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Sexretary
Sam Nichols had a comfortable, reasonably well paid job in a computing firm called Stewart Computing. He was twenty two and had recently graduated college and had been lucky to find such a good job in the firm on the edge of San Diego, just a couple of hours drive away from where his parents still l... Read full Story
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A Close Encounter of the...
Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a... Read full Story
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The Wonderful Adventures of Miss K
Miss K sat near her bedroom window in her pink silk robe, staring off into the late morning skyline in the distance while she held a cup of hot chocolate in one hand and ran the other through her waist length bleached blonde permed hair. The indirect sunlight lent the dark chocolate skin on her sili... Read full Story
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Headmistress' Favorite Sport
When Susanna lost her second job only two days after losing her first; she had no choice but to accept her sister's kind invitation. Susanna had been loath to do so because of two things. Firstly there was pride. Although she had accepted Rachel's offer of help with paying for the children's school,... Read full Story
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Headmistress' Favorite Sport Part 4
Over the next weeks Denise and the others settled into the routine, accepting their new life. Cindy did, as Mistress Hoffmeyer had predicted, break very easily and now she had been remolded as the slave-sissy her master wanted her to be, docile and obedient. Others needed more effort and others less... Read full Story
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Becoming Paula
I work in an office with 15 coworkers about 11 of them are women. I get along well with my coworkers and go out of my way to be helpful. I find it is more fun to work with friends than to work with strangers. My name is Paul and I work in an insurance claims office processing claims and making recom... Read full Story
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Fancy Dress Party
About 2 months after being transferred to our London office from my home in Vancouver, I got invited to a Fancy dress party. "Just so you know, that means you wear a costume," my coworker Lynda told me. "I believe they might call them a costume ball over in Canada." Close enou... Read full Story
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Fantasy Reversal Chapter 7
As this was to be my final day and night as Katrina I awoke early. Sam was still in bed as I pulled my hair back into a pony tail and dressed in my running shorts and sports bra, I stopped a moment to admire how I looked. My hands roving my own girlish body, gently feeling my curves. Finding, to my ... Read full Story
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A Surprise Stripper for My Birthday
My wife and I have always been a little on the kinky side. We have been swingers for seven years and have done many wild things during this time. Every Friday night we have a thing called dirty night where we go up to our room and watch two of our favorite shows Bliss and Kink. Bliss is a weekly ... Read full Story
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Body Image
"Sit down Mona. We have to talk." He had heard those two tiny sentences more than a few times in the last several weeks. Every time he did he felt a strange queasiness in the pit of his stomach. Yet no matter how hard he tried, he could not refuse. He walked over to the couch across fro... Read full Story
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Revenge is Sweet
Henry Stewart was thirty five years old, married to a very attractive woman who'd given him three kids, he owned and ran his own very successful computing company in San Diego, "Stewart Computing", meanwhile he owned a large house in the wealthy small town of River Falls. All in all, Henry... Read full Story
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Dress Up For The Girls Next Door Part 2
“Hot enough for you?” I looked up from the garage to see Lisa hanging her head out the window. She had a sexy turquoise halter on. Her tits bounced back and forth as she spoke. “Now it’s real hot with you hanging out the window.” No bra, Lisa never wore a bra when it... Read full Story
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Angel Chapter 1
On her eighteenth birthday, fresh from her shower, Angel Jones looked at her nude reflection in the full-length mirror in her bedroom, and was mostly pleased with what she saw. Her blonde hair, down past her shoulders and still growing, was soft and shiny, and all that she could have asked for. She ... Read full Story
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Franks Friend
Frank is a buddy of mine. We grew up and went to college together. While we were in college Frank and I went on a road trip from Lubbock to Dallas. We got to Dallas went to a few strip clubs and then finally found ourselves on Harry Hines Blvd. It was about 1 in the morning we were both horny and a ... Read full Story
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My Greek Goddess
I'm Caroline. I'm 27 years old and I work as a solicitor in the West End of Edinburgh. I'm generally considered quite attractive, five-feet-five tall with dark blonde shoulder length hair and a pretty face, featuring big green eyes and pouty lips, and a nice figure with C-cup boobs. I've been blissf... Read full Story
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How I became a cute femboy CD part 2
The game of husband and wife Kevin and I played went on for a little over 2 more weeks before we decided to go even further, I say we but it was Kevin who seduced me into it. We got together in our game as much as we could and it was a lot. I would always dress for him in various outfits and my ... Read full Story
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Play Day for Sara
