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The Slave and the Sissy Part 4
Pepper and I knelt on the silky sheets of the bed and studied each-other in disbelief; our cocks rigid and ready for relief. I took her sweet sissy cock in hand as I sniffed and licked at her face and neck; her skin as white and silky as the sheets. She thrust her slippery little sissy cock back and... Read full Story
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50 Shades of A Bookseller
So, I finally got a "proper" job and managed to move out of my parent's house. It was a damn good job too, as my crossdressing was becoming increasingly difficult to keep secret. Numerous times my Mum would try to talk to me through my bedroom door, whilst also slowly creeping it open to ... Read full Story
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Boy/Girl Chapter 1
Growing up in Vegas, you get used to seeing a lot of odd things. First off, since I am a resident, I get to see a seamier side of life that the tourists never do. But that isn't where I met Lola and Bob. I was standing in line at one of those hot dog carts that seem to spring up out of nowhere on... Read full Story
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Demoted and...
1) Dinner at Riverside All the note said was "Dinner. 8:00. Riverside Grill." It was in my secretary's handwriting but I knew it must be a message from Carrie. Andrea, that's my secretary, always hated taking messages from Carrie and would only write down the most important parts. River... Read full Story
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Fixing her computer
I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I s... Read full Story
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My Asian fetish
I have a ongoing fetish and desire to dominate and have as my wife a petite asian sub t girl. I meet her online and fly her here and in the car she reaches over and pulls out my stiff cock. She coooes as she strokes my shaft and tells me how it is just the right size and thickness. She sucks me slow... Read full Story
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Afternoon Delight
Hi again! Let me tell you about what happened after we got to my room. It seems Ally Cat had never been upstairs in Auntie's, as only those invited to her bed ever get upstairs. Well, she was surprised at my very feminine room that Auntie had fixed up for me. I have a full-size canopy bed with a ful... Read full Story
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Break-Up Surprise
I was 18 and had been dressing up for two years before anyone had learned of my little hobby. I had no intention of telling anyone until I saw a friend in need. I was perfectly content getting dressed up in sexy clothes and having fun with someone on the internet from the privacy of my house. My ... Read full Story
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Transsexual Sisters Chapter 3
Part 3: Their First Men Dawn and Cassie searched for Michelle and Nicole. They did not appear to be anywhere in the club. Pixie saw them looking and told them: "Your ladies left a long time ago with their new friends Marty and Brandy." Pixie said. They left me a note for you. "H... Read full Story
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Passionate One Night
His name was Shawn. He was a cute, very cute, guy that was living in Houston when he was making his way to the small town of Llano, Tx. He was planning to meet family so he could go dove hunting. I had posted an ad that night to see if any of these dirty minded straight boys would respond. He respon... Read full Story
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My first time with three shemales
This is a true story it happened to me back in 1988 when i was still bi i was in a local gay bar it was shemale night close to midnight when i saw this very tall gurl walk in with some friends she was hot about 6' 2" tall with 6" heels" all legs and ass she was blond and so senual wit... Read full Story
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Transforming into ashley crossdresser
Durring the day,i'm working i'm dressed in my work clothes,but when I come home I take a hot bath washing all over my body,then shave my legs,arms chest,and face.I even add babyoil in the water so that my skin becomes soft.then I will clean myself ass inside/out.then as i'm drying off i'll start ptt... Read full Story
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First Night Out
Okay. Last night was weird. It was Halloween night at Spiders, as you all know. And those that went also know that I went with Shel, in a dress… First she waxed me, around dinnertime, and that stung like hell. But I should be hairless for a while. Then she chose the clothes for me. I chose... Read full Story
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Discovering Amber Chapter 3
There have been very few times in my life I have been terrified and today was definitely the tops on that list. Ms drove us to the mall and as I watched she walked around the front of the car and opened the door for me. I looked up to see her hand extended toward me. "Practice getting out li... Read full Story
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Working Title
As Max's parties went, this was pretty much the usual. He calls them "Meet and Greets". I call them "Novocains". Of course, I would never tell Max that. It's just that they have this irritating tendency to deaden all my senses. My current lover has his own Los Angeles-based publi... Read full Story
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Buying Heels
I have to know what it feels like to wear heels. I have the house to myself tonight and I'm going to play. I already have panties but want to buy some new ones. My wife bought me a black, frilly thong which I wore for her when we went out one night; I also have a cheap, supermarket pair of sheer ... Read full Story
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Working for Halloween
I stepped off the bus and walked the short distance to the 'Costumes and More!' shop. I couldn't believe I had agreed to do this, but if I was ever going to buy a car, I needed to get the money. You've probably seen them, this particular costume shop always has someone in costume out in front holdin... Read full Story
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Caught by Tricia
My life changed dramatically shortly after my wife of 23 years passed away last year. My wife knew of my cross-dressing and even supported it. She even started encouraging it after our son moved out to attend college. We had many girls' nights – both of us in lingerie watching movies and enjoy... Read full Story
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Discovering Mistress Sarah's World Part 6
Chapter 15 Joe's first 'female' public appearance as Josie was approaching fast. He was nervous about it. Fortunately Mistress Sarah had kept him busy most of the day so his mind was distracted. Shortly after his mind blowing masturbation session with her in the morning, she left to run errands a... Read full Story
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Working for a Living Chapter 2
