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Career Shift
Receptions are not my favourite things in the world to attend. I don't mingle and 'rub elbows' like agents and sales people do. I usually end up at the bar drinking alone, looking at all the phoney people. I am a writer, a sports column writer more specifically. The magazine that I write for is one ... Read full Story
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Carol, The Saga Continues
It's very late Monday night as Carol returns from the date that J C had forced her to keep, she places her purse on the hall table, throws her jacket over a chair and walks toward her bedroom. She can't wait to shed this clothing that J C demanded she wear. As she walks, her feet, clad in the five i... Read full Story
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Been Caught Cheating Chapter 2
I awoke in the morning to voices. It was Angela and her sister Heather! I could here them in the next room talking, but couldn't make out the words. Everything was still dark though. And I was still bound to the bed, and gagged. I had stayed like that all nightlong. Trying to move, I also found that... Read full Story
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Lady in the House
How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild mannered, and diminutive but highly successful accountant in his 30s ended u... Read full Story
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Betrayed Chapter 1
She's having an affair. I couldn't ignore it any longer; the evidence was right there on my monitor that Wednesday afternoon. I had felt so... tawdry – a word I had thought I would never use – hiring the detective to follow her, follow up on my suspicions. It was as though I was betrayin... Read full Story
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Betrayed Chapter 2
The sex was torrid and went all night. I worshipped every inch of her magnificent body with my lips, tongue, fingertips. She did the same to me. I took her from behind, entered her doggy-style. I fucked her pussy with long, languid strokes even as I was stroking her meaty clitty with one hand. I wil... Read full Story
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Caught by the Lodger
Having split up with my girlfriend about six months before, I was getting a little bored of living on my own. I'm a 29 year old guy living in South London and I thought it would be a good idea to get a lodger. I had a spare room that was empty, the company would be good and the extra money would com... Read full Story
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A Trilogy of Trannie Tales
Terri and I had been having phone sex with each other on a telephone chat system for several days. We agreed to meet and go to my favorite park one day at around sundown, when most others would be leaving the park. Our intent was to flirt with and fondle each other around the other people, and then ... Read full Story
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Blame Abba
Transgender-themed stories which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** Part 1 - Well, I knew I was bound to be caught one day .... *** Thinking back - wow! So much, in such a short time, or at least it seems like that. Whe... Read full Story
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Date Sex!
I wake up, my head throbbing. "Ugh, what a nightmare." I think to myself as I try to shake the sleep and cobwebs from my mind. My head splitting with a headache, it starts to register that something doesn't feel right. "It was just a dream Mar..." I tell myself as I t... Read full Story
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Finishing School for Shemales
Mistress K looked at the school report and smiled. She wouldn't describe herself as an evil bitch, but plenty had. She was proud of her position. Headmistress of the Finishing School for TGirls. So many beautiful shemale girls had left her careful administration and gone on to happy lives, or ... Read full Story
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Different 3some in Acapulco
My job in a large travel agency takes me every march to Acapulco for the Tianguis Turistico, (Mexico tourist fair) that takes place in this nice resort. I very much enjoy those trips, and especially the pole dancing bars, were I would hang out at least 2 or 3 times during my stay. Those places ar... Read full Story
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My trip to Mistress Cindy’s House – Pa
Cindy and I had worked together for years. We had been peers for several years and became good friends, then I became Her manager. Our friendship continued but many coworkers were certain we were having an affair. We weren’t having an affair, but ate lunch together nearly every day and shared ... Read full Story
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Britney Story
Yeah, for those of you that have already read it, this is just my "Oops, I Did It With Britney" story that has previously appeared in four separate parts in the "celebrities" section, but I've put it on here for a couple of reasons. For one thing, I've noticed that the stories in... Read full Story
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Jesse's Dream Job - The First Day
Jesse didn't want to be late on his first day so he got to the office about 20 minutes early. He was looking sharp in a black suit pinstriped in light blue. The shirt matched the pinstripes and the tie was made up of reds, purples and a little of the light blue to bring it all together. Jesse had ne... Read full Story
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Property To Be Pimped
