Monday, 21 April 2014

Test Your Ladyboy Detection Skills...

Think you're good at spotting ladyboys? Here's a lady/ladyboy quiz:
Have a go, and if you do really well or really badly then add your comments below!

For the record, I scored 4 out of 6, so I failed to spot 2 ladyboys.

Having spent most of 2013 living in Asia, I must admit there were plenty of ladies who could well have been ladyboys. I just couldn't be sure at all. Better hormone therapy and cheap body mods mean that ladyboys are more feminine looking than ever these days. Plus the women at home seem to be getting less feminine!

I still think one of the Chinese women I dated was a ladyboy. I never did figure her out - but who cares because she was hot as hell!

Monday, 31 March 2014

Better to Marry a Ladyboy Than a Woman From My Own City?

Congratulations - if you're a ladyboy lover and you live in the UK then you can now marry your ladyboy girlfriend!

So a big step forward in the cause of equal rights, as well as for transexuals' rights.

Over at ladyboy friendly dating sites like Asian Love Connections and MyLadyboyDate I've seen a surge of interest from Western guys seeking out ladyboy girlfriends/possible partners.

Why is that?

Well I'm now back in the UK and if my own experiences of OKCupid are anything to go by then I'd be better off marrying a ladyboy. I mean the average ladyboy I met in Thailand is hotter than the women who OKCupid "thinks" I might be interested in...


Nothing for me in my OKCupid matches this week.
Profiles blurred to protect the innocent - god knows in a few years women
might pass laws banning guys from marrying anyone from another country...

What's more, the ladyboys I met in Thailand tended to have a great sense of humour, and were just so much fun to be around.

I'm waiting to see just how many British dudes take up the government's offer and actually marry their transsexual partners. I'm sure your average ladyboy would look totally fabulous in a wedding dress.

But I guess a guy/ladyboy wedding will be a pretty rare sight in England. Most dudes with any sense go off to live with their ladyboy partners in somewhere like Thailand or the Philippines. If this appeals to you then check out some ladyboy-themed trip reports from Pattaya and the Phillies:
You'll also find some trip reports from China on there. China's maybe of less interest if you're exclusively into ladyboys. Chinese ladyboys would be smoking hot beyond belief, but they're just not numerous enough to make it worth visiting the People's Republic.

Actually I kind of think that one of the Chinese ladies I dated might actually have been a ladyboy. She had a husky voice, killer legs and the long flowing hair I've seen on so many Thai ladyboys. Sadly I never did find out the full story of her interesting past...

If the right one came along... would YOU marry a ladyboy? Post your opinions below.

Tuesday, 4 March 2014

If You Love Ladyboys, Should You Move to Asia?

Greetings Ladyboy Lovers,

In this post I'll attempt to answer the 6 million dollar question...

If you like ladyboys, are you better off moving to Asia?

I spent a good part of 2013 living in Thailand. I also spent time in China and Malaysia, and I've visited Japan and Hong Kong before.

Both Thailand and Malaysia offered great standards of living, and of course ladyboys!

So would I actually recommend living in Asia on a longer term basis?

For me the two key issues you need to address are MONEY and VISAS.

On the visas side of things, it's actually not that easy to go and live in another country. In Thailand I could only get a 30 day visa on arrival. To stay for longer I ended up getting an ED visa. That involved enrolling in a language school and pretending to study Thai. Needless to say it involved me spending plenty of money, and having the hassle of a visa run to Malaysia and back to get my papers rubber-stamped. And after that, I still had to do 90 day reporting at immigration.

It's generally easier to get long stay visas for the Philippines.

If you're an older guy then you could also look into getting a retirement visa for Thailand.

So visas are a hassle, but money talks and if you have money, you'll generally be able to find a way of staying in another country long time.

Ah, money.

MONEY is the key thing you'll need to realise your dream of living in a ladyboy haven such as Thailand.

So what are the options when it comes to MONEY?

If you're a regular guy like me, then you have two options:

  1. Work in a Western country and build a warchest of savings.
  2. Go and work in Asia.
If you're serious about living in Asia, then I highly recommend you live frugally in the West and save every darned penny you can. Pour money into long term investments like stocks and rental property, so you'll have an income once you make the move to Asia.

