This is the first chapter of my memoirs, living in Bangkok.
So let’s start at the beginning (well kind of). I moved to Bangkok a good few years ago in my early twenties. I had previously crossdressed whilst at university and in the years after but had thrown away my clothes as I just couldn’t really get into it (and sometimes couldn’t get into the clothes which pissed me off, damn chocolate!).
At a point in my life I decided that what I really wanted was to find a pre-op transgender girlfriend. I knew this would be easier in Asia and, to be honest, I was up for the challenge of living in a new city. There were several options but I found a great job located in Bangkok. I took them up on their offer, and a free business class flight over, and moved to Bangkok.
After a few months in Bangkok I was settled in Thailand, had dated and fucked a fair few ladyboys and was really enjoying my new life.
The desire to dress came back after meeting with a ladyboy called Nadia. We’d met on a famous Thai dating App with the intention of just having sex. When I arrived at her up-market condo in the center of the city she was waiting for me in reception. She was a nice looking girl and I was excited to fuck her ass. She also had nice big breasts so all was looking good. It wasn’t until we got upstairs that I realized she had something very different in mind….
They’re Not For Me…
In her room she had a large selection of lingerie on the bed. She asked which one I liked. I picked out a nice simple black and pink set which I thought would be great on her. She then told me to take off my clothes and put the lingerie on. I was a bit shocked but also super turned on so I did exactly what she said.
The lingerie felt good on my legs and my cock was super hard in the tight pink thong. She made sure all the items were on correctly before telling me to get on my knees. I wont lie, I was wondering why I hadn’t gotten dressed up like for ages as the thrill was amazing.
I’d hooked up with other ladyboys whilst in Asia before but in most cases I’d be top and we would probably 69. I’d been the bottom for a couple of ladyboys, it certainly wasn’t unusual for me but, with Nadia, I was only a bottom for her and she would suck my dick sometimes.
Nadia’s dick was around 5 inches long and not too thick. It was perfect for someone without too much experience of being a bottom. It felt great to suck and even better in my ass. She actually taught me how to act like a woman in bed, she would hit me if I didn’t move in the right way or wasn’t offering my ass correctly.
Every time we met she would have different clothes for me to wear. I would usually spend around two or three hours at her place depending on how horny she was. Sometimes she would cum three or four times, other visits she wanted me gone within half an hour.
We ended up meeting around a dozen times in total. After a while I ended up in a relationship which is why our rendezvous finished.
My Favorite Time With Her…
On my fourth or fifth visit to Nadia’s condo she asked me if I’d ever wanted to be fully dressed and fucked.
“Of course!” I said. I then told her about my history of dressing up. I shared with her a few of the photos I had. She was pretty complimentary and said she’d be happy to help with makeup and accessories but that I was “too fat” for her dresses!
We spent a few hours together that time and she did my makeup in a way that I wouldn’t be able to do myself for several years. Although I didn’t have a wig, I felt really sexy in a red baby doll negligee. She made me walk around her room with a variety of handbags which actually I enjoyed and she found really funny!
After a lot of oral she fucked me for about 15 minutes until she came. We then changed outfits and she fucked me with a huge blue dildo. It must have been about nine inches but it felt great. She softly touched my dick and I came like crazy. To finish she decided to fuck me some more before cumming on my face.
This Led To More And More
After Nadia had re-opened the door to crossdressing for me it started to become a more important part of my life. I began to acquire more and more clothes, make-up, shoes and wigs to satisfy my needs.
I’d always previously quit dressing after a few months but this time I was determined to make a real go of it. Living alone certainly helped. The freedom of my own place in Bangkok meant I wasn’t worried about people seeing dresses or whatever in my room. I’m paid enough that I actually have a two-bedroom condo which means the second room has become a dressing room. It’s locked so I can invite friends over and they don’t see what I’m up to or into.
Sure there have been times when dressing has taken a backseat but normally I’ll dress at least once a week. It’s something that I’ve come to see doesn’t hurt anyone and is just something I like to do. I’d been out in public in London a couple of times and that gave me the confidence to go out here after finding some friends.
In the end I know I don’t want to go full time. It’s a lot of effort to dress up and I just don’t feel the need to be a full-time woman. In fact, I’d hate having to live a “normal” female life, I enjoy the over the top crazy adventures that crossdressing brings and that wouldn’t be the same if I transitioned. Also I like being a guy sometimes.
So that’s how it all began and from there there’s been an awful lot of good, crazy times…