People who crossdress face a lot of challenges to be themselves and feel accepted in society. Thankfully, the online dating world has become a more inclusive and diverse space for people of all types and inclinations. Niche sites for crossdressing singles have grown in popularity in recent years. 

Crossdressers are individuals who choose to wear clothes associated with a different gender. Crossdressing has been around throughout human history. But one important fact to know is that people crossdress for various reasons. The number one stereotype that crossdressers face is the assumption that they are all homosexual and bisexual. Crossdressing doesn’t necessarily represent a person’s sexuality. According to Dr. Karen Ruskin, plenty of crossdressers are heterosexual men who crossdress for the enjoyment of wearing women’s clothes. 

Online dating should be a fun and welcoming experience. Based on our research, here are the best crossdresser dating sites and apps that will welcome you with open arms! 

Category Rating
★★★★★ 4.8/5.0
  • A global network of naughty singles over 18
  • Ability to blur nude and explicit content, if desired
  • Advanced search filters and one-on-one messaging

Whether you believe it or not, everyone has a naughty side that only needs the opportunity to come out! Singles on BeNaughty can let their wild side show with no regrets at any time. BeNaughty is an easy app to join and search for a sexy adult who meets your dating criteria. Singles can use their profiles to show off their favorite photos that not only represent who they are but what they’re looking for as well. 

BeNaughty has an intelligent matchmaking system that offers high-quality matches to members. Whether you’re on the app for a fling, a threesome, or just to see what’s out there, the BeNaughty team will match you based on your preferences and interests.

BeNaughty’s geo-search feature takes into account your location as well as dating preferences to make sure singles aren’t stuck with long-distance relationships. BeNaughty offers niche dating categories and search filters for members to help expedite the dating process so people can find their community. 

“At BeNaughty, we have an extensive range of profiles for you to look through and various categories that include everyone,” said the BeNaughty team. “No judgment here, and no restrictions either. We are open to everyone because we believe that there’s always a partner out there looking for someone like you.“.

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★★★★ 4.1/5.0

Sometimes that need to go outside of your comfort zone can’t be contained. Adult Friend Finder makes it fun to explore casual relationships and adult conversations. With over 100 million active users on the site, this dating site and all it has to offer has created a lot of buzz. The number of members on the site is always growing. That’s no surprise considering it’s a casual hookup site that creates a space for users to explore their sexual desires without worrying about misinterpreting intentions.

Adult Friend Finder is a verified site that has been around since 1996. In a little over 27 years of service, Adult Friend Finder has left a huge impact on the dating industry for adults. One of the most alluring aspects of Adult Friend Finder is how inclusive it is. Certain categories such as race, occupation, and sexuality, are no barriers for this site where diversity is encouraged and embraced. Users can join this judgment-free zone as a single, couple, or even as a group. Whatever your reason for joining the site, that’s your business! Adult Friend Finder is a safe space for crossdressers to express themselves and connect with other users who can relate to them.

“My wife and I have had great luck finding like-minded people on Adult Friend Finder. We would greatly recommend it to anyone looking to find friends and explore. A lot of people there are open-minded and willing to talk about a lot of topics. They have a good variety of all types of people and interests, something for everyone,” said an Adult Friend Finder user in a testimonial

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★★★★ 4.0/5.0
  • Millions of active daters seek sex with a stranger
  • Over 100 million messages exchanged a month
  • Women actually outnumber men on the hookup website

Being called a flirt isn’t a bad thing! With the dating site Flirt.com, you actually can follow through with your flirtatious advances and date casually with no shame. Flirt.com is an adult dating site that offers no judgment and lots of kinky spaces to discover. Singles can use the site to seek short-term flings and late-night chats. Signup is a breeze and comes with no charge, so anyone can join and get to dating immediately! 

Flirt.com is an inclusive space for kinksters and crossdresser singles. The casual dating site has many diverse profiles, and all it takes is users putting themselves out there to find the perfect match. In this space, casual daters can experiment with their flirty chatter and embrace their fetishes without judgment. Crossdressers will enjoy an immersive community while dating on Flirt.com and may encounter the relationship they’ve always been looking for –– or for some, a surprising relationship they never saw coming.  

“I used this dating site to find my current girlfriend. At the time, we were both seeking some fun dating but we couldn’t help but fall for one another after a couple of dates,” said Matt, a Flirt.com user in a review. 

Do you find it hard to make your intentions clear? Thankfully, Flirt.com helps singles spark conversations so they can create connections. By using the feature Flirtcast, users receive prewritten prompts that help them keep the conversations flowing. Users are also notified when their matches are online so they can message them whenever.

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★★★★ 3.9/5.0

If you’re not looking for anything serious but want to have a friend or two to have fun with, the dating site FriendFinder-X is the casual site for you! FriendFinder-X can help a lonely crossdresser find a friend with benefits. This alternative and hip dating site makes casual relationships more fun and exciting. FriendFinder-X users have a new world of possibilities at their disposal.

“The many features of FriendFinder-X make it possible for anyone to find what it is exactly they are looking for to fulfill their sexual desires. So, why not try it today? You never know, maybe you’ll find just what you’re looking for here!” said Chris Pleines, founder of Datingscout in a review. 

Community is highlighted on FriendFinder-X. Even though it’s a casual hookup dating site, users can find solace in knowing they can reach out to other users and create camaraderie. Life can be hard, and sometimes instead of a date, users can just use a friend to get them through the night. 

