First Time With Tranny free porn video

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I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn’t get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She was a smooth slim tranny and she loved to suck cock and get fucked and that’s exactly what I was looking for. I was also curious about playing with and sucking her cock as well and she was into that too. Before long she gave me her address and phone number and I told here that I would be there in 30 minutes. I had a rush come over me as I contemplated actually going through with this. I had a couple of more drinks to build up the courage and reduce my inhibitions. I really really wanted to go through with it but still wasn’t sure I I really could. I wrote down the directions and her number and off I went. She lived in an apartment building near the train station and when I got to the parking lot I called her. She had a sexy voice with a chinese accent. She told me where to park and gave me instructions on which door to go to where she would buzz me in. At this point I was shaking with anticipation and was still contemplating backing out. It was a good thing that I had a buzz or else I probably would have. So I entered the building and she buzzed me in. I took the elevator to her floor and knocked on the door. When the door opened, I couldn’t believe it. She was so fucking hot. Probably about 5’6′, 120lbs, nice smooth complexion, black thigh highs, garters, heels and a lace top, oh and a wig and all the make up too. She smelled very strongly of perfume and her place was well kept. She looked me up and down and approved with delight. I stand 6′ tall with an athletic build at about 185lbs and very clean cut. My cock was now throbbing as she e****ted me into the bedroom. There was some tranny porn playing on the tv and candles burning. She then asked me to get undressed. I stripped down completely nude. My cock was raging. She was laying back on the bed and I straddled her face and buried my cock in her mouth. She took it like a champ. It was at this point that I reached back and felt a cock other than my own in my hand for the very first time. Her cock was very nice, probably about 6′ and fairly fat. Now she (her name was Sarah by the way) started to really take charge. I was a bit surprised as I was more expecting her to be submissive. She had me lay down on the bed and we went into a 69 position. she straddled my face. Another first for me! I was actually sucking a cock and it tasted so good! Sarah was going to town on my cock and working her way down to my asshole. She started tonguing it and working a finger in. So I did the same. I really worked her tight little Asian asshole good with my tongue. Oh, she introduced me to poppers too, so at regular intervals we would both take a hit. It brought things to a whole new level. After a while of sucking eachother’s cocks and tonguing and fingering our assholes I wanted to fuck her. This is when she really started to get more aggressive. She started making me beg her to let me fuck her so that’s what I did. She really wanted me to fuck her bare, but I refused. She almost wouldn’t let me fuck her with a condom but she finally did. Her smooth asshole was so fucking tight. I fucked her for a while but she said that it hurt too much. Then she wanted to fuck me! I couldn’t believe that I was going to get fucked too but it was so hot that I couldn’t resist. She entered me missionary and it hurt a bit but we each took another hit of poppers and she slid ritght in. She was fucking me for a while before I realized that she had taken her condom off. I was a bit nervous, but it was so hot I let her keep going. She was pounding my ass and feeding me poppers every few minutes. It felt so great. After what seemed like forever she ended up busting the biggest, hottest load of cum right up my virgin asshole. She buried her cock balls deep up my asshole and I milked her for all she was worth. I could feel her hot cum pumping into my asshole. It was so fucking hot! She pulled her cock out and demanded now that I fuck her bare and seed her ass so I did, but only after she ate my semen filled ashole out! I then bent her over doggy style and squeezed my cock into her tight, smooth little asian fuck hole. She moaned and demanded that I fuck her hard and deep. I could feel her cum dripping out of my own asshole and down my leg while I was pounding her hole. I couldn’t take it any more and I must have busted the biggest nut of my life. I hope her neighbers weren’t home as we both lost complete control. I stayed in her asshole for a couple of minutes and finally pulled out. Looking at her wet, worn out asshole dripping with cum was fucking hot. I then got dressed, said goodbye and went on my way. I hope you enjoyed the story of my first experience with a tranny. Let me know and I will share my second experience!

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Exploring the Tranny

At first I didn’t like that my wife, Jan, was hanging out with a “guy” several times per month. She insisted, however, that her friend “Crystal” was actually a girl trapped in a man’s body — and as such was attracted to men. Since she posed no sexual threat, she enjoyed their time together because they shop and talk and hangout without expectations. To be fair, my wife had a soft spot for gay men - she’s had numerous gay friends over the 8 years we’ve been together. Crystal (formerly Chris) was...

