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Our friend Brian went to Thailand 3 years ago and had his first experience with a ladyboy details of which he would like to bring to Your attention now. He proudly tells he became a ladyboy convert after his first time and we have no doubt he did!

On a trip to Thailand about 3 years ago I had my first experience with a Katoey. The guy who ran the hotel elevators asked me if he could get me anything, after a few beers I was feeling brave and asked about a Katoey, she must be good looking and a little kinky though. After an hours sleep I wake and feel hmm this is a mistake. Then there is a tap at the door and I think no way... I open the door to see a beautiful women there in an knee length PVC kind of raincoat, looking fantastic. I felt aroused right there and then and didn’t hestitate to ask her in.

I took her coat and invited her to sit. Her english was surprisingly good and she asked for a brandy and did I mind if she smoked. I mixed us two brandies and she lit her cigarette. She was a stunner and her legs just went on and on. She sat opposite me and her looks were just stunning there was an atmosphere, she just radiated sex appeal. She can see from the bulge raising from within my bath robe that I am very much aroused and excuses herself to go into the bathroom. In two minutes she is back still wearing her PVC Mack and sits next to me. After some kissing and nibbling of tits that were perky she rolls her head down over my now very stiff member and kisses it, I am thinking that this is the way. When she stands and unbuttons her Mack to reveal her also quite stiff girly clit and wearing nothing under her Mack.

She took a condom from her handbag and rolled it onto my cock and I lost it all right there the head of the rubber just fills up. She just smiles and guides my hand down to her and I begin to give her a slow hand job. In a matter of minutes I feel her explode and she leaves for the bathroom and returns, she just straddled me with the condom still in place and my wang back at attention. She just slid all the way over me and now I am right up into her tooshie as she opens the front of the coat to allow me to suck her perky little nipples.

She began to ride me slowly rocking her head back and then kissing me as she fucked me at her pace. I felt like I had a few minutes left as she began to groan and really get into it, I knew she was reaching her climax with my hand working her wang. Then she did something I have never seen before. She sort of hefted her weight up and almost rose completely off my cock and spun around so her back was to me. With the feeling now of my back rubbing against the PVC of the Mack I am very excited.

I pick her up around the waist and take her to the dresser, she places her hands on the dresser and is standing looking into the mirror as I am banging the fuck out of her butt. My hand is working her cock piston like and she is really in the mood and very close to exploding. After another minute like that we both release our respective loads, hers all over the mirror and mine up her back passage inside the condom. After cleaning up she takes the Mack off and wearing nothing but a smile reclines back on the bed and lights a cigarette and smiles oh so seductively and beckons me for another round. In 30 seconds I am hard again and she takes me into her mouth, oh what a wonderful afternoon evening that was in Bangkok.

I was a ladyboy convert from that point on...

Tags for this post Post tags: anal, asian, beautiful, cum, cumshots, dick, fucking, jerk off, kathoey, ladyboy, reality, sex, shemale, Shemale Stories, stories, tgirl, tranny
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6 Responses to “How I became a ladyboy convert”

  1. congratulations says:

    Hey guy, nice story. Now you know what real fun and sex is. I think there is nothing better in this world.
    A hot feminine amd good looking Ladyboy will get the attention of 80% all men. Alot of hetero men had their experiences.
    Who ever try it, will do it again.
    Hope you enjoy this hot moments soon again and again and agan.

    Greatings

    Reply
    • john says:

      OH yes I know how you feel I became a ladyboy lover when I was taken againist my will after about 10 min I submitted to her and fell in love while being forced to blow her after that she fucked me now a strictly a bottom

      Reply
  2. david says:

    wow........how much did she cost ? going to bk ina few weeks got to try this !!

    Reply
  3. Thomas says:

    I'm going to cum now after reading that story

    Reply
  4. patricia says:

    i've been a fem since i was a teen. you woud be surprised at how many "straight" men enjoy smallbreasted,big clitted, bitches it hot pussies between their cheeks.

    Reply
  5. first timer says:

    I moved to Thailand years ago and am happily married, but in the 13+ years I've been here, I've always wondered how it would feel to go with a Thai ladyboy. Last weekend I decided to find out, and in short, she rocked my world. I'm not into anal, but the oral was great. I would never have imagined I would one day suck a cock,and I can't see myself ever touching a regular guy, but the ladyboy experience was awesome. Now I know what my wife feels when I cum in her mouth.....lol. The only difference is the ladyboy I was with shot such a huge load I thought I was going to drown.....lol. she also took my load, and we've arranged to meet up again this coming weekend. This time it won't be over as quickly though since she's promised me we'll just keep sucking and playing until we've both cum three times at least. Can't bloody wait, and I've always believed I'm straight.

    All I can say is that if you've never tried it, go for it. The forbidden fruit is far better than you had ever imagined. :-)

    Reply
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