It had been weeks since I'd brought to light my idea of my wife, Suzie, strapping on a big dildo and taking me dressed as Desiree, the Hot to Trot Transvestite. While at first she teased me with possible participation, it never came to be, despite me bringing it up on several occasions. She really d... Read full Story
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Nicole comes out
In the early days of chatting online, so many years ago now, I used to chat a lot in various kinds of sexually themed chatrooms. More often than not I chatted under a female screenname. I’ve always had a very strong feminine side and I was good enough to get away with it. Under the various female na... Read full Story
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Very Impatient on a sex fanstay
Are you ready for this Mish?" "Not really but it's too late to back out now." I stood in a dark alley before a metal door shaking with both anxiety and the cold, waiting for the door slot to open and for the night to begin. I wouldn't admit it to my friend Simone but secretly I hoped we would ... Read full Story
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Fooled Into Love by a Beautiful Transexual
A fictional, steamy love story about a Man’s first experience with a Shemale... a real take charge kinda girl! Maria Lopez was an absolutely stunning 23 yr old Puerto Rican Goddess. I remember the first time I laid eyes on her, bent over inside her hatchback Toyota, pulling out a hanging fern pla... Read full Story
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Becoming Zoe
My soon to be wife Annie had taken a job out of town and I only saw her every two weeks or so. I was so missing her. She and I had become long distance lovers. She was scheduled for a flight home on Friday night. I was going to pick up her son Zakk from his dorm and the two of us were going to p... Read full Story
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Three In A Day
Clara felf especially slutty today. She briefly gazed at her long legs shimmered in the smooth, silky black stockings, and black patent leather pumps as she pressed the gas pedal of her car. Her olive skin and black wig were set off by the brightest shade of red lipstick she could find. Driving d... 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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Lady In The House Ch. 09
A story by MicheleNylons ( Continued adventures of a cross-dressed prison prostitute. ) I lay there stunned, how had I miscalculated my effect on the Warden? The one man who could guarantee a transfer from this shit-hole; fuck!!!! The cravings of male sexual hunger within the confines of the ... Read full Story
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Lady In The House Ch. 11
A story by MicheleNylons ( Next instalment of reluctant transvestite prison whore. ) A few minutes later I was still in a daze, trying to rationalise to myself what had just happened. I was operating on automatic pilot, rifling through the drawers of my closet looking for a pair of nylons to repl... Read full Story
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sexy jane story
I love the idea being a crossdresser wearing women outfit bars in panties n sexy outfit not just for the sex I love sex being on my knees sucking cocks in getting fuck by a big cock see win I was very young I had sex with 3 guys one day they ask me will I suck there cocks in I sand yes we want insid... Read full Story
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Doctor's Orders
Ever since he was a small boy, James had hated going to the doctor’s office. As he walked through the doors towards the reception desk he felt his stomach tightening, and as he stood there waiting for someone to check him in, he shuffled nervously on his feet. A pretty blonde receptionist walked ... Read full Story
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My wonderful life with Pat
Hello, I am or better to say I was a straight guy before my life with Pat, let me tell my story with her. This new life started when I was 35, VP in an IT company and living in the south of France, close to Bordeaux. After my divorce, i used to go some bar after the business day. I felt alon... Read full Story
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ACROSS THE STREET AND TWO DOORS DOWN by Spanky de Bautumn
Jamie knew he was different. He didn’t fit in with the other boys, but he didn’t feel like he fit in with the girls either, he just knew he was different. He wasn’t into dolls or balls. He was the smallest boy in his class and more than half the girls outweighed him. But the one thing he had going f... Read full Story
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Amber
The summer after high school I moved into this cheap hotel downtown. I'd been working in the mailroom for a large company, and really needed to get my own place, but I didn't have much money. I also wanted to have more time to play dress up. It was an old building that had seen better days. I ha... Read full Story
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The Farm
“See you Sunday, baby,” said Marcus Jenkins to his wife, Tasha. “Alright! Have a good day at work,” the wireless phone company retail store manager smiled. “Love you, Kobe! Love you, Tiara,” the wastewater plant operator said to his offspring. “Love you, too, daddy,” the youngsters rang out in un... Read full Story
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TG Girlfriend moves in (part 2)
My wife Lydia and I have been married about 9 months, we have a very close TG friend, Joanne, that lives next door and every once in a while, we get together, and all go out and enjoy. We have had sex together, and when Lydia is away Joanne, and I are together at every opportunity. Joanne and I work... Read full Story
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He Could Have R*ped Me!
