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Discovering Mistress Sarah's World Part 4
Chapter 11 Discovering the Girl in Him For the first time since he arrived at Mistress Sarah's house, Josie was left alone in silence. His cock was still throbbing from all the attention from the girls. It continued to throb as he thought about his exciting assignments for the night. He picked up... Read full Story
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Discovering Mistress Sarah's World Part 5
Chapter 13 Sinking Deeper Into The Feminine World *** Prologue - Joe has made a trip down south to visit for the first time, his online Mistress. Over the past few years she has slowly feminized him with the help of Miss May. Upon his arrival at Mistress Sarah's house, she puts his feminization i... Read full Story
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Discovering Mistress Sarah's World Part 7
Chapter 18 A Life Changing Decision Sunday morning was not much different than the day before for Josie. He woke-up on the floor outside Mistress Sarah's bedroom, dressed in a silk night-gown and his cock was hard and aroused when he awoke. Just like Saturday morning, he crawled into the bedroom.... Read full Story
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Jobsite surprise
The other afternoon I went to deliver an estimate for a large gardening job I had been working on. When I arrived at the house I rang the bell and waited. There were two cars in the driveway but no answer at the door, so I walked around the back to the pool. As I came around the corner to the large ... Read full Story
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Womanhood for Jenny Chapter 2
Despite the discomfort of her 'boob-job,' and the other surgeries, jenny had enjoyed their Caribbean 'vacation.' During the drive from the airport, she was impatient to show her friends the 'new jenny,' but felt the weariness of the return trip. She was happy when Master Charles pulled into their ow... Read full Story
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Does My Bum Look Big in This?
I became aware of my girlfriends strange fascination within weeks of us meeting. My bottom - It really turned her on. It seemed strange at first. I thought most women responded to a number of triggers like eyes, hair and muscle on a man. The list is long but in the case of my Melanie's it includes b... Read full Story
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Always Be Closing Chapter 2
Hi, my name is Tom Jacobson but you can call me Marcy. I am 23 years old man. I'm 5'9" with light brown hair and a slim build. This story continues where my last one left off. After my luggage was lost on a very important business trip my coworker Tina convinced me to wear one of her spare outf... Read full Story
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Doggy Style
"OK, which exit is it?" Trish was driving with Penelope in the passenger seat up front. Meredith sat in the back behind Trish's seat with Angela behind Penelope. The quarter were sisters in a sorority attending an annual Alpha Phi event together. Every year different chapters across Sou... Read full Story
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Wife and BFF Set Me Up!
I was married to a beautiful woman a few years back...I'll name her Tammy in this story (or she would kill me otherwise). Tammy was very sexual as we were dating and for about a year after we got married, but after that, she was pretty much untouchable. I thought it was me but as it turns out, it... Read full Story
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Don't Pick on the Less Sexy
Their names were cute together which was only fitting because they were such a cute couple: Eric and Erica. Almost the same name, the same height, even their faces looked similar - his a masculine version of hers. Both were slim and attractive. Her hair was only slightly longer than his, and they ha... Read full Story
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Amphotericity
It's hard now to look back on who I used to be and accept that we're the same person. I know a lot of people could say that but whereas they have most likely changed gradually with age the alterations to my life happened suddenly, unexpectedly and all due to a strange twist of fate in an otherwise u... Read full Story
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First Time, From A Window
You know, I remember the first time I saw you. You lived in my street - you'd only moved in a few months before. I sort of knew you were around, but I don't ever really recall seeing you or meeting you. For a quiet cul-de-sac, we had more than our fair share of single women living around, and we'... Read full Story
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Amy's Awakening Chapter 2
Wow was all I could say as I wandered around my house, my heels clicking the way I like and just shaking my head in disbelief at what I had done. The crotch of my panties was soaked from my precum and I couldn't believe what he had made me do. But I knew inside that while he made me start I had beco... Read full Story
