Casual Dating Services to meet Transgenders & Transsexuals in the US

Most Popular Choice
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Looking for different dating sites?

Disclaimer: We are well aware of the difference between trans people, transsexual women, ladyboys and the rather problematic term “shemale”. Datingroo distances itself in every form from discriminatory language and ideology. In this text, however, we would like to address all those who want to have a casual relationship with a trans person and who are looking for a suitable partner on so-called “shemale dating sites”.

If you’re looking for LGBTQ+-friendly dating apps for serious relationships, then check out our trans*-dating sites category.

Have you ever dreamed of spending a night with someone who unites the best features of both sexes? Then you may be one of many who wish to date a trans lady.

However, it can take a lot of courage to put yourself out there regardless of your gender identity, sexual orientation, or even if you want to join the transgender community to meet other transgender men and women. 

In addition, knowing which is the best US based transgender dating site for you can take a lot of research. Fortunately, we’ve gone through apps for android and iOS and have tested online dating sites to find them for you. 

What can you expect from Shemale Dating Sites?

These online dating sites offer many kinds of dating opportunities for you, ranging from long-term relationships to quick hookups. The dating platforms here tend to focus on casual, no strings attached sex, but more than a few have options to suit your tastes. 

Just be aware that these are services geared toward open-minded people who are non-binary and sometimes even gender fluid, and if you want to use these services you will have to be receptive to the communities that use them. 

Here are some things to expect as you date with these sites and apps: 


While attitudes towards trans* men and women are slowly changing, men who fancy their uniqueness are still frowned upon.

The rising numbers of users signing up on ts dating websites are the best evidence for that. On an adult service like MyTranssexualDate – which has an average of 25 million page views a month – you’re going to find millions of likeminded users.

Within the online community, no one is going to judge you.


Although there is no reason to be ashamed, you may want to keep your TS dating experience private.

Most services will make sure, that your data is protected at all times, whether it is through private messaging or an anonymous profile page.

Especially if you decide to subscribe to a premium membership, there’s plenty of possibilities to be in charge of who will find you and who won’t.

Variety of Potential Matches

Are you looking for a date with a ts girl of a certain ethnicity? Do you want to start off your casual adventure with Thai ladyboys (Kathoey), Filipina transsexuals or a someone from Brazil ?

Use the filter function. Many dating websites allow you to specify your search with the help of filters to help you find the “shemale” of your dreams.

You can find legitimate tranny hookups from all over the world. But keep in mind that there are also local ladies eagerly waiting to meet up.

asian transgender woman in elegant coat


Online dating services will have helpful tips on how to protect yourself from a potential scam. They will have verified the identity of their users to make sure you don’t end up with a fraud.

While you can be assured that most members of the website are genuinely looking for dates and hook-ups, there are definitely some red flags you might look out for.

For example, if your match keeps coming up with excuses why you should not meet up in person or talk on the phone, you should hear your alarm bells go off.

If they suggest continuing to chat on another site, be suspicious and remember: As long as you remain on your dating site of choice, you’re in a safe place.

And last but not least, if their profile disappears out of no reason and then messages you with a different profile, you should be careful. Your match might not be real.

In case of doubt, there’s always the opportunity to report a user and let the people who run the site do the rest.

Click here for more Tips and guides on Transgender Dating

How to choose the right TS dating site

The short answer is the one where you feel most welcome, least judged, and free to be who you are, whether you’re part of the LGBTQ+ community or not.

On most dating sites like MyLadyboyDate or MyTransgenderCupid, there are plenty of t-girls who are looking for hookups and dates with cisgender men.

However, there are a few things to keep an eye out for if you want to find the best trans dating sites.

  • See if the sites that interest you offer free membership. While certain services, such as messaging, might not be included, it’s a great way to get a ‘feel’ for a site and see if you like what’s on offer.
  • Some sites offer chatrooms to non-paying members as part of their free services. These are a great way to get to know other users, without the pressure of dating. Investigate the sort of people who use the site and you’ll get a good idea whether it’s for you.
  • Check out the site’s etiquette policies. A good site will give you clear instructions on how to block or report users whose behaviour you find offensive or inappropriate.
  • Ensure that payments are encoded and encrypted. When taking out a subscription, you want to be sure that your financial details are safe and secure.

Want to get to know the trans celebrity activists paving the way for other trans people? Read our article here to find out!

young transgender woman with neon hair

Tips for dating a trans woman

The first thing to realise is that dating a trans person is just the same as dating anyone else. However, there are a few things that are common among the community, and it pays to familiarise yourself with some of the basics.

  • Educate yourself. The person you are connecting with wants to go on a date with you and doesn’t want to host a talk on transsexuality. Do your homework, before you meet.

    The best services offer sound information about all necessary questions you might have, and it’s worth reading thoroughly before you go any further in order to avoid microaggressions.
  • Check which pronouns they prefer, such as ‘him’ or ‘her’. You can do this through sites that offer private messaging. It’s also worth asking how comfortable they are with physical contact, in case things level up.
  • In fact, terms like “shemale” or “ladyboy” are pretty frowned upon by most members of the community and we only use them here with a bitter taste on our tongue. 

