10 Best Crossdresser Dating Sites Worth Your Attention

Crossdressing is as old as humanity, stretching as far back as the times of the Greek and Hindu mythologies. In the early civilizations, crossdressers, gays, and lesbians thrived in communities and were widely accepted as normal. With the emergence of Christianity, Islam, and other major religions, cross-dressing has become a taboo topic. Fortunately, the 21st century is experiencing a radical shift in matters of sexuality. Crossdressing is making a strong resurgence with people from all walks of life passionately living out their crossdressing fantasies without fear or shame.

Best Crossdresser Hookup Sites 💦

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2 TSdates logo TSdates
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3 Ashley Madison logo Ashley Madison
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4 AdultFriendFinder logo AdultFriendFinder
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5 SheMale logo SheMale
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The best part about crossdresser pick up is the emergence of numerous high-quality cross dresser hookup sites. Unlike conventional dating sites that tend to be modest, sissy hookup sites are wild and free. These cross-dressing dating apps provide a secure and private environment that lets you live out your sexual desires.

The crossdresser sex sites come in different formats, shapes, and sizes but with one mission, to satisfy your heart’s desires. Contrary to common perceptions that dating sites and apps don’t work, the success rates of cross-dressing platforms are high.

We have conducted extensive research to curate the following high-quality crossdresser sex sites for you.


TSDates main page

If you’re looking for the ultimate femboy hookup experience, TSDates.com is the top crossdresser dating uk app. With over 88 million members and twenty years of serving the LGBTQ community, this crossdresser app will meet all your needs. 

Understandably the number of males is disproportionately higher on this app, which is excellent news. The app allows you to chat and get to know potential mates before having a face-to-face meeting which is crucial for security purposes. 

No need to hide anymore under oppressive societal constraints. It’s time to live your life fully without shame by hooking up with people who share your sexual preferences and fetishes.

Here is why TSDates should be your number one crossdresser hookups app.


  • A large member base with over 88 million registered members
  • Twenty years of stellar industry experience
  • It uses a robust verification system and boasts strict security features
  • Multiple registration options including group, couples, or single registration
  • An interactive chat functionally 
  • Option to search for prettiest crossdresser for any region in the search tab
  • Access multiple features even without a premium membership


  • TSDate.com doesn’t have an app
  • Detailed member access is limited to paying members.


  • $9.99 for one month
  • $20.85 for three months
  • $59.40 for six months

Adult Friend Finder

AdultFriendFinder home page

Adult Friend Finder is a fantastic cross dressing app that allows you to connect and mingle with millions of femboy fetish lovers. The best part of this cross dresser hookup site is that it isn’t restricted to femboy fans only. Whatever your sexual preferences, Adult Friend Finder guarantees a partner who matches your unique requirements. 

With over 100 million members and twenty years of outstanding industry experience, this femboy hookup site should be at the top of your dating site list. If you’re a private person, worry not; Adult Friend Finder has excellent features and services for you. 

This crossdresser finder offers unlimited access to erotic and sensual live chat rooms and video streams that will turn you on. These erotic online features allow you to enjoy the crossdressing experience without physically meeting other members.


  • Large and active audience
  • High-quality matches
  • Erotic chatrooms and video live streams
  • 24/7 customer support


  • Poor mobile response
  • Unappealing website
  • The basic version offers limited functionality


  • $39.95 for one month
  • $26.95 per month (3-month plan)
  • $19.95 per month(12-month plan)

Crossdresser Dating Site

Crossdresser dating site main page

This is one of the most user-friendly crossdresser hookup sites in the market today. Boasting a simple onboarding process, online chats, and a free signup, this excellent dating app for crossdressers allows you to meet kinky crossdresser singles near me.

With a premium account, you can access even more exciting features like one-on-one webcam sessions, chat rooms, and private messages. The paid priority listing and interactive profile video introduction allow you to stand out and get more member views.

For an enjoyable and interactive experience, the crossdresser dating site is a worthy contender as the best crossdresser dating site in the market today.


