Be sure to check out my reviews of shemale webcam hosts and watch recorded live sessions!
Welcome to our chat room! Have fun and check out the latest threads from our ladyboy forum: Japanese Ladyboys - NewHalf, Top 5 Favourite Shemales?, Big Cocks or Small Cocks?, Tgirls Tucking it
[07:49] LadyboyLover130: well its my bedtime... chat another time TIm
[07:49] Tim: Ok
[07:49] Tim: Nice to say hi
Open chat
Bookmark Trans Ladyboy

This was written by our reader Dave, and, I believe, needs to be seen by more people.

Is this one of life’s more tricky questions or am i giving it too much thought? Should I sleep with a ladyboy when I go to bangkok in a few weeks? I have spoken to lots of my friends who have been over to asia and some of them have had tranny sex and others say no way would they ever do that. As a western man from europe I was thinking about trying it out, you only live once right so why not? Does any one here have any advice or points of view as to whether I should take on this fantasy? I have zero experience with ladyboys having never even spoken to one so sleeping with one just for fun seems a little bit wrong, almost taking advantage of thier situation.

I have no interest in receiving, only giving and some of the ladyboy pictures I have seen have very beautiful ladyboys in them with perfect bodies. My friends are always joking in the pub about how one of them pulled a “girl” in thailand and went home with them only to discover their big surprise. This just shows me how convincing and pretty these girls are so having some anal sex with them sounds like it could be a lot of fun. You get the body of a beautiful girl and the dirty mind of a horny man!

Would anyone here recommend doing this in hongkong rather than bangkok as I am travelling to hongkong in a few months and have heard that there are some very pretty, petite ladyboys there. I do already have a fetish for asian girls from Japan so maybe this would be more suited for me but has anyone had any good or bad experiences here? I think it would be awesome to have anal sex with some small petite asian ladyboy in hongkong. I can just imagine all the positions I could do with a lightweight ladyboy :)!

I look forward to hearing your thoughts and I will update you when/if I have my experience! :)

Dave

Tags for this post Post tags: ladyboy, news, shemale

7 Responses to “Should I sleep with a Ladyboy?”

  1. Tony Davys says:

    I’ve ‘slept’ with quite a few ladyboys and I can only recommend it. I usually go for the real femmy ones, but I’ve dabbled with some limp-wristed boys in Bangkok as well; I like them to be sweet and giving. My first time, in Europe, came as a bit of a surprise but the girl was so sweet and sexy that I didn’t waste time on me losing my heterosexuality and enjoyed quite a few good times with her, and not just pounding her pussy. Ladyboys really appreciate being treated as a woman, even though both parties know that sex is what you’re aiming for. For what it’s worth, Dave, test the waters, chat some girls up and see what happens, take her out for dinner, she’ll like that. Dinner was all that happened one time, but I really enjoyed it, while I knew the girl was on the make. Don’t rush into it, because some of the girls can be a disaster because of hormones, drugs and so on.

    Reply
  2. yeti says:

    l think you should. my first was awesome. i still fuck her sexy little ass 😉

    Reply
  3. homosexual says:

    Trannies are homosexual man. You will be having sex with gay. Gay sex is risky. You only live once. What if catch a disease HIV. good luck

    Reply
  4. homosexual says:

    I say they are gay men who want to a women just lesbian bulldykes want to a man.

    Reply
  5. the truth says:

    HIV is high among trannies

    Reply
  6. Tony Davys says:

    Whatever floats your boat, people. I’ve had sex with ‘real’ girls, but there’s nothing like sex with someone who has a dick, ladyboy or regular boy. I don’t care if it’s called homosexual, I get off on it, and I don’t feel any less of a man by allowing a ladyboy to shove her dick up my ass and wank me as she fucks me. The feeling is out of this world. Dicks don’t lie, so if it’s hard, you know someone is enjoying the action. As for STD’s: be prepared.

    Reply
  7. Jason says:

    I hope to get the nerve one day to go all the way with lady boy, some are so dam hot.

    I wish you luck

    Reply
Leave a Reply