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!
1. BeNaughty
When it comes to arranging hookups, BeNaughty is fast, easy, fun, and safe. This dating site has built a global network of sexy men and women who want to skip the small talk and cut right to the chase. If you’re interested in short-term romance, BeNaughty is the place to go and get your flirt on.
- 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
- Browse BeNaughty profiles 100% free »
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. 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 match suggestions based on profile details. Whether you’re seeking a fling, a threesome, or hookup, the BeNaughty team will match you based on your interests.
Pros
- Quick signup
- Photo blurring
- Kink filters
Cons
- Small user base
- No video
BeNaughty’s geo-search feature takes into account location data as well as dating preferences to make sure singles aren’t stuck with long-distance relationships. BeNaughty offers niche 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.“
Adult Friend Finder is among the longest-running and the largest sex communities in existence with tens of millions of profiles to its name. The hookup site has over 93 million members, many of whom are actively searching for flings, threesomes, and other sexual experiences. AFF members can feel free to discuss their desires, fetishes, and sexual preferences in the live chat rooms and dating forums.
- A global community of single women and swinger couples
- More than 25 million monthly users
- Free unlimited browsing of hot profiles
- Browse Adult Friend Finder profiles 100% free »
Sometimes that need to go outside of your comfort zone can’t be contained. AdultFriendFinder 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.
The casual hookup site creates a space for users to explore their sexual desires without worrying about misinterpreting intentions.
Pros
- Livestreaming videos
- X-rated content
- Erotic blogs
Cons
- Inactive accounts
- Paid messaging
AdultFriendFinder is a verified site that has been around since 1996. In that time, AdultFriendFinder has left a huge impact on the adult dating industry. One of the most alluring aspects of AdultFriendFinder is how inclusive it is. 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! AdultFriendFinder 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 AFF user in a testimonial.
3. Flirt.com
Single men can flirt up a storm on Flirt.com, which has over 70 million profiles in its global network. Since 1997, this casual hookup site has encouraged online daters to pursue their fantasies, explore their kinks, and find sexual partners who are up for a little late-night fun. Free members can send up to five greetings a day on the website, and Flirt subscribers can exchange unlimited private messages, photos, and videos with someone they like.
- Millions of active daters seek sex with a stranger
- Over 100 million messages exchanged a month
- Women actually outnumber men on the hookup website
- Browse Flirt.com profiles 100% free »
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!
Pros
- Free trial
- Incognito mode
- No real names
Cons
- Little profile verification
- Small user base
Flirt.com is an inclusive space for kinksters. The casual dating site has many diverse profiles, and all it takes is users putting themselves out there to find a 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 match 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.
FriendFinder-X specializes in delivering hot dates to your inbox. For the last 20+ years, this hookup site has amassed a huge following around the world and led to countless sexy encounters. Millions of people have created an account and searched for singles, couples, and groups who can satisfy their deepest desires.
- Open to casual daters in the U.S. and abroad
- Free members can browse profiles and watch sexy videos
- Chat anonymously in the forum or private messages
- Browse FriendFinder-X profiles 100% free »
If you’re not looking for anything serious, 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.
Pros
- Kink tags on profiles
- Sexy content
- Anonymous browsing
Cons
- Limits on chatting
- Overwhelming interface
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!
5. MenNation
MenNation allows gay, bisexual, and bi-curious men to explore relationships with hot guys in their area. Thanks to its global network, MenNation can connect members to date prospects all over the world, but its location-based searches facilitate local connections as well. Single men and gay couples can join MenNation for free to see what their options are in the online dating scene.
- A flirtatious all-men network spans the globe
- Anonymous chatting via text and video
- Send emails, flirts, gift certificates, and voice messages
- Browse MenNation profiles 100% free »
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 hookup site.
Pros
- All male users
- Kink search filters
- Pornographic content
Cons
- Flaky matches
- Too many dicks
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 friends as well as lovers 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 blogs, men seeking men can rest assured they’ll be guided every step of the way.
6. HER
HER is a women-only (or “womxn” as the team says) dating app that helps cis, trans, and non-binary identified singles come into their own. This is a strict no-boys-allowed zone. HER encourages LGBTQ+ women to mingle by commenting on photos or events in the Feed, or they can like profiles to initiate a private conversation with a mutual match.
- A quirky and unapologetic womxn-only dating community
- Queer events get users connecting IRL
- The constantly updated Feed facilitates social networking
- Browse HER profiles 100% free »
HER is a queer dating app that makes it possible for women to connect with no strings attached. The app was 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.
Pros
- Fun community vibes
- All women or nonbinary users
- Safety features
Cons
- Too niche
- Strict photo guidelines
- Phone number required
The LGBTQ+ community continues to grow and embrace online dating as a safe and easy way to find a date or a tribe. HER has set a goal to close the gap between lesbian, queer, and bisexual singles who are open to exploration and connection.
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. HER relies on a social media newsfeed to upgrade its user experience. Every member can see events, photos, and status updates that put them in the center of the action.
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.
“I am upfront about my sexuality, I don’t want anyone to waste their time if that is a problem.”
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 should refrain from sharing personal information, such as their phone number or address, when they first encounter people online.
On a first date, trans singles should mind their safety with certain guidelines:
- Meet in public locations.
- Do not get into their vehicle.
- Refrain from drinking excessively.
- Tell a friend or family member where you’re going to be.
Our dating experts 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 Trans Singles?
Meeting like-minded people is all about knowing where to go. First, I’d say it’s best to look into trans community events. Meetup is a good place to find groups near you!
As far as the online dating scene goes, two popular dating apps for trans singles are the Translr and Butterfly apps. Both of these apps ensure that singles get the most out of their dating experience. 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 Naughty Dating Pool
Crossdressers from all over the world continue to shake up the world with their bold personalities and styles. It’s about time they receive some love and attention online. The sites listed above are just a few of the many dating sites and apps crossdressers can use to spice up their love lives.
Singles on these sites will find a more equal and inclusive world where they can find an understanding community. Crossdressing singles don’t have to worry about harassment or mismatches on dating apps anymore!
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