  • Simple onboarding experience
  • Excellent features and services
  • Personal Ads stream in multiple infinite connection sites
  • Live chat access
  • Spam reporting enabled


  • No mobile app is available
  • It doesn’t offer the opportunity to create private profiles
  • The paid packages are quite expensive


  • $40.69 for one month
  • $62.67 for three months
  • $131.87 for 12 months

Trans Crossdresser Hookup App

High-quality crossdresser apps are a dime a dozen, and choosing the best one to serve your free crossdresser personals needs is no mean feat. Fortunately, we have just the right sissy hookups app that combines excellent functionality, pricing, and a large pool of kinky members.

Welcome to the Trans Crossdresser Hookup App, a dating site for crossdressers that allows them to freely and securely interact. Unlike other crossdresser apps, this revolutionary platform uses advanced algorithms to match you to your soulmate. 

Key features of this crossdresser dating app, include a highly responsive app framework and an attractive user interface. The best part of this app is the high-level security features that protect members. This app will grant all your wishes, If you’re yearning to quickly and discreetly get into crossdresser experience.

Here is why you should sign up for this exciting crossdresser app.


  • Uses advanced algorithms to match potential soulmates
  • Responsive and user-friendly mobile app
  • Exceptional user interface
  • Advanced functionality (chat rooms, photo sharing, instant messages)
  • Enhanced security features


  • User profiles offer little personal data
  • Free membership provides little functionality


  • $15.99 for one month
  • $35.99 for three months
  • $54.99 for six months


Flirt.com main page

If you fancy an international cross-dressing sexual experience, Flirt.com is the right crossdresser chat site for you. Featuring over 40 countries and 70 million members, this site is any crossdresser’s Nirvana. You will have a lot of fun on this site because it has so much to offer.

Apart from being easy to use, this site has exciting features like info requests, a gallery, and profile videos.

This site boasts a large member base and positive online user reviews. If you’re planning on meeting new people and creating lifelong bonds with other crossdressers, don’t ignore the immense potential of Flirt.com.

The paid version offers a three-day trial period, allowing you to test the site before committing your cash to the program. You can also enjoy the hassle-free sign-up option to interact with the Flirt.com community at zero cost.

Consider trying out Flirt.com for a truly unique and affordable cross-dressing experience.


  • The site is optimized for mobile devices
  • Profile verification enhances security
  • The paid packages are quite affordable
  • High-quality dating tips


  • Poor technical support
  • Few features with the free account
  • No mobile app


  • $0.99 for one day
  • $2.73 for one week
  • $38.59 for one month
  • $64.91 for three months

Success Stories


Recently I discovered that I am interested in more than one gender. I delved deeper into my preferences and found out that I am pansexual. This implies that I can like person regardless of whether they are male, female or something in between. That is why I went with loving crossdressers and looked up different sites to date those amazing people. It is a life-changing experience, and I am happy to uncover my sexual preferences. 


My experience started with me finding a man in a woman dress sexually attractive. That’s when I started questioning my sexuality. I went here and there but wasn’t unable to find crossdresser nearby. Then I changed my searching directions to online communities, thus leading me to the world of many crossdressers. I found my partner in 3 days or so, and we had a nice chat over what we both enjoy and how would we like to spend our time together. It’s wholesome, and I can’t recommend it enough.

Date a Crossdresser

DateACrossdresser main page

Date a Crossdresser is a dedicated site for femboy hookups and caters to clients of all ages, ethnicities, genders, and sexual preferences. In short, this site is the ultimate site for crossdressers wishing to hook up and live out their sexual fantasies. Whether straight, gay, lesbian, or transexual, Date a Crossdresser has something for you.

The beauty of this site is the ease of performing super-specific searches based on usernames, location, and online availability. These custom searches allow you to locate crossdressers who tickle your fancy. So if you’re keen on identifying crossdresser singles near me, look no further than the Date a Crossdresser platform.

Use this interactive femboy hookup site to locate sexy and interesting crossdressers in your area and start living a fun and exciting life. This cross-dressing will grow your confidence and allow you to locate people who celebrate you for you.

Here are the top reasons you should register on this crossdressing hook up site.


