Monday 30 December 2013

Second Date With a Ladyboy

I'm pretty ruthless when it comes to dating. If I don't like my date, then I'll cut off all contact after the first date. Clingy girls (and ladyboys for that matter) are to be avoided at all costs.

But the first ladyboy I'd ever dated was hot, and I was very eager to meet her again!

So for the second date we met at the same shopping mall, and "did" lunch.

Again, nobody cared less about a foreigner being seen around town with a young ladyboy by his side.

This however wasn't my experience when I subsequently dated an Asian woman who was clearly a "9" and pretty damned close to a "10". I learnt from dating her that average man walking around with a woman who is hot enough to be a model is VERY interesting. Especially with other females, who I guess must wonder what sort of magnetism, charm or money (most likely money) I possess in order to attract a female of that quality.

Anyway, back to ladyboy date #2...

After lunch we went for a walk around one of Bangkok's parks. We sat for a while, and I felt a rush of those relaxing hormones that you get when you're in the company of someone you really like being with.

It was nice to sit and just watch the world go by. Especially as my date didn't speak much English. Strangely she didn't speak much Thailish either. But I took this as a good sign, since Bangkok ladies (and ladyboys) often learn Thailish from hanging around in beer bars...

So that was a very nice afternoon spent in the company of an exotic and interesting ladyboy. Roll on date #3...

Saturday 28 December 2013

Finding Ladyboys For Longer Term Relationships

Many Thai and Philippines ladyboys work as hookers.

But what if you want a relationship with a ladyboy that lasts more than 2 hours?

It IS possible to find ladyboys who are interested in going on dates and having boyfriends. But it's hard work.

First of all, not many dating sites are ladyboy friendly. So try a ladyboy friendly dating site like Ladyboy Kisses or Asian Love Connections. Dating sites like Thai Love Links and Filipino Cupid are popular and have a few ladyboy members. But on these sites there's no way of choosing just to see ladyboy profiles. To see the ladyboys who have registered as men, you need to allow other guys to see your profile. And when I was a Thai Love Links member that meant I had to put up with getting hit on by guys. Yeuch.

Next you have to find a ladyboy who rocks your boat. For me that meant finding a ladyboy shorter than me (not easy in Thailand), and kind of less confident than me. Sheesh, some of those 5' 9" ballsy ladyboys who parade up and down Nana showing off their size DD chests really scare me!

I also wanted a ladyboy who looked feminine. And I know that most of you guys who are seeking ladyboys want the same.

Well these are actually quite hard to find.

While I saw many ladyboys in Bangkok, many were really just a guy in a dress. Comparatively few look like this:


Japanese guys love feminine looking ladyboys. The problem here is that ladyboys who target Japanese guys may not speak any English. And they're not necessarily interested in Western guys either.

Feminine ladyboys DO exist. But I'll warn you that they do take a while to find. Be prepared for a lot of nights spent trawling dating sites, or an extended vacation spent in Thailand or the Philippines.

There are also other problems you'll no doubt encounter like I did. In another article I'll cover ladyboys with psychological issues, and ladyboy pickiness when it comes to boyfriends.

Any tips on finding really feminine looking ladyboys? Have you tried online dating to meet ladyboys? Leave comments below (anonymously if you want).

Wednesday 25 December 2013

Merry Christmas!

Merry Christmas. I hope the new year brings yule good fortune and all the sexy beautiful ladyboys you can handle.

Whether you love or hate ladyboys, I guess there's no denying that a Bangkok Christmas is a heck of a lot more appealing than Christmas in Farangland.

Would you rather live here:

Farangland: 10C temperatures, bars full of grumpy people and everything's expensive.
Or here:

Bangkok: 25-30C temperatures, bars full of beautiful ladies and an affordable cost of living.
The zombies in my bit of Farangland are droning round in a Christmas obsessed trance. January will be dominated by storms, snow, fallen trees, credit card bills, colds and flu and the awfulness of spending up to 40 hours a week in a job you hate with colleagues you detest.

Life's better in Thailand!

Tuesday 24 December 2013

Date a Ladyboy... Ruin Your Reputation?