It doesn’t happen often, but an opportunity opened up for me recently to take a day off to get a hotel room, get dressed, and entertain men. So I took it. When I discovered I would have this day to myself the previous week, I ran the following ad on craigslist: “Get ready boys – t4m super horny... Read full Story
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A New Spin On Role Playing Games
A New Spin on Role Playing Games By: Shawna Summers shawnavinylltv@gmail.com I've always been something of a geek. I love sci-fi and fantasy books and movies; I can recite countless bits of useless trivia back to you about all kinds of movies. So, it was no real surprise that I took to rol... Read full Story
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When Fantasy Comes True
I have always had this fantasy to be the object of lust for two trannies. But never till date did I think I had it in me to fulfill the fantasy or be ever so lucky. I had one night been invited over by a trans friend for a few drinks. I went over with a bottle of vodka and a few beers. When I re... Read full Story
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First Cross-dressings Loosing Anal Virginity
It happened after a month of me blowing that guy twice...I mean I was so damn excited and was craving for his cock....I was blowing him every weekend in his car after the school...his cock was almost 7 inches and was so thick and that I like so so much the gagging he was giving everytime, that chock... Read full Story
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Buffy the Shemale Vampire Slayer Part 13
Buffy's cock slipped out of Baubo's mouth, and she licked the smooth skin of the stiff, elongated shaft with her tongue. Baubo had no hands, but, even so, she was a superb cock sucker. More than once, she brought the Slayer to the brink of orgasm, then backed off, letting Buffy's sexual passion abat... Read full Story
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Lust and Love with Leona
This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not s... Read full Story
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Susan's First Time Part 3: Susan's First Party
The chauffer passed through a gate in the high brick fence just as the sun started to slide behind the distant snow capped mountains. The cobblestone driveway that wandered toward the main house must have been a mile or more long. Susan admired the immaculately landscaped grounds as they drove throu... Read full Story
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The Giver and the Gifts
From the beginning, when my breasts first began to bud--that was my true beginning --men accepted my offer of them, pleased to receive such gifts. My admirers, admiring them, circled their soft, tender areolas with the tips of their forefingers, as delicately as though they were outlining the cir... Read full Story
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Story for adults Part 2
The next morning training began in earnest. Pete/Alice ate breakfast by sucking a thick liquid out of a dildo mounted on the wall and after breakfast his insides were cleaned out by five very painful enemas. Then his corset was tightened to make up for the slack coming from his body adjusting to the... 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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Chinese Extremes Part 6
If Lien had expected that life as one of Master's special slaves would be easier she was sadly mistaken. As one his chosen few she was expected to perform much, much better to all other slaves. This meant a much harder schedule than all the others had. When Lien had been a house-slave she had never ... 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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The Greatest Lie Part 17
They say that life is about making choices. But we humans don't get to choose the two most important factors in our lives. We don't get to choose our genes, so I got stuck with XY chromosomes. And we don't get to choose our natal families, so I got stuck with my mother and father. My father, Edua... Read full Story
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Gender disfunction
Ginger and Steffi each took a chair in front of Dr. Winslow's desk and waited for her to speak. Looking up from a file, the doctor eyed the two girls for a moment, and then asked, "Which is which, I mean who's Steffi and who's Ginger?" Both girls mumbled their names, while Doctor Winslow w... Read full Story
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Our special trip
John and I were having a nice relaxing afternoon cuddled up on the couch watching TV. Our relationship was shifting from all about great sex to enjoying the time we spent together just being ourselves, with me dressed up of course, and the sex seemed to me to be more loving. I'd still seduced him at... Read full Story
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Trannies Feminize Dandy Boy
"Yea I thought the singing was OK but I don't really go for that style too much" "And the girls?" Brian prompted me. "Oh come on Brian leave him alone we all know he's not really interested in girls." "Give him a chance, people can change! Perhaps Carl's... Read full Story
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The Bitch Bites Back
Pamela stood huddled in the dark doorway, halfway down the back alley. It was cold and a light drizzle had settled in, the sheets of fine rain just discernible in the dull light of the single working lamp halfway down the alley. Pamela was in her mid forties and fighting a losing battle against t... 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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Bisexual Black Man's Paradise
The name is T.J. Brown. I'm an engineer working at Walpole, the toughest correctional facility in the state of Massachusetts. My days are spent reading books, exercising and occasionally tussling with other workers. The facility is undergoing some expansion and I'm the lead engineer on this gig, wor... Read full Story
