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2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
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My new Life with Pat. Part 2
While Jean was discussing with the lady from the next table i feel the didlo starting to vibrate and then something like a small ball move up and down into the didlo, it was a prostate massage. I saw Jean playing with a remote control, He increased and deacresed the frequency of vibration and the ... Read full Story
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A Stay At Cousin Clare's
As a teenager I always used to spend about ten days each year with Cousin Clare and her parents. Clare wasn’t actually my cousin, but her mother and my mother were at school together, and it was a convenient way to refer to her. Clare was an only child. At the time of the following exciting adve... Read full Story
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Office Fun
He had worked in the office for just over 6 months, and couldn’t stand the job. It was tedious data analysis type work which bored the hell out of him, and he had to do it eight hours a day, five days a week. The only thing that got him through his long days was Marcia. Marcia was a stunning w... Read full Story
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Finally, My First Tranny!!!
I just came out of the doctor's office in downtown Philly from my 3 month check-up. I was pretty horney since my doctor is a female and I had a complete physical so she and her nurse were in the room with me. I got to the train station to go back to Willow Grove and was standing on the platform when... Read full Story
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The Making of Erica - Sperm Loving Crossdresser
Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... Read full Story
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Lesbian Shemales
Melissa lay on top of me, one hand gently groping my breast while her tongue explored my mouth. I ran a finger down the crack of her ass, stopping to gently massage her ass-hole through her thong. A small whimper escaped her lips as she ground herself against me, her hard cock rubbing against mine. ... Read full Story
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Charisma Part 4
Tiffany held one high-heeled shoe to her foot. It wouldn‘t fit, she knew, since the shoe was several times smaller than her foot. Nevertheless, aware of Charisma, who was seated beside her, waiting for her to don the shoe, she pivoted her foot downward, inserted her toes into the front part of... 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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Susan's First Time Part 4
The shadows of late afternoon crept across the city when Susan paid the cabbie off. Why had 'he' wanted her to come down to this neighborhood? She looked around with apprehension at the garish lights of bars and adult bookstores flashing in the growing darkness. One or two streetlights flickered on ... Read full Story
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Rebecca's Secret Part 2
-5- Rebecca lay in my arms, trembling after the most incredibly orgasm she’d ever experienced. Hell, it was the most incredible orgasm I’d ever experienced and I wasn’t even the one who’d had it! We held one another in the darkness, myself stripped of every article of clot... Read full Story
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At Risk
Diane was proud to be a shemale. She loved having a beautiful face; long, silken hair; fabulous breasts; a firm, flat tummy; functioning male genitals; long, shapely legs; and firm, compact buttocks. She loved wearing makeup and dressing in fancy, frilly clothes. She also loved the way men ogled her... Read full Story
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Showing Off For My Wife's Pleasure
There I was lying on my back, on the floor of a cheap adult bookstore. All I was wearing were 5" heels, black thighhighs, and a nipple chain. In one hand, I was jerking my throbbing shaved shaft while I was using my other hand to fuck my ass with a double headed dong. Cum was glistening on my f... 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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Jamie is taken Part 3
When this process was completed the Chinese gentleman s turned to his new acquisition in the floor. He lifted him up from the floor and deposited him on a high-backed chair; his legs still folded up, and tied him to it. Then he removed the strap from around his throat and instead shoved ... Read full Story
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The wonderful adventures of miss K: Down by the river...