There are many issues involved with dating a ladyboy. One thing worth considering is your REPUTATION.

Bear in mind that many parts of the world and many people are still very conservative. And depending on your job and own personal background, you could be in for a load of trouble if you admit to an interest in ladyboys.

So you might need to be extremely careful who you tell about your interest in ladyboys.

I'll point out at this point that ladyboys are VERY popular. Stickman Bangkok once revealed that about 40% of "short time" escort sessions in Nana Plaza were guys going with ladyboys. When I sat a beer bar in the Plaza people watched for a couple of hours, I pretty much confirmed this figure to be absolutely spot on. Think of how much ladyboy porn there is out there, and how popular that is. So without a shadow of a doubt, ladyboys are wildly popular. However, few ladyboy admirers will be open about it.

I feel especially sorry for you if you're an American guy. Your fellow countrymen seem the least tolerant about ladyboys. If you're European though, then you're in better company. In many European countries you can even legally marry your ladyboy girlfriend.

If you're a single guy travelling to the far East, then there can be reputational issues involved,
and many people may automatically label you as a "sex tourist".
Still, there's no getting away from it...

If you're really, seriously interested in medium-long term relationships with ladyboys, then you're better off moving to Thailand, the Philippines, or maybe even Malaysia.

Have you had reputational issues arise due to your interest in ladyboys? If you've travelled alone to Thailand or the Philippines do your colleagues or family think you're a sex tourist? Leave your comments below (anonymously if you so wish).

What's in a Ladyboy's Handbag? Probably an Empty Purse!

I'll warn you that it's not easy dating a ladyboy.

MONEY will rear its ugly head. Ladyboys never seem to have any money. In fact most of the Thai ladies I also dated seemed to be in a permanent state of not having more than 200 baht to their name.

In my six months living in Bangkok, there was many a time when I couldn't set up a date because the lady/ladyboy in question didn't have enough money to jump on a bus and come meet me in the nearest shopping mall.


So if you want a ladyboy girlfriend, you'll spend a lot of time paying for two. While it's OK being a walking ATM machine if you're getting something in return, if you're not, then it's probably best to move on.

Incidentally, being a geek I've done the math...

If you just want sex with a ladyboy, then go to a bar and find a freelancer. It'll work out 2-3 times cheaper than dating a ladyboy and trying to move the relationship from the first date to some bedroom action.

Monday 23 December 2013

What Did You Do Today? I Dated a Ladyboy!

I've known Simon, the owner of MyLadyboyDate for quite some time. I knew he had a ladyboy girlfriend, but I'd never dated a ladyboy. In fact up to that point I'm not sure I'd even SEEN a ladyboy!

Fast forward 8 months to the day from we had a couple of beers in a London bar, and I'm outside a Bangkok shopping mall, waiting nervously for my first ever ladyboy date to arrive.

OK, at this point I'll stop and say that I DATED a ladyboy. A date is where you meet, have dinner, stare into each others' eyes, and decide if you want to see them again.

If you just want to experience sex with a ladyboy, then all you need to do is book a flight to Bangkok, book a taxi to Nana Plaza, then look for the ladies in Soi 4 who have the best legs. They're the ladyboys of course!

So anyway, I waited, and I waited...

And then I saw her!

MY LADYBOY!

Well what can I say? She looked way better in real life than in her photos.

She had long hair, a a petite body (unusual in a Thai ladyboy) and shapely brown legs.

I'll say at this point that whatever you think about ladyboys, there's no denying that they have way better legs than biological women!

I guess my initial impression of her was that she was, well, a ladyboy. Neither male or female, but of an exquisite and intriguing third sex.

Some of her features were a little manly. Like her hands. But then again one of the Asian women I'd dated a couple of years before had man hands!

Her voice was a little deep, but more feminine than a lot of ladyboys.

As for the exotic factor, she had that in bucketfuls. Wow, I was mesmerised.

One thing that might put you guys off dating a ladyboy is getting stared at. Well I can assure you there because nobody really batted an eyelid at the sight of a guy walking around a busy shopping mall with a ladyboy.

