As for “escorts,” a local Kiwi who goes by the monicker Stickman recently interviewed three of Bangkok’s most popular. This is his most recent interview of the type. You can find other ones too. The interview is at the beginning of his weekly column, and I’ll break the link due to it being a little NSFW:
I’m a 39 year-old guy, and I was a virgin until I was 31. I say no, don’t do it. It’s not worth it. Rather than repeat what I’ve said in the past, I’ll link to my former post former post.
That whole thread might be worth reading. It’s on the same topic, but the OP was female.
No doubt. Better still when there’s no charge and your partner actually likes you.
Well that’s bringing emotions into it. And emotions complicate. And complications are to be avoided.
“Sex without love is a meaningless experience, but as far as meaningless experiences go its pretty damn good.” – Woody Allen
And just to mention, it’s not always men using these services. A small but not-insignificant number of ladies use them too. I know the mamasan of the long-running Annie’s Massage Parlor in Bangkok (trust me, this is a pure brothel, no massages on offer), and she’s told me some of her girls have regular farang (Western) lady customers. And while it’s rare, it’s not unheard-of for a farang lady to be a customer in the BJ bars.
I think **dracoi **has hit the nail on the head.
TheBuilding, we could spend all week telling you that yes, you should see a hooker, or no, you shouldn’t see a hooker. But if what you’re really wondering is “why can’t I get a girlfriend, and why don’t girls like me?”, then you might want to start a new thread where we can debate that instead. The answers you’ll get there will probably be more helpful.
You certainly do not want to enlist the help of a prostitute to teach you how to kiss and have sex. That is a very bad idea. Prostitutes have germs and low moral fiber. Besides, what would your mother say?
What you need is an inflatable woman. Inflatable women offer essentially all of the qualifications for teaching you the ins and outs of human sexuality that a real woman does, with none of the drawbacks (like nagging you into post-coital chit-chat).
And, with material science now at its nadir, this is truly the golden age of inflatable doll acquisition! It is now virtually impossible to tell the difference between a real woman and a modern inflatable woman. So much so, that you can take your inflatable companion out in public on dates on a regular basis without detection.
And what a wonderful date she will make! She’ll be an incredibly good listener, with none of that blathering on about herself. Take her to a fine restaurant and simply order for her. Later, just tell the waiter she’s feeling a little “gassy” and to please box up her meal—that’s dinner for you tomorrow! She travels light. Fill her with helium and she can even participate in the Macy’s Day Parade.
After a few evenings with your faux-amour, you won’t even be looking for anything with a pulse again.
anti-nadir
Of course, in Thailand you have to make sure you don’t get one like this (WARNING: VERY, VERY NSFW):
http://www.spicetoy.com/lovin-ladyboy-doll-inflatable-transexual-love-doll.html
Hold on. I can’t put my finger on it, but one of those things is not like the other.
Now that you mention it, it wouldn’t be a bad idea for the OP to watch the movie Lars and the Real Girl.
I must second Thudlow, in that TheBuilding could be better served by a conversation on the broader, more general subject of how can he overcome his obstacles to getting the sort of relationship he seeks. Bringing up the subject of using the services of sexworkers has the effect of turning the thread into a debate on sexwork itself.
…
Siam Sam, however, if in Thailand I’m sure quite a few farangs ARE looking for that one. “Ladyboy surprise penis”?
Well, one HAS to pay prostitutes. Otherwise don’t hire them: doing a dine-and-dash is rude 
Band name?
And being self-conscious about his lack of experience is certainly going to hinder him when he relates to women.