Miss K and Tracy walked through the park by the Gateway Arch, content to spend a nice spring day enjoying the outdoors instead of another piece of flesh. Tracy had one a pair of short, tight daisy dukes with a light pink crop top that showed off her tight stomach and nice legs. Miss K herself... Read full Story
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A Fairy Tale Part 1
=-=-Chapter One-=-= "Heather?" My boyfriend was knocking on the bathroom door. "What's wrong, are you okay? Heather?" "Yeah..." I swallowed thickly and that was a mistake. I threw up some more, kneeling on the floor, feeling like I was dying. "Heather?&q... Read full Story
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Devastating and dominating
Tracy drove the black SUV with her friend Miss K in the passenger side, both of them struggling not to be bored to sleep with the monotonous countryside I-64, the scenery broken up only by the occasional road sign or truck stop. The Madonna CD thumping in the stereo helped matters though, the t... Read full Story
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The Triple X cocktail - Wife Shares Shemale With H
"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an ... 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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On the Run
“Your first mistake was stealing hundreds of thousands of dollars from me. Your second mistake was thinking you could get away with it.” As I stood trembling before his desk, Mr. Atwater regarded me as if I were a bug on the windshield of his Lexus. “Do you have anything to say for... Read full Story
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Collette's Property
I've been Collette's lover for four years now and this gorgeous, incredibly kinky woman still continues to amaze me. Our sex life would be unimaginable to most people, even those who live lives embracing BDSM and other fetishes, and it's Collette who makes it happen. Of course everything is a trade ... Read full Story
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Cheri's Ordeal
Cheri knew that she had made an error in not following Ken's instructions. She felt that she would be able to do as she pleased while at home alone. That, of course, included the right to masturbate at any time. After all, she had been beating off several times a day since her early teens. To be ord... 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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Trisha
The doorbell dinged. It was my next door neighbor Pete. I had known him since I moved into these condos two years ago. We met at one of the monthly parties our association throws. That one happened to be a barbeque and I remember the dish he brought to the potluck was amazing. Pete was always trying... Read full Story
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Lesser of Two Evils
My name is Eric. At 21, I was working as the IT guy at a prominent Caribbean cruise company. My days were usually pretty boring. Fixing computer problems were usually a no brainer for me. People are so stupid when it comes to how they use their machines that I assume there will always be a need for ... Read full Story
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Becoming Lisa
From when I was as young as 9, smooth and long blonde hair, I was always dressing in my older sister's panties and bra, panty hose. My breasts were kinda girlish and i had long nipples that would get hard when I played with them. I was older now, but still only had a small 4 inch cock when it was ha... Read full Story
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Asian Crossdresser - How My Crossdressing Journey Began
My name is Patrick (Pat) Young and I was in Hong Kong. It all started when I was 5 years old. I was an innocent and naive boy, who had no idea the difference between boys and girls. I thought the differences were that girls had long hair and they wore skirts. When girls grew up, women were sh... Read full Story
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First Time Sex With Tranny
Wow - if you have ever wondered what it would be like to be with a TS girl, this would be a great place to start. Just got this from a “friend” of mine who wanted to write about his first TSgirl experience. Can’t say for sure if it’s 100% true, but who cares? I do know that they were together so ... Read full Story
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The Beginning Of Penny
This story is about how I became Penny, the cock loving, tranny. I remember being a kid and jerking off to dirty mags we stole from my friend’s dad. The pics that always made me hottest were the ones in the ads in the back few pages for phone sex with trannies. Looking at those hot and perfect women... Read full Story
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wishing
When I would get off the bus from after school activities, I would always walk through this truck stop on I-94 east of the Twin Cities. I would always look at the truckers parked for the night in the back. I always wondered what would happen if I brought my desires and fantasies to life for one of... Read full Story
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The Guy At The Pool
The Guy At The Pool Stepping out of my hotel room for a smoke I saw two young guys at the swimming pool which my room overlooked. One of them was standing outside the pool speaking to the other guy who was in the pool. The guy beside the pool immediately caught my attention, his shirtless bo... Read full Story
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a day in the life of Amber SissyZofen 264
And the days had passed one after the other and now it was the day of my date. He sent me a txt at 8.30 on Saturday morning to say he was coming And you remember he was leaving his phone at home in case his wife called You know I had sent him my address, parking advice and left the gate ajar. ... Read full Story
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Sissie Slut's Windows of Womanhood
I flash back to my first time with a grownup adult at the tender age of16 . I was so nervous now that we were here in the motel room. I was nervous for so many reasons. I lied to my family and told them I was staying at a friend’s house. Instead, I'm here with Mr. Joey in a motel room and he was my... Read full Story
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Camming Down the Rabbit Hole Ch. 08
A familiar sensation greeted me as my eyes opened and a yawn escaped my mouth, that oh so delicious feeling of my morning wood straining against my silk night ware. It was becoming an ever occurring pattern that no matter how large the orgasm the night before I would wake with the hardest of cocks, ... 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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A Religious Experience
A Religious Experience by Sabrina G. Langton *Stories from the real world 2 This story is kinda autobiographical. I was twenty-two in 1987. You couldn't just order anything you wanted on the computer, with no social interaction, and get whatever you wanted. You had to go out in the real w... Read full Story
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First work day!