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Dormitory Fire Drill
The bed in Beverly's dorm room was narrow. It forced their naked bodies close. That was fine with Les, it increased the intimacy. As they spooned together, Les's arm draped across her waist and fondled the bottom of her left breast. His face pressed into the hair at her neck and inhaled the wonderfu... Read full Story
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Double Take Chapter 3
Sandy and Ashley switched off the television and stared at one another in disbelief. Normally, they didn't stay up to watch the network telecast of Wet Girls, which came on at 10:00 on the west coast. After all, they had to get up at 5:00 the next morning. But they knew the entire country would be t... Read full Story
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An Afternoon Tea
Scene One: Backstage "Ah, there you are my pretty pet! All nice and comfy on your pretty perch, are we?" I hear Miss Debra's cheerful voice from behind me. I scan the large, ornate, gold-framed mirror hanging on the wall before me, straining my corseted neck to determine her whereabo... Read full Story
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Theatre Part 1
After cruising the city for a bit we stumbled upon an adult theatre and went inside to beat the heat and have some fun. The theatre wasn't too full as we took seats in the center of a row. While watching the screen Maria and I started to play with each other. As the action on screen got hotter Maria... Read full Story
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Forced to be Feminine
Chapter one Tuesday J was up early, I could hear him moving around obviously looking for his case, he certainly wouldn't find it as I has managed whilst his attention was diverted to drop it off the side of the boat, it meant the only clothes he had were the ones he stood up in plus a couple o... Read full Story
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Dressed for Disaster
After a last look at himself in the full-length mirror on the closet door, Pat put his magnetic key in his purse and left his hotel room. He had done this enough times to be almost calm as he waited for the elevator. When the door opened, he was relieved to be greeted by an empty lift. It always ... Read full Story
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Dressed for Disaster: The Sequel
Patrick Summers wandered the streets of lower Manhattan in an aimless fog, the chaos surrounding him a lurid backdrop for the turmoil between his ears. He had just suffered two tremendous shocks: his narrow escape from the collapse of the World Trade Center, and his unmasking as a crossdresser on te... Read full Story
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Dressed for Sex
"Thanks Dana, I'm glad you could get here on such short notice." "No problem Angie, I'm glad I could help you out." "I'd have waited until Nick got home from his trip, but I really needed to get the laundry started and I haven't had water all weekend." "Wh... 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 2
Angel Jones stepped off the train and hoped she was in the right place. It was noisy and confusing in the terminal, a far cry from the relatively quiet station in her home town where she had boarded the train that morning. One hand clutched a small suitcase that contained her makeup and clean linger... 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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Angel on the Stage
It was three o'clock on Friday morning and Angel Jones was tired, especially her feet. She had just gotten back to her flat after six hours of working as a hostess at Madame Josephine's, and being on her feet in high heels for so much of that time had taken a heavy toll. Even worse, she would need t... Read full Story
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When the Balls Drop; A New Years Tale Chapter 1
Chapter One- Alone Again Mason walked up to the bar at Mickey's and placed an order for a draft. As he waited he began to look around at all the people wearing crazy hats and things for the New Years Eve party…he thought…why am I here? Another boring party—another shitty year ... Read full Story
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When the Balls Drop; A New Years Tale Chapter 2
Chapter Two- The Kiss Mason decided to have the bartender send a white wine to the redhead's table. He wondered if he was deceiving himself or could she really be interested from him. He waited to see if she'd accept the drink, when she did he couldn't hide his growing smile or erection. Wow, Mas... Read full Story
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Whatever Your Heart Desires Part 5
There was no way around it; I had fucked up, big time. First things first; I did what every rape victim is supposed to do. Detective Dottie Henson of the police department's Sex Crimes Unit took my report. She escorted me to the hospital to process a rape kit (neither of us expected anything usable ... Read full Story
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Maxine and Pam's Love Story