It is also possible to work in Asia. Take Thailand for example. The country has low unemployment, and a real shortage of smart people. So if you work in IT, finance, law or another "white collar" profession then you might be able to find a job out there. A friend of a friend found a decent job in Bangkok in just two weeks of looking. I also nearly found one, but they were reluctant to pay anything much more than a local salary.

The fallback is to teach English. This isn't as highly paid in Thailand as it is in China. However, it might be your best shot of finding work in Thailand.

If you like the idea of teaching English, then the best preparation you can do is to get a CELTA or TESOL qualification under your belt. You can do this in your own country, or in Thailand. An intensive course lasts 30 days, but if you do it back in your own country it's possible to find part-time courses that allow you to fit study around work.

So having addressed the financial side of things, is it actually worthwhile to live in Asia?

I was generally impressed with Thailand when I lived there. I found a nice room in central Bangkok for less than $350 a month. Food was way cheaper than at home, and there was plenty to see and do in Bangkok. One other huge advantage is that Thailand is a green and pleasant land, with way less pollution than other Asian countries like China.
I was generally impressed with Bangkok. It offers expats a great standard of living,
even if the never ending heat is hard to take at times.

Of course if you like ladyboys then Thailand is going to be your paradise on earth. When I used to get the Bangkok SkyTrain to downtown I generally saw at least one ladyboy in every carriage of the train. I'd guestimate that at least 1% of the Thai population of Bangkok are transsexuals.

I had no problem meeting ladyboys in Bangkok, although I remain to be convinced that Thailand is a good place to find a long term partner.

The Philippines is an alternative to Thailand. Things that would put me off the Philippines though are higher crime, more poverty, worse food and a harsher climate than Thailand. In its favour, it's far easier to get a visa. Philippines ladyboys are generally more petite and curvier than their Thai sisters. One other gigantic advantage is that English is much more widely spoken than it is in Thailand. My first Thai ladyboy girlfriend spoke very little English, and it was a real uphill struggle making progress with the relationship. Maybe I'd have done better in the Phillies!

Finally I must also mention Malaysia. There are plenty of ladyboys there, although being a Muslim country the transsexual dating scene is a bit more underground than it is in Thailand. Kuala Lumpur did impress me though, and it would be a fabulous place to live and work.
If you are thinking of moving to anywhere in Asia, my best piece of advice is to visit the place first. Thailand was just so much different to how I imagined it to be.

Finally, just don't go mad in Asia, particularly in Thailand. With all those hot ladyboys, bars that open 24/7, strong local beer and prostitutes on tap, it's so easy to lose your mind, your fortune and maybe even your life. I lived in central Bangkok for 6 months, with a couple of visits to Pattaya, and God knows I saw some stupid shit in those months.
With ladyboys this smoking hot, it's so easy for any guy to lose his mind in Asia...

So have your fun with ladyboys, but have some other focus in your life, like a job, or a hobby - and NO, by that I don't mean sitting in a Pattaya bar all day long!

If you've got any questions about living or working in Thailand or elsewhere in Asia, then leave your comments below...

Sunday, 16 February 2014

Shhhh! I'm a Ladyboy Lover...

Hi,

I'm a guy who likes ladyboys, but I'm always a little more cautious about talking about my actual dates with ladyboys than I am with my dates with women. Maybe you're the same.

So in this article I'll run through some of the privacy/secrecy issues I've encountered while dating ladyboys, and why guys like to keep their fascination for the third gender TOP SECRET.

Geekyguy about to board the fun bus to ladyboy filled Pattaya.
What went on in Thailand has to stay in Thailand -
as far as future employers, girlfriends, etc. etc. are concerned...
First of all I'll say that many men DO like ladyboys. This fact cannot be disputed. I lived in Bangkok for over six months and I spent many, many evenings people watching. One of the many things I learned from living there is that ladyboys are VERY popular. This fact is also borne out by the popularity of ladyboy porn sites, ladyboy cabaret shows, and the popularity of the Sky TV series Ladyboys that was shown in the UK (and repeated many times!).

Reputation Management

Reputation management is important these days. It's so easy to make one bad tweet, one bad Facebook post, and you can end up with egg on your face, or even a jail sentence!

So it's becoming increasingly important to be a little careful about what you do online.

