The What’s Up Guide to Meeting Ladyboys in Chiang Mai and Best Online Dating Sites in Thailand

Thailand is a very tolerant country when it comes to sexuality. So called ladyboys, or katoeys as they are generally called, are widely accepted in Thai society and even designated as the third sex. Thai Ladyboys are often stunningly beautiful and Western visitors are rarely able to tell the difference between one and a bona fide female.

Chiang Mai like most major cities and tourism hubs in Thailand is home to a sizable population of ladyboys. In Chiang Mai, ladyboys come in two different categories. There are those who prefer to flaunt their svelte figures and good looks, but are not available for sex. The other kind of ladyboy maybe works in a coffee-shop, a katoey bar or even a Loi Kroh girlie bar. Ladyboys working in these types of establishments can generally be bar-fined and taken out for a night of passion.

Ladyboys hold a kind of fascination for some. Increasing numbers of farang (foreign) visitors as well as Chinese looking for different experiences try to hook up with Thai ladyboys for relationships or sex. Ladyboys were biologically born as men. As Stephen Leather noted in his popular novel Private Dancer, sex with a ladyboy is satisfying as men know what men want.

Taking in a ladyboy show at the Thai Cabaret in Anusarn Market offers an insightful introduction to the attractions of ladyboys. There are a few farang-friendly ladyboy bars in Chiang Mai while ladyboy massages and ladyboy specific websites such as My Ladyboy Date are ideal means of hooking up with your dream ladyboy. Details about where to interact with and meet ladyboys follows.

Last Updated: June 2020

 Where to Meet Ladyboys in Chiang Mai: 
 Bars and Clubs | Online Dating Websites

The What’s Up Recommended Hotels in Chiang Mai for Bachelors are Listed  Here  .


 The Shamrock Bar 
The Shamrock is one of the bar-beers inside the Chiang Mai Entertainment Complex on Loi Kroh Road. The staff are primarily katoeys and help create a welcoming environment for patrons. Like-minded travellers, a good selection of alcoholic and soft drinks, a pool table and pub games contribute to the draws of an evening at the Shamrock.
The Shamrock Bar: Loi Kroh Rd., Lane 3A, A. Muang, Chiang Mai 50100 | Open: 19:00 – Late (Daily)

 Friends Corner Bar  
Close to the Travellers Inn, Friends Corner Bar is also located on Loi Kroh. Pretty ladyboys, hospitable bar staff, a varied assortment of drinks which includes a cocktail collection and a pool table have made Friends a firm favourite with both Thais and farangs.
Friends Corner Bar: 44/6, Loi Kroh Rd., A. Muang, Chiang Mai 50100 | Open: 19:00- Late (Daily)

 Other Loi Kroh Bars  
Quite a few of the other bars on Loi Kroh have one or two ladyboys on the payroll. They will chat and maybe enjoy a game of Connect Four or pool, but are mostly there because they want to make money from being bought out. A deeper voice than the average Thai girl is a telltale sign your new friend might be a katoey.

 Dance Bars and Clubs 
Two recommended dance bars and clubs which attract ladyboy patronage are Zoe in Yellow on Rajvithi Road in the Old City and the ever-popular Spice on the east side of the moat. Spice, or Spicy as most refer to it, is a late-night venue and tends to fill up when other Chiang Mai pubs shut up shop at around midnight. Tawandang in the Nimmanhaemin area is another place to meet ladyboys and comes with the bonus of live music and tasty Thai food.

 Ladyboy Cabaret Shows 
When visiting Thailand, a ladyboy cabaret show is an essential experience. Chiang Mai now has five different theatres and bars at which ladyboy shows are staged on a nightly basis. The most popular ones are the original, the Chiang Mai Cabaret Show at Anusarn Night Market, plus the Siam Dragon Show and Miracle Cabaret. These three venues provide a full-on theatrical experience featuring dancers and performers who never fail to amaze. This What’s up mini-guide has more in-depth details about the best cabaret shows in Chiang Mai.

 Ladyboy Massages 
Massages are another must when in Thailand. Many of the massage parlours in Chiang Mai, in particular the ones on Loi Kroh Road, have a few ladyboy masseuses waiting to satisfy the needs of customers. These come in the form of body scrubs, traditional Thai massages, aromatherapy and oil treatments. Happy endings are sometimes offered, but not always.


 Thai Ladyboys – 
One of the nation’s most subscribed to websites for online dating, Thai Friendly always has a bevy of Thai female and ladyboy beauties waiting for Mr Right. Browsing profiles and a basic messaging package are free for male members. The basic option only allows one message every ten minutes. Premium membership gives unrestricted messaging. 

 My Ladyboy Date 
My Ladyboy Date is a Hong Kong based platform with thousands of members throughout Southeast Asia. Ladyboys get free membership while gentlemen get basic access free. This allows males to browse the profiles of prospective matches. Contact via the platform’s messaging system comes with a fee in the region of US$10 a month.

 My Transsexual Date 
My Transsexual Date is another international website with lots of ladyboy subscribers in Thailand. Ladyboys get free membership while guys have to pay for anything above and beyond viewing profiles. Premium packages are inexpensive and costs are shown after initial registration. The platform’s app has an interface which is compatible with Android and other modern mobile devices.