This guy was so big, taller than me and I'm 6 feet, and bigger, not fat, just right for his big size, and I am so skinny, except for my tummy, that he could have pinned me down and forced himself onto and into me against my will, and no matter how much I'd struggle with him and fight back, he could ... Read full Story
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My story
"You're gonna make me suck that, aren't you?", I asked her. " Yes" she said. "But you're going to suck it because you want to". " I doubt that", I said. "We'll see", she said with a smile. "You're gonna cum in my mouth, aren't you?", I asked? "Yes baby, Mommy is gonna feed you her sweet nectar... Read full Story
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Daddys Little Slut
I have been living with my dad for the last year after my mum who is Indian, found out that I was doing lots of drugs, and that I was bi and also a cross dresser. We never talked about it as for me, the cross dressing was on and off and usually when i was high. When i turned 25, I tried meth, and fo... Read full Story
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L'EXAMEN DE LA PROSTATE
Il a finalement pris rendez-vous chez les médecins pour l'examen de la prostate. Sa femme le harcelait depuis des jours, après qu'un de leurs amis eut récemment reçu un diagnostic de cancer de la prostate. En entrant chez les médecins, il a dit qu'il était ici pour un examen réservé p... Read full Story
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DATES NUITS
My wife, Denise, and I have been happily married for over 10 years. Over the years, we have enjoyed a vibrant and adventurous sex life. As we've grown in our marriage, we have become very open and honest about our sexual fantasies and desires. Through the years, we have come to realize that my w... Read full Story
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the start of what to cum
I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often mo... Read full Story
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MISTRESS'S TERROR
The night had ended EXTREMELY PLEASUREABLE with BILLY, RYAN & PETER in a literal BANG and I was HAPPY. Now that BITCH I were married with our diamond 2 carat engagement rings and diamond wedding bands we were LESBIAN LOVERS. We were perfect together, Aunt Susie had groomed me into a SHEMALE DOMINATR... Read full Story
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How I became addicted to my role-playing games.
In this story, I recount my experiences showing how I developed my part of femininity and what I use in bed to give pleasure and amplify mine alone or as a couple. For several years now I have discreetly rented a second garage near my home to store my wigs, dresses, skirts, furs, silicone breasts... Read full Story
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First Meeting with Couple
Hi everyone, I actually went through with it and got together with the couple from the fetish party to experience my first sex and scene in real life. It didn't go as i had dreamed of; but, thinking that it would go like that was pretty naive on my part. To start with, i Must tell how cute I l... Read full Story
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The switch
HI have been married for 12 years now. Trim and dapper, this 35-year-old's marriage was satisfactory enough and I played the role of husband well. Sex with the wife was still good, with both making out at least once a week or on rare occasions, once monthly. Twelve years on in this heterosexual rela... Read full Story
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Painted Laddie for Mr. R
Gabe had had many strange photography assignments for the eccentric, but very rich Mr. R, an avid collector or erotica, but this was perhaps the most challenging. The money was better than good, however, and when he’d put a little thought into it, Gabe saw little problem in the execution of th... Read full Story
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Suck like no other
This is a guest post from our reader, Richard In Houston. He met a beautiful young lady, Terry, who taught him to "suck like no other". An awesome shemale story to read, if You ask me! I was separated from my first wife the first time it ever happened to me. We had only been separated f... Read full Story
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Foursome with two ladyboys
It's been quite some time since I posted a new shemale story here. Hope all of You who have experience with shemales will finally have some courage to write about it and share it with us. Let this sizzling story by Tommy be an inspiration to You. Who wouldn't want to be in his place in this crazy fo... Read full Story
