5 Best Places to Meet Ladyboys in Chiang Mai

Last updated: June 5th, 2024 | in Chiang Mai | Ladyboys | Northern Thailand

Chiang Mai LadyboyIt’s not about being gay or bored of Thai girls, but more and more foreigners these days want to try out sex with a Thai ladyboy. And Chiang Mai is, along with Bangkok and Pattaya, the best place to do it. I would even say that some of you guys prefer hanging out with shemales here, because they are not as pushing or over-diligent in Chiang Mai than in the big cities.

Even the ladyboy bar girls you see in the photos are quite fun to hang out with (they work in the Chiang Mai Entertainment Complex by the way) and not nearly as business-oriented as you may have experienced it in the ladyboy bars in Bangkok. Sure, they will also appreciate if you buy them drinks and later pay their bar fine, but it’s not like they demand these things from you all the time. They are just much nicer and more laid back here in general.

Chiang Mai is without doubt one of the best places to meet ladyboys in Thailand – it just has the perfect mix of pros and non-pros. That means you can spend the afternoon strolling around town and maybe meet someone nice in one of the many shopping malls, markets, temples or someone very nice in one of the festivals (I will come back to that in just a moment).

There are more than enough of these “normal” ladyboys in Chiang Mai who will find you just as attractive and exotic as you feel about them, and they would not ask for any money to get naughty with you back in your hotel room.

But of course if that sounds too much effort for you (or you just don’t meet someone during the day on a particular day) then you can always visit one of the “entertainment” places to pay for some quality time with a hot Chiang Mai ladyboy. So it’s never really the question if you get laid here, but rather when you get laid, and if you are ready to pay a little money for it if the free option doesn’t work out.

Below are the five best places to meet ladyboys in Chiang Mai – three of them are paid options and the other two allow you to meet and sleep with them for free, especially by using the increasingly popular Online Dating Site.

Ladyboy Bars in Chiang Mai

Chiang Mai Ladyboy BarYou can find one or two ladyboys in most of the beer bars on Loi Kroh Road. That’s the main nightlife area for the tourists in Chiang Mai and you will end up there sooner or later anyway – no matter if you want to eat some western food, go for a massage or have a beer in one of the many girly bars.

There are even a few 100% ladyboy-only bars on Loi Kroh Road as well as in the Chiang Mai Entertainment Complex in the same street. The most popular of these types of bars are Friends CornerShamrock Pub and So Nice Bar. The shemales in these bars are usually more attractive than those in the girly bars, but you never know – just take a walk around at 8-9pm when the action is about to start and see if you like someone.

If you want to see one of the infamous ladyboy shows, you can check out the Chiang Mai Cabaret just south of Loi Kroh Road (5-10 minutes walk from the Chiang Mai Entertainment Complex – you can find the locations of all mentioned places on the map at the end of the guide). The entrance fee is 700 Baht including one drink.

  • Prices: The prices in the ladyboy bars in Chiang Mai are similar to the girly bars: Beers cost around 90 Baht for a small bottle and 135 Baht for a big bottle, and spirits around 150 Baht. Lady drinks are at 150 Baht for whiskey cola and 170 Baht for beer (recommended, because it will obviously take her longer to finish a beer than a tiny glass of coke with lots of ice).
    The bar fine is 500 Baht in almost every bar and the price for short time is around 1,500 Baht (negotiable). Long time is only a little bit more expensive, around 2,000 Baht (because the ladyboys usually don’t return to the bars after short time like the girls do).

Ladyboys in Chiang Mai Night Clubs

Chiang Mai Ladyboys in Night ClubNext are the night clubs, and there are lots of them in Chiang Mai. The problem however is that you don’t usually see any ladyboys in the most popular Thai clubs like Warm Up Cafe or Lucky Bar. I think that’s because most of the clubs simply don’t allow ladyboys inside (for whatever reason), but of course no one admits that. Fact is that the night clubs are not really the best place to meet ladyboys in Chiang Mai – similar to most other cities around Thailand.

However, there are a few nice exceptions: Zoe in Yellow and Tawan Daeng (photo) are great places to find some hot ladyboys almost every night. You can verify that by checking out my video at the end of the guide. And also Spicy Club has some ladyboys on some nights, so you might want to check out that place as well.

  • Prices: The ladyboys in the clubs are mostly freelancers (but not all of them of course) and if they are working then you can expect to pay 1,000-2,000 Baht for a round of sex in your hotel (obviously depending on how attractive she is).

Ladyboy Massage in Chiang Mai

Ladyboy Massage in Chiang MaiLoi Kroh Road is the area with the highest concentration of happy ending massage salons in Chiang Mai, and of course you can also find ladyboys in some of these shops. There are no 100% ladyboy-only massage salons here though (unlike the bars), but that shouldn’t really be a problem – you only need to find one, or maybe two hot transgenders for a nice hand job massage, and that’s definitely not very difficult to find on this street.

  • Prices: A one hour oil massage on Loi Kroh Road costs 250-300 Baht. And for the happy ending you can expect to pay around 500 Baht for a hand job and 700-800 Baht for a blow job (negotiable).

“Normal” Ladyboys in Chiang Mai

One of the best things about Chiang Mai is that it’s so easy to meet people here wherever you go. And that’s not only other foreigners who work and live here, but also girls and ladyboys. Sure, Bangkok or Pattaya may have more hotties walking around – but the atmosphere is just not the same.

Here in Chiang Mai people are much easier to talk to than anywhere else in Thailand. You will get plenty of opportunities when you just stroll around in the many shopping malls, templesfestivals, cafes and restaurants – anywhere really. Be nice, give them a smile, start talking to them and you will usually get a positive response.

  • Prices: About 1,000 Baht if you pick up a street hooker late at night in the Tha Phae Gate area, or free if you meet a “normal” ladyboy in everyday life situations.

Arrange Your Own Date

Chiang Mai Ladyboy DatingIf you don’t want to pay money for a hooker or spend a lot of time searching for ladyboys in everyday life situations then you can do like more and more tourists and expats in Chiang Mai do and use one of the popular dating sites. The biggest site is Thai Friendly where you can find thousands of young, attractive and “open-minded” ladyboys not just in Chiang Mai but in cities all around Thailand.

One of the reasons why it’s so popular is because you can arrange dates with the ladyboys before you even arrive in Chiang Mai. That way you don’t waste much time (and money) looking for a hot ladyboy in the bars.

  • Prices: Most of the users on Thai Friendly are “normal” ladyboys means no prostitutes, so they will not ask you for any money. Sure you can also find some hookers on that site and then you can easily invite them to your room for about 1,000 Baht.

So What’s The Best Place to Meet Ladyboys in Chiang Mai?

That really depends on what type of ladyboy you are looking for. If you don’t mind about spending money to get some quick and easy action then you will probably enjoy the bars and massage salons on Loi Kroh Road.

If you are ready to pay some money but don’t want to pay the bar owner (bar fine) to have sex with a ladyboy then you will probably enjoy the night clubs where you can find some very attractive freelancers who will go with you for little money.

And if you don’t really like the idea of paying for playing at all then you will probably find the dating site the easiest way to sleep with “normal” ladyboys in Chiang Mai for free.