The Four Seasons Pulling into the driveway, I saw Jaime's old pickup truck parked in the garage. I was a few minutes early as I got out of my truck and walked to the door. I knocked and stood on the porch, my jacket pulled up around my neck to keep the cold spring wind off my skin. The door soon ... Read full Story
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Womanhood for Jenny Chapter 3
Jenny woke sore and stiff from her 'engagement party' session with Master last night. Padding silently to the bathroom, she began her daily ritual: douche, shave, and shower. Admiring her new implants in the mirror, she was proud of her feminine curves, and the bruises and welts of Master's 'loving ... Read full Story
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All Hallow's Eve
I was sharing an apartment with sister just off campus and had been racking my brains for a week now, pondering what I was going to do for Halloween. It had been three years now since I followed through on a pact I had made with myself to not let my favorite holiday go by without taking full advanta... Read full Story
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Caught Exploring
I open the hotel room door and look around the room. The front room has a couch and table and the back room has two beds. A window in the front room looks out on the walkway and then past to the open atrium. I close the door and walk to the bedroom with my bag. I think again about the chat from l... Read full Story
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All Right I'll Do It Chapter 3
The door closed and the four of them were gone. I stood there overwhelmed with the dried and drying cum on my face and in my hair. Dave's pee and cum was still deep inside me and my throat ached from Robert's cock. But Dave had me really scared so I decided to clean up the house as he said despit... Read full Story
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Wife Converts Husband Chapter 2
We end up going to a big lingerie shop and buy several pairs of g-strings, booty shorts, bra's, corsets, suspender belts and stockings of all colours and styles, which Shelley thought would best suit me and a pair of breast forms to give me real looking breasts. We then went to a shoe shop and bough... Read full Story
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Xdressers sexual fantasy with my wife's sister
This is just a fantasy storie about my wife's sister catching me with her boyfriend and actually loving it .It all started one night I had some sexy pics of me dressed up like a women in my phone to send to a male friend .Now I have a great sex life with my wife she let's me play around and i let he... Read full Story
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First Time S & M Whore
Suellen certainly looked the part of a cheap S & M whore: black seamed hose, shiny pink patent 5 inch heels, a black leather miniskirt, and a translucent white nylon blouse that clearly showed the black bra underneath. Her long blonde hair swayed seductively and naturally. Well the hair was natu... Read full Story
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Why TS Gurls are Better
It was going on 2am and me and a friend had just left another bar and ended up at one of the last clubs open in the city. I was pretty intoxicated and tired of walking around the city. I bought an energy drink at the bar and sat on a near by love seat as my friend danced with a couple blonde girls w... Read full Story
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My black lover
After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from... Read full Story
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Dottie's Back
Four weeks had passed since my first blowjob party. In that time, I had become obsessed with getting implants. The concept of being tit-fucked and wearing deep-cut tops without being concerned about the distinct line between my flesh and the fake boobs had become a constant fantasy of mine. After be... Read full Story
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Why Nagasaki?
I put quarters in the candy machine searching the nougat landscape for an Original Scorched Earth bar. The chocolate love melts on sunny days and in the napalm of your touch my fingers get sweetly sticky. I taste each one before I wipe them off on my pants. Hiroshima was enough, I always wonder w... Read full Story
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Down On Your Luck
What can I say, I'm an ordinary guy down on my luck a little when it comes to the fairer sex, in fact its been about four months since I was last with a woman. There's no obvious reason for it, I'm 6 foot plus, well built and fairly good looking in a rugged way, just since my fiancée left me ... Read full Story
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Dreaded Exposure
I had found that my life had become quite complicated since I met John. He was, for me, the perfect match. We shared interests, both enjoyed cooking, and he was willing to help me when I needed to move heavier things around my studio. We are both Christians. I couldn't ask for more from any man. Wit... Read full Story
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The story of how i began crossdressing
Entry #1: I guess i was 17 years old and broke up with my first gf back then. barely had any sex, so was horny all the time :P I decided to look online for couples and women who would be interested in camming with me, and a mistress responded to one of my advertisements on some swinger site ... Read full Story
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White TV + Black Gangsta - 1st Date
I was having another somewhat boring evening alone. My name is Jill (when I put on women's clothes, that is) I was sitting at my computer, checking out the chat rooms on AOL. Just moments before, I had shed my male persona and taken a long hot bath, followed by a sensuous body shave that had left me... Read full Story
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An Unexpected Surprise Part 2
Mark was still trying to make sense of what has happened since he met Kelly. The beautiful tall red head with long sexy hosed legs had picked him up at a local bar and brought him back to her apartment. Then he was introduced to her room mate Pam as she was masturbating on their couch while watching... Read full Story
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Friday Girl
4pm, on Friday, and I have my little tapestry valise packed and ready. I shut off my computer and put on my coat. It’s the coat I bought in the women’s section of the Gap. The way it fits, a little too snugly and not quite big enough, it seems very obvious to me. I slip on my soft knit g... Read full Story
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Fucking and Getting Ass Fucked
Playing with Lisa. I have been seeing Lisa for a few years. We have what I call a "Role Play" game that we both love to do when we meet. It almost always starts the same. But it does have a different ending most of the time. It was early March and the weather was cold. I was driving ... Read full Story
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Angel or Not?
