Devin’s Ladyboy Dating 3

Admin note: Devin originally wrote this in mid April, 2012.

My third week back in Bangkok included Songkran weekend. Things are usually a bit dead around the city as many people head back to the countryside to spend the holiday with their family. Fortunately for me there were a few ladyboys that stayed around and were able to meet with me.

My first encounter was a return visit from M, a ladyboy that I have seen a few times before over the past couple weeks. M has been contacting me steadily and is always asking when she can come over to see me. She was actually waiting around for me last week when I met with P and her friend. It can become difficult to manage sometimes and I have to be careful not to let one girl see me with another.

M was waiting for me this time as I was coming back from a nice dinner date I had with a Thai girl. We proceeded with the normal course of events, a nice massage followed by some versatile fun. Everything went well, but for some reason I just felt like I had seen enough of M for awhile. Perhaps it’s that fact that she has been coming around my area too often lately and I tend to get bored easily when it comes to the ladies. I know I should be totally happy with what I get from M, but I think I will be keeping her at a distance for the time being.

I spent most of the Songkran days inside to avoid getting dirty water tossed on me which always seems to lead to some sort of sickness. One afternoon I was online and a ladyboy from my chat list said hello. I will car her H and she had been on my list for quite awhile. We had not chatted much before, but we started to go back and forth and I could soon tell that she was feeling horny and probably had nobody around to help her with that. I let her know that she should be able to make her way to my place without getting wet and we could have some fun together.

We decided to meet near the BTS station and I could lead her back to my place safe and dry through the danger areas. The exact meeting spot wasn’t quite clear so I was walking around when I spotted her along the sidewalk. I fell in behind her and took a nice long look at her from the back. Everything appeared to be fit and firm and so I caught up with her and led her back to my room.

It was rather hot so I took a quick shower as soon as we got back and we chatted for a few minutes before I suggested that H should join me in my nakedness. She was happy to do so and I was soon admiring another slim and sexy young ladyboy standing in front of me. She was flat-chested and of average size with a very firm butt.

I took control and basically led H through all of my favorite positions. I didn’t even bother asking her if she was also a top because I was too busy enjoying myself. I was considerate and made sure that H made it to the finish before I did. She seemed quite satisfied and I was very happy with her performance. H has been in contact with me since and it’s likely I will see her again.

My most exciting encounter of the week was when I met HP. I had just recently messaged her on MTL and she told me that she was new to online dating. After sharing a few photos and chatting a bit we decided to meet at a local mall and talk some more. HP is a well traveled professional woman around 30 years old, but she seemed rather open to the idea that things could go beyond just a normal lunch meeting.

HP drove her car and ended up running a little late so I had already ordered and finished my meal before she arrived. She was looking good and very fashionable when she finally did show up. She was tall and very thin and obviously did not have implants. We talked about her work, her living arrangement and a few other things until she decided we should get some fresh air. We went outside and admired the view for awhile, but it was too hot for me. I asked if she could give me a ride around the corner to see if a certain spa I often visit was open. I think we were both excited with the idea of us being alone in her car and so off we went.

She drove towards the spa as the sun was setting and I couldn’t help but stare at her legs as her short skirt rode way up her thighs. I thought it was most likely something she had done on purpose and I was loving it. We made it to the spa and it looked pretty quiet as we parked outside in a private area. I said I didn’t want to go in and so we sat there trying to decide what to do next. I mentioned that I had not been around the area where HP lives and that it might be nice if she took me on a tour around there. She agreed and started heading that way.

I already knew from our conversation that HP had her own place and wasn’t opposed to having visitors there. I was hoping that’s where we were going to end up and I could sense that HP felt the same. As we were driving she mentioned that she needed some motivation to help her decide what we should do next. I understood exactly what she was trying to say and my hand was quickly exploring her legs. She seemed to be responding well to my motivational tactics and so I continued to explore until I found a hidden treasure hiding under that skirt. I’m not sure how many traffic accidents we nearly had, but HP managed to navigate her way back home while we simultaneously molested each other.

It was a cool old complex hidden way back away from any main roads. We made our way up to her room and it wasn’t long before I got her skirt and top off. She was super thin, but had a nice back section. I really liked her enthusiasm and the whole experience was super fun. It’s great when I get to visit someone elses place and make a mess of their room instead of mine. I hope I can get back there soon and motivate HP again.

My time with HP ended up running late and caused me to miss a meeting I had scheduled with PH. As you may recall, PH is the milky skinned ladyboy I had enjoyed some time with the previous week. She was traveling back to Bangkok from her trip home and was going to spend the night with me. I really wanted to see her and was messaging her while I was with HP to see if she could wait for me. She finally gave up and messaged me that she was going to get a room and go to sleep because she was tired from the long trip. I was sorry to hear that, but there wasn’t much I could do.

The next day I messaged PH to let her know how sorry I was and she said it might be possible to come by my place in the afternoon for a quick hello. I was delighted to hear that and I was soon looking at those nice long legs walking towards me again. We came back to my place and I practiced my massage skills on PH. I really enjoy spreading baby oil on her smooth skin and staring at her body from above. We had a nice time and it was a great way to end the Songkran holiday.

I will be doing a bit of traveling over the next few weeks. I will try to write a few new articles along the way, but there probably won’t be any dating reports while I’m outside of Thailand. Hopefully I will have plenty of new ladies waiting for me when I get back. Until then, feel free to comment below.