Ladyboys are incredibly common here in Thailand. I can almost guarantee that every train carriage I go into in Bangkok has at least one ladyboy. Sometimes there are two. Usually they have the best legs on show of anyone in that carriage, hee hee!

So if you go to Thailand then you won't have to worry about what people here might think. The people back at home, well that's another matter.

So how did our date go? Well I'm man enough to admit I was freaking nervous. And I never really got nervous on a date before. Just as well that my date was pretty shy as well. I gather that I am the first guy she's ever dated.

The date itself was hard going at times. Partly that was due to her not speaking much English, and I only know 3-4 words of Thai.

Technology came to our rescue and we could use the Google translator on her iPad to try and explain ourselves to each other.

When we finally said our goodbyes, I went home a happy guy. Three months in Thailand, and she's only the second date I've met who I've really wanted to see again.

It's second date time later this afternoon. I cannot wait to see my awesomely cute and wonderful ladyboy again!

Isn't it time you started your own great ladyboy adventure?

Geek Gets Ladyboy Massage!

Four months into my period of living in Bangkok, and my ladyboy dating experience was, well, limited in the extreme.

The main problem I was having was:

1. Ladyboys are flaky, and even getting one to go on a date is a major triumph. Ladyboys claim to find it very hard to find long term partners, but yet when a guy comes along they won't go on a date. Sheesh. Stupid f**king ladyboys.

2. Ladyboys who are full or part-time hookers will meet you, but they're maybe not such good girlfriend material.

So to try and relax a bit I went in search of a ladyboy massage.

Well finding a massage is probably the easiest thing you can do in a city like Bangkok. Massage shops are everywhere. Usually the ladies/ladyboys who aren't doing massages right at that moment will congregate outside their shop and call out "massage" to anyone (usually foreigners) who walk past.


Some massage places have an all female staff, some have a few ladyboys. There are also all-ladyboy massage places, and even places for gay guys to have a massage by a cute looking guy.

The ladyboy I chose was somebody I'd been chatting to on one of the online dating sites. She was early-30's, with a decent chest and also quite tall (but not too tall).

I guess I chose her because I had various ideas of dating a masseuse. Actually, I realise this is a terrible idea - masseuses are maybe not such good girlfriends.

This particular masseuse worked in a spa that had both ladies and ladyboys working there, with about 80% lady to 20% ladyboy.

If you come to Thailand for a massage then you'll find that there are places with just female massage artists, just ladyboys, just guys (intended for gay guys) and places with both women and ladyboys.

Also be aware that some spas are more legit than others. Some are 100% legit. Some you can pay a tip and get a happy ending. Let's not beat about the bush and say that some are just brothels, and you won't actually get a massage at all.

It's kind of hard to tell which is which. As a general guide if the place is in a sex tourist area like Nana or Patpong then there will be extras on the menu.

Anyway, the massage was OK, although I reckon a neck and shoulder massage is rather better than the all over body oil massage I opted for.

To be honest the best part of the session was asking my ladyboy about her life. I found out that although my massage cost 500 baht, it was usual for the masseuse to get just 100 baht of that. So they are extremely reliant on tips. As a result, it's not surprising that there are so many "extras" on offer (e.g. happy endings).

So while 100 baht + a tip might seem like a good way to earn a living in Thailand, it's not as good as it first appears. Bangkok is awash with spas and there's huge competition for customers. The masseuses have to hang around the shop for incredibly long hours in the hope of finding a customer. Dare I say it but many of them could well do better working in a department store or doing some other kind of job with a more regular salary.

So if you're a reasonably well off dude and you go for a massage, be sure to tip your masseuse well!

Anyway, back to my ladyboy. While talking to her I realised that ladyboys are pretty smart. This has since been confirmed by talking to a whole bar load of them. I'd say that without a shadow of a doubt, Thai ladyboys are on average way smarter than Thai ladies. Are guys smarter than women? Does taking female hormones make men smarter? Who knows. All you need to bear in mind is that you need to be exceedingly careful when dealing with ladyboys. If you're intending to double cross them, they'll find out!

As to the massage itself, well ladyboys have strong, experienced hands and a massage by one is definitely something you should add to your TODO list for your next trip to Thailand.