    Respect them not wanting to be called names like that and be understanding if your date reacts dismissively to these labels. You should make sure that you are not offending anyone.
  • Be prepared for others to have opinions. If you end up in a relationship, other people are going to have opinions and some of them might be surprising or even offensive.
  • Dating a transgender person is no longer taboo and there’s no reason you should feel anything other than good about it.
  • If you are dating someone who has yet to undergo surgery or just beginning a course of hormone treatment, be aware that their bodies may change.
  • Treat your “shemale” like a lady & with respect. These ladies have chosen to live as a woman, but they may be confronted with rejection and discrimination in public.

    Which is why you should go out of your way to treat her right. Shower her with compliments, show her how attractive you find her; and you will certainly get rewarded for that.

Who’s waiting for you on “Shemale” Dating Sites?

If you’re one of the growing number of people for whom a potential partner’s sexual identity isn’t an issue, then finding the best TS dating sites or apps in the UK is a great way to meet new people.

Before you sign up, you have to be clear about what you’re looking for and who you want to meet on these platforms.

Are you determined to just live out your sexual fantasies with a “shemale” or go on actual rendezvous with a tranny? Or maybe a ladyboy escort service is the right one for you. Chose the site that appeals most to your desires.

To help you ease yourself into this world, we’ve compiled a handy guide.

sensual blonde woman posing in lingerie

Transgender or transsexual?

These two terms are often confused and used incorrectly. Transgenders are those who feel that they were born into the wrong bodies. You might see someone who appears, physically to be a man, but identifies as a transgender woman.

Similarly, you may meet someone who, outwardly, ticks all the female boxes but on the inside identifies as being a man. People who are transgender are those who don’t identify with their birth-gender but haven’t felt the need to physically change it.

Transsexual men and women are those who feel the need to change their sex on a physical level. This can mean taking hormones, dressing as the sex they identify as and, ultimately, male-to-female or female-to-male surgery.

It’s not uncommon to encounter trans* who have begun the transition but haven’t undergone gender-reassignment surgery. While you might hear the terms ‘pre-op-male-to-female’ or ‘pre-op-female-to-male’, these are generally not used in LGBTQ+ circles.

Similarly, you may hear the terms ‘post-op-male-to-female’ or ‘post-op-female-to-male’, they are just as outdated. Those who have undergone gender reassignment surgery may refer to themselves as ‘trans’ but may also refer to themselves using the nouns that fit their new sex.

Many cis people also make the mistake of assuming that by looking for “shemales near me” they can meet trans men and women for either hookups or serious dating. The reality is that trans dating apps don’t use the word “shemale” if they at all care about the community. 

A good transgender dating app will be aware of these kinds of nuances, and the community will expect you to either be willing to learn them or to already know them. 


Again, this another commonly-misused term, often confused with the trans community. Transvestites are cross-dressing men and women. The majority are male, but the term can be used to describe either sex.

Another piece of misinformation is that crossdressers are all gay. The truth is that they are just as likely to be straight, bi, queer, or lesbian as they are to be gay. Transvestitism is not a reflection on a person’s sexuality.

They like to wear clothing that’s conventionally regarded as being for the opposite gender. They do this for a variety of reasons. It can be that they feel more comfortable in that clothing or that they feel a release of stress from the pressure of their traditional roles.

Whatever the reasons, transvestitism is not a mental illness, but a normal part of human behavior.


Last but not least, ladyboys are trans* women, mostly from the Southeast Asian area, ready to enjoy a fun time with you for just a little extra top.

Ladyboys appear like full-fleshed women while they often keep their birth-sex. The term is often used alongside “shemales”.

They are not to be confused with Femboys – men who aspire to look overtly feminine by, for instance, wearing make-up or androgynous clothing.

Staying safe online

No matter which dating sites you use, there are always scammers and fakes lurking in the shadows trying to take advantage of people who want to try transexual dating or trans chat services. Here are a few tips to help you maintain your online safety.

  • When creating a username, never incorporate any personal information, such as your phone number, date of birth or address.
  • Never feel pressured into giving out personal or banking details by another user.
  • If the site you’re using offers to create a password for you, accept this and store it in your browser. These are designed to be harder to crack than the passwords most of us come up with.

Casual transgender dating FAQ

Wondering what the answers are to some of the most frequently asked questions about transgender dating? We’ve looked through some of the top questions and answered them for you here: 

Is there a dating site for transgender?

Yes, in fact, there are many trans dating sites available to trans singles and people looking to date trans people. The best transgender dating site, like TG Personals, transgenderdate, or tsdate have a strong, active user base for you to mingle with other singles on. 

There’s a wide variety of options available on these services, ranging from hookups to friendship dating and even dating with the intention of having a serious, lasting relationship. 

Where can I find a transgender to date?

Depending on what your intentions are, such as looking for some casual dating fun or the more adult dating geared toward serious relationships, you can meet transgender singles in a number of locations: bars, clubs, exotic dance clubs, and even at meetups. 

Of course, there’s always online dating, but if you prefer meeting trans people in person then try to get in touch with the LGBTQ+ community to see where local hangouts are and if there are any meetups or conventions. 

What is the best app for transgender dating? 

If you just want a quick trans hookup, then a service like Tinder could be a viable option, although you will have to filter through other matches who may not quite fit the bill. You can also check out our rankings for some of the best trans dating service, like Taimi. 

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