Oh, that Dominant TV was so mean! She really did rape and humiliate both of us. I will never consent to having her over again. I am so so sorry I thought of having a Dom play with us. It seemed like it would a real turn-on for both of us when we picked her up at the CD bar. I thought it would be fun... Read full Story
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Pretty Woman
Tyler was as nervous as anyone could be. Hazel eyes darted for the door as silky black stockings slid up smooth white legs to meet garter straps attached near lacy white panties. Next came the bra, straps catching on skin slightly sticky with perspiration. Heart pounding as the black pencil skirt gl... Read full Story
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Intro to a Dream Made Real
Jim had known growing up that he enjoyed bi-sexuality. But he had never found a man attractive the way women were to him. For example, he never found himself wanting to kiss a man, but he liked holding a hard cock as much as he enjoyed touching a wet pussy. He really enjoyed sucking a dick as much a... Read full Story
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Sissy Crissi Chapter 1
Chapter 1 -- One Dreamy Night Like most Friday nights, my roommate Erika would be gone tonight. She and her new boyfriend, Leroy, were taking off for a private weekend. Erika and I had met about two years prior, when we were introduced by a mutual friend. Being fresh off a divorce, I was in need ... Read full Story
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Christy's Fantasy Come True Chapter 6
The alarm went off and Christy rolled over and hit the off button. The clock face was starting back at her flashing 8:00. Since it was Friday she had slept in a bit. Jim had gotten up early and left for work after spending the night. They had gotten into a minor argument last night but came to a... Read full Story
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Ivana Pushing Sissy's Limits
"You look ravishing," my wife Ivana said as I stood before her in a short red velvet dress with white tights and black Blahnik mary janes heels. She walked over to put a hair band in my long black hair. It was down to my shoulders now, flat-ironed straight. We stood together in front of... Read full Story
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The Double Sex For Sissy
Jeff Malville awoke slowly, moaning softly. He almost forgot where he was in that moment where sleep and being awake clashed. However, after that split second, it all came rushing back and he moaned in delight. He was a captive on the Double D Ranch, and even though he was considered an employee... Read full Story
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A Lady Indeed (Part 2)
As I came around the corner, I didn't see her having coffee outside the tat shop so I stopped and backed the bike into a parking space across the street. I lit a butt and while letting out a stream of smoke, got off and headed over to see how she was doing. I saw her as soon as I walked in, still st... Read full Story
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Oh My, You Have a Cock...
It was a regular Friday night no different from others I'd experienced before. I was lonely having broken up with my girlfriend earlier that week. What a bitch! I needed to find me a sweet woman capable of matching my libido. My last lady was all about the lights off, missionary position sex, come t... Read full Story
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Mommies little sissy slut
I have been crossdressing for years now not known to my mother (or so I thought). she is the only person I live with at the moment. when she was going to be out for a few hours I went to her underwear drawer and inside was the most sexy, silky, feminine underwear set I had ever seen complete with ca... Read full Story
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I FIND MY ROAD IN SYGKROY
My name is Anastasia, although the real name is Nick. As you can see I'm a decent boy day, a normal relationship with girl (not so normal, but that another story!), Sociableness and not effeminate at work and generally to the outside world. But when you go home and my girl is missing, I beco... Read full Story
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Abi's Virginity taken by Intruders
Abi got very little time to be herself, A closet TV, sharing a small two bedroom flat with a male friend, it was only once every few months or so she got the flat to herself and could dress up sexy and be her proper girly self, and tonight was one of those nights! Although she had no plans to mee... Read full Story
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Fem Firm: Character Intro
Coxson & Dicster is a law firm made up of nothing but she males They are: Debra Coxson- 37 Debra has been a lawyer for 12 years and started the firm with her college roommate Angela Dicster 5 years ago. She's a leggy ash blond with 38D tits a great ass and a 9 inch cock. She loves to ... Read full Story
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How did i get here?
