve," he said. "Really?" "Really." "If you're lying, you're just wasting your time." And mine, she thought. "I'm not." "Okay, then. It's a date." Tiffany hoped the jerk was te... Read full Story
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Sweet Sherri
"The fuck you want," the girl hissed through her teeth. Well, it's hard to say. For one, this was the one night of the week at the particular club that was tranny night. Unless the lucky woman was either a straight freak or had been exposed to the scene, there weren't too many people wa... Read full Story
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Lake Surprise
After finals of my first year in college in a northern university, I was ready for some real relaxation back home in the warm south. During finals I had started thinking how nice it would be to borrow my brothers boat and hit the lake for a week. I talked my roommate into making the trip home ... Read full Story
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Headmistress' Favorite Sport Part 10
When Denise came to she was lying in bed. She had been washed and she could no longer feel the annoying diaper rash. In fact she felt fine, clean and well rested. On her feet were what turned out to be black Oxfords with seven-inch heels. Her ankles were in steel cuffs and connected by a eight-inch ... Read full Story
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Chinese Extremes Part 6
If Lien had expected that life as one of Master's special slaves would be easier she was sadly mistaken. As one his chosen few she was expected to perform much, much better to all other slaves. This meant a much harder schedule than all the others had. When Lien had been a house-slave she had never ... Read full Story
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A Perfect Cuckoldress Wife
My wife rose slowly, before lowering herself down his length again. Her head tipped back, she squeezed her breasts, playfully teasing her own nipples. Her eyes opened, lustfully admiring the chiseled ebony body of her lover. Balanced skillfully on her stockinged toes, she began picking up the tempo ... Read full Story
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Exotic Escapades Chapter 3
The smell of wood and coffee filled the quiet house as Tammy slowly picked herself up from a plush couch. Daggers of sunlight blinded her eyes as she eventually got on her two feet. Her body ached, and she noticed a small pink bandage on her left leg. The terror and pain of last night shook her as s... Read full Story
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Hotel Surprise
Working in the big city has it's perks and drawbacks. The other night some of my coworkers and I went out for a small celebration at a local restaurant. Everyone ordered drinks and we enjoyed our latest professional success. Finally the crowd thinned out and I was leaving with some others. One of th... Read full Story
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Danielle at the Office
Daniel ended his work day like any other; tired, bored and longing for sexual action as Danielle. It was three months since Danielle's first meeting and many a night she'd dress as sexy as she could and masturbated to magnificent heights, all the while moaning Shawn's name. Just the mere thought of ... Read full Story
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Caught by Neighbour Chapter 2
- 1 - The next day I woke to the sound of birds outside, and sun streaming through the windows. It was Sunday, and normally I'd have been up and about early with Sam. But with her still away, I'd slept in late. I lay in bed, unmoving, stunned by the previous day's bizarre events. I scarcely belie... Read full Story
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Erotic Daydreams
Sometimes I think my parents should have named me Eykan, rather than Eukan. Since I was old enough to get an erection, I have masturbated one or more times a day, three hundred sixty-five days a year. I don't know how much semen I have spilled, but I'm sure that were every sperm in it had impregnate... Read full Story
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Fantasy to Reality Chapter 2
I faded in and out of consciousness My mind was pulsating from the excitement of a glorious dream, it involved a sissy kneeling subservient at the feet of her master, a single drop of cum dripped from her bottom lip and landed in the small puddle on the floor. The sissy's eyes looked up at the re... Read full Story
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