Having sex with a shemale for the first time

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.