Although you may expect that the type of men who like to have sex with ladyboys or men who in fact fall in love with ladyboys are gay, you might be surprised to find out this is not entirely true. It’s hard to say really as when you talk to men about their relationships with ladyboys you don’t always know if what they are telling you is the truth but the funny thing is when you see a guy in a ladyboy bar locking lips and swapping spit with a ladyboy it doesn’t take much imagination to work out that something is going on or will go on once they get back to his room. The other great invention we all know about when getting to the truth is alcohol and the more alcohol a guy drinks the more likely he is to tell you the truth, that’s the whole dirty truth and maybe a whole bunch of stuff you really didn’t want to here as well. 

On most occasions I have spoken to guys who have ladyboy girlfriends, or regularly screw ladyboys when they get the chance, they have usually been open and honest about their sexual practices and how their interest in ladyboys came about. What seems to be the most common reason why men fall for ladyboys is a combination of simple visual attraction, since some ladyboys really do look like supermodels and in no way masculine or a type of primal curiosity. Most gay guys I know like to be friends with trannys and most have many tranny friends but rarely have I heard about gay guys who prefer trannys to ordinary men. A tranny usually goes out of her way to act as feminine as possible and most gay guys are not attracted by this type of behavior.

I have a friend who is married to a woman and they have a couple of kids and he absolutely adores his wife, it’s not hard to see why because she is as beautiful on the inside as she is wicked and sexy on the outside. I have known him for quite some time and I remember when he first met his wife he thought all his Christmas’s had come at once, she really is that hot and a nice person, yes I know that’s a very rare combination. However, he moved to Thailand a few years back with his wife and kids and after about a year or so he developed a fixation on a particular girl who worked at a bar he would occasionally frequent on the weekends, usually without his wife, but the thing is this girl was a ladyboy and he knew that from the beginning. He said it was because she was to him, as a married man, off limits and a kathoey (Thai word for ladyboy) and the fact that she was absolutely gorgeous that he found her so appealing. It was something he could not put his finger on but he found after a few weeks of watching her from a distance, it was all he could think about. He would wake up thinking about her, she would be on his mind all day and he would be thinking about her as he fell asleep at night. This was certainly not the ideal situation to be in as a straight married guy with kids.

At the time this was going on I was in Thailand on a holiday before I began living here and he told me about his predicament so I asked him if he would show me the “girl” he was interested in. Before I saw her I said to him, is it really worth risking your marriage over a tranny hooker, you are not gay, or as far as I knew he wasn’t, and never before had I heard him even mention getting with anyone else other than his wife. It was a real shock to me and I told him that. Anyway, we decided to go check out this girl after we had dinner one night and after his wife had gone home. We walked into this ladyboy bar in Pattaya and being my first time in a kathoey bar I must say I was blown away by how sexy some of the ladyboys were and was amazed at how feminine many of them were. Some, I would have guessed were trannys but many of them I only knew were ladyboys because were in a basically exclusive kathoey bar and this was one place it was rare to see ordinary Thai bar girls. As I was staring around the bar one very sexy and convincing ladyboy came and sat on my lap and started massaging the back of my neck, I wasn’t sure of what to do so I just sat there and enjoyed the massage until she finally asked me to buy her a drink in a voice deeper than the guy who does voice over advertising for horror movies. It was kind of scary to think someone so sexy could have a voice that deep. I politely let her know I wasn’t interested and she walked away, sometimes kathoeys are not so comfortable with rejection and they might let you know by giving you a dirty look, on rare occasions or when they may have had too much to drink they may even get angry and verbally abuse you. This can be very uncomfortable.

My friend and I sat in the ladyboy bar for about half an hour until the “girl” he liked made an appearance and what an entrance she made. I have seen quite a few ladyboys since that night I went with my friend to the kathoey bar for the first time but I must say that Lek was perhaps one of the most beautiful creatures I have ever laid eyes on even to this day and instantly I knew my friend was in big trouble. I knew and I guess he knew that it was only a matter of time till he succumbed to her sexual charms. She really was nothing short of breathtaking and was in the bar for no more than 5 minutes before she was walking away with some older guy for some short time action as it’s called in Thailand. About an hour or so later she walked back into the bar wearing a different dress. Who knows what she had been doing with the older guy who had walked away with her. No one will ever know but I never saw him around for the rest of my holiday and I went back to that bar a bunch of times over the next few weeks before my holiday was over.

A couple of days later my friend rang me late one night just before I was about to go to sleep and told me he had finally done it. I was very tired after a few too many late nights out in Pattaya, anyone who has been to Pattaya will know what I’m talking about, and I wasn’t sure what he was referring to so I asked him, what have you finally done? He explained he had finally done Lek to which I responded “oh you mean you finally screwed the tranny hooker?” He was a little angry at the way I said it and replied “her name is Lek”, to which I replied “don’t you mean his name is Lek?” He knew I was joking and finally we both burst out laughing, I really couldn’t have cared what he just did, as long as it makes him happy, who was I to judge what he does and he knew that. I should add that another one of the things we were laughing at was the name “Lek” actually means small in Thai language but he had told me during that phone call that his ladyboy friend was anything but small. She/he was about 6 feet tall and he said once he finally got her panties off he got the shock of his life when Lek’s penis was about twice the size of his. It didn’t seem to bother him too much because he told me he was banging her for hours and was the best fuck he’s ever had. He kept knocking her off over the next few months without his wife finding out but soon she hooked up with a German guy and moved with him to Germany and my friend never saw her again. I’m not sure that he ever got over his ladyboy fetish as he never talks about it anymore but since he lives in Pattaya, tranny sex is always just around the corner, so if he was discreet, know one would ever know and I suppose who really cares.

This is just one of the many stories I have heard about otherwise straight guys falling head over heals for incredible sexy ladyboys who really know how to get you going. I’m not sure what you call it but ladyboy love seems to be a strange and intoxicating passion, it can happen to almost anyone and you might be very surprised at who gets into it, maybe someone you know.