The best thing to do before posting anything online is to ask:
  • Would I feel comfortable showing my mom what I'm posting?
If you're not, then don't post it, or use a pseudonym.

Now I'm not particularly bothered about what people think about me. Hell, I spent more than six months living in Bangkok, so most people think I'm a sex tourist anyway. My family are OK with me befriending ladyboys. In fact thanks to that popular Sky TV series called Ladyboys, my mom kind of likes transgenders anyway!

But on the other hand I have to bear in mind that I'm applying for jobs right now, and if you're a job applicant these days, it's very likely that prospective employers will Google your name. It's happened to me twice in the last month that I've been asked in a job interview about stuff that people interviewing me have seen from searching the web.

Of course it's also possible that future girlfriends might Google my name as well. My experience has told me that the majority of women DO NOT want to marry a guy who has any interest whatsoever in ladyboys.

So unless you don't care at all what other people think about you, it's a good idea to be a little discreet when using online dating sites. In fact quite a few people think that online dating itself is weird. And that's before we get involved with Asian dating, and (shudder) Asian ladyboy dating.

Here are a few tips of dealing with reputation management:

  1. First of all, don't let worlds collide. Keep your work colleagues off your Facebook, and keep your friends off your LinkedIn profile (if you have one).
  2. Reputation management is easier if you have a name like Paul Smith or John Jones! Then you can hope for some security by obscurity. Sadly I have a near-unique name and I've only come across two other people in the entire world with my own particular first name/surname combination. So you'll forgive me for writing under a pseudonym.
  3. Photographic facial recognition is getting good these days, and already Google has a service that can recognise celebrity photos, and Facebook can often identify which of your friends are in your photos. So be careful where you upload your photo to these days. In particular, choose a dating site that only allows logged in members to view photos. Asian Love Connections is a ladyboy dating site I helped to build. As one of the specifications I made sure that profiles of guys seeking ladyboys aren't visible to search engines or anyone who hasn't logged into the site.
  4. Be careful when using Google+ or any Google services. Google has a poor approach to privacy, so whenever I search on Google I use the Private browsing Window in Firefox. I also use BoxPN's excellent and very cheap VPN service as much as I can.
  5. Bear in mind that many people are very hostile towards guys who show interest in ladyboys (as well as being hostile towards ladyboys themselves). If you get problems from friends, then find new friends.
Finally as you get older, you tend to give less of a fuck what other people think about you. So don't worry.

Secrecy on Dating Sites

I help run a ladyboy dating site over at Asian Love Connections. I've noticed that around 20% of men who join upload photos of celebs, or photos with their own faces hidden, and, on occasion, photos of their cocks. In other words the guys like to hide their own identity.

On my own site I don't hesitate to ban any member who uploads a photo of a celebrity - quite apart from the copyright issues, it's just plain dishonest and not fair on the ladyboy members of the site.

I'm more lenient on people who don't upload face shots. But since the site I help run is a mainstream dating site, I ban any members uploading photos of their members (so to speak).

My own opinion is that if you're going to have a relationship with a ladyboy then you're gonna have to be just a little bit more honest with yourself, and not hide behind fake photos and blurry head shots. Ladyboys meet a whole load of jerks in their quest for long lasting love, and you can easily stand out by appearing honest and a man of integrity.

Who Cares About You?

I'm a huge worryer and I also have bouts of extreme paranoia.

So if you're the same as me, I'll point out one important thing: people generally have very little interest in you.

So don't worry about what people think about your interest in ladyboys. Chances are they're not actually thinking of you at all.

You can see this by how quickly celebs "in the news" fall out of the news and are quickly forgotten, until they're re-discovered years later working in a convenience store.

If your work colleagues do somehow find out you're a ladyboy lover then you might get one or two days of grief, but then they'll move onto ribbing somebody else about another matter. And rest assured the guys doing most of the ribbing are highly likely to go home after work and spend a good few hours downloading ladyboy porn.

You can worry even less if you're living in or visiting a "ladyboy friendly" place like Thailand or the Philippines. In Bangkok I dated a ladyboy half my age, yet in the shopping mall where we met we were practically invisible. The only time I really got noticed in Bangkok was when I dated an incredibly hot woman who was a 9 or a 10. Wow, then I did attract a fair bit of attention, but mainly from other women!

