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Halloween Night Again
Last October my girlfriend Kelly and I were drinking wine and playing cribbage on a cold, rainy night. After dating her for six months we usually stayed in on weekends. I consider myself very lucky to be dating her. She is an incredibly beautiful brunette and has a perfect 36C-24-26 figure on her 5'... Read full Story
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TS Wife
I was on a business trip to Laos when I met my wife. It was quite by accident, I wasn't really looking to get married, even though I'm very nearly 37 years old now. I work for the richest man in the world, well for his company, so you know who I'm talking about, and I'd just made him a small fra... 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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Always Be Closing Chapter 4
Tina woke me up early the next morning because we had a flight to catch. She had clearly gotten up a while before she woke me up and already had all of our stuff packed and ready to go. "I thought you deserved a little extra sleep since you covered for me last night. By the way, I already go... Read full Story
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Seduced Willingly Part 1
Finally, I moved to a city that was exciting, Miami. I moved to Miami looking for something new and adventurous. I grew up in very conservative town where nothing exciting went on. In Miami I found different languages, gay people, different ethnic persons, art, and culture. However, my job keeps me ... Read full Story
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Candy Pink Part 2
Chapter 4 My parents had a letter shortly after from the headmaster Mr. James Allen. I was to head out to CA before the start of winter term to get settled into the dorms and go through orientation. The letter said I should be there no later than December 1st and that they would arrange for me to... Read full Story
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Growing up CD Part 2
After we left Max, Peter and I fought over who would get to take the magazine home. We decided to tear out some pages so we could have some each. We agreed to catch up the next day and go to his house as his parent were going away for the week. That night after dinner I told mum (dad had left ... Read full Story
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Blue collar Master, white collar slave Part 2
About an hour later I was once again naked except for my chastity pouch and my stilettos and once again I was screaming and crying, my body covered with angry red welts from Master Darren's whip. On my knees crying and begging I held his cock in my hands, trying to give the best handjob ... Read full Story
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Baby Face Jack's Biggest Fight
The referee held his gloved hand high in the air. The crowd was hushed as the ring announcer spoke, "Ladies and Gentlemen, the winner of this World Featherweight Championship Boxing Match to unify the title, by technical knockout, and still undefeated; Baby-face Jack Mc Coy." The crowd scr... Read full Story
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An Afternoon with Cara
Even though I was expecting it, the knock on the door startled me. Cara was a few minutes late so I had been fussing with the apartment, making certain that everything was arranged just so. Two martini glasses, a shaker and a small shallow bowl with stuffed olives sat poised on the counter that sepa... Read full Story
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Angel Chapter 3
On Monday morning, Angel Jones reported for her first day of work at the main office of the big London Bank. As she sat on a chair in the anteroom of the personnel office, she thought about what she would be doing there. It was almost a certainty that nobody in the bank knew she was a T-girl, becaus... 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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Me and 2 black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider my self a crossdresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine ladyboy. I have been taking also hormones for 4 years, on and off and I already saw many changes&he... Read full Story
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His Perfect Shemale Partner Part 2
Quite a few things have changed since the last chapter. OK maybe not that many, I am still lusting after Sally's body needing to have my dick in her and feel her in me, but we are a lot closer now as we are living together. Sally has gone to her 1st choice University and I decided I would rather get... Read full Story
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Procreative Fiction
I like penises. More specifically, I like circumcised penises. And I like balls, big or small. I prefer scrotums that, when they rise, high and tight, are smooth, although they may be wrinkled when relaxed. I like asses, too, especially feminine asses. Men's asses, to be attractive to me, must be sl... Read full Story
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Filthy Little Beast Part 2
Chapter 8 The first thing that struck me was pink! More pink satin than I thought existed in the entire world. The walls were covered in baby pink satin curtains, the plush carpet was also baby pink. Like all the other rooms in this house of the bizarre the ceiling as a full mirror. There was a h... Read full Story
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Aunt Cindy's Bizarre World Part 2
Chapter 7 I am guessing it was just over an hour until I heard the door open. It was her again, Miss Sindy Satin my auntie. This time she was wearing just an under bust white satin corset, long boots in satin exactly like mine but in white and her long, white bridal satin gloves and a the ribbon ... Read full Story
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Debbie Part 5
Debbie didn't wake up until her gag was wrenched from her jaws. Her hood, collar and earplugs had already been removed. "Wake up, shit-head," Mistress spat and slapped her face hard. Debbie came awake and noticed that all the straps holing her to the couch had also been removed. She felt a... Read full Story
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Becoming a Sissy Slave
He gave me the choice. He had programmed me for a week and knew which way I would probably choose, but he gave me the choice. I could get out. Or I could continue. It was up to me. On my knees or out the door. It was that easy. Now I had to choose. I guess I should backtrack, first. You ... Read full Story
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An Invitation
