About Simon

French young man living in the Philippines with my ladyboy girlfriend. I wrote a book about my experience on dating trans women here https://howtodatealadyboy.com and I created the first decent dating site for trans women there https://myladyboydate.com

Have a burning question about dating ladyboys?

Hi readers! It’s hard to find time writing for this blog since I started heavily developing my new dating site for ladyboys. But I’m still the same guy, I’m still empowered by my will to broadcast information, advice, tips, stories… anything that people might find useful, whether you’re a trans-oriented man, a transgender, or simply curious.

That’s why, together with my girlfriend (who is also the admin of our dating site) we started a new Youtube channel (check it out, don’t forget to subscribe ;)) in which we will carry on bringing useful information publicly available! The format will be simple: every week, we will answer to one precise question, in a short but effective video (not longer than 2 minutes, 3 minutes would be exceptional I guess in cases when an answer really needs to be very developed). We will answer any question, as long as it’s related to our field of expertise of course! Love relationships, dating, or the transgender world in general. We might also provide you info about Philippines if you like…

Got a question? Simply ask it by writing to us in the comment box of our first introduction video! We will answer it in our next videos.

Super Sireyna, the ladyboy TV show in Philippines


If you’re not in Philippines or don’t have much Filipino friends, chances are that you didn’t hear about Super Sireyna yet! Otherwise, you must have seen photos and status updates about it on your Facebook newsfeed already.

Super Sireyna (Eat Bulaga!’s Super Sireyna) is a TV show that’s airing on GMA Network, a major TV channel here in Philippines, that’s showcasing the beauty and talent of Filipino ladyboys through a daily contest. That’s not a new show though, it was first airing in the 1980s as called “Miss gay Philippines”, then renamed Super Sireyna in the mid-90s.

The show airs at lunch break time (around 12 noon in Philippines time) every weekday, where 3 candidates compete for the crown. At the end of the week, on saturday, the 5 winners of the weekday shows compete for the weekly crown, and then the weekly winners will compete into the grand finale. Continue reading

Online dating for transgenders is broken


It’s been a while I didn’t write something on my blog and I want to apologise for it. I’ve been super busy with life, and especially with my new project, which has become very dear to my heart recently (hey not as much as my ladyboy girlfriend of course, nothing beats her, ever!). A dating site of a new kind especially made for transgenders!

I know what you’re going to say: yet another dating site? Well, no, and I’m going to tell you why. Because online dating for transgenders is broken, and my new dating site is solving this.

Continue reading

The challenges of dating ladyboys online


Unless you’re living in Thailand / Philippines (and some other South East Asia countries), chances are that the population of transgenders (ladyboys) in your place is pretty low. Therefore, the Internet placed itself as the best way to meet one of these special girls. And even though you’re living in South East Asia, online dating is also a powerful tool, because your dream girl is not likely to be at the corner of your street right there waiting for you!

Online dating has become so popular, and it raises its lot of issues and challenges. In addition to that, online dating for transgenders raises even more difficulties that are really inherent to the transgender world. I will try to write about what I believe are the biggest issues, in the most casual way possible 🙂 and how I plan to address them. Continue reading

More men seeking a ladyboy girlfriend

I would like to share how much I feel glad and positive these days about the dimension that my blog reached. Actually, it’s not just a blog, it’s not even a book nor a Facebook group, it’s an EXPERIENCE. It’s the experience that since I published my book, started to militate (at my own little scale) for the recognition of transgender women as more than an object of fantasy, and founded this new community of respectful men who seek serious relationship with ladyboys… since that time, I met a lot of interesting people and learnt a lot from their experience (even though I was supposed to be the teacher myself ahah).

Continue reading

Should you support your ladyboy girlfriend?

