Category: Devin’s Dates

Devin is a friend and, as he always reminds us, the original premium member of MyThaiLadyboy.com. He has yet to find the ladyboy love of his life, but it certainly isn’t from a lack of effort. While we don’t necessarily condone Devin’s lifestyle, we believe many of you will find his dating stories to be helpful.

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The Free Dinner Ladyboy

My previous article about sexual expectations may have given the impression that most every ladyboy I meet is ready and willing to join me for a good time, but that is not the case....

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Sexual Expectations

It’s been awhile since I contributed something here as I have been doing more traveling lately and less dating. I have had more adventures that I may write about in the future, but for...

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Devin’s Ladyboy Dating 14

It’s been a few weeks since I last reported on my ladyboy dating experiences here in Bangkok. I have slowed down a bit lately, but I am still dating and enjoying my time with...

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The Dangers of Dating

I went on a few dates this past week with some ladyboys that I have written about previously. I could give you all the exciting details, but there are really no major differences from what transpired on the prior encounters. Instead, I would like to write about an event that happened a few days ago and offer some advice about dating ladyboys here in Thailand.

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Devin’s Ladyboy Dating 13

I thought it would be best to combine the past couple weeks of dating into this article since I was only able to meet 1 labyboy the prior week. I actually saw her a couple times that week and to be honest, I wouldn’t mind spending every night with her.

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Devin’s Ladyboy Dating 12

I met a lovely new ladyboy here in Bangkok this past week and also spent time with one of my favorite girls JT. The encounter with her left me thinking back on what life was like for me when I was still an easily excitable boy in my early 20’s.

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Gay, Bi, Tri – What Am I?

I had an encounter with a nice ladyboy last week that left me pondering a subject I’m sure many of you have spent time thinking about as well. It involves a question that each ladyboy admirer needs to answer in their own way. Here is the story of my recent experience and some of my thoughts on the subject.

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Devin’s Ladyboy Dating 11

I finally made it to the beach this past week, but only got the chance to meet 1 new ladyboy there. I also saw a couple girls here in Bangkok before I left and one of those meetings has inspired me to write about an interesting topic that I will release in a separate article.

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Devin’s Ladyboy Dating 10

I was supposed to be writing about some new ladyboys this week, but my planned trip to the beach was delayed again. The good news is that the schedule change allowed me to spend time with three nice girls here in Bangkok.

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Devin’s Ladyboy Dating 9

The first ladyboy I met this week was TM, a nicely shaped girl that likes playing the aggressor. It had been a few weeks since I made my original visit to her place and I was looking forward to another pleasing encounter with her.