5 Best Sissy Dating Apps And Sites

There are a lot of people out there who love to dress up in feminine clothes and live their lives as sissies. And don’t get us wrong – the term “sissy” isn’t all bad. Sissies are often very loving, caring people who just happen to enjoy dressing up and living their lives in a more feminine way.

But finding a partner who understands and accepts your flamboyant crossdresser lifestyle can be tough. Or even if you’re just looking for someone to have some fun with, it can be hard to find a person with similar interests.

What Is A Sissy?

What Is A Sissy?

Before we get into the good stuff, let’s understand what exactly a sissy is. A sissy, broadly speaking, is a man who enjoys dressing up and living his life in a more feminine way. This could mean wearing pretty dresses and makeup, or it could simply mean being more submissive in bed.

Typically, sissies are crossdressers – but not all sissies are crossdressers, and not all crossdressers identify as sissies. It’s all about what you’re comfortable with and what makes you happy.

There’s no one right way to be a sissy – if you identify as one, then you’re one. Simple as that.

Looking for love (or just a hookup) on a sissy dating site or app is a great way to meet people who understand and accept your lifestyle. So without further ado, here are 5 of the best sissy dating apps and sites!

1. T-Girl Contact

T-Girlcontact sissy dating site

This site is specifically for transgendered women and their admirers. You can browse through profiles, find someone that interests you, and then start chatting. And don’t worry! This isn’t one of those apps that blow up your phone with virus-ridden messages or spam on crossdresser dating websites.

In addition to that, there are some security measures in place to keep you safe before you even make a profile. There are questions that you have to answer before you’re even allowed to create a profile, and these questions help weed out fake profiles and scammers or those who aren’t interested in dating a sissy.

You will be able to find a lot of people here who are open to dating a sissy, so it’s a great place to start your search. The best part is you won’t have to explain yourself or your lifestyle to anyone – everyone here is on the same page!

2. Shemale Market

Shemalemarket sissy chat site in the UK

Yes, there are tons of dating sites for shemales and transgendered people. But this one is different. Shemale Market is a site that specifically focuses on helping sissies find admirers and partners.

There are plenty of profiles to browse through, and you can even use the search function to find someone who meets your specific criteria. You can also connect with people through the chat rooms on the site, or even use video chat to get to know someone even better before you meet in person.

Like T-Girl Contact, Shemale Market is one of those online dating sites that have some security and privacy measures. You will be asked questions about yourself and your interests before you’re even allowed to create a profile, and all of the profiles on the site are manually reviewed to make sure they’re real.

3. HotDiscreetShemales

A sissy pulling her shirt

We understand that some sissies need a little discretion in their lives. And that’s okay! After all, not everyone is comfortable with living their life in such a public way.

For some, secrecy is part of the appeal. And that’s where HotDiscreetShemales comes in. Unlike other dating sites, this site is specifically for people who want to keep their shemale lifestyle on the down low.

You can browse through profiles without anyone knowing who you are, and you can even chat with people anonymously if you want. And if you do decide to meet someone in person, you can be sure that your identity will remain completely confidential until you’re ready to reveal it.

4. MyShemaleContacts

MyShemaleContacts

MyShemaleContacts is a great site for sissies who are looking for a little bit of everything. You can find admirers, partners, friends, and even potential business contacts on this site. If that’s not enough, you can also find escorts and other services.

The best part about this site is that it’s free to join. You can browse through profiles and even send messages without having to pay a dime. The free membership sometimes has benefits like being able to chat for free or getting a discount on other services, so it’s worth checking out.

Whether you want to find a long-term partner or just someone to have some fun with, MyShemaleContacts is a great option.

5. Tinder

Tinder for sissy dating

Of course, we couldn’t write about sissy dating apps and sites without mentioning Tinder. This popular dating app is great for sissies who are looking for a more casual relationship.

It’s not marketed as an LGBTQ+ app, but there are plenty of queer people on there. So, if you find sissy dating apps and sites quite scary and overwhelming, Tinder might be a good place to start.

If you’re wondering if Tinder is used for hookups, it can be. But it can also be used for finding something more long-term. It depends on what you’re looking for and who you match with.

Tinder is one of the most popular dating apps out there, and for good reason. It’s easy to use and there are tons of people on there. So, if you’re looking for a sissy dating app or site with a lot of members, Tinder is a great option. You can download it on the Apple app store or Google play store.


The Truth About Sissy Dating Apps & Sites

The Truth About Sissy Dating Apps & Sites

As with any dating app, there are many good ones and bad ones. The best way to find the right one for you is to experiment and try out a few different ones in your dating process.

We’ve all heard of horror stories where people meet up with someone they met online and it doesn’t go well. But that can happen with any dating app, not just sissy ones. People are capable of deception no matter how they meet someone and exploit them through private messages to get a sexy crossdresser to send adult content.

The truth is there are terrible people out there who like to pose as someone they’re not. There have been instances where people specifically sign up for sissy dating apps and sites to target queer guys, gay men, crossdressing men, or the crossdresser community in general. It can go unsaid what could happen if you meet up with one of these people in any transgender chat room.

The best way to avoid this is by using your best judgment. If something seems too good to be true, it probably is. And if someone is asking for personal information before you even meet them, that’s a huge red flag.

When it comes to online dating, always use caution and go with your gut. If something feels off, it is better to be safe than sorry.

Are They Worth It?

Sissy with a nose ring

The question of whether crossdresser dating sites are worth it depends on what you’re looking for. If you’re just looking for a hookup, some of these apps might have what you’re looking for. But if you’re looking for something more long-term, you can still try out some of these apps.

Of course, there’s no guarantee that you’ll find what you’re looking for on any dating app. That’s just the nature of the online dating world. But if you’re willing to put in the effort, it might be worth it to give some of these a try.

If you feel like you’ve been scrolling through crossdresser dating apps forever without any luck, maybe paying for a subscription might help you find what you’re looking for. Some of these apps have features that can only be accessed by paid members, so it might be worth shelling out a few bucks to see if it helps your dating life.

In the end, it’s really up to you whether sissy dating apps and sites are worth it. It might take some trial and error to find the right one for you. But if you’re willing to put in the effort, it might be worth it in the end.

Did you find what you were looking for? Check out our other articles about the best dating apps and sites for queer people. And, as always, be sure to use caution when meeting someone from an online dating site. Stay safe out there!

Share on:
Written by Katie Thompson

Katie is a dating expert with a PhD in Counseling and Psychology from the London Metropolitan University. Currently writing content related to dating, relationships, and casual encounters.