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Tranny Stories

My aunt Fergie trained me
I was sent to Aunt Fergie when my parents were killed. She is about 5'7" and 200 lbs she was your stereotypical aunt with some fat and wide hips and big breast. She picked me up at the bus station in her car. She said," My household is different and special I have girls who you will find are very unique. I too am unique and I will show you what I mean when we go home." We rode for a half-hour and we arrived to her big old which I would find was an old Victorian with a widow's roost on top of the roof. She escorted me to the bedroom that would be mine and told me," Put your clothes ... Read full Story
My first shemale sex
I had developed a strong desire to be with a hot looking shemale for a long time. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our firm in Las Vegas had experienced a server failure, and I was to leave that afternoon on a flight to Vegas to rebuild the server on an emergency basis. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal ... Read full Story
Tranny Gas Station
When I was 18 (just a few months after my first story), my dad and I were taking a road trip cross country. One evening we stopped at a gas station for a little break. Out of the corner of my eye. I saw a woman get out of her car. She was wearing tight black leather pants and a blue thong that was riding her hips. She had on a loose white tank top on that stopped just above her belly button, which was pierced. She also was very tan with black straight hair that was in a ponytail and went just past her neck. As I walked in behind her. Staring at her beautiful body, I took a quick glance arou... Read full Story
I think of myself as resolutely straight. I look at a lot of porn although I have plenty of girls to fuck. Steven, an old college buddy, dropped by and proposed that we go to a shemale bar that night. I was shocked and refused. But Steven retorted that if I was sure about my sexuality, I should have no problems being there. I could just have a few drinks, take in the scenery, and after we left we could pick up a couple of hookers for a blow job or a fuck. We got there quite early and I parked myself at the bar, and watched the talent coming in. In spite of myself I was amazed that some of t... Read full Story
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 I saw this beautiful brunette haired woman about 10 feet from me. She was wearing jeans, and a spagetti top shirt. I could see that she had a real nice pair of tits and my cock started to get hard in my jeans. Being horney and looking to get laid, I walked over to her and introduced myself. The... Read full Story
My stepmother has a surprise for me
My name is Robert, I'm 18, skinny and not too tall. I've never had much luck with girls, in fact I never dated one and I used to spent my days playing games on my computer and watching porn. Shemale porn. Dominant shemales fucking men. I wish i could be one of those men on the videos, that turned me on so easily. I was alone one day jerking off watching a scene of Yasmin Lee dominating a tied up guy when something unexpected happened: my stepmother arrived early from her job, entered the house quietly and caught me. Stephanie married my father some years ago, she is a stunning white 30 year... Read full Story
My first time with a shemale escort
This story that was posted at the forum today by our new member got me hard as hell. He writes about his first experience with a tgirl and i can't be more positive that most of us would like to experience this too. Enjoy reading... I recently had my first experience with a shemale. Here's how it happened. For the last few years I've being seeing escorts, and I search for them online. I noticed ads for shemales, and they looked pretty hot. Didn't think anything more about it, though, for a few months. One evening I was seeing a girl I'd seen a few times before. She was complaining busines... Read full Story
My Girlfriends Friend Shayla
I walk up to the door of my girlfriend?s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, who I?ve always wanted to see naked, on her knees eating my girlfriend out. Shayla?s tight ass looks so incredibly sexy with that hot pink thong on. I shut the door behind me and walk up to the couch as I get nice wide smiles from both of these sexy beauties. Shayla slides her tongue back into my girlfrie... Read full Story
Fucked by a Shemale
My names - and I would like to tell you about a very sexual experience I had recently. First I would like to tell you I’m 30 years old and never had a gay experience, until now. It was a Saturday night, me and my brother were round the local town, after a few too many beers my brother met a bird so I decided to head home, as it was only 10pm I thought I would have one more beer before finally going home. I ordered my beer and stood at the bar and had a look around to see who was in, they were about 20 people in, but one blond hair girl caught my eye, she was a slim and lithe object, abou... Read full Story
Oh My, You Have a Cock...
It was a regular Friday night no different from others I'd experienced before. I was lonely having broken up with my girlfriend earlier that week. What a bitch! I needed to find me a sweet woman capable of matching my libido. My last lady was all about the lights off, missionary position sex, come to think about it I don't think I ever got a good look at her naked. Those are six months I guess I will never get back. As I sat alone in my bachelor apartment, clean for a guy, but still not the greatest place to bring a chick home to, I started feeling sorry for myself. I had a feeling it was goin... Read full Story
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