My First Ladyboy ~ LB-69

After looking at pictures and fantasizing about ladyboys for a couple of years and always being afraid to try one, I finally stumbled onto my first experience just under 4 years ago. I'd come to BKK many times usually in the company of one or more 'wingmen' who were only interested in gg's. Moreover they were all mostly very homophobic. Even the idea of a ladyboy was absolute anathema to them! Needless to say it was never hard to find a hot gg and I just never got around to hitting any of the LB bars either in Nana or Patpong.

One night I was at a beer bar off Soi 4 when the mamasan's birthday party was going on. After a few hours of dancing, eating and drinking I noticed a cutie looking at me and smiling. I managed to get closer and we started to dance. I could feel something stirring; mouth dry, nervous and very horny!!

I was taking pictures for the party and must have taken at least 20 of her. While my then GG gf wasn't looking, I managed to get her mobile number and asked her if she wanted to come by my apartment and get a copy of the pics I took of her. We all know how much most LBs love having their picture taken! She smiled and said yes. I told her I'd love to take some more if she wanted me to. Again she smiled and said yes! OMG - what had I done??

The next day, my hand shaking like crazy, I called her and told her I had her pics ready. She said she could come by anytime so we set a time for the early evening. When she arrived she looked even hotter than she had at the party. I was SO nervous and she was too. I broke the ice by pulling out the pics from the day before. She loved them and we sat close while we looked at them together. I felt like I was going to pass out, it was crazy. When we finished looking at them and I gave them to her she smiled and kissed me. It was like an electric shock! I had no idea what to do, so I suggested that we take some more. These two pics are from that first night.

An hour or so later after taking maybe 100 clothed pics, I put the camera down and we spent the next hour or so kissing and fondling each other. That first evening ended with me giving my first BJ and loving it.

Needless to say, she had to come back to get the second round of pics as well. This time, we didn't even look at the pictures, but got right down to it. She had (unfortunately I mean HAD) a fairly small cock and I asked her to fuck me, being a bottom she made a go of it even though it wasn't her preference. Sadly I had to leave BKK before I could see her again. We emailed a bit, but a month or so that stopped since I didn't have a definite return date and was not interested in sponsorship - especially after seeing someone 3 times!!

When I finally returned to BKK several months later, her mobile number had changed and I had no way to reach her. Bummer!
I tried one or two other ladyboys but there was just not the same spark. Then one night, I was headed to Nana to meet up with some friends for some GG hunting when lo and behold who should I see standing at the entrance with a few of her friends but KIM!!
I had to look three times to be sure. But she recognized me and pulled me over. I called my friends and told them something had come up and Kim and I headed back to my new apartment.

She looked stunning. Cute to begin with, she had clearly had significant surgical alteration. I would challenge anyone at all to be able to say that she was NOT a GG. Except that she was probably too perfect. Her lips were just a bit fuller, her boobs were as big as they could be for her frame without looking cartoonish. We didn't talk too much on the way back, I soaked up the envious looks of every single guy we passed with a huge shiteating grin on my face.

When we got in the door, she told me she had to tell me something. She had done the deed, no more cute cock, she was now postop. Turns out not long after I had left, she had met some guys who took cabaret shows to Taiwan and they had paid for all her procedures. She was leaving for Taiwan in a couple of days since she was healed up. Why I didn't take pictures this time, I have no idea. Maybe it was the shock, but in retrospect I wish I had. We kissed and played a bit, I went down on her new pussy and she gave me a decent bbj and we kissed goodbye never to see each other again.....

The postscript is that while I still go with GGs far more often than LBs, Kim was a great and gentle introduction to LBs. Since then I've been with more than a few, though none I'll remember as fondly as I remember my first LB!!

Nice post Adventuredude:

Glad you acted on your feelings and had such a great experience. You were fortunate to have found Kim and could recapture some of that "first time" magic.

Welcome to the dark side! There is no escape.

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Nice photos, but really need to be resized & re-loaded.

A little too big for the forum I'm afraid.

Cheers
Koykaeng

Oops, sorry about that. Should be ok now!

As long as I'm at it, here's one more of my favorites poses...

Ladyboy Newbie Joined: 28 Nov 2007 Posts: 2 Points: 25

Nice story and really well written. Shame she went ahead and lost it but you'll always have the memories. Wish my first one had been that good.

Ladyboy Lover Joined: 13 Apr 2008 Posts: 45 Points: 78

epic story man, glad it turned out better then i hoped. she looks absolutly stunning, fantastic pics.

wow it sounds like your first time was the best. i hope when i go next year i am lucky to find some one like that . i mean i am the same never been with a ladyboy, only in my dreams. so i hope to meet a real good one.