The Take Home Message

If you're interested in ladyboys then my advice is to not be in denial about your interest in them.

On the other hand, bear in mind that there is a lot of hostility out there. Not to mention that in some countries it's even illegal to have a relationship with a ladyboy.

So it's perfectly acceptable to be discreet, but just be honest with yourself.

Are you worried about somebody you know finding out about your interest in ladyboys? Leave your comments below (anonymously if you prefer)...

Wednesday, 5 February 2014

Geek Goes Straight Again?

For the past couple of months I've been dating Thai ladies rather than ladyboys.

Am I through with ladyboys?

Absolutely not!

The issue is that I've found it very hard to find ladyboys I want to date.

Before I'll meet a ladyboy and go on a date with her, she must:
  • Look feminine.
  • Be pre-op and have breasts.
  • Not be too much taller than me, taking into account that I love a girl in heels.
  • Not work in a bar or be any kind of hooker.
  • Not work excessive hours in her job.
  • Actually live somewhere I can go and meet her.
That's quite a demanding list, and if you're similarly demanding, you'll find it much easier just to meet Thai ladies.

While there are many feminine looking ladyboys in Bangkok, there's no getting away from the fact that rather more are just a man in a dress.

Some of the most convincing ladyboys in Thailand are the post-op ones. But I dunno, if you want a ladyboy who's ladylike enough to the point of having a pussy, wouldn't it just be better to date an actual lady?

The height issue has also ruled out many potential ladyboy dates for me. As a guy who's just 5' 6", I find that Bangkok's ladyboys are usually 5' 7" or taller. Factor in the obligatory pair of fabulous heels, and many of them tower over me.

This isn't just a ladyboy thing. I might have once dated a woman who was older than me, but I've NEVER dated a woman who was taller than me. It just wouldn't feel right.

And on the whole job thing, I make it clear that I'll only date ladyboys who have legitimate jobs. There are many ladyboys who work in shops and offices throughout Thailand. If you want to find some real life ladyboys then a good place to go to in Bangkok is MBK. Head for the floor where there are all the little cubicles to buy mobile phones and accessories - it's awash with ladyboy customer service assistants...


Many of MBK's ladyboys are single and are only too happy to chat to you!

By all means date a bar ladyboy or ladyboy freelancer. But be prepared for a life of chaos and probable disappointment.

If you're interested in ladyboys, would you also date Asian ladies? Leave your comments below (anonymously if you wish).

Sunday, 19 January 2014

Which Ladyboy Dating Sites Are The Best?

Which ladyboy dating sites are best? In this post I'll run through the different sites I used to actually meet my ladyboy dates when I was living in Thailand...

Ladyboy Kisses is probably the longest running ladyboy dating site there is. It was established years ago, and unfortunately looks ancient as well.

Still, if you judge a dating site by the number of members then Ladyboy Kisses reigns supreme. There are reckoned to be over 10,000 ladyboy profiles on the site, so there's a huge choice of members to meet.

As my geeky chart shows, it's also a great site if you're particularly interested in younger ladyboys:

Ladyboy Kisses - ladyboy members by age
There are plenty of ladyboys from Thailand on the site, and also some from other countries (particularly Malaysia and Indonesia). But Filipino ladyboys are by far the most numerous.

MyLadyboyDate is run by a friend of mine, so I know this site is legit.

I used the site in its first year of operation. So the site was still filling up with ladyboy profiles.

I chatted with quite a few Bangkok ladyboys through this site. I was impressed that I got something like a 75% response rate to my interests on this site. If only other dating sites offered those sort of statistics!

Sure, about half the ladyboys I chatted to on the site were hookers, but hey, that's Bangkok for you! But to be fair I'd guess that 80% of guys chatting to ladyboys just want sex, and not a long term relationship.

Anyway, it's a pretty decent ladyboy dating site, and if more ladyboys join then it could easily topple Ladyboy Kisses from the #1 spot.


Asian Love Connections is a small Asian dating site and at the time of writing it offered free ladyboy dating. There are also Asian women on the site if you're interested in them as well.

Thai Love Links was the main dating site I used while I was living in Thailand. The site has hundreds of thousands of members, and it's not too hard to find a date.

