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Tranny Stories

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Pune crossdresser Night Girl
Hi friends, I hope you liked my earlier stories. This is my new story about a lady boy / crossdresser / sissy boy. Around 2 years back I came across a profile on Planet Romeo with name Nightgirl. I sent her message that i found her sexy and attracted to her and wanna meet her. I am always crazy for shemale and sissy. I negotiated with her on her charges and took her address and went to meet her on weekend. she stays on rent in a small apartment. She opened the door and I was spellbound. she was so beautiful. she is around 5.7 tall, fair and smooth. sweet smile, absolutely gi... Read full Story
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Nancy the hot and sexy TS in Pattaya
Hi this is Ris, this is my third story. Well Last year I went to Thailand on lone trip. I went directly to pattaya and had rest and went to Walking Street in the evening. Was visiting many nude bars, ts Bars, dance bars. but while walking on the street one particular girl catch my attention. she was tall, beautiful, sharp features, hazel eyes and red lips. I felt like giving her complements for her beauty, so i went near her and told her that "Hey I just came to tell you that you are most beautiful female i saw on the earth". She smiled and said thanks. She insisted me to sit... Read full Story
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Sucking cocks, a curiosity Part 2
One night, I got horny and decided to use my dildo. Not for any ass play, just to satisfy my blowjob curiosity. Anyway. I started watching some blowjob videos. My cock was getting hard. So I grabbed the dildo with my left hand and started stroking it as I stroked my cock with my right hand. I was getting really horny. So I took the dildo and started licking the tip of it. I'm kissing and licking the head of it as my cock gets harder. Then, I slowly shove the dildo in my mouth. I'm sucking it up and down, getting so turned on. I lick the shaft down to the balls. I wanted to suck the b... Read full Story
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Sucking cock, a curiosity. Part 1
I've been a straight man since forever. I've also been into sex and porn since I was young. And my fetishes always involved tits and big asses. Any kind of tit play turned me on. Still does. When I was 14, I saw a porno and watched tittyfucking for the first time. It turned me on so much, my cock got hard before I could whip it out and start stroking. And then, I started getting turned on by watching BJs. I never knew why. Anyway, I've recently admitted to myself that I love cocks. At first, it was a curiosity of mine because I started masturbating to shemale porn. But I've... Read full Story
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My weekend with Nicole
So I believe I last left off about how me and Nicole started dating and let me say it was some of the best sex I've ever had but there is one particular time I could share. So after about 2 months of dating I was basically staying almost exclusively at her place. So the first weekend I stayed when went out to dinner, I got up to go to the bathroom and right as I'm done she walks in the door and says "suck my dick in the stall, it will look funny if anyone walks in looks under and sees a guy on his knees in front of someone in heels" she was excited obviously and I�... Read full Story
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Tabitha at 19
Tabitha’s home from her freshman year of college. She’s gone off to California to a screamingly liberal school and I’m sure she’s been making new friends, learning new things, opening her horizons and fucking safely. After I popped her cherry and we had a very discreet summer of me teaching her a lot and her teaching me a bit, too, off she went. My admonition was that she play and be free to experiment but always safely. She was my little bareback bunny and I didn’t want her to ruin her life or mine with a nasty bug. We kept in touch with phone calls. I test, email, Skype and all the other won... Read full Story
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Hitchhiker's Delight
Hitchhiker's Delight Last week I was driving down the east coast heading towards the Gold Coast when I spotted a gorgeous looking hitchhiker. She was wearing a very short skirt that showed off her slender tanned legs very nicely and with the way her large breasts were only just contained in her tight halter-top I knew she was indeed braless. Stopping a few yards from her, I looked back hoping she would run to the car without me calling… but she did not… The thought of her being dumped by someone raced through my mind though and so I leaned out of the window and politely asked her if ... Read full Story
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The One That Got Away
I was out on a Friday night seriously just looking for a couple beers and a burger. I had a lot of work to do around the yard and house on Saturday and was having some guests for brunch on Sunday. Full weekend, tired from the week. I went downtown to a new gastro pub I’d seen reviewed in the local paper. Casual night, autumn upstate, jeans, old boots and a tee shirt with my old Carhartt jacket. The place was busy but not ridiculously crowded. Nice atmosphere, décor was old school UK pub and done well, not some cheesy tourist shit. I got a pint of something dark and what the Hell, a shot of ... Read full Story
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My Tgirl lover
This is my first attempt at writing one off these stories so if you like it than please let me know and I'll look into writing another one also any feedback would be welcome My names Phil, I'm 28 and I currently live with my girlfriend with whom I've been dating for several years. Up until moving in together the sex between us was pretty good, we would do some BDSM on each other as well as having sex outdoors but unfortunately as soon as we moved in together back in mid 2016 the sex all but dried up to the point that we were only having sex on an average of once every six week... Read full Story
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Mothers fashion mags
I think looking at womens' fashion mags when I was young must have fueled my crossdress fetish later in life. My mother back in the 80's used to get fashion mags in the post. I used to look through them and flick to the under wear section and see pictures of women in bras and pantys and got so turned on and horny that I brought them to my room and wanked off looking at the pictures. I also had neighbours on both sides of our house , teenage girl on one side and a teenage girl and her older sister on the other and yes you got the put their underwear on the washing line and me being s... Read full Story
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