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First Transgender Experience
I am an very attractive heterosexual man. I have had fantasies of having a hard cock in my mouth, but the problem is that I am much too much turned on by beautiful famales. I travel to the west coast alot, especially the bay area. One trip I picked up a periodical that had transexual women in the... Read full Story
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Belle Donne Italiane Chapter 1
"Beautiful women are born, not made..." Madame Jae Italia – the birthplace of the Renaissance, the Ferrari, Tortellini, and the films of Fellini. Where the men are God's gift to women, and the women are goddesses demanding your worship and devotion. Tatiana Celeste Genove... Read full Story
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The Blind Date Night Part 1
The date was arranged by a good friend of mine, she said she'd shown my picture to Warren and he kept pestering her to arrange a meeting. I finally agreed to meet him with no strings attached or promises. I had no idea what to expect or how far things might go but I always like to be prepared. I sho... Read full Story
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Olivia
So I worked with this girl at a Hot Topic in a busy mall where we both worked the same shift. I developed a massive crush on her over the course of a year. Her name is Olivia. She is a short haired brunette, with huge brown eyes, and a subtle amount of freckles around her nose. She is perfect tan fo... Read full Story
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The First
When he finished with the make-up and donned the breast-length brunette wig with the bangs-- that was it. He felt the skirt against his cock and his lap. He liked the way his thighs looked with the eight inches of red and green plaid covering his "secret." He picked a tight black Slayer sh... Read full Story
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Office Casual
"Good morning Ms. Anderson," Karen said as her boss walked past her desk station and into her office. "Good morning Karen," Ms. Anderson said, not even stopping to make eye contact, "I'm going to be very busy today, so I'll need you to let me know if you get any mail fo... Read full Story
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My first experience with a tranny
ENGLISH: I want to tell you about my first sexual experience with a transsexual in 2018. I was a bit drunk and got horny, I searched the internet and found a brunette tranny with 7 inches of cock, wavy hair, young and attractive. She had an HIV negative health card. We went to the motel and I was... Read full Story
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The Boutique
Sharon had been working in the little boutique, called The Fabric of Temptation (a name that Sharon secretly thought was just a little corny), for almost four weeks now. She'd applied for a number of jobs for the summer vacation, wanting to make some more money than the allowance her parents gave he... Read full Story
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He-She
While he sat silently in the back seat of the car, the two women chatted casually at how pretty "Donna" looked, land how surprised another man would be if he stuck his hand up "Donna's" skirt and felt his "vagina"!!! "What do you think would happen if a big stud pu... Read full Story
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Magician's Assistant - Friends & Lovers Part 10
Magician's Assistant - Friends & Lovers takes place in the Magatrix the Magnificent Universe, which was first introduced in my serialized seven-part story, Magician's Assistant. The premise upon which both that story and this story are based revolves around the fact that Magatrix the Magnificent... Read full Story
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Elaine & Me
- Chapter One – Our First Meeting - I had two weeks to go before the final degree exams and I was working hard. Perhaps too hard, because I desperately needed a break from the hours and hours of revision. It felt like I just couldn't take in any more detail about Quantum Mechanics or Solid ... Read full Story
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Make that Date
Below is a transcript of a recent episode of a new made for TV series called 'Make that Date'. Chuck: "Hi, everyone, this is Chuck Woolery, and welcome to another episode of . . ." "Make that Date," the audience screams in unison. Chuck: "I would like everyone to pu... Read full Story
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Mood Hair
Today, I want to talk, as it were, about hair and how it enhances facial expressions and, therefore, personality. Too often, writers of erotic fiction overlook this means of helping to characterize their shemale (and female) characters. However, when hair, whether blonde, brown, black, red, or some ... Read full Story
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Two For One
Matt Powers had bought a newspaper and a cup of coffee and come to the park, where he could sit in the shade and read as he enjoyed the hot beverage. He'd been divorced for two years, and his days were mostly empty, so he invented such routines as enjoying his daily newspaper over a cup of coffee in... Read full Story
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Threeway Heaven
Times were tough and I took a job as a bouncer in clubs on weekends. It was a pretty boring job most nights, and frustrating having to deal with drunks all the time, so my boss sent me out to a gay club for a change of pace. Also, I was one of his few workers who wasn't homophobic, and therefore les... Read full Story