  • Custom searches using advanced filters
  • Instant messaging functionality
  • User verification through email registration
  • Large poo; of potential partners


  • The site is not optimized for mobile
  • Lacks a mobile app
  • Privacy isn’t guaranteed


  • $7.95 for 3 day trial period
  • $29.95 for one month
  • $39.99 for three months

Club Crossdressing

ClubCrossDressing main page

Club Crossdressing is the Facebook for crossdressers around the globe. This crossdressing social network is fresh air in the otherwise dull crossdressing space and allows crossdressers to form strong social networks.

How exactly does Club Crossdressing work? It’s interesting to note that Club Crossdressing is only one of the few crossdressing sites that enable members to form social groups, much like other social media platforms. This site has something for everyone and allows you to join groups with specific fetishes.

On the whole, Club Crossdressing is a light and breezy crossdressing sex site for casual or serious relationships. The sites’ blogs tackle trending cross-dressing issues and help grow your cross-dressing knowledge. 

Here is why you should join this revolutionary dating site for crossdressers. 


  • Innovative features (chat and picture sharing options)
  • Interactive user interface
  • Highly active online community
  • High trust levels


  • Free membership offers a few features
  • Relatively expensive


  • $16.46 per month(3-month plan)
  • $10.85 per month(6-month plan)
  • $8.65 per month(12-month plan)


Bumble main page

If you love Tinder, then you’ll love Bumble. Running on the same principles, Bumble is the perfect app for serious crossdressing hookup. This nifty dating app, the second most popular dating app in the US, has all the hallmarks of a winner. With an affordable monthly plan, this mobile-enabled crossdressing app allows crossdressers to express themselves freely.

Bumble is an excellent femboy hookups app that includes intuitive features like live chats, data verification, and instant messaging. With over 12 million monthly users around the globe, you’re sure of identifying a suitable sex partner.

And just like Tinder, Bumble allows you to check in with other crossdressers, chill out and have fun together. Of the numerous crossdresser dating apps, Bumble is your best bet as it meets all the requirements of a crossdresser dating app for the 21st century.


  • Simple and interactive user interface
  • One of partially free crossdresser dating sites
  • Sign up process is simple and direct
  • Several Bumble alternatives (Bumble BFF, Bumble Bizz)
  • Excellent customer support
  • A huge and active member base


  • 24 hours response limit
  • Limited gender options during sign up
  • Its relatively expensive


  • $16.99 per month (Boost plan)
  • $39.99 per month (Premium plan)
  • $229.99 for the lifetime plan


FetLife main page

There is no better femboy hookups site for hot, steamy casual sex than Fetlife. This extreme crossdresser site features everything you would imagine of a wild crossdressing experience. Whether you’re a dominatrix or the submissive type, you will find your match on this sissy hookup site.

This sleazy, no holds barred crossdresser site is for the wild, crazy and adventurous crossdressers out there. Even though it bills itself as a crazy crossdresser hook up site, Fetlife upholds high professional standards.

What makes Fetlife different from the other cross-dresser hookup sites? For a start, Fetlife uses military-grade SSL server security encryption to ensure your security. Additionally, the large and vibrant Fetlife community guarantees you’ll meet a suitable match to live out your sexual desires.

So if you’re into whips, chains, handcuffs, or just steamy, and crossdresser sex date, Fetlife will meet your needs. Here are the main reasons why you should sign up for Fetlife.


  • Extensive user database
  • Enhanced user security
  • Responsive mobile app
  • Free options contain numerous features
  • An extensive variety of sexual preferences are available


  • The user interface is outdated
  • Numerous hidden user profiles


  • $5 per month
  • $240 for lifetime access

Senior Crossdress

SeniorCrossdress main page

Senior Crossdressers are often left out of the party and struggle to find people interested in having crossdressing sex or relationships. This has been a problem for a long time, but not anymore. Senior crossdress is a unique crossdresser live chat that specifically serves seniors.

And just like other popular crossdresser hookup apps, Senior Crossdress provides several user-friendly features for your convenience. The top features in the Senior Crossdress platforms include live chat and interactive video call options. 

Having the live video call option is a nice touch since most seniors prefer calls to chats. Senior Crossdress allows you to live again and enjoy life as an old crossdresser without any shame. Consider signing up for this option, whether you’re a senior or not, and start enjoying meaningful cross-dressing experiences today.


