Having sex with a shemale for the first time

Reader’s story about having sex with a shemale for the first time

My dear readers,

it’s always so great to see your comments on this blog, this means there are many of us whould would like to try it with a shemale. One of our readers, Phil, shared his story about having sex with a shemale for the first time. I had a great time reading it and hope so will You.

Well i had been curious about having sex with a TS for awhile, after looking in the local paper at the personal ads there was one advertising, so i got up the never and rang the number and arranged a meeting with her.

When i got to the address she opened the door, she was in her late thirtys, and looked very much like a female, and when she spoke there was not much of a hint of being a male. She showed me into a bedroom with just a single bed and some wardrobes in it, after i had stripped off she got onto the bed with me, being a single bed there was not much room ( so lots of body touching )she opened her robe to reveal her body.

She had about a size c cup breast, which felt great, she started off giving me a hand job, while she let me explore her body, hers was the first cock which i had touched. As we spoke she seemed to know how i felt, like buying TS mags and having fantasys and stuff, which was good. When she went down on me she moved around so we were in a 69 position so i could suck her as well. Her cock was around 4 or 5 in so it was a good size to start with.

After we had sucked each other for a while she asked if i would like to try anal, she got me to get on my hands and kneesshe put lube on her finger and slid it in, she then put a condom on herself and slid her cock in. I was expecting alot of pain but there was hardly any, once her cock was all the way in it felt fantastic all the feelings were great. She rode me for quite while before cumming, she then got on her back and guided me into her arse.

As i slid into her she held me to her she was rubbing her cock on my belly while we were kissing. Once i had cum we laid on the bed cuddling and kissing each other. So i have to say my first time with a real TS was just fantastic. Just wished i had gone back and seen her some more.

9 thoughts on “Having sex with a shemale for the first time”

  1. i must say your are a totall jerk u faggot why dont your fuck a females asshole its way better a shemale is a male with a wig or long hair with fake boobs man thats gross whats more gross is i stumbled on this blog while searching for a porn blog . dude in your story you say you sucked her? and you kissed her? reason is YOUR GAY!!!!!

  2. not all shemales are passable and have fantastic bodys.as we age some men move to the younger better looking shemales with better bodys.but that is natures way younger and beautiful is easyer and better.on the eyes.but i speak from both sides, i am older but keep my self well and in shape.and have no trouble getting dates.but i spend most time with married couples.i still get 1st timers but they know what they are getting into.sex with them can be fun for both of us,but not always.but once their cock and balls are deep in my ass and they are fucking me they dont care i have cock between my leggs.

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