Best Crossdresser Dating Websites to Meet Local Femboys and Sissies

  • March 21, 2024
  • /
  • Tony

Crossdressers are sissies and femboys, and not necessarily trannies because they’re chicks with dicks. Sissies and femboys look like men but act like women. Confusing, right? We will go in-depth on this subject later.

You can find sissies and femboys to hookup with very easily by using crossdresser dating websites. The ones listed are the most popular that we have tried and tested for your benefit.


Adult Friend FinderBest Crossdresser Dating Site

Highlights & Features
  • Videos, live streams, chatrooms, blogs, and send 'Ice Breaker' messages
  • Search categories include body types, age, hair color, hobbies, ethnicity, sexual orientations, and zip code
  • Increasing website interaction earns you points that unlock forbidden features
  • Location-based matchmaking system

Are you searching for an Adult Friend and don’t know where to Find them? Well, Adult Friend Finder is your go-to portal for snapping up some sexy sissies, feminine crossdressers, and fantasy femboys.

There are millions of users posting in the Topical Groups where you could find your dreamy transvestites with hypnotic eyes. There is always someone looking for bedroom action from a hard-cocked diesel guy like yourself, so cum and take your humongous pick!

  • Large network of crossdressers
  • 24-hour customer service support system
  • View only the hottest profiles
  • Expensive membership
Our Rating of Adult Friend Finder

TransBest Crossdresser Dating App

Highlights & Features
  • Exclusively connects transgender matches
  • Available for both Android (Google) and iOS (Apple) apps
  • Require users to give age, gender, location, and upload photos
  • Swipe left to "pass" or swipe right to "accept" - familiar Tinder functionality
  • Send likes, winks, and instant messages
  • Customizable user interface with advanced search results

Trans and crossdressers can have their share of fun on the Trans app since it provides a safe space for people involved with this matured lifestyle. Tran is the #1 transgendered, kinky, and crossdresser dating app on the net to meet crossdressers worldwide.

  • Good rating of 4.2 out of 5 stars from almost 4,000 users
  • App is very easy to work
  • Transgenders and crossdressers are treated as humans
  • Does not support desktop browsing
  • Sexy trans will probably live very far from you because of a limited number of members
  • There are some dead profiles that users have abandoned
  • Does not show when users previously logged in
  • Although crossdressers are treated as human; most guys just want to bang them
Our Rating of Trans

Craigslist ActivitiesFree Local Crossdressing Sissy & Femboy Admirers

Highlights & Features
  • Use keywords in the search bar to find passionate crossdressor dates
  • Search prospects according to miles by zip codes
  • Find posts based on titles, keywords, dates posted, image or not, and duplicates (desperate people)

Once a magical fantasy land where you would find sexy young crossdressers more than willing to meet and greet and do other things they have in mind is now defunct. Good things come to an end, I suppose, to protect the greater good, I guess. However, human beings have creative ways of finding other places to go.

Some have migrated to other websites and others have decided to hop over to Craigslist Activities to search for their friends for casual relationships. Craigslist Activities operate a location-based system, so you need to choose your city for results showing a long list of activity partners in your area.

  • Free to use; you don't need to pay shit!
  • Super easy to use; anyone can do it
  • Shows location of cross dressers near me (or near you)
  • Hard to meet crossdressers; better off using gay related keywords in the search results
  • Can't communicate with a potential crossdresser directly; need to send an email and wait for a response; no phone calls accepted
Our Rating of Craigslist Activities

FetlifeFind Cute Crossdresser Gay Men & Lesbian Women for Sex

Highlights & Features
  • Main dashboard feels like social media - Twitter or Facebook-like controls to follow, like posts, and send instant messages (IM)
  • Choose from a long list of fetishes including crossdressing
  • Choose which characteristics display on your profile
  • Share erotic stories, interests, and exchanges related to your crossdressing escapades; somebody will come calling
  • 'Purity Test' results will show matches what you are willing to do

Fetlife has everything that you need and want from transvestite gay clubs to ebony femboy gay thugs. Since there are so many orientations on here every one is accepted.

Over 8 million members have given this website a green light. It’s go-time for programming your sexual role. Are you a switch, dominant, or fem? Wave that white flag to surrender control because sexual classifications do not include crossdressers, so you would have to select ‘gay’ to discover a group of crossed men with big breasts.

Continue inputting your email address and location updates and voila, you got discussions, groups, blogs, and 9-inch wooden logs at your service. Let us nudge you with a warning; this is a fetish group so do not be surprised if your sexy crossdresser shows up with whips, chains, and chokers! However, run for the damn hills if you see rope and duct tape! I’m serious.

  • A lot of crossdresses use Fetlife
  • Affordable membership
  • SSL (Secure Socket Layer) encrypted server protection
  • Gay crossdressers are just raining from the sky; grab your umbrella
  • Does not have photo verification
  • Lots of ads
Our Rating of Fetlife

RedditBest Free Crossdressor Dating Site

Highlights & Features
  • Use your regular Reddit account to join the CD group which has 237 members; have fun 🙂
  • 1.2K members online currently
  • Moderators regularly monitor the group to ensure users abide by the Terms of Conditions
  • Sort by Relevance, Top, New, Comments, and Recent
  • List of rules include no sexist remarks, anti-spam, and 18+ or older

A free site at last! Some of these paid sites could drive a person insane in the brain and swindle money leaving their pockets empty. We would like to welcome you to the R4R (Redditor for Redditor) where kinky crossdressers have made their marks.