  • Advanced chat functionality is available
  • Fast and responsive website
  • The video calling option is available
  • Enhanced security features requiring email verification
  • Perform specific searches using advanced search filters


  • Lacks a mobile application
  • Expensive packages


  • $39.95 for one month
  • $94.95 for three months
  • $129.95 for six months

Crossdresser Hookup Sites


Being a crossdresser has never been this fun, thanks to the excellent crossdresser hookup apps springing up online. These fun and intuitive apps for crossdressers allow you to meet and hang out with different exciting people who share your love for crossdressing. Whether you need casual, no strings attached, or more serious commitments, cross dresser hook up sites have something for everyone. Kick out the old boring you, and start living life as a confident, free crossdresser using the high-quality- crossdresser dating apps in this article. Mind, that there are no best free crossdresser dating sites, but some do their best at offering several free options.


How Do Crossdressers Date?

Even though they are normal, crossdressers struggle with love due to the severe judgment they face from society. Most crossdressers date secretly or opt for normal relationships that may affect them mentally. That said, crossdressers are normal and express love like the rest of us. Crossdressers date and show affection through physical and emotional acts, including kissing, holding, and having sex with their partners.

Where Can I Meet Crossdressers Online?

The internet is changing how people interact and especially crossdressers. With the worldwide web, it's now easier to meet and hook up with other crossdressers through crossdresser hook up sites and platforms. Popular online crossdressing dating platforms include TSDates.com, Fetlife, Bumble, Club Crossdressing, and Flirt.com. These online platforms allow you to meet, chat, hook up, and even start long-term careers with other cross-dressers.

How Do You Date a Crossdresser?

Dating a crossdresser isn't a simple matter and requires some understanding. To date a crossdresser, you need to be comfortable around the person and accept their choice of dressing and sexual orientation. Additionally, be responsive to their needs and avoid judging as these may lower a crossdresser's self-esteem-. To date and find happiness with a crossdresser, you must embrace empathy.

How do crossdressers typically find hookup partners?

They do it just like every other human being – by using a dating app or site. They do not choose to flirt with people randomly as some might not be ready to date a trans person from the get-go. Sites, on the other hand, pre-establish that the people you are dating are crossdressers.

How can someone respectfully approach a potential crossdresser hookup partner?

Crossdressers admire whenever you just treat them normally and don’t focus as much on their gender identity or try to ask them about their past. They are sexual partners first and foremost, so threat them respectfully. If you do, you are guaranteed to advance with your relationships.

Are there any potential safety concerns for crossdressers during hookups?

There are no special safety measures when dating crossdressers. Just mind that you’re using the internet, thus, don’t spread that much information about yourself, and stay cautious with whoever you are talking to.

Is it possible for a crossdresser to have a long-term, serious relationship with a non-crossdresser partner?

Yes, it is totally possible, but it depends on what you prefer. If you can’t bear to date a woman with a male organ or vice versa, then those are not partners for you. Naturally, there are trans people that go through full transition, changing fully to another gender, but you still have to answer whether it is mentally ok with you.

How can a hookup with a crossdresser be mutually satisfying for both partners?

There is no secret to that. If you like what you’re seeing, then you are going to reach the same mutual consensus, just as in the case with any other partner, be they crossdresser or not. Respect their feelings and expect the same from them, and you are likely to advance.

What resources or support groups are available for crossdressers and their potential hookup partners?

Trans communities are available throughout many different countries and social networks. You just need to search deeper and feel whether the community suits your views. The most popular way is to use our recommendations for specific crossdressing sites. This is where relatable communities gather.


Imogen Anderson is a transgender coach and writer who posts at wealthydatingsites.
Born and raised in the UK, Imogen has always been fascinated by human behavior - particularly when it comes to love, sex, and relationships. After spending several years working as a journalist and editor for various online publications, she decided to focus on helping people find love (and lust) regardless of their gender identity or sexual orientation. When she's not writing or coaching, Imogen can be found reading (anything from feminist theory to trashy romance novels), practicing yoga, or exploring new corners of London.