After a long hard day working, I decided I needed a break. I pulled in at a local bar. Being that I move a lot because of my job I always seem to find these out of the way bars. I found an empty stool at the bar so I sat down and ordered a nice cold draft. The place was pretty empty for early evenin... Read full Story
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Steve to Stephanie Chapter 1
This is my first attempt at a longer story with deeper characters and a more evolved story line. Stay tuned for the next chapter. As always comments are welcome. * Steve was mild mannered guy with a big secret. Steve was an avid cross dresser, very bi actually leaning towards being gay. Steve... Read full Story
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One experience with two black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider myself a cross dresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine lady boy. I have been taking also hormones for 4 years, on and off and I already saw many changes&h... Read full Story
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Whore street
It was just too many nights, that I had not been fucked, so I decided for the best way of hunting for cocks, another night as a hooker. First the outfit. Tight pink half shirt that zipped in the front, padded leather bra with "B" cups, black leather mini skirt and thigh high black fishn... Read full Story
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Dianne The Trans
It all started a few weeks ago, I watched as she layed on the beach tanning her sweet body. She looked so hot wearing that pink bikini. Damn i wish i knew her name, or where she lived, maybe shes here on vaction. I don't think i've seen her before, but she does look familiar. Finally getting the cou... Read full Story
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Dana becomes a woman
All her life, Dana had felt different. Born a boy, she always preferred dressing in girl clothes and playing girl games. She was mistaken for a girl from the time she was toddling - her feminine face and manner always convinced people. By the time she graduated high school, Dana discovered her ma... Read full Story
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T girl at the bus stop
The radio was loud and the top was down when I first saw her. She looked so beautiful sitting there at the bus stop.I remember her legs, they were long and tan and clad in silky smooth thigh highs. Her skirt shifted when she crossed her legs and I could see the garters clinging to her tan skin. S... Read full Story
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Everything Is Not As It Seems
The ad says Femdom looking for malesub. Must be willing to follow all my instructions. Call xxx-xxx-xxxx for consideration. Well I answer the ad and am told to show up at the femdom’s home at 7:00. I arrive at the front door and am greeted by a beautiful woman. She’s wearing a low cut... Read full Story
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1 st time
I was a student, I had a nice girl. I went out for a night on my own in Amsterdam. In a bar at de Nieuwmarkt I noticed a black woman on the bar and sat next to her. During the conversation I noticed there was something about her, and I knew what. Which set me on fire. I had sucked a friend's cock t... Read full Story
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The first sex! A dream for a little sissy slut!
We decided to meet at your place, I enter quickly and immediately go into the bathroom to get ready for our spicy evening. I'm already shaved and wearing stockings, leopard print panties matching bra. In the rush I'm doing makeup, I get dressed in little black dress, barely covering my bum! I put a ... Read full Story
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Thai delight
A few years ago I was sent out to Thailand for a week by my boss to do some checks on our operations at Laem Chabang in Thailand, about 10km north of Pattaya. Our expat manager, Dave, lived locally and instead of having to stay in a hotel he offered me a bed in his bungalow. He lived on a small g... Read full Story
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Tranny gang bang
It was pretty dingy in here, the sunlight came through a old dirty high window and a single fluorescent tube did little to lift the overall gloom. An oppressive smell of stale piss also hung over the whole place. What was I doing in here? In truth I did not know but I was 16, horny and wanted to ... Read full Story
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Sissy's Cherry Got Popped!
S)heplacement- Definition- Any sissy male that is willing to take the place, or replace any woman who is not properly taking care of their man inside or outside the bedroom... These gu(y)rls will make sure their makeup and lipstick is just right, their lingerie is matching, and that they are always ... Read full Story
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Yes, I used to be Straight....Pt. 1.
The title came as an answer to an inbox question from a trans-sis... We were chatting about how some of us stay off the radar when it comes to sex (sexual acts as your feminine self); and some of us fall off the deep end. I gave my personal experience and thought I'd share the story with you (f... 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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Front row footage
As he stood in front of me, one hand stroking a very big cock as I looked quietly, kneeling in front of him. Being a crossdresser had its perks but, I was a straight man, how could I have put myself in this situation!? I love women, but I also liked dressing like them to, and going to a gay bar prob... Read full Story
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Got last night
I was walking home last night, after a night out it was late walking through a park, and was confronted by six men. Wanted mone... Read full Story
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What Lies Beneath (Part 1)
A RENDEZVOUS WITH SUZY – What Lies Beneath (Part 1) It had been a busy last day of the week in the office and I had started something that needed a little more time to complete. The office was quiet with most people having already left. It was a great opportunity to finish with no interruptions or ... Read full Story
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