FriendFinder-X has many features that set it apart from other dating sites. The site offers users great dating and relationship advice on its blogs. Crossdressers who are just getting back into the dating game can find this useful. The site also offers erotic stories to turn up the heat. Users can read about sensual sexual fantasies online and share their reflections with other users. Nothing is boring about FriendFinder-X so crossdressers can always look forward to a fun experience! 

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★★★★ 3.7/5.0
  • A flirtatious all-men network spans the globe
  • Anonymous chatting via text and video
  • Send emails, flirts, gift certificates, and voice messages

The name says it all. MenNation is available for queer men who are ready to mingle! Unlike other gay dating sites and apps, MenNation is all about finding intimate encounters. Tapping into your sexual side is what the site was made for. This all-male website allows crossdressers to express themselves in fluid ways.

MenNation’s primary goal is to create opportunities for horny people to meet. With a dating pool encompassing millions of dudes, it’s no surprise that MenNation is known as the world’s largest gay dating and hookup site.

MenNation makes connections through filtered searches and kink-driven communities. The site offers live cams, diverse group chats, and erotic blogs to foster an intimate and safe experience for male daters. Live cams help singles feel more at ease knowing that the person they’re crushing on online is actually who they say they are. 

Crossdressers may find more than romance on MenNation. Apart from helping men form steamy connections, the founders of MenNation wanted to help people find a sense of community as well. Dating isn’t a journey that should be embarked on alone. Thanks to MenNation’s supportive magazines and blogs, men seeking men can rest assured they’ll be guided every step of the way. 

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★★★★ 3.5/5.0

LesbianPersonals is a queer dating site that makes it possible for women to meet and connect with no strings attached. LesbianPersonals is a premium service designed specifically for lesbian singles and couples looking to enhance their dating lives. It is open to people of all backgrounds and kinks, including crossdressing singles.

The LGBTQ+ community continues to grow and embrace online dating as a safe and easy way to find a date or a tribe. LesbianPersonals has set a goal to close the gap between lesbian and bisexual singles who are open to casually dating and swinging.

Online dating can feel intimidating at times — especially when you’re in a large dating pool! You can feel small and get irritated with the process altogether. That’s why having a personalized dating experience is so important. LesbianPersonals relies on the latest technology to upgrade its user experience. Every member receives tailored matches based on their preferences and sexual interests.

FAQs: Are There Niche Dating Sites for Crossdressers?

Yes, there are! Crossdressing singles who want to find their group of people can benefit from using the dating sites ClubCrossDressing and DateaCrossdresser. These niche dating sites have a smaller dating pool, which can make it challenging to meet local singles. But it can be worth it once you find your soul mate near or far! 

When Should You Tell Your Date About Being a Crossdresser?

This is entirely up to you. Coming out as a crossdresser can be scary, and it’s perfectly OK to want to keep your fetishes private during the early stage of dating. The timeline is up to you and your comfort level. Many people don’t know much about the crossdressing lifestyle, so you should be prepared to provide plenty of context and explanations to a potential partner.

When asked when they’d want to know about a date’s crossdressing habits, the majority of people on Reddit said the earlier the better. Some said the information should be available in a dating profile or come up in messaging before a first date is even arranged. Others said it could wait until the second or third date.

On Reddit comment weighed in, “If you’re actively cross-dressing in day to day life in makeup or dresses and not just gender ambiguous clothing then i think having like you’re 4th picture in your profile represent your style when you do that makes a lot of sense and saves everyone time.”

How Do Queer & Trans Singles Stay Safe While Online Dating?

It’s no secret that queer and trans singles face a lot of adversity in their dating lives. Harassment, hate speech, and even dating violence are among the most common threats seen in the queer community. To remain safe on the web, queer and trans singles can refrain from sharing personal information, such as their phone number or address, when they first encounter people online.

Transgender woman looking at cellphone
Transgender people might benefit from taking safety steps before meeting someone from a dating app.

Our dating experts also encourage singles, particular those in vulnerable demographics, to arrange a video call with a new person before agreeing to meet up on a date. A video date can be a good way to build trust and confirm that your potential match is authentic and not a catfisher.

Where Can I Meet Singles in the Trans Community?

Meeting like-minded people is all about knowing where to go. There are so many community events you can check out near you! But as far as the online dating scene, two popular dating apps to check out to meet like-minded trans singles are the Translr and Butterfly apps. Both of these apps ensure that singles get the most out of their dating experience with cool features to do so. Crossdressing singles get to feel comfortable being themselves on the apps and meet other crossdressers who could give them a fashion tip or two along the way. 

“It looks like most people from this trans dating app are willing to be my friends. In the real world, finding new friends is not easy as I am a shy person. Being more open-minded on this transgender app is a great change for me,” said Benjamin Muasa, a Translr user in a review.

Embrace Kinks in a Dating Pool of Crossdresser Singles

Crossdressers from all over the world continue to shake up and lighten up the world with their bold personalities and styles. It’s about time they receive the same kind of love online. The sites listed above are just a few of the many dating sites and apps crossdressers can take advantage of to excel in their love lives. 

Singles on these sites will find a more equal and inclusive world where they can find exactly who they’re looking for. Crossdressing singles don’t have to worry about going above and beyond to be seen on dating apps anymore!

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