"Oh come on,Sarah. There has to be a way." An innocuous enough statement, but that's how it all started. I'd just received an invite to Cressida's annual Christmas party which, maybe not on the Hollywood A list, was within the cognoscenti an occasion not to be missed. The soirees of ... Read full Story
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How I Became the Sissy Slut
It all started when I was about 11. I was a very petite and short and had long straight brown hair with whispy bangs as a child. I was often mistaken for a girl. I have a sister who was 6 years older than me about my size she used to dress pretty sexy with the tight jeans and the skin tight sailor b... Read full Story
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Hotel Humiliation
My world begins to fade back to from blackness. I'm very groggy and my vision is returning. I'm in a hotel room and my Mistress is standing in front of me. My head is still spinning as I try to understand my surroundings. I would say we have a lesbian relationship, except Mistress is a shemale, with... Read full Story
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My First Time Out Part 4
It was Sunday morning at eight o’clock when the phone rang. Shayna’s eyes felt like they were glued shut but managed to answer the phone on the third ring. “Morning,” said Shayna as she was still half-asleep. “Good morning Shayna. This is the Bell Captain calling.... Read full Story
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Becoming A She-Males Bitch Part 2
After last nights ordeal I was given something to drink and taken to a bedroom upstairs. What I drank must have had some kind of drug in it because I was knocked out. I bet I was asleep in just a couple of minutes. I barely even remember lying down. When I woke up I was naked, sore as hell and fe... Read full Story
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Daddies New Girlfriend
Doug suspected his 19 year-old son Jerry was stealing money. Doug worked far too much trying to provide for his son to supervise him properly but drew the line at theft. So he decided to set up a web-cam behind the mirror in his bedroom, he'd used the very same 2 way mirror to film his dead wife Cyn... Read full Story
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Cassandra Chapter 1
Cassandra is a tease, a flirt, a slut, a girl who lives very much for the moment. Unconcerned with propriety or fashion trends, she dresses in clothes that go right for the jugular of a fetishist's libido. Spandex, leather, latex, spike heels, corsets, overdone hair, make-up and fingernails - these ... Read full Story
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Andy Becomes Mandy
Polly and Andy had met some weeks before (A chance reunion. She arranged for Andy to call by and this is her story of the next encounter. I waited a week after that first meeting with Andy. We had known each other for quite some time and flirted often but I would never get involved with colleague... Read full Story
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Angel Chapter 6
This is an entry in the Literotica Winter Holiday Contest, and is part of an ongoing series on the life of Angel Jones, a beautiful young T-girl in London. For more detailed information on her and on the other characters who appear in this story, please see previous episodes. Angel Jones was uns... Read full Story
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Duped by a Cross-Dresser!
I don't brag about much, but I do have to say that I am a damn good cross-dresser. When I slip into a dress, no one can tell I have eight inches of meat hanging between my legs. I've had relationships with more than a dozen men who never knew the difference. It helps that I have a girlish face wi... Read full Story
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Angel of Mercy
Angel stood at her kitchen counter flipping through a massive amount of what was quickly appearing to be no more than junk mail. She was just about the toss the whole lot into the trash can when one envelope caught her eye. The envelope was made of an off white paper that had an unusual texture to i... Read full Story
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How Kevin Became Finesse
Monica went out with JJ! He was a black buff guy who taught karate where she took the kids. He drove a yellow corvette and liked to wear shirts with the sleeves cut off - to show off his big tattooed arms! All the young blonde girls were on his jock, but he had the eyes for Monica. She kept protesti... Read full Story
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Lady Blue
“Blue-eyed boys always get me in trouble,” she said in a sultry tone with an equally sultry smile. I smiled as I looked into those warm brown Latina eyes, so soft yet full of mischief. “I’ll be back in a sec guys,” said Tracy as she got up from the table and headed ... Read full Story
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Buffy the Shemale Vampire Slayer Part 5
By the time that Buffy arrived at Rupert Giles' apartment, the former librarian, her ex-Watcher, had just finished reading a new volume of what Edgar Allan Poe, in The Raven, had referred to as a "curious and quaint volume of forgotten lore." He'd just settled the large, leather-bound volu... 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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Trying It On For Size Part 2
I looked up and saw the low slung scrotum swaying above my eyes, the long, thick, curved shaft pointing upward just in front of it. I heard a quiet tearing sound,"schshhhtt," looked further up and saw Tanya opening another one of her black foil Magnum condom wrappers. She placed the large,... Read full Story
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The Sweetest Taboo
"Hey sis! Remember me?" Tisha Roberts stood at the door in complete shock looking at the person in front of her, the latest KaySlay CD whispering its aural presence in the background. She scanned the person in front of her, trying to figure out what was going on. The woman in front of h... Read full Story
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A Lady Indeed
"Blue-eyed boys are always getting me into trouble," she said in a sultry voice. I smiled, as I looked into those warm brown Latina eyes, so soft yet full of mischief. "I'll be back in a sec guys," said Tracy as she got up from the table and headed towards the ladies room. ... Read full Story
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Carrie Ann's Delight