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Silver and Gold
Collaborated with: TangoKilo421 (Thanks for all your help, dood. ) A/N: It took several months, but it's finally finished. Be sure to tell me what you think. Naruto whistled cheerfully as he walked through the village of Konoha. Things had certainly changed quite a bit ever since Pein’s ... Read full Story
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Modified Covers
As a hobby, some artists enjoy modifying vintage magazine covers so that their original topics are transformed into transgender themes and shemale models replace the female faces and figures that originally graced the periodicals' covers. In the process, the titles of the magazines are sometimes cha... Read full Story
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Encyclopedia Erotica By The Fan
It was a normal-looking enough place. A small town in California. Looking at it, no one would ever guess it sat on the hellmouth. The Mouth of Hell. A portal to a multitude of dimensions filled with horrors and wonders. Many things came to the Hellmouth, drawn by its power. Vampires. Demons. Mon... Read full Story
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Looking-Glass Ladyboy
I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding ... Read full Story
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Sally
The first time I met Sally I was amazed. She was a gorgeous brunette, about five feet six inches tall, shoulder length hair, nice firm, round tits, and an ass to die for. It was late in the evening when I got off work and uncharacteristically, I decided to stop in at Varsity's for a drink. Orderi... Read full Story
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Whores and Pimps - Part I
Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm h... Read full Story
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Betrayed Chapter 3
There are, perhaps, a half-dozen places in the city to get a really good "big piece of meat" – at least, of the gastronomic variety. Morton's on North State Street is one of those, and a great place to see and be seen by everyone who is anyone. We valet-ed the Mercedes, then made our... Read full Story
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Daniel, Dani, Dana Part 2
Looking in the mirror as I drove the highway, the new me felt and I thought looked great. A new hair color with the old one the trim, my face looked smaller and even more feminine. I never had this freedom at home and hated the idea of going back there. Final exams were all that was left to shed the... Read full Story
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Caught by my Sister Chapter 3
I was having such a great time as Suzy that I didn't want the night to end. "Sure, a party sounds like fun!" With half smile and a wink my mom said. "Are you sure? There are going to be a lot of horny young college guys there." "I hope so!" I went into th... Read full Story
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Brotherly Love, Sisterly Love Chapter 2
"RACHEL" My twin sister, and sometime brother, and I had been experimenting sexually with each other and crossdressing together for around a month, growing to love and to perfect our new feminine personas until they became the ones we thought of as our true selves. Whenever our parents ... Read full Story
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Amatuer Strip Night Chapter 2
Sasha stood in her bra and panties looking nervously out over the crowd at the topless strip club. She shuffled her feet and looked down, her blonde hair covering her face and she wondered to herself if coming back out onto the floor had been a good idea at all. Sasha had just won first place at ... Read full Story
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Driving Miss Michele
Michele drove carefully through the cold wet dark streets. She was not used to using the accelerator and brake pedals of her compact sedan in high heels and she was debating whether to pull over and unbuckle the strap of the high heel on her right foot and kick it off. She didn't want to bring atten... Read full Story
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CD And Trucker
At least four things went through my mind the moment I heard Hank ask me to go along with him. - One my wife was gone for at least 2 weeks so that was no problem. - Two, with wireless connection and my laptop I could take my job on the road. - Three, I had hardly any clothes in my bag that I was ... Read full Story
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Tiffany
The first time I met Tiffany I was amazed. She was a gorgeous brunette, about five feet six inches tall, shoulder length hair, nice firm, round tits, and an ass to die for. It was late in the evening when I got off work and uncharacteristically, I decided to stop in at Varsity's for a drink. ... 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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Fantasy dream
So i had this dream and it gave me such a raging boner i felt i had to write it down. Im at a party, everyone is wasted and having a great time. I had been dancing and flirting with some blonde chick who kept mentioning her friend and wondering where she had gone. Eventually we found her and went... Read full Story
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She also conquered my soul...
