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Be careful with what? Until recently? Well yes, I did it. And not even by accident. After thinking about it for quite a while I thought I write it all down and share it with you guys here.

So here we go. I have never seen a place like this. No what I mean is it almost makes you feel like in a short time hotel you can basically sit in the lobby and watch foreigners walking in and out with the ladies every two or three minutes.

I left that place after paying my bill of Baht including some minor tip. In front of some place on the second floor a fairly slim and tall around 1.

She was a ladyboy! I ran into a ladyboy and would have never noticed it by just looking at her. Why not just trying out sex with a ladyboy? I asked her for her short time price expectation and after some negotiation we agreed on 1, Baht plus Baht for the bar fine and Baht for the rental of a short time room on the top floor of Nana Plaza. I was really excited by then. We entered the place and found a woman sitting somewhat bored on her desk that I paid the Baht for the room. She started giggling while massaging my dick.

Her balls hairy and more like that of an adult though. After finishing our shower and drying each other off we went over to the bed. We started touching each other. Once again I had to start with her amazing boobs but soon I felt doing something completely new, weird and exciting at the same time: I got horny by that and got a boner as well. She hopped out of the bed and went to the bathroom to clean herself up again.

Now it was my turn. I lay down on my back and my ladyboy started sucking my dick. She did it without using her hands. After a while I felt like now it was time for the real sex and I told her that I wanted to fuck her.

She put on the condom on my dick, applied some baby oil that she had in her handbag and started to passionately riding on me while I was squeezing her boobs. Her small cock was clapping on my belly. Now it was me moaning loudly while cumming in her. I stayed in her for a short while and looked at her beautiful body before we both went to the bathroom again for another shower.

We dried each other off, got dressed and I handed my ladyboy her love reward of 1, Baht. We walked back to the go go bar where I gave her another kiss on her cheek before I left.

After arriving in Pattaya a couple of days later I felt like doing it again. But instead of spending another 2, Baht for buying a ladyboy in a bar I tried a different way that many of my friends recommended me. She said she was too lazy now to go outside and if I wanted to watch a movie at her place instead.

Are they asking for money? Amazing man. You are right its best when your partner enjoys the act as much as you do. I have never had sex with a lady boy but after reading your story I will definitely do so. Lived in Chiang Mai almost five years now and dated many ladyboys and had sex with all of them.

With the exception of one, they were all versatile, or we fucked each other. They are nice people who work very hard, and play hard too..!

Am I gay, who cares, I like what I do and really enjoy a bareback dick filling my butt up with come or getting a mouthful… After years of straight sex, these past five years have made up for 30 so so ones with chicks.. Tried it for the first time in Pattaya. Cute 21 year old ladyboy. Very gentle and passionate. Rock hard cock.

Let her fuck my ass then cum in my mouth. Sweet creamy cum was nice. Had second helping the next afternoon. Overall nice experience and will go tp Pattaya next time as the selection is good. I had sex with a ladyboy in Thailand when on a rugby tour last year. Went out with the boys one night to a few bars and we got hammered. I have always considered myself straight, but damn, some of those ladyboys are attractive.

We got chatting to three of them and eventually me and two of the lads took them back to the hotel, our better judgement impaired and overwhelmed by their looks and dirty talk.

We each went to our room with one ladyboy. First we took a quick shower, and she got some condoms and lube out her purse. In my mind I was going to dominate her as though she were my gf, but what actually happened took me by surprise. She started sucking me, and reluctantly I started sucking her — never touched another penis other than my own before. She started rubbing my bum with some lube and maaaan, it felt good.

I was so everwhelmed by the sensation she just went ahead and pushed in. Will do it again in a heartbeat. I totally relate to that. I love it. Rofl, gotta love guys who like to take it up the ass but continue to tell themselves they are straight haha. I am not sure I quite get this…. First time I got with a ladyboy I turned it into a special occasion and after many dozens of hours setting it up and planning everything I found an escort who met everything I was looking for and booked her a week.

Best week of my life. The rest of the week was half sex half hanging out. The girl was a total sex freak she had me tie a magic wand to her dick and turn it on for over an hour while she convulsed and screamed like she was being electrocuted.

She was an amazing person too. Totally unreal experience and no regrets. I live in Chiang Mai and have been lucky enough to have quite a few ladyboys, two I could have very easily have considered girlfriends, both wonderful people, good hearts and very kind, plus awesome in bed.

I have been with several ladyboys and I must admit I found them to be more involved with the sex act then there genetic girl counter parts. I do not consider myself gay even when I suck there lovely cock or bottom for them. Ladyboys just happen to have an enormous clit that demands attention from men.

Wow, your mind is very twisted. Since when is a genetic man having sex with another, what you describe? And maybe you are not gay…. If so, you are bi sexual. Just deal with it but above all, be honest with yourself. Great article. I read every post. I am traveling to BKK for the first time in Feb for 5 nights. I have always been attracted to girls but have been hit on by many guys too. I signed up for Thai friendly and my first 3 hits were from LBs.

You all may have changed my mind. The videos and pics on the web got me aroused. And now this article might persuade me just enough to try it with an LB. Dont think i am gay but the best orgasms i ever have are with ladyboy. Especially when being drilled. Sex is about pleasuring your partner, and some ladyboys are versatile, which I prefer. Had some good conversations… nice to get to know them as well. IMO real women were put on this earth to procreate. Ladyboys exists to pleasure men.

Great post. I would love to do this, especially helpmg that tiny LB cock get release while she goes down on me. I think it transcends labels, that is:

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  1. emmanuel.sosthene

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  1. matchboxx

    Be careful with what?


    These first time ladyboys are so hot and sexy between the sheets that you can barely notice their inexperience.

  1. Jennasis

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