If you read my blog, you might feel like ladyboy and money are two matters that can’t be taken away from each other. And you’re right, as money is involved in 99% of the love relationships with ladyboys. Don’t make me wrong, it’s not bad in itself, but look, these girls  usually come from poor countries, and being a ladyboy takes money for a lot of things (surgery, hormones, clothes, make up…). And many ladyboys are or used to be sex workers, so they highly involve money in their relationships with men.

Ok so why am I writing all this? Here in Philippines (where I live with my ladyboy girlfriend) I can see a pattern that tends to repeat more and more. Well, I guess Thailand has the exact same thing. But very often, when a ladyboy has a foreign boyfriend (usually an older man from a western country, but not always older), she stops working and gets fully supported by her boyfriend or husband. After all, you are earning 10 times more than your ladyboy girlfriend, and providing that you are living together and already pay for the rent and groceries, that’d be pointless to let your girlfriend work 8 hours a day for just pocket money to you.

That could also be that you are not living together (you still live abroad) and sending money to your ladyboy girlfriend so that she can afford a living. Or you could also have a condo in Manila/Cebu where you spend two months every year and that your ladyboy girlfriend maintains when you’re away from the country.

Continue reading

Serious men for decent ladyboys on Facebook group

Just opened recently and it is gaining more and more popularity already. If you are a Facebook user, you can join right now this group Meet My Ladyboy Girlfriend and its 1 000 members all in search of serious relationship (whether you are a man looking for a ladyboy, or a ladyboy looking for a man).

The purpose of the group is simple. I want to open the discussion and the debate between intelligent and reasoning people about the issues and challenges of dating and love relationships between men and ladyboys. Of coures, it’s a place for meeting new friends, chatting further and possibly forming relationships (which is all I wish for you guys and girls!)

We already have members from everywhere in the world (including Thai ladyboys and Filipino ladyboys, and men from every country Europe, USA, Australia and more). The points of views differ, and it’s a good thing, it’s keeping the debate alive, in a respectful and interesting way. And I thank you all for that!

Continue reading

Dating ladyboys? Don’t be fooled!

If you are like me, you are attracted to transgender women, and want to seriously date ladyboys. It’s already a big step to take this attraction to the serious stage, as most guys don’t do it. My blog is actually dedicated to these guys, the ones who assume their special attraction and want to make it real, the guys who are strong enough to stand the stares of the ignorants and not mind about the dogmas of the society.

But we need to go an extra mile. If you’re new to the game of dating with ladyboys, then you are a potential and easy target for the malicious and predatory ones. Most of the guys that I know who are trans-oriented are nice guys, they’re sweet to their girlfriend and generous. Sometimes it makes me upset to see how some ladyboys make advantage of them, because they’re fucking serious and good guys! Ladyboys usually strive to find a good guy, a guy who will treat them well and not consider them as sex objects only. Unfortunately, the good guys and the genuine ladyboys don’t always meet. The good guys usually have their first experience with a bitch who will crush their heart and rip them off. They usually have enough and definitely quit dating ladyboys and get back to real girls. And the genuine ladyboys usually collect the bad experiences with perverts and liars.

Anyways, I would like to write some thoughts about how a trans-oriented man should take care of not getting himself into a sad story and a bad experience.

Continue reading

6 reasons why ladyboys doubt of men

Here is a problem that I wanted to tackle, that will maybe give men some insights about why do ladyboys doubt of men, a priori. More or less, I am compiling here the stories and experiences I’ve been told here and there amongst my friends (whether they’re online friends or real life friends) and from my Facebook group for dating ladyboys.

Yes, when you approach a ladyboy or the first time, she already has many doubts regarding your intentions. Maybe a very young one with no experience with men would not, but passed 20 years old she already had enough bad experiences to be quite doubtful. So here it is, you meet a ladyboy and you start to make acquaintance, you are at first labeled as a “potentially dangerous for her heart”. And then you have to more or less prove that you are worth her time.

Here are 6 reasons (6 typical stories I often hear) why ladyboys usually doubt of men.

Continue reading