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Party with my best friend
To continue the topic of shemales fucking girls, I am publishing this awesome story of a young girl getting fucked by her high school friend! Enjoy reading! My name is Cindy, and I am 18 years old. I have blonde hair and brown eyes, and boys think I am very sexy and attractive. But the story I am... Read full Story
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The Training of Maria Louise
Chapter 1 I’ve decided, since you’ve told me you want to be a little dirty tart, that I should punish you by being a cuckold, someone who’s wife is unfaithful. We will begin by transforming you into Maria, we will apply your make up and dress you in white silk underwear, a nice ... Read full Story
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Shemale Free Chat And Sex Adventures
It was another day at work at the mall. Being a security guard wasn't exactly the most exciting job in the world: I'd sit all and maybe get a few calls about some punk kids trying to steal DVDs. I felt like my talents were wasted there - I used to be a competitive bodybuilder, evening getting into f... Read full Story
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Fancy Dress Erotica
It was Tony's eighteenth birthday and his parents had decided to throw him a fancy dress party. For a laugh, myself and some of the the other guys at the running club decided that we would dress as tarts for the night. My name is Andy by the way. I am 16 and have been running for the SNCC Running... Read full Story
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Shemale Fantasy
I had wanted to be with a she-male for some time. I had purchased several she-male DVDs and found that being with someone as sexy as that really turned me on. I would fantasize for hours on end about being with one of those 'special' girls. Several of my male lovers couldn't understand my attraction... Read full Story
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Westwood Bound Cum Slut
After many months of internet relations I was on my way out west. There to meet the gurl I had longed to finally get to be with, you see Jill was the cd I had been talking to all these months exchanging stories of things we could do to each other, to bring the pleasures to each of us we really ne... Read full Story
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Birth of a New Sissy Part 3 Completion
I suppose at some level I knew it would happen. Or at least I should have. After nearly a month of servicing Jeff's cock and fucking myself silly on my dildo lover things took a turn. I came home from work a little early on a day Laura was off as well. When I got home she was out, but as soon ... Read full Story
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Lady Denisa's Gang Banged
The young black youth aged eighteen was lying on the bed while I mounted him for the third time that day. I used his cock and muscular body shamefully to bring myself off with no thought for his pleasure. Kenny was my toy boy, an aircraftsman from the base my husband commanded when he wasn't away on... Read full Story
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Naples
I had been at sea about a month when my ship pulled into Naples, Italy. The only action I had seen had been slipping away to my hiding place on the ship to jack my dick on a regular basis. I was ready to find some Italian pussy. I was slim about 6' with blonde hair and a fat 7" cock that ... Read full Story
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Bethany's Secret Part 1
-1- By the time my senior year of high school rolled around, I was 18 years old and I’d never had a girlfriend. This fact always bugged me because I knew I was good-looking, funny, and popular, but I still couldn’t get girls. The reason was simple shyness. I was terrible at talking to... Read full Story
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Mieke and Ellen
It was early morning when I first met Ellen and Mieke. I was walking the dogs and they were out too with their dog. The first thing I noticed was that both of them were gorgeous. The second thing was dissapointment as I saw that Mieke was way too young for me. I'm 27 and she looked as though she... Read full Story
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Barbie Jo Adventures Part 5
Friday Night I've gone all week as Joe; no one at work has said anything to me about Monday morning. So I assume I got away without being exposed as a cross dresser. I was working late all week and finally Friday is here. I am so horny and anxious to become Barbie Jo. Hopefully someone will call,... Read full Story
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