This is in response to a friend who's 21 and the ladyboy is 30 something. Basically, he's said that was a meeting up resulting in sex between them. He mentioned this was his first time and he couldn't "get it up". This, in spite of the fact that this ladyboy was a good looker, according to him.
My opinion on this is, and I have to say I'm no expert, I think this is a psychological thing. The mind is kinda confused as it can't decide whether it's a girl or a guy. On the other hand, it could be just a subconscious fear of the unknown. Either way, my advice to him is to try with a different ladyboy and see what happens. If it doesn't, ladyboys ain't for you mate. Best stick with GGs.
Also do note that at your age, if you're seen in close proximity with a ladyboy, a lot of girls in Singapore (as it probably is in other countries) may not be comfortable with you. A lot would brand you as gay.
For those of us in our forties and fifties, we don't really bother as few young girls would even give us a second look for the right reason in the first place.
Anybody out there got a different opinion? Let's hear it guys or ladyboys!