Initiation in a new era... Almost three months since I offered my virginity to a wonderfull he-woman, Selmi... unfortunately I had to cancel the second day we planned to spend together with my LORDESS because I quitted the town where we met the day before. Since, only few summer fling messages...... Read full Story
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HypnoSissy Partie 2
DEVENIR CUM SLUT Une fois habillé et James parti, Rose demanda: "Vous êtes-vous amusé?" Je hochai la tête. "Oui, bien que je me sente un peu gay." Rose secoua la tête. "Brian," gay "est juste un mot, comme" lesbienne ", ou" faggot "ou" gouine ". J'ai mangé la chatte et demandé aux filles... Read full Story
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Trinny, Tranny and Susannahs
Draft story, may or may not get anywhere, who knows ? Well oh Trinny/Tranny and Susannahs. With Love Joanna Jet Jo had always loved the highly sensual mainstream television show, "Trinny and Susannah". The fashion duo had helped a different lady each week to look more stylish an... Read full Story
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What I dream about
I'm shortly to embark on a trip to amsterdam in the new year and am very excited for one thing in particular, the opportunity to come across a real life shemale! I've been a massive admirer of shemales for a long time now ever since I first saw one. I don't remember exactly how I came across them b... Read full Story
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Wild Night Of Sexual Pleasures
My gorgeous wife and I have explored every possible when it comes to hot sex and wild times. We've done every kinky thing that you can and would never imagine along with swinging with couples that we know and some we don't. We've enjoyed and shared the pleasures with horny lesbians hot bisexual guys... Read full Story
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Sissies Training Part 2
I drifted in and out of consciousness over the next hour, periodically snapped back into reality when the dildo assaulting my mouth would pause deep in my throat and eject a fresh deposit of cum into my bowels. Looking up at the television display of my abuse I would normally have been turned on by ... Read full Story
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Giving Away Virginia Holton
Today would have to wait, thought Marla Holton as she hurriedly gathered her bag and notebook in preparation for a no-holds-barred departure from her office at Prism Design. As general manager she had the privilege of arriving and leaving at will, though no one could ever fault her for not putting i... Read full Story
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John's Friends
Several of us had decided to meet at a friends house for a long weekend. This friend had a place on the river and a big covered patio, with a huge hot tub, a sauna, and a really nice huge shower. Our friend had his wife, sister, sister in law, and mother in law living with him. He said, "You ca... Read full Story
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The Bottles
Fred shivered in the cold winter air. With his head down and feeling very self-conscious, he trotted out of Birmingham New-Street station in the strappy high-heels and headed down the road as he had been instructed. He couldn’t believe he was doing this. It wasn’t that it was the first t... Read full Story
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Masturbating on the Airplane... Sort of
I was on my way back from Boston after a torrid night of partying. I was tired and it was early in the morning; I really felt like I had JUST gone to sleep when the alarm went off to go to the airport. I threw on a long t-shirt, black panties and leggings, my boots, and a red pull over, since it ... Read full Story
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The Wife Of My Dreams
I am married to a beautiful woman who happens to be adrogynous or some people use the slang word shemale. We have 3 beautiful kids and the youngest daughter is a junior in high school and is looking at her options for college. I am 52 years old and the side of my close clipped hair is now gray... Read full Story
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Medicine of Magic
“I can’t believe that you don’t like women, my woman said to me. I had just kissed her passionately and slid my hands to cup her firm buttocks, my lips now moving across her throat. I murmured against the sweetness of her neck, “I didn’t say that I don’t like w... Read full Story
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Just One of Those Days
Let me start by introducing myself. My name is Amanda, though I sometimes use the shortened version Mandy. I am thirty-three but my sexual awakening didn't really occur until I had turned thirty. Previously I had been a generally shy and quiet girl with a steady and normal relationship. ... Read full Story
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My Fantasy with a CD
I'm lying on a king sized bed, only wearing jeans, I'm relaxing and then a sexy CD/Transexual/Shemale stands in the doorway, I look up noticing a sexy, CD who had a hourglass body, with nice big curvy legs and gorgeous ass! I noticed shes about 5ft 11, with long curly brunette hair..... sea blue ... 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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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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Honolulu surprise
Back in Honolulu, I used to fuck plenty of women as I was young, tan, blond, and in super shape with Triathlons. Mostly I would try to close the deal really quickly after I met someone, just going with “Hey you wanna go fuck?” question after a few minutes of chit chat. You would really b... Read full Story
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A Dream Comes True
I was sitting in my home... if you could call it that. It was an apartment in a complex that looked so run-down it wasn't funny... and it drove away most of those who wanted to rent there. The only reason I stayed there was because it was the perfect cover for what I did. Anyways, I was readin... Read full Story
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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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A Mate's Trans Date
I had been seeing Nikki for about 6months and taking her out as you would any girlfriend, sharing our groups of friends socially of course. One evening we went to a friends place and when Nikki has snoozed off to sleep on the sofa me and my mate called Al got talking, we had been drinking most of th... Read full Story
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Becoming Marie Chapter 4
During the following week I had gotten hornier and hornier thinking of the wekend visit to the air raid shelter. I popped into town during the week to get some make up and some clothes to wear for the following Sunday. This was going to be a bit awkward, but egged on by my urges i set off shopping. ... Read full Story
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Fulfilling A Girl's Male Fantasy
"Get undressed," the pretty brunette told me, and I obeyed. She was called Jennifer, we'd met the night before at the rock nightclub, and I'd thought that she looked gorgeous in her goth make up so she invited me back to her place. It turned out that she was eighteen and still living at ho... Read full Story
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A Perfect Life
The reasons I am not writing this myself. I have finally convinced someone to do it for me. She promised to post it on the Internet, but only as fiction. I suppose it is a bit unbelievable. It all started with the best of intentions. I had married my love while we were still in college. She... Read full Story
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Michele And The Predator
The predator peered through the bedroom window and smiled; he couldn't believe his luck. This woman was just to his taste; he felt himself begin to stiffen as his eyes devoured her; he couldn't wait until he had his hands on her. In his mind he played out the scenario that he envisaged would soon ta... 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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