First Time Shemale Sex.

Sounds like you have some solid experience here. I'd like to hear more sometime.

I think you are making this story up or at least some of it. Unless I just do not understand. If you have eever eally had any anal sex or played with an anus at all you would know that the whole business of "not getting it to fit" is not a real problem. The anus is very pyable and unless her cock was like more than 4 inches in diameter at the tip it would slide in with no problem. Now the pain you expierience might be a problem but getting it in the hole no question, it will go. But I do like the erotic story and I do love having sex with trannys. If you eer get a chance to go to Thailand take the trip. It is one of the best places in the world and it is full of HOT ladyboys. You are sure to fall in love ther I promise.
 
I think you are making this story up or at least some of it. Unless I just do not understand. If you have eever eally had any anal sex or played with an anus at all you would know that the whole business of "not getting it to fit" is not a real problem. The anus is very pyable and unless her cock was like more than 4 inches in diameter at the tip it would slide in with no problem. Now the pain you expierience might be a problem but getting it in the hole no question, it will go. But I do like the erotic story and I do love having sex with trannys. If you eer get a chance to go to Thailand take the trip. It is one of the best places in the world and it is full of HOT ladyboys. You are sure to fall in love ther I promise.

So you've made a trip or two to Thailand? Would love to hear more about it!
 
Is one of my fantasies that i've not get real.

hope one day it'll happens
 
I'll start.

About a month ago, I was talking to this shemale online and she gave me her phone number so we could set something up. I called her that night and set up a rendezvous for the next morning. I couldn't even sleep that night, I was so excited. I have had the fantasy of shemale sex for a longtime and I couldn't wait for the next morning. I went a couple towns over and met her at her apartment. Her roommate was gone for the day, so it was just me and her. She greeted me with a hug and a kiss. We did not waste anytime and headed up to her bedroom. I could still smell the sweet aroma of her shampoo as she was walking up the stairs.

As soon as we got up there she told me to take my pants off and she took her skirt and top off. I immediately noticed her uncut dick and I got instantly hard. Finally, I could live out this wonderful fantasy of mine. We started getting sensual and touchy-feely, and she got hard. She was about 6 inches, perfect size for a newbie like myself. We started fondling each others cocks and it got really steamy. I immediately went right for her cock with my lips and started sucking with no hesitation for my first time. It was like I was in Shemale cock heaven. I loved the feel of her dick sliding in and out of my mouth. She kept telling me to slow down because I was going to make her cum. She then made me stop and started sucking mine. She was PHENOMENAL at giving head. I was starting to lose it and finally stopped her. I asked her if she had lube and I can tell she was waiting for me to ask that.

When she got back with the lube, I had the condom on and ready to go. She quickly helped me lube up her asshole. I began fucking it for a good 7 minutes. We then stopped and I wanted to take her inside my ass. I plopped on my back and threw my legs up in the air. She began to finger my anus. It hurt a little and then she took it upon herself to put her stiff cock in me. We tried for about 5 minutes to fit it in, it wasn't going. She then just took my cock in her mouth for another 10 minutes and I blew a huge load all over her chest. I then masturbated her while I liked my cum off her chest. She blew a huge all over my hand and her stomach. I took the liberty of feeding her her own semen. It was quite possibly the hottest thing I have ever seen. I then picked up my clothes changed and left. She gave me a nice kiss on the way out.

I enjoyed it soooooo much and it was everything I thought it was going to be. Possibly the greatest sexual experience I will ever have. Not many people get the chance to have an experience with a shemale. I can honestly say I experienced it at the young age of 20. :)
How did you find her?
 
This is the internet; this is a thread from 2009 and the OP ( that's the person from whom you are expecting a reply ) posted last in 2012. How the fuck are threads from 2009 still here?
 
And they're transsexual, transgender, trans women or just simply women not shemales. You probably won't get far with most if you call one of these beauties a shemale.

And yes this is the Internet as previous poster stated. Tons of sites, plus there are usually bars you can go to
 
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