Transsexual
3 years ago
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Supermarket Tranny

It was a typical Saturday morning. I was at the grocery store doing my weekly food shopping. As I was perusing through the vegetable section my eyes caught sight of a a very attractive woman. She had long dark brown hair, pretty face and a nice body. I worked my way over to her and checked her left hand for a wedding ring. She had none. I made some remarks about the slim pickings the supermarket had. She and I quickly engaged in conversation about cooking etc.We walked around the store side by...

3 years ago
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Building site tranny

So I woke this morning in a particularly aroused state, I decided I would treat myself some naughty fun, I decided to dress like a slut under my work clothes. I rummaged around in my drawer and pulled out some black seamed nylons, black lace panties and and my favourite lace corset. I began by showering and shaving my whole body, once I had finished I began by rolling the smooth nylons on to my smooth muscular legs, then came the lace corset followed by the small lace panties, I then reached...

2 years ago
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Amber The Teen Tranny

I was horny as fuck that day as I hadn't jizzed in a few days due to work being so hectic. I debated how to get my rocks off and decided to go cruising at the park for some cock. I took a quick shower, threw on a pair of pink frilly panties, a pair of loose sport shorts, and a long tshirt. I hopped in my car and drove to the park, teasing my little prick by rubbing it in my sissy panties, leaking copious amounts of precum into them as a result. I parked and headed towards the wooded area...

4 years ago
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supermarket tranny

It was a typical Saturday morning. I was at the grocery store doing my weekly food shopping. As I was perusing through the vegetable section my eyes caught sight of a a very attractive woman. She had long dark brown hair, pretty face and a nice body. I worked my way over to her and checked her left hand for a wedding ring. She had none. I made some remarks about the slim pickings the supermarket had. She and I quickly engaged in conversation about cooking etc.We walked around the store side by...

3 years ago
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My sister my first the tranny

A little something different to spice up your lives*******************************************************************************************************************************************************************************************It was the first week of June and school was out for the summer, I was 18 and had just finished my senior year. One night while we were eating dinner, My Mom and step dad informed me that they were going away for two weeks. When they got married they did not go...

2 years ago
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tranny

Let me tell you a little bit about myself I'm five feet 10 inches tall around 220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer. Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort Lauderdale, when one night I heard a commotion in the parking lot. There were several men beating up a beautiful woman, when I tried to break it up I ended up getting very banged up myself. Her name was misty, she thanked me for helping her and asked if I need a...

4 years ago
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I WAS HIS FIRST TRANNY

I had been on this sex dating site for only a few weeks, when I got a request to meet from phillip, I looked at his profile and it read 25 year old single male, looking for older women, sexual orientation-straight,I thought to myself , should I tell him? No fuck it let him find out for himself.So I arranged a meet with phil for the following day at 2pm,I douched, showered, took my time putting on make-up, dressed , did my hair (wig) and nails, although I say it myself I looked hot, not slutty...

4 years ago
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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...

2 years ago
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The Amazing Mr Mortimer

THE AMAZING MR. MORTIMER My girlfriend Rachel and I had decided to take a two week vacation to PuertoRico. I had first come across the girl on the streets of San Juan. She cameup to me and begged me for some money. At first I was going to say no. ThenI noticed how beautiful this young girl was and I was intrigued. I startedto reach into my purse to get her something, and she smiled at me. She hada very beautiful smile. It was in fact an entrancing smile. I kept her close to me with small bribes...

2 years ago
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Mortimer and Myrtle A Love Story

Note: This is not your usual Lush story. It is an experimental play in a theater of the absurd style. There is no sex but it is an entertaining comment on marriage. I encourage you to indulge in something different. I think it will make you laugh and maybe cry. Scene: A formal living room. Mortimer is seated on a sofa in the center of the room when Myrtle enters and sits on the sofa next to him. She is wearing a blue floral dress and a pearl necklace, her gray hair is tied in a bun. Mortimer is...

2 years ago
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Lunchtime Munchtime

As was his habit at lunchtime, Hal left the building and walked through the office park for exercise. It was a partly cloudy day, and for the moment it seemed overcast. On his way to a small path through the woods, he saw her. Sandy was an attractive redhead with a sensual voice who almost always wore a tailored blouse, a roomy ankle-length skirt, and one-inch pumps. Her wardrobe varied in color, patterns, and material, depending upon the season, but always the same ensemble. Hal watched as...

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