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How I Became Vanessa Chapter 1
PART I: 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 husba... Read full Story
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First Times
A little background is in order. During my teen years, I became involved with a woman that helped me discover the pleasures of my female side. Sue helped me to dress and act in a very feminine manner. We were almost like sisters in the way we became so close. She would sometimes describe how good... Read full Story
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Never Wanted To Be Your Girlfriend Ch. 02
So, after being made up like a slut, left glued to a pair of silicon breast forms, and caught sucking-off my best friend, I was pretty sure my day couldn't get any worse, but I had come nowhere near the end of my torment, as Michelle now had something else planned that I was probably not going to li... Read full Story
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Born to suck
I’m a straight guy who watches to much porn and when I hit my thirty’s regular porn was getting boring. while searching the web I stumbled across some tranny porn, now I always loved blowjob porn it was my favourite but now watching a big dicked tranny getting her cock sucked is my favourite and I ... Read full Story
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The Weekend
The weekend A story inspired by the very sweet and sexy samantha satine and my beautiful wife Part 1 - The preparation samantha packed her suitcase with her usual attention to detail, makeup, lingerie, wigs, but no dresses. Her head was confused by this, Master D had given her instructions... Read full Story
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Erotic Dreams come true.
You start having intense erotic dreams — and the faces you see is one you don’t recognize but that feels familiar. Mandy was that girl that Chad had been dreaming of, the kind where to see her made a rush go through you like a hot flash. Chad had just broken off a relationship, and his sister war... 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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The Invitation Part 4
The light was gently filtering in through the curtains as Jack slowly drifted towards consciousness. For a moment or two of his half awake and half asleep state he was confused - something didn't quite feel right. He stirred in semi consciousness and his eyes shot open at the unfamiliar sensatio... Read full Story
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Becoming Marie Chapter 2
After my encounter with Kevin at his office I knew that I wanted more. I had my own place and had started to build up a nice collection of lingerie which I would often wear while wanking to my slowly built up collection of porn. This was before the age of internet so it was sometimes hard to get por... Read full Story
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Becoming My Roomate's Wife
Him becoming my master started a year ago when we moved in as roommates – we are both in our mid 20's and had relationships break up at the same time (we were sharing apartments with our girl friends at the time). We have known each other for more than a decade and have no secrets from each ot... Read full Story
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Fill'er Up
It had been nearly a year since it had all started. The emails back and forth, late night text messages, and the pictures…Ohhhh, the pictures. It had taken me nearly 2 months to get her to send me one. Well, one like I wanted. I remember the very first one she had sent. She was gorgeous. Blac... Read full Story
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Rachel and Chris - followup for Crissy
“Crissy!” I shouted at you as you peered out of the closet door. “What in the hell are you doing spying on Rachel and me?” I asked. Before you could answer, you saw my hard cock pull out of your sister’s pussy, covered in shiny sweet juice. You knew you wanted it ... Read full Story
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Shemale Surprise!!
I'm a country boy. About a year ago I left my small town and moved to the city so I could attend university. Initially, I had nowhere to stay so I was going to move into my cousin Mike's flat for a few days with him and his room mate, Sandy till I found somewhere of my own. Mike and Sandy worked tog... 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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Blushing Bride Chapter 6
Chapter Six: Wedding Presents I was on an incredible high for a couple of days after my wedding. Like many bridegrooms on the day, I had felt very nervous, both about the day itself and the years of married life that stretched out before me. Only, I had a little more to be nervous about than many... Read full Story
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Fender Bender Chapter 9
My name is Robert, I have been cross dressing since I was 14. I turned 18 last summer and this story takes place during my senior year in High School. I am 5'9" 160 pounds, blonde hair and blue eyes. When I am dressed I call myself Vicki. __________ I had met Julie at a recent party. Well... Read full Story
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Dawn's Diary Chapter 3
Back at home it took nearly a week before I was able to sit comfortably after my encounter with Sam and her huge dildo. My thoughts constantly drifted back to her. I continued to keep my body cleanly shaven and regularly wore the outfit that I had worn that evening with Sam around the house. I bough... Read full Story
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Finally A Real Man
After my divorce I found I had some time to indulge in my many fetishes and fantasies. Those being; cross-dressing, smoking 120s and man to man sex. None of these were a factor in my separation however. It wasn't long before I was on line ordering lingerie and shopping locally. This has been going o... Read full Story
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T Is for Teresa
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! It was when I was still living at home, or at least staying there in the college holidays, that Mum came home and found me and Jack Horton lying on the living room ... Read full Story
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The Pre-Nup Agreement
Several years ago one of Kellys' friends had a brother who was getting married in Reno and a bunch of us girls decided we would all get together for a wild weekend reunion. I unfortunately had several of my regular clients to see on Thursday and Friday afternoon and wouldn't be able to depart for ... Read full Story