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Black Man Becomes A Sissy Maid
My name is Anderson James Crawford. I'm a big and tall young Black man living in the City of Ottawa, Province of Ontario. I presently attend Carleton University, where I'm studying Criminal Law. I originally hail from the City of Atlanta, Georgia. Yeah, there are African-Americans living in the Conf... Read full Story
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Desiree and Big John
It had been only a week since I'd introduced "Desiree, the Hot to Trot Transvestite" to my girlfriend Suzie, leaving me not a bit surprised that she chose not to spend the very next weekend at my place. While she hadn't freaked out, she was concerned I was gay since I was so convincing but... 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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Where No Man Has Gone Before
I write this with the faint hope that some day, some way, I can send it to the men of Earth. (Maybe via the Internet?) It's been over a year now since that night... I had been driving later that night than usual for me. You see I'm just a single, middle-aged guy who's good at fixing stuff. I had ... Read full Story
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My brother caught me crossdressing
It all happened 3and a half years ago.I started secretly crossdressing about an half a year before.One day my parents went out and told me that they will be late,and my b*****r was staying at his friends house (he was 17 back there and i was 14).As soon as they left the house i ran down to my mom's ... Read full Story
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Mary Ann and the Tim the Ranch Hand
A few months after my girlfriend moved away suddenly to her grandparents home across the country,( I learned a few years ago she got pregnant) I was riding around on my bike in the street when my neighbor Mary Ann called me over. She was 18, I was still 12 at the time and very horny since my girlfri... Read full Story
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Sara by Sara
1000 – Sissy Story 29 – Sara by Sara Filed Under: Sara, Sissy Story by Anna Malice — 3 CommentsFebruary 26, 2012 4.00 avg. rating (81% score) - 3 votes Post number #1.000 I never thought to reach this moment.. in truth i always thought to cancel this blog.. a lot of time before of this.... Read full Story
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Cara's First Time
Cara's First Time This little true story is about the first time I was with a man and a night that I will never forget. My name is Cara. Well that's my girly name, I'm a cross-dresser. I've loved dressing up in women's clothes since I was young when I used to dress up in... Read full Story
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CORRECTION ASSERTIVE WENCH
ASSERTIVE WENCH I caught my live-in partner in an affair and things went awfully as her and her supervisor went into overdrive trying to make every mutual acquaintance believe something perfectly fine and wholesome had led to their affair and my misery. We parted and for a time I stayed to mysel... 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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Once a Slut Always a Slut
I held my breath – and then I knew I had crossed a line – I had become by my submission, in that instant of time, another individual. I had known Paul Phillips since I had arrived at the local school in the village some 6 years before. We had moved on together to the grammar school in... Read full Story
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Sudden Shemale
I woke up from the anaesthetic, still very groggy and uncertain. I couldn't remember anything, and my head and body ached terribly. I glanced around, trying to lift my head off the pillow, but it just didn't work. After a few minutes, I tried again, and this time I managed to stand up. I was ... Read full Story
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How I Became Vanessa Part 1
I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husband moved to... Read full Story
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Sex with Shonda
I'm a workaholic by nature. I love my job but that's not why I work so much. I work long hours simply because when I get home I don't quite have anything productive to do. I just sit down in front of the television or I chat over the internet. Life at home is dull so the best solution seems to be en... Read full Story
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Mistress Jasmine Made Me a Slave
Since long I haven't written a story so maybe I am a little rusty but I hope you enjoy it anyway. There are some autobiographic parts in it but most is fantasy, which part is real and which is fantasy I leave to you. Like any other author I do love comments too, whether they are good or bad. So plea... 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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Stepdaughter's Transexual Surprise
I've been through two marriages in the past. My first wife died at an early age of 29 from a massive heart attack and my second marriage was a nightmare from hell, that I'm now free of. When I met Jeanie, I knew I had to take it slow and easy. Jeanie was a very nice lady in her early 40's. I myse... 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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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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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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European Vacation
I was 18 when I first went to Europe. That month would change my life. My parents had died when I was five, and I was raised by family friends; they also controlled my trust fund. It's not a coincidence that I went to Europe just as I came into control of the money. I loved my foster-parents, but... Read full Story
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