First ladyboy experience at what Age?

[farangbah]

32, while spending a winter in Rio de Janeiro.  Will always remember how relieved I was at how happy and positive I felt afterwards, no conditioned shame or any such nonsense, just smiling, thinking, "I gotta get me some more of this!"

The next winter was spent in Thai...

[ladyboyluva]

Short relationship when I was 21 with an older ladyboy. That was around 20 years ago and too many wasted years trying to make things work with girls and wondering if I was gay even though that just didn't feel right, though the trannies provided some enjoyable experiences. Nowadays there's no turning back, it's a ladyboy or nothing at all. They complete me, hence, I'm now a total idiot!

[acidcrash]

28 was my first experience and been having ST's ever since. I'm 32 now btw.

[seamus]

Have to say cant get My head round the Trannie sex thing at all, perhaps it's just me, but never in a Million

[jman]

I was 38 when I got a BJ from a shemale in Chile...40 the first time I visited Thailand and met my first real ladyboy.

[lioulover]

38 and never looked back......

[Guest]

21 when I was in the military and went to Thailand for an exercise.  I was pretty drunk at the time or would probably never have had the courage to do it...

After many years of denial, I started hitting the P4P scene about 10 years ago doing mostly Latin SM's with the occasional LB and Filipina SM.

52 now and heading to LOS later this month for some fun!

[dutch]

About 36 (Surabaya and Singapore).

[Stingray]

Can't remember, but I think I was about 33 with a post op in Australia, half Egyptian and great in bed.

First time in Thailand was actually by accident and pretty crap, by the time I realised she was too deep into hiding and it wasn't going well, so I paid and quit. The next time was good with one called Tom from near clinton Plaza. had a few non P4P here and lately I have 3 regulars, one from obsessions, 1 from guess and one freelancer called Naam, but her new haircut is too boyish for me, never seen her mantioned around here. Obsessions anny was my first regular but it's been a while since we had fun.

[koykaeng]

(lioulover @ Sep. 01 2009,04:32) 38 and never looked back......

Can't help but wonder if you had bothered to look back whether things may have turned out differently.

Cheers
Koykaeng

[lioulover]

No need to look back i am enjoying life too much....

The only time i will look back is when there is one of your Hung Harem standing there..... I am not ready for that yet.

[Onebadindan]

Tranny at 22
LB at 38

[Guest]

A drunken fumble with a trannie in Gran Canaria in '93 when I was 28, first LB in Phuket in February '02 at 36. Knew what I was looking for, and enjoyed every naughty moment of it. By the time I got to Samui the following week my mates were finding them for me lol.

[fridgemagnet]

I was 59 - the first time in Asia, and I went straight to Patts - Beach Rd., and Walking St. were amazing, but I thought that they were all GG's - I had never seen a LB before. I had a dismal experience with a beautiful GG from a GoGo Bar, so I then went to visit friends in Chiang Mai - one of whom, unknown to me, was a LB monger of some distinction. One night out on the prowl with him and life changer forever.

[Guest]

(fridgemagnet @ Sep. 02 2009,12:54) so I then went to visit friends in Chiang Mai - one of whom, unknown to me, was a LB monger of some distinction. One night out on the prowl with him and life changer forever.

Funny enough the gentleman monger in question said the same about our chance meeting in Hua Hin.    A bit like when Castro met Guevara in Mexico, all changed forever.