I’m a thin, pretty good looking 30 years old guy, living with the girl of his dreams. But a girl without a cock is no longer enough now. All my life I considered myself as a straight guy, even if sometimes duchbags at school called me a fag. I only dated girls, prefered long love stories over on... Read full Story
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A Shemale and Her Unexpected Friend and Me
There I was on the boardwalk waiting for texts back from trannies from craigslist. As I sat staring at the ocean, I yearned for some sexy shemales to get back to me. I started walking around the boardwalk more, anxiously, desperately. All the sudden, a beautiful older woman was walking by with her d... Read full Story
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Big Cock Heaven
This story is written from the Shemale's point of view. "Jane" is based on a real Transgender woman from California & my friend. She gave me the outline of a meeting she had with "Janardhan." ***** My name is Jane and I am a natural red head blue eyed 34 year old T... Read full Story
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Purple Kiss, part 1
It happened during a week long trip for work. By the third night in a strange city I had grown tired of the hotel bar and broke away from my work colleagues for change of scenery. I told my coworkers that I was going to bed then quickly made my escape. The night was warm so I decided to take my o... Read full Story
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Journeys of a girl finding herself... A wonderful date with my D
I nearly lost my virginity as a woman last night... I have been seeing a very sweet and sexy Domme for about a month now and she has been pushing me and making me see myself in new ways. I have talked about how when she started to introduce forced feminization upon me, she could tell it was not forc... Read full Story
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FEM FIRM: Character Intro & Part 1
Coxson & Dicster is a law firm made up of nothing but she males They are: Debra Coxson- 37 Debra has been a lawyer for 12 years and started the firm with her college roommate Angela Dicster 5 years ago. She's a leggy ash blond with 38D tits a great ass and a 9 inch cock. She loves to ... Read full Story
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Fem Firm 3: The Return Of Frankie
PART 1 THE VISITOR Over the next couple of months, it was pretty much business as usual at the Firm. You know, depositions, court filings, motions, hot sloppy blow jobs and ass destroying anal sex (Thanks Angela!).Not to mention Friday Fuckfests. But since I started working here everyone se... Read full Story
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Glory hole surprise
I walked into the bookstore paid my way and went into the peeps; I usually avoid the theatres since there is not any privacy for playing. I guided my way in the dark letting my eyes adjust in the dark. I walked to the back where the stalls with the gloryholes are and found an open booth. I sa... Read full Story
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Third times the charm!
After my first 2 times with a ts it basically just became an urge that I had to have a need I had to satisfy! Just like regular sex the more I thought about it the more I wanted it. I finally asked Liz if she knew anymore from around where we were. Luckily for me she did and set me up with her frie... Read full Story
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My weekend with Nicole
So I believe I last left off about how me and Nicole started dating and let me say it was some of the best sex I've ever had but there is one particular time I could share. So after about 2 months of dating I was basically staying almost exclusively at her place. So the first weekend I s... Read full Story
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Nicole and I the final chapter
So I haven’t written any stories in a while , so if you read mine before you should like this one I didn’t write it yet cause it’s about my last encounter with Nicole. Very sad day for me lol but a very good story. So here goes........ Nicole and I had been going over a year now and everythi... Read full Story
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Ginger loses her virginity
My friend's father, Mr Webster, had turned out to be anything but the pillar of the community he pretended to be. Despite his regular Sunday church attendance with Mrs Webster, it transpired he also enjoyed the company of other men. He was certainly enjoying me, and within a few weeks I had fal... Read full Story
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Ginger's First Gangbang
I had been enjoying regular meetings with my older lover, Mr Webster, for some time and the routine typically consisted of meeting up and heading off in his car for sex at some secluded spot in the countryside. He liked me to dress as femininely as possible, in pretty dresses, skirts and heels and a... Read full Story
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My Job, For The Past Five Years
Hey, everyone! This is Eva Patricia Meglesch and I am really pleased to welcome you to my personal Sissy Social page! I am currently located in Bucharest, Romania and I have been employed for the past 5 years as a Front-Desk Receptionist for a women's fashion/clothing& accessories compan... Read full Story
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Just me...
When I first started to get high, I was such a good freak. I started taking pictures of myself in panties and lingerie, taking pictures of my dick and showing the world, showing off my tight little asshole, just trying to become a porn star. I still want to be a porn star because I know that I would... Read full Story
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