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Anything to make a sale
“David, you are not the right sales person for this account. I know the CEO of Cybertix very well, he’s been a client of mine for years, and he won’t relate to you.” I was sitting in the office of Victoria, my boss. There was a big sale opportunity at Cybertix and I badly ... Read full Story
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Working with Trista Chapter 2
Day 3: That morning I was awakened as my phone rang; Trista was calling me telling me it was time to get up. She said that she would be over shortly. I hoped it was to let me out of the chastity device. That moment couldn't come soon enough, and neither could I! A few minutes later Trista knoc... Read full Story
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Discovering Mistress Sarah's World Part 4
Chapter 11 Discovering the Girl in Him For the first time since he arrived at Mistress Sarah's house, Josie was left alone in silence. His cock was still throbbing from all the attention from the girls. It continued to throb as he thought about his exciting assignments for the night. He picked up... Read full Story
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Discovering Mistress Sarah's World Part 9
Part 9 -- The Final Part Chapter 23 Leaving Work Josie's last week at work and concluding week of his normal life went quick. At work he spent time getting things in order for the next unlucky person to take over his job. Mentally he was already checked out of work. All he cared about was gett... Read full Story
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FMDM Inc - Jerry's Story
"I just want him to get what he needs without destroying my family or our marriage," said Mrs. Farrett quietly. She was sitting in a corporate office speaking to Amber Giles, a woman half her age and twice her breast size. Approaching this mysterious FMDM, Inc. had been her last resort to ... Read full Story
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New Job, New Life as as Sissy Slut
I was nearing my thirtieth birthday and times were getting tough financially. I had gotten laid off from my job and was collecting unemployment and doing some part-time work helping out friends with odd jobs. One of them suggested that I look into cleaning houses. I've always been very neat and peop... Read full Story
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CD Jinn and Football Jerry
Last weekend my college football team was throwing a party during their off season as a way to relax and take their minds off school and football. I am Jinn a very limited experienced Cross Dresser. I have only ever experienced one man and one strap-on girl. The man was Jerry he was a college foot... Read full Story
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one of those stories i wish i was in.
Tim stepped into his new college dorm room and breathed in the possibilities. The sun illuminated the simple tile floor and the simple room furnishings. Freshly cleaned desks and wardrobes neatly lined the walls. The beds had thin blue mats and pencil graffiti etched into the legs. He noticed that t... Read full Story
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My suit fantasy fulfilled
I've always had a thing for a man in a suit, a really smart suit. Maybe it's a secretary fantasy or something, but I just think every man looks sexy in a suit. So it was with great delight that upon making contact with a guy on Grindr a few weeks back, is profile pic showed him in a suit. While t... Read full Story
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Pati - THE BIRTH OF A SLUT
I'm going with you and your friends to a large clothing store. I'm here as a boy, but we're going to the women's section. Full of beautiful dresses, panties... I can't take my eyes off it. She would like to have it all. We walk among the hangers and you and your friends choose clothes and underwear... Read full Story
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Jenna & Stephen Part 1
Jenna and I have been friends for nearly 15 years. We dated ever so briefly about 12 years ago, but nothing more than kissing and heavy petting occurred before she decided it wasn't going to work out. At the time I was heart-broken, but looking back now, I realize she was correct that we weren't rig... Read full Story
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Jo, Shemale Goddess! Part 2
Jo chuckled as the man in the sharp business suit looked hastily away when she looked up and caught him staring at her legs, again. Her 'Rupaul' legs as men with a history of watching men dressed as women called them, or her 'Naomi' legs as the newer ones to the scene seemed to think. Both divas had... 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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Ken and Ayala Part 1 Discovery
I'm working out at the gym, late in the evening on a Friday, lifting weights and working on my upper body to try in vain to get as big as some of these other massive muscle-bound gym rats. I was already sort of mad because my two coworkers, Jim and Tasha, had cancelled on our night out downtown, Jim... Read full Story
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Aunt Cindy's Bizarre World
My name was Jim Rogers Jr. at one time. I was born and raised in a small town in a rural county in Oklahoma. My father James had been the pastor of the local Pentecostal Assembly of Jesus. Dad was what was known an ultra conservative hell fire and brimstone preacher. My mother's name was Allison. Sh... Read full Story
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The Conference
It had been a long day at the conference. During my evening meal in the hotel restaurant with some colleagues I noticed a stunning looking woman across the room. We met eyes on several occasions and acknowledged each other with a warm smile. She stood up to leave the restaurant and I was able ... Read full Story
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The Greatest Lie Part 11
"En Francais", they say "plus ca change, plus c'est la meme chose:" the more things change, the more they stay the same. When Tran and I got back to Minneapolis from our trip to Thailand for our sex change operations, it was every bit as dark, frigid and depressing as it had been... Read full Story
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A Certain Perception
Kyra was not the girl of my dreams. I never DARED dream a woman that good would just walk into my life. She was smart, sassy, vivacious, intuitive, resourceful, and a real 'people person'. We met in an Internet chat room called "Working Girls". We're not talking about the kind you find in ... Read full Story