Chapter One It was a Friday afternoon that seemed of little consequence. I got up, shaved, cleaned and pampered my body. After my underwear was in place I wore my usual boots, boot socks, jeans and a plaid shirt. The bar at Fulton Street was busy that afternoon when I arrived about 2:00 and every... Read full Story
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Been Caught Cheating Chapter 3
I awoke in pain. I had slept bound all night. And it also seemed that I had been hit with something to wake me up. Angela was standing over me with one hand on her hip and the other holding my bounds that I slept in. She was already dressed and ready to go. I looked around to make sure we were alone... 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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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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Realization vs. Reality
So…here I sit. 40 years old and revisiting the confusion of my youth. I am, and always have been, a first string heterosexual male. From my earliest memories of when I began to notice girls, I have always delighted in the wonders of women. I became sexually active at age 16, and there has nev... Read full Story
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Don't Go Into The Woods
Prologue I am standing here wearing a red plaid schoolgirl uniform skirt. It is so short that although I looked in the mirror before and couldn’t see my white satin panties I felt anyone looking at me could. My blouse is a white collared blouse typical of what you’d expect to see on a... Read full Story
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Jesse’s Dream Job
****This a fantasy scenario i have dreamed of ever after i became interested in beautiful Ts women. Even though this is my fantasy alot of credit goes to author Ruwild (which some of u may have read his stories) who was nice enough to write the story for me. Enjoy!!!***** Jesse's Dream Job ... Read full Story
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Jesse's Dream Job
Jesse sat nervously in the waiting room of the opulent office. He was there for a job interview as a personal assistant. Now at six foot tall with 220 lbs of football hardened muscle he did not fit the description of a personal assistant, but the advertisement on line had been pretty specific about ... Read full Story
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Headmistress' Favorite Sport Part 8
For Denise her life as a fully trained slave began with a stay at Mistress Rachel's house before joining the twins' household. Since it was their idea to turn her into the sissy she now was, it was agreed that she would be their slave. But as the twins were moving out of Mistress Rachel's house and ... Read full Story
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Bethany's Secret Part 2
-3- Before beginning my story about what happened to me the week before Christmas, I should explain what had happened during the past few months. Early in my senior year of high school, I had met a gorgeous girl named Bethany who became my girlfriend. On the day of our four month anniversary, we ... Read full Story
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Interstate Reas Area Whore
Driving down the interstate the sign said Rest Area one mile. My heart skipped a beat and there was slight stiffing of my male meat in anticipation of events to unfold. This interstate rest area was always packed full of eighteen wheelers as many as forty. Surely one or two of these truck drivers wo... Read full Story
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The Greatest Lie Part 6
In my rare moments of leisure in the weeks following my close encounter with death, I had had little opportunity to talk about it. Of course, the police had asked perfunctory questions, and I had testified at the coroner’s inquest, but until my next appointment with Dr. Erika Wright, I had not... Read full Story
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Feminized By My Mother Chapter 2
My mom was staying in as were Jen's parents so we parked on a dark road and made out while I fingered her. Her panties were absolutely drenched when I was finished, and she rubbed her hand inside them and used her pussy juice to jerk me off, I spurted all over my pants and she laughed. "I ho... Read full Story
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Caramel And Devin
I began crossdressing at 12, but it wasn’t until I was 17 when I dressed up completely for the first time. When my parents went away for the weekend to Atlantic City, I took advantage of the opportunity to explore my feminine side to the fullest. As soon as they left the house that summer morn... Read full Story
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Catching Up
It was with mixed emotions that I listened to the message on my voice mail. It was the familiar sound of Mark, a long time friend whose call I had missed earlier that afternoon. Now as I heard it, for the third time, I felt my stomach slowly relax from the uneasy twist that had taken hold the minute... Read full Story
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Am I Who I Think I Am? Chapter 2
Well,I can't lay here all day and dream! I feel so good, so loved, so ravished. My smile is touching the pillow on both sides! I'm laying here daydreaming about my deflowering this morning. Inside me lives my lover's DNA, looking for a life to create. (Nice try little spermies, but you won't find it... Read full Story
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Kidnapped (Adult Fiction)
Kidnapped I remember being normal. I was a young man in my 20's living in my parent's house struggling to get by. I was online more than I probably should have, but it was an escape from the harsh reality of my life. I didn't feel fulfilled or like a success, I felt like a failure on many differe... Read full Story
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Sissify Your Boyfriend Manual - transation
original= manual-sissificar-a-tu-novio-4979 Used google translate, found some pronoun/object/context issues, and I believe ladybug = ladyboy Sissify Your Boyfriend Manual MANUAL FOR WIFE/GIRLFRIEND TO SISSIFY YOUR MAN, DISCOVER HIS SUBMISSIVE SIDE AND TURN HIM INTO ?HORNAND? AN... Read full Story
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The Greatest Lie Part 1
The greatest lie that they tell you is that what happens in high school doesn't really matter: that life begins in college. I pretended to agree, though I never believed it. For as you will see, I am the world's greatest liar. "Take Sadie Hawkins Day, for example," I said to my buddy Qu... Read full Story
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