Having just graduated from college in Miami I took up fashion as a career! Impressed? In fact, I managed to land a job as a clerk in ready-made clothes shop. Sounds not as impressive as I’d like to have but that is just a beginning. You think there are no other interesting places in the whole ... 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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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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Unforgettable First Time
I am in my late thirties and have known for a while that I have a sexy body. I'm 5'11", slim and athletic with little cherry butt and shapely legs. A lot of women have told me my body is sexy. A few men have mentioned it too. Sometimes I get photo-snapped at the pool or the beach. I've been luc... Read full Story
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The lover of Lisa
It wasn’t that hard making the change from friend to lover, and from lover to student of sensuality. Lisa made clear that I was to follow her directions, not that our relationship was predicated on that, but that she was going to lead me to a new place in my life. She had been a friend for mo... Read full Story
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Butt Sluts
My name is Jimmy James. When I started high school, my parents shipped me out to boarding school to teach me discipline. They were mad because I had always been a disappointment to them. I wasn’t terribly manly and I liked to dress in girls clothes. The more often they caught me dressed like a... Read full Story
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Father In Law Shemale Adventure
My wife's parents were visiting LA from back east. We live in a small one-bedroom apartment in the valley. She wanted them to stay with us but we didn't have room. They got a room in West Hollywood. My wife and her mom had gone shopping for the day. I was supposed to be at work but at the last momen... Read full Story
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Connoisseur of Cocks
Some girls like men's asses, and, I must admit, they're nice--nice to look at, nice to spank, nice to massage, nice to kiss. There's nothing wrong with a man's butt, but, for me, its his cock and balls. There's nothing sexier. What do I like about a man's genitals? Everything! (What's not to like... Read full Story
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Charisma Part 2
After fondling her breasts and her cock and balls for several more minutes while she probed Tiffany's mouth with her tongue, Charisma allowed her guest to get undressed while she removed her own clothes. The seamstress was a beautiful woman, for a genetic female, but, of course, she was nowhere n... Read full Story
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Puzzle
Women. There's no figuring them. They're a puzzle, one of life's mysteries, and that's a fact. Who knows what goes on in their brains, or whether they even have brains? I mean, what rational creature would get excited over Valentine's Day? Could any holiday be more obtuse? Like your bitch, mine's... Read full Story
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Shemale Runner
This is based on a real life experience and is about consenting adults engaging in sexual activities, if you are offended by such themes as shemales then do not read on any further. I try to stay fit, I run every day after work for an hour. There is an old dirt track walking path that links fa... Read full Story
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Rebecca's Secret Part 3
Kate stood before me, dressed in only a burgundy bathrobe, with her back to the door. She looked up at me as if waiting for me to say something, as if I was the one who needed to provide an explanation. Rebecca, meanwhile, stood behind me, using my body to shield her from Kate's eyes, not that it ma... Read full Story
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Blind Date
"Hello, I'm supposed to be meeting a Mr. James here." The receptionist looked up from her desk and glared at Zil, seriously not smiling. "I believe you'll find him in his suite, on the first floor. The River Suite." She snapped, returning to her bookwork without giving so m... Read full Story
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My Beautiful Surprise
Mark Holloway groaned as he sat up in bed and reached behind him to touch Madison. It was six o'clock on Saturday morning in Birmingham, Alabama. His hand met only a cool pillow and undisturbed sheets. Then he recalled with an increase in his heartbeat that she was due to arrive at the Birmingham In... Read full Story
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Alpha Gamma's Secret
Molly woke up to the sound of her alarm clock beeping. She opened her eyes slowly and looked at the time. It was 7:00 AM. She groggily reached over to shut it off, pulled away her blankets, and stepped out of bed. She walked from the bed room which she shared with her sorority sister Gina to the ... Read full Story
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Old Man’s Folly
I was in the City to speak at a class on Business. I am in my 70′s but still very active and love to travel. I lost my wife of 51 years two years ago after a long and wonderful marriage. We had a very active life, extremely active in the sexual area. So with nothing else to do I make appearanc... Read full Story
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Just One of Those Days Part 2
Hello again. My name is Amanda, though sometimes I use the shortened version Mandy, when the mood suits me. I'm 33 and have stayed single for three years, since I discovered that Richard, my boyfriend, was not only cheating on me with dozens of women, some my so called friends but was al... Read full Story
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Bethany's Secret Part 3
-6- February 16th was my birthday and I was eagerly awaiting spending the day (and night) with my girlfriend, Bethany. I had met Bethany six months earlier, when she was just a new student in my high school. I had fallen in love with her at first sight and becoming her boyfriend became my top pri... Read full Story
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Transsexual Heaven
I grew up in a small town, about an hour north of New York City. I had spent lots of time with Playboy and Penthouse magazine, but was not really active sexually through my teens or college years. I mean, I had steady girlfriends, and had sex, but I wasn't a Casanova type, chasing a different wo... Read full Story
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