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Eve Quest Part 2
Chapter 6 I tossed and turned all night sleeping for short periods, but afraid I would oversleep or that the clock wouldn’t go off. About 4:30 I got up. I reasoned I’d need some extra time anyway so I got started. I sat on the toilet thinking about my douche. Somehow a douche seemed s... Read full Story
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A Real Cocksucker
I had dressed in my favorite pink bra, panties, camisole, mini slip, nude thigh highs and pink heels to surf the internet. I was hoping to find some playmates on line, you see I love to dress enfemme and play the part of a cock hungry slut, describing to my online lovers how I would suck their cocks... Read full Story
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A Schoolgirl Story Chapter 2
I must apologise for the amount of time that it has taken for the second chapter of this story to come out. I have to admit that I had kind of abandoned it, but all your lovely feedback comments made me decide that I couldn't leave this one hanging. So thank you to everyone who wanted more of Wendy,... Read full Story
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Bikini Boy
I was the boy my father had hoped for after 3 daughters before me. Life in our suburban middle class two-story house was as normal as anyone else's. My dad was a loving father bringing me up and doing the things a father likes to do with his son – baseball, fishing, camping, working the garage... Read full Story
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Caught by my Sister Chapter 4
I woke up late on Sunday with the distinct taste of cum still in my mouth from the night before. For the life of me I couldn't even remember how many cocks I sucked at the party. I slowly got myself out of bed and took a long hot shower. It took me a long time to scrub all of the dried cum from m... Read full Story
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Caught by the Past Chapter 3
After sucking his cock you sit on the sofa supported by a fluffy white cushion, shoes kicked off, legs curled under your lap. Dressed like a sissy whore you relax as best as you can, your arse muscle stretched wide open by the butt plug. But you've become accustomed to all the strange feelings... Yo... Read full Story
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Blushing Bride Chapter 2
`I stood there, with my hand on the doorknob, waiting to go into the living room where all my friends sat drinking to celebrate my upcoming marriage. I hesitated there for a moment, not quite sure what their reaction would be upon seeing me dolled up like this, my fiancee's beautiful strapless weddi... Read full Story
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Fifi La Femme: A Pansy at Last Chapter 2
Coming Out Telling our wives wasn't easy especially for me who had seduced Shirley's gorgeous hetero husband by dressing up in my wife Doreen's lingerie and make-up and offering him full homo sex as a limp wristed effeminate lady-man. It was my first experience as a queer and when Frank asked me ... Read full Story
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Z is for Zoë
My name is Zoë. Sometimes. At least that's how I like to think of myself. A sexy name for a sexy lady. Again, that's how I like to think of myself. For the last 18 years or so I have lived a sort of a double life. Most of the time I'm Alan, a guy who works in the medical profession - let's just... Read full Story
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Am I Who I Think I Am?
I was strolling around the mall today wearing one of my favorite girly toe rings with my girly-boy shorts and sandals. I was in one of those moods. I wasn't feeling very manly today and haven't been for quite awhile, but not sure how to feel. When I feel like this. I try to be as feminine as I dare,... Read full Story
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Dormant Desires
As I drifted off to sleep, I recounted the events from the last several hours. I'd flown in to see Allegra earlier that day, desperately needing a vacation from work. She'd been gracious enough to let me stay with her while I unwound and relaxed a little. When the plane landed, I found myself at the... Read full Story
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Whitney's Way
My arms were stretched over my head as I finished hanging the last sheet of drywall. Another step closer to the end of the two year process of renovating our first house, it was hard to conceal my sense of pride at turning a worthless wreck into the nicest place on the block. But as soon as I heard ... Read full Story
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Fun Times at Halloween Part 2
It was the following Monday and I got a call from Kathy to come over to her room. After class, I headed over there and she let me know that she ran into Red. He said he had a great time at the party and wanted to take me out sometime. I was both excited and very nervous because even though I had suc... Read full Story
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My one and only meeting with a very hot cd
Meating Samantha It had been almost two years since my first experience with Dave. That was the first time a man had sucked my cock. It was the first time I had touched another cock and the first time I had sucked a cock. That day was the birth of a new me. I no longer was a homophobe. Although, ... Read full Story
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Daddys Bride-to-be
Daddy rings my doorbell. I was waiting impatiently for him, dressed appropriately...today is a special day...today I promise daddy to marry his cock. I am dressed in a silky white wedding dress. Very short and tight, with shiny beads and pearls, along with a veil covering my face, and long white ... 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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My dream pt 2
A few hours later I woke up and realized that I had fallen asleep. Sydney must have also fallen asleep as she was still in my arms. I tried to get up with out waking Sydney but that wasn't possible. She woke up and quickly put on her nightie so she could walk me to the door. When we entered ... Read full Story
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Las Vegas Lounge
I frequent the Las Vegas lounge quite often when possible. I have meant and dated several trannies and crossdressers. One of the girls I was dating was a tiny very feminine black trannie with a cock so big that when she tucked it between her ass it almost came over the waistband of the back of her p... Read full Story
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