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I have found this story at a shemale forum and thought it to be a good read. Enjoy!

Ok guys, this is a milestone in my life. I had sex with a ladyboy!!!

It was completely amazing, something i have fantasized about for years but never thought i would do! I met her on the internet a while ago and have been chatting to her since. We got on pretty well and she invited me for dinner!

I was kind of scared she would be a bit manly and I’d freak out but when she opened the door I was blown away! She was malaisian, with great lovely long hair and she looked amazing in this tiny little dress.

Anyway we had dinner at hers and were going to go to the pub but we sat on her bed and started kissing… quite passionately! She was really getting into it as i kissed her neck and down, she pulled down her dress and her boobs popped out! I was really turned on, they were implants and i’d always been turned on by the thought of that!!!

Anyway to make a long story short… She was incredible, i’ve had possibly the best blowjob in my life! She wanted to drink all my jizz over and over again!

She had a nice little penis. It was odd touching one that wasn’t mine, and I’m used to one a lot larger. We jerked each other off and came at the same time! It was really really hot!

Definitely something I will look back on and tick off on my to do list. Next week I will go for a drink with her and we’ll see what happens!!

Tags for this post Post tags: Shemale Stories

7 Responses to “First time sex with a ladyboy”

  1. breathofdying says:

    yea i wish i could find a hot shemale all the ones around me are to manly, i hat kentucky

    Reply
  2. joel says:

    i like to befriend shemale in kl.

    Reply
  3. joel says:

    can u e mail me the shemale number.thankx

    Reply
  4. bill says:

    i would love to meet a shemale . it would be amazing sex iam sure being able to suck on her tits while she makes love to your ass makes me hard i want a she male so bad i would have sex with a guy in a dress mabey i just want cock whant to go foe a round with me?

    Reply
  5. chuck says:

    i think like bill in that i just like making the person i’m with feel good. i have had cocks and pussies and enjoyed licking and sucking both. but to lay on my back while a shemale drills my ass and i suck her tits would be just about the ultimate turn on for me. of course, sucking her cock while looking up at a great pair of tits wouldn’t hurt either.

    Reply
  6. Greg says:

    I remember my fist time like it was yesterday
    We met at a bar the most beutiful woman i have ever see. A the end of the night she asked me for a ride home so natrally I gave Her one. She looked sho hot in her tight short black dress. When we got to her house she asked me in for a drink; of course I excepted. After a drink or two we began to make out with one another which le to me geting the best blow job of my life she knew exactly what I wanted. I started to take off her dress and sucked on her tits down her tummy when she says I have to tell you something. After she told me she was a ladyboy she was shaocked that I wasn’t running for the hills. I told her that just ment that she was about to fulfill my most wild fantacy then took her dress all the way off to expose her huge hard cock, which i sucked and played with untill she came in my mouth. We had sex with each other all night many diffrent positions and places in her house. But my fav one makes me hard just to think about it is I was in her sweet tight ass with my hard cock from behind, while we were having sex she turns her head to me and we begin to kiss while iam feeling her perfect tits and nipples with one hand and jerking off her big sexy hard cock with my other hand. We continued to make love in this position untill we both came. Which was at the same time. Truly was an amazing night that i will never forget.

    Reply
  7. Frank says:

    Where do you live that you can find a Ladyboy so easily ?

    Reply
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