Dating A Thai Ladyboy: The Do’s & Don’ts


Are you interested in dating a Thai ladyboy? If yes, then this article is for you. Discover the do’s and don’ts of dating a transgender woman in Thailand. 

Dating A Thai Ladyboy: The Do's & Don'ts

If you’ve finally decided to take the plunge and date a Thai ladyboy, then there are some things you need to learn in order to make your relationship worthwhile.

Below are some of the do’s and don’ts of dating a transgender Thai woman. We hope these tips will help you understand your date better.

Also, just to clarify, these tips are for someone who’s looking for actual dates (where you meet for a cup of coffee or dinner) and money is NOT exchanged for the company.


Dating A Thai Ladyboy: The Do's & Don'ts

1. Be At Peace With Your Decision 

Deciding whether you really want to date a transgender person should top your priority list in the Do’s of dating a Thai ladyboy. This is crucial because the journey of dating a trans lady can be bumpy. First and foremost, you have to accept that dating a ladyboy doesn’t make you gay.

2. Use the Right Pronouns 

It’s not that there’s something horribly wrong with gendered pronouns; it’s just that the pronouns come with a certain set of expectations and rules about how someone should express their identity and relate to the society. So, when dating a Thai trans girl, remember that she’s NOT he no matter what the doctor said at birth. Let her be true to herself and express her gender identity.

Dating A Thai Ladyboy: The Do's & Don'ts

3. Stand Up For Your Trans Lover

Let’s face it, dating a transgender girl is not an easy task. Your family and friends might not accept your decision. Your coworkers might make fun of you at work. You might even be told that you are not a real man because you are dating a ladyboy.

However, you should develop a tough skin and always defend your lady against any form of discrimination.

4. Compliment Her

Compliments are a way of telling someone that you still find them interesting and attractive. So, if your transgender partner has lost a few pounds lately, tell her how great she looks. Anyone can get a bit insecure and anxious about their looks sometimes, so it never hurts to tell your partner that you still think she’s hot and sexy.

Dating A Thai Ladyboy: The Do's & Don'ts

5. Be Punctual 

Yes, it’s important to be punctual, or communicate if you’ll be running late since lots of transgender women get stood up. Being really late with no explanation tells her that she’s really not that important to you and you definitely want to avoid this kind of situation.


Dating A Thai Ladyboy: The Do's & Don'ts

1. Don’t Be Too Curious

Please, don’t ask her what her real or boy name is. Also, don’t ever ask to see a picture of when she looked like a dude. This probably brings up an unpleasant time in her life. Plus, it’s just simply rude.

2. Don’t Treat Her Like Your Buddy

Don’t leave her alone while you chat up another girl. She won’t take that as well as your guy friends would.

3. Don’t Pressure Her For Sex 

Don’t assume that every trans girl you date is a lady of the evening or is looking for sex. Even if your date tells you she once worked in a Bangkok go-go bar, don’t assume she’s an easy lay.

Be respectful, if sex happens then it happens but don’t go into the date assuming it’s a given just because she’s a ladyboy.

Dating A Thai Ladyboy: The Do's & Don'ts

4. Don’t Make Her Feel That She’s Any Less Of A Woman. 

Even if she has a an independent personality, she still wants to feel like a damsel in distress and you’re her prince charming hence she went out on a date with a man and not a woman…

5. Don’t Get Distant

Don’t get distant because she’ll think there’s something wrong with her. Not all guys are comfortable with being sweet in public even with naturally born girls but she’s a trans lady so you need to take the extra step in making her feel secure that she’s no less than a woman.

Dating A Thai Ladyboy: The Do's & Don'ts


Regardless of all the do’s and don’ts you read, the most important thing when dating a Thai ladyboy is to enjoy it. Thai ladyboys can be the most fun to hang out, kind and open-minded people you’ll ever meet. Don’t over think it, just be polite, be yourself, and have an awesome time.

Would You Ever Date A Ladyboy? 

If you’re completely new to ladyboy dating, you can always enjoy a shemale phone sex session with one of our tgirls who’ll be able to guide you in this process.

Additionally, you can also check out this video where David shares a series of short insights into ladyboys and Thailand:

PS. If you enjoyed reading this post, you’ll also love checking out…

Thailand’s Third Gender: 10 Ways To Spot A Ladyboy
I Had Sex With A Shemale And This Is What Happened
6 Best Ladyboy Bars In Bangkok, Thailand
15 Hot Transgender Models Who Are KILLING IT On Instagram
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