There are quite a few ladyboys on this site. But the irritation is that you don't know whether to find them while browsing the male or the female profiles. What's worse is that to see the ladyboys who have registered as male, you need to browse through the profiles of guys. Which is kind of not the thing you want to do if you're edgy about the whole if I like ladyboys, am I gay thing.

And you'll also get messages and interests from macho looking guys - yeuch!

Still, if you're interested in chatting to both Thai ladyboys and girls, then this site will keep you busy for a while. I must have got about 30 dates from this site, so it was absolutely worth the monthly subscription fee.

Incidentally, if you're more interested in Philippines dating then Thai Love Links has a sister site called Filipino Cupid. This site has a whole load of ladyboys on it


DateInAsia is the largest FREE Asian dating site out there. There are some ladyboys on there, but they can be a little hard to find. Again, they're hidden amongst both the male and female members on the site.

DateInAsia is quite hostile towards ladyboys which is nonsense given that ladyboys are such a significant part of daily life in countries like Thailand and the Philippines. I've also never, ever dated anyone through the site. Most of the female/ladyboy members are sadly either scammers or hookers. Avoid.


I haven't made much mention of the various sex dating websites out there. There are quite a few of these, with names such as FindAShemaleLover.

While I was in Thailand there was no need to use these sites. If you just want to fuck a ladyboy then you'll find plenty of them in real life, so there's no point in paying a dating site subscription. Instead just take a taxi or a tuk-tuk to Nana Plaza or Soi Cowboy in Bangkok, or to Walking Street in Pattaya.

I also find these sex dating sites to be a bit intimidating. And I wonder how many of them are filled with scammers and fake profiles?

Rest assured that the mainstream ladyboy dating sites mentioned in this article are 100% legit and have plenty of real ladyboys on them. They also have flat rate membership fees (or are free) so you won't get stung with paying for expensive video chats or other services.


So, if you want the best possible choice of ladyboy to chat to, then Ladyboy Kisses is the site to use. However, keep an eye on MyLadyboyDate, which is fast making inroads into the ladyboy dating scene.

If you're not sure about the whole ladyboy thing, then check out Asian Love Connections. At the time of writing it still offered FREE LADYBOY DATING so you can easily sign up and just see for yourself whether you really do want to get into the whole ladyboy relationship thing.

Happy dating!

If you've got any suggestions of other ladyboy sites, or you have any opinions about the sites mentioned, then please leave comments below.

Wednesday, 15 January 2014

Dating or Sex? Which Path is Best?

Why do YOU want to meet a ladyboy?

It's essential that you're honest with yourself when you answer this.

Ladyboys are smart enough to know that 90% of guys visiting the Philippines or Thailand to meet ladyboys are just going for the sex. A long term relationship with a ladyboy is the last thing on their minds.

So ladyboy dating and sex really don't mix. If you're visiting the Philippines or Thailand for a vacation and just want to "test drive" a ladyboy, then just find an escort.

My reasons are:

1. Escorts are professionals and will make sure your first time with a ladyboy is a good one. Don't worry if you're shy - ladyboys know that every customer is a first time customer. Few men will actually admit to having a thing for ladyboys!

I've heard that ladyboy escorts usually give you excellent service, and seem less temperamental than biological ladies.

2. Dating is hard work. It takes time to chat to potential dates, then set dates up. Life is hard in Thailand, especially for ladyboys who face a lot of discrimination from potential employers. And it's not uncommon for ladyboys with jobs in shopping malls or offices to work 6 days a week. So by the time you've arranged to meet, you might be on the plane home!

Plus ladyboys have occasional disasters like food poisoning. You could spend months chatting to a cute ladyboy online, and when you finally get to Pattaya she could flake on you. Darn that street food!!!


Thai Ladyboys and ladies really love that Bangkok street food...
3. It's cheaper!

I spent 6 months living in Bangkok. If you add up the costs of dates and compared it with the costs of hiring a ladyboy hooker...

There's no contest. It's MUCH CHEAPER to just hire a hooker than to get a non-hooker into bed. Hmmm, the sex would no doubt be much better with the hooker as well.

If you want to make contact with ladyboys before you travel to Asia, then check out these dating sites:

Incidentally you'll find a mixture of hookers and non-hookers on these sites. The ladyboys will normally be pretty up-front about which type of ladyboy they are. In most cases it's pretty easy to tell from the types of photos they upload to their profiles.