Jump to content

Recent Comments

Featured Events

We would like to hear from any members who would be interested in writing ladyboy related articles for us, be it on a regular basis or a one off. Whether you have a strong opinion, words of wisdom, valuable insight, or a story you would like to tell, please do contact us and submit your article, or let us know how you would like to be involved.

Your first ladyboy encounter

sex advice first time

For many folk, accepting that fact you are attracted to ladyboys can be a difficult journey, while taking that attraction to the next level and actually meeting a ladyboy can be a life changing moment..
You have a feeling inside that you may be attracted to ladyboys; you have searched and searched on the internet looking at photos and videos, reading trip reports and stories from those who have met them in the flesh, and you have even found and joined a forum which discuss in vivid detail what it’s like to be with a ladyboy. You don’t quite feel part of that community, more an outsider peeking in with curiosity, you have concerns and doubts about whether this is ‘right’ or ‘normal’, which is perfectly OK, of course, and yet despite those strong moments of doubt, denial, and repression, something inside causes you to keep coming back for more..

Posted Image

Confronting your attraction

Whether your curiosity stems from seeing beautiful ladyboys in the flesh or a snowballing fascination that started with clicking on one too many porn categories, if those urges and feelings won’t go away it’s something you may be battling for some time, ultimately leaving you having to explore your feelings and sexuality, or making serious efforts to ignore and repress your emotions.. OK maybe that’s a bit dramatic, but there are choices to be made as to how far you are willing to go with this.
I’ve always gone by the belief that you should regret the things you never try, but never the things you try and didn’t like, and while many curious ladyboy lovers try to ignore urges towards ladyboys because of existing relationships, or a genuine fear of breaking a taboo and being looked at differently by their family, friends, peers, or colleagues, for those more adventurous, or those finding it too hard ignoring their attraction, there are plenty of ways to meet a ladyboy and have that first real experience.

Posted Image
Finding that first ladyboy.

Once you’ve come to terms with the fact you are obsessed with ladyboys then why not meet one? Of course there are Asian ladyboys all over the world, and you may even be able to find one right in the city where you live, but you might not feel quite comfortable enough yet to explore this new attraction so close to home..

Alternatively you may want to head out to a big city, one of the big European capitals like London or Paris, where you should be able to find a few Asian ladyboys in the backpage ads or escort directories. However this will end up being a very expensive night and a typically rushed experience, that’s not the way you want this adventure to begin.

If you are single and have enough time and money for a small (or long) vacation, the most obvious option is to be courageous and head to Asia, and perhaps more specifically, Thailand, and meet those amazing ladyboys in the land where they are plentiful..

Posted Image

Why Thailand?

Thailand, by far, has the largest number of available ladyboys and they are very easy to find. There is a large bar scene, as well as several social media and dating websites where you’ll find them in number. ThaiFriendly.com and MyLadyboyDate are all great places to start, and they have available ladyboys in virtually every city in the Thailand (even several in Europe and beyond), you can even lineup dates before you arrive.

There are also hundreds of available “freelancers” who would be happy to help you enjoy your first experience with a ladyboy; many of them enjoy meeting with a newbie and will treat you accordingly to make you comfortable and relaxed for your first time. Or if you really need a discreet and professional service, why not try an escort service such as www.ladyboysbangkok.com, where you can make special requests and plan you meetings in the finest detail.

Posted Image

What to expect

First of all, there is no reason to be nervous. Thai ladyboys are usually very friendly and aim to please, and will generally treat you well. Escorts and prostitution services are looked at in a far more accepting way than in the west, and experiences with bar girls and escorts are generally an unrushed and friendly experience, as well as being much cheaper.

Most ladyboys are incredibly feminine, they look, act, and smell like a woman. Once you are alone in your room with a ladyboy, behind closed doors, you will then have the freedom to finally go with your true desires and explore her body and your sexual desires. It is likely to be an incredibly enlightening experience.

The odds are that if you are reading this article you are already attracted to ladyboys, even if you have yet to act on your urges. Most people who has been with a ladyboy were once in the exact same position you are in right now, and after building up the courage to make that first move they have never looked back. You are now in the same boat, so take that all-important first step and welcome to the club!

So how was your first experience with a ladyboy? We'd love to hear your stories!

Written by: Moo Yung

If you want to meet ladyboys online we suggest joining Thai Friendly to find ladyboy based in Thailand, or My Ladyboy Date, for ladyboys located around the world.


I meet this Girl she was so nice and well educated. Not after into money and really she will give the best of both world... I personally recommend this girl name Ts-Anastacia Ricafort she is worthy to spend time and money while you are in a vacation. I just cant move on how she take care of me while im manila.

I pumped a latina lb in phoenix, was pumpy