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Ladyboy Dating — Meet Genuine Asian Ladyboys & Men Seeking Real Relationships

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  • Sincere and classy Ladyboy dating
  • Only focused on creating true relationships
  • The nr.1 ladyboy datingsite since 2014
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*Every profile description and photo is checked manually

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Matches that suit your criteria

Meet Asian Ladyboys — Date with Confidence

Real People, Real Intentions

Profiles are checked, community guidelines are clear, and our team keeps the platform respectful and safe.

Built for Relationships

We focus on meaningful matches for long-term relationships — not casual hookups.

Tips & Guidance

Get ladyboy dating tips and conversation starters to boost your success from day one.

Truly Asian ladyboy dating for genuine connections

MyLadyboyCupid is the place where we Truly connect Asian ladyboys with trans oriented men around the world. We strongly feel that everyone deserves a chance to find their soulmate, regardless of gender. At MyLadyboyCupid we connect ladyboys and men from over the whole world to find a stable long-term relationship.

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Due to the extensive possibilities that our ladyboy dating site offers, your possible partner is just a few clicks away from you. Join MyLadyboyCupid today and find your perfect ladyboy match!

How Asian Ladyboy Dating Works in 4 Steps

1

Create Your Free Profile

Fill out your bio, interests, preferences, location, and upload photos. Ladyboys join for free and men can upgrade for extra features.

2

Discover Ladyboy Matches

Use filters to find Asian ladyboys or trans women who match your goals — by country, age, interests, and more.

3

Start a Conversation

reak the ice using guided prompts or message directly. Premium members get unlimited messaging with ladyboys worldwide.

4

Meet Safely & Connect

Use our safety tips before meeting offline. Build trust and plan your first meeting with confidence.

Why MyLadyboyCupid is the Best Asian Ladyboy Dating Site

  • ♥ Founded in 2014 – trusted by thousands worldwide
  • ♥ Proven track record of successful matches
  • ♥ Safe, respectful, and genuine dating community
  • ♥ Ladyboys join free – men can upgrade for more features

Every week, more and more men are looking to date Asian transgender women. MyLadyboyCupid removes borders and helps ladyboys and trans-oriented men connect globally.

Dating as a ladyboy on MyLadyboyCupid

Are you a ladyboy with an interest in men? You can also find your match made in heaven on MyLadyboyCupid. MyLadyboyCupid is a high-class Ladyboy dating site devoted to helping men understand what Asian Ladyboys are all about. We also help Ladyboys / Trans-women to realize their ambition of being a girlfriend or wife to a genuine man. As you can imagine, it's very rewarding for us when one of our Ladyboy members finds a man to love and respect her. We have an advantage over many other Ladyboy dating sites as we have in-depth knowledge about Ladyboys. No matter whether you are a Ladyboy from Thailand or ladyboy from The Philippines, we have the right experience.

Meet Asian ladyboys on MyLadyboyCupid

Do you adore Asian ladyboys? You came to the right place. With thousands of profiles from ladyboys around the world there always is a compatible match for you. Regardless of your preferences. It doesn't matter if you are new to ladyboy dating or if you have dated a ladyboy before. We provide you with helpful tips on how to date with asian ladyboys so your chances of success are the biggest. This is why we consider ourselves the ladyboy datingsite with the highest chances of success. And our success stories speak for themselves. Don’t want to wait? Sign up and start connecting with ladyboys instantly!

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Decent Ladyboy dating wherever you are!
Happy Dating

Safe, Respectful Ladyboy Dating

Our moderation team reviews profiles and community reports to keep the experience welcoming for everyone. Your privacy matters — from secure messaging to clear reporting tools.

  • • Manual and automated checks for suspicious activity
  • • Clear community rules & easy reporting
  • • Privacy-first design and encrypted connections
Privacy & Safety Read Reviews & Stories
4.7/5
Average member rating
Based on hundreds of community reviews

“I finally found someone who loves me for who I am. Thank you!”

Maricris, member

Ladyboy dating with respect and dignity

MyLadyboyCupid is a decent, high-quality ladyboy dating site for Asian Ladyboys from all over the world. And the men who respect and want to date them. And tell me, which man wouldn't want to date one of the beautiful Ladyboys on our site? Build a long-term relationship and marry his special wife?


The great thing is that we know MyLadyboyCupid really works in bringing foreign men and Ladyboys together. We have proved so over the years and our success stories speak for themselves. Many of our Ladyboy members who listed on our site have found a long term partner. Then there are our male members who we've helped meet and date and build a relationship with his dream Ladyboy. Whether she is a local ladyboy or a foreign ladyboy.


Some of these happy couples who first met on MyLadyboyCupid have even got married. We've seen the photos of the celebrations!


Every day we learn about new success stories, we are delighted. Knowing that MyLadyboyCupid has helped those people build a serious relationship and find true-love is quite amazing and it keeps us going with further improving our services.

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Ladyboy Dating Information & Tips for Men

There are Ladyboys in every country across the world. Being Transgender is an international phenomenon which is attracting the attention of more and more men. Once you are a member of MyLadyboyCupid, you can start looking for your perfect Ladyboy from one of a multitude of countries. Since ladyboys get more and more attention from men, we think it is essential to our service to provide information about ladyboys on our platform. How do you speak to ladyboys? What is considered rude? How can you stand out? These are questions we hear a lot. That's why we are constantly expanding our knowledge base with critical information about ladyboy dating and ladyboys in general.

What do you really know about Ladyboys?

As a start, remember, Ladyboys are emotionally women and prefer to be just called women. Saying Ladyboy or Trans-pinay is not wrong in the Asian world. But if you are chatting to and building a relationship with a Ladyboy, treat her as a woman. Respect her, love her and comfort her as you would any woman. She is a she!

Sometimes, the terms Katoey or T-girl or Trans-Woman are used. They are okay but be careful to avoid using words such as "shemale" or "Tranny" as both words have some negativity. The last thing you want to do is upset the beautiful Ladyboy you have met! Even though you may have dated Ladyboys before, there is a lot to learn about them. Be sincere and genuine and treat your new lady with respect - and you'll go far!

The best ladyboy dating site

Meet Asian ladyboys online and start a real connection. MyLadyboyCupid brings together trans-oriented men and beautiful ladyboys seeking meaningful relationships. Our site is also for genuine, sincere men who admire and understand Ladyboys.

We position ourselves as a decent, high-quality caring forum. We work hard to ensure that getting started on your dating experience is straightforward and easy. We want to offer a pleasant experience to both men and ladyboys. It doesn’t matter where you’re from. Our male members come from all over the world, while we have a lot of ladyboy members from countries like Thailand, the Philippines & Vietnam. But of course ladyboys from the US and Europe are also more than welcome to join our platform and start dating.

Our aim is to bring like-minded people together to find and meet their potential partners. That’s what we have been doing for the last few years and we plan to do for many more years to come. We want you to have the best possible Ladyboy dating experience you can. So, if you want to meet a caring gentleman for a lifetime of happiness or a Ladyboy to chat with and start a long-term relationship.

Join MyLadyboyCupid, the best Ladyboy dating site around. Create a FREE account in the next few minutes and start chatting to one of our irresistible Ladyboys women or men who adore them!

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Some of Our Success Stories

“Two years after chatting on MyLadyboyCupid, we got married and live happily in the UK.” — Kevin & Mica

Success story Mica & Kevin
Success Story Martin & Donna

“I proposed and we’re planning our wedding. Thank you for bringing us together.” — Martin & Donna

Read more success stories

SHARE YOUR SUCCESS STORY

Are you ready to broaden your horizons for true ladyboy love?

Your true love may not be around the corner, so broadening your horizons is perhaps the best step you can take in finding your life partner. We have made it possible to start with ladyboy dating all over the world:

Ladyboy Dating US Ladyboy Dating UK Ladyboy Dating Canada Ladyboy Dating Australia Ladyboy Dating Thailand Ladyboy Dating Philippines Ladyboy Dating Germany Ladyboy Dating England

MyLadyboyCupid on any mobile device

Take all your matches with you and use all the dating features that MyLadyboyCupid offers wherever you are.

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  • Create an account and make use of our advanced dating features
  • Browse your matches and view profiles & photos
  • Increase the odds to find love by playing the Cupid Games!
  • Send Interests, add a video to your profile, make new friends... and more!
  • Adding interests is a great way to personalize your profile

Free for ladyboys, men can extend their ladyboy dating experience with a membership

  • Send and receive unlimited messages with all members
  • See who viewed your profile so you know who’s interested
  • Premium members get highlighted and get more attention from potential matches

Learn more about our plans on the Membership page.

Frequently Asked Questions About Ladyboy Dating

Yes, MyLadyboyCupid is free for ladyboys to join. Ladyboys can create a profile, upload photos, and connect without costs. Men can sign up for free as well and later upgrade to a premium membership for full access to all ladyboy dating features.
Yes — all members can browse and connect with verified Asian ladyboy profiles. Men with a free account have limited messaging options, while upgrading to premium unlocks unlimited chat and communication with ladyboys worldwide.
We carefully verify every ladyboy profile and photo to make sure only real transgender women and genuine men are on the platform. This ensures that MyLadyboyCupid remains one of the most trusted ladyboy dating sites for serious relationships.
Most of our community comes from Asia (Thailand, Philippines, etc.), but you can meet ladyboys worldwide. Many international men use our dating site to connect with transgender women across different countries.
We use a combination of manual checks, automated flags, and community reporting. Members can easily report issues from any profile or message.

Still have questions? Contact our support team.

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