See sexy dick prints through the crossdresser posts are not readily visible when you first get accepted into the group. Instead, use the search bar above to find the female or male crossdressers that you might like to date.

You will notice that the latest crossdresser posts will pop up first. One thing I like about Reddit is that each post shows the sexual orientation of the user, which could include t4m, t4f, f4m, m4f, fr4m, and m4m. That way you don’t have to bullshit around to find out who likes who and what each person is about. Everything is in front of you.

A couple of more R4R hookup cross-dresser groups are crossdresser_r4r and sissy personals. Or, just type in ‘crossdresser’ in the search bar and enjoy the results.

  • Completely free to use; no paid memberships
  • Crossdressers from around the world; some are even willing to travel far distances for big dicktances
  • Very easy to use Reddit
  • Wide range of people to meet
  • No invite needed to join the group
  • Find younger people (Millennials; teen crossdressers)
  • Posts are far between, seems like people only make posts once a month
  • Anyone can create posts, so you would have a hard time finding a serious connection
  • There is no guarantee you will find a crossdresser living near you, especially in rural and suburban areas
  • No posts have pics; need to pull some teeth to get them
Our Rating of Reddit

Alt.comCrossdresser CD Club Network of Friends for Meetups

Highlights & Features
  • Choose a sexual preference group (Straight, couple, etc)
  • Advanced search system
  • Chatroom, instant messaging, photo, and video
  • Tech support
  • Hotlist can fit up to 500 members
  • Purity test to see how far are you willing to go in bed
  • Who's Online, New Members
  • Control privacy activity feed
  • Content filter

Accept it or not, crossdressing is an alternative fetish lifestyle that exploded in popularity in recent years because of websites like

You can search for crossdressers according to groups and locations. Start off with the Orange County group as it has a lot of damn crossdressers in the Los Angeles area. They’ll point you in the right direction.

Enter your birthday, zip code, and create a username and password. You have a 35% chance of someone responding to your date requests.

  • Easy to find various fetishes in the crossdresser community
  • Plenty of gay and lesbian crossdressers registered members
  • Registration is free, but features are limited - need a paid membership to see everything
  • Might need to search gay and transvestite keywords to find your new crossdressing lover
  • A whole plethora of BDSM people; too many to choose
  • Required to sign in with identity-exposing data; phone number or Facebook
  • Can't view profiles unless you have a membership
Our Rating of

TinderDate A Crossdresser Personals App

Highlights & Features
  • Attracts millennials; could find some hot teen crossdressers
  • Tinder Plus paid membership
  • Rewind feature to see the last person you accidentally left swiped
  • Set locations with Passport option
  • Compatibility connection with Android (Google) and iOS (Apple) devices
  • Choose from at least 10 different sexual orientations

Tinder is one of the top websites for dating of all types. Luckily, it has a bad reputation for attracting gay men, which will work in your favor.

With a rise in memberships, crossdressers from all over the world make their way to Tinder for tender relationships. All matches are based on your proximity to the other person and personality compatibility characteristics. Just swipe left if you want to pass and swipe right if you to decide to accept.

  • Mostly attract users looking for long-term relationships instead of short-term bangs
  • Very easy to sign in using Facebook
  • Forced to upload a photo to continue signing up
  • You can jump right into the action after uploading your pics
  • Very simple message hookup system
  • Forced to sign in with Facebook and/or phone number
  • Forced to use location when signing up
  • Photos do not need to get verified; very easy to get catfished
Our Rating of Tinder

BumbleMeet Men & Women Into Crossdressing Dates

Highlights & Features
  • Android and iTunes loves Bumble; 111,000+ downloads on Google and a half million downloads on Apple
  • BIZZ - Professional networking environment
  • BFF - For people wanting to connect as best friends
  • Inappropriate content will get blocked
  • 300 character bio

Float like a submissive fem butterfly and sting like a dominant gay bee with Using browsers on your computer is a no-go; therefore, using smartphones are the only way to access Bumble.

Bumble’s an industry-leader to meet friends before you fuck. It prides itself on helping people establish real, meaningful relationships instead of mundane one-night stands.

The app also uses the infamous “swipe left” for No and “swipe right” for Yes; a feature people want from their dating apps. The system also establishes same-sex matches if you choose that sexual orientation for men into crossdressing.

The main draw for this website is that the other party has 24 hours to respond to your swipe right request before acceptance. If not, the match disappears.

  • Respectful; can take things slowly at first by choosing the BFF option
  • Can take the app anywhere with you
  • Low-cost paid membership
  • Positive work environment for the employees
  • Photo verification
  • Mobile app only; does not work with a desktop
  • Limited tab options
  • Easy to find gay guys - challenging to persuade them to crossdress
  • Crossdressing gay guys on Bumble mostly want fun times at carnivals instead of erotic rumblings in the bed
  • Some fake profiles
  • Women are empowered on here; gay men, not so much
Our Rating of Bumble

How to Use these Sites to Find a Crossdresser Hookup

Using these sites to find a crossdresser is a bit tricky because some do not have a pre-selected “crossdressser” search choice. In this case, you will have to do some searching. Remember, these sites are for male, women, couples, gays, or trans. The closest you will get to crossdressing is trans.

You would need to use the keyword “crossdresser” in many of the search engines to find people interested in that lifestyle. You don’t want to ask someone flat-out “are you a crossdresser” as they will get the wrong idea of you and your intentions. Just respectfully ask if they are into that sort of thing after getting to know them. Also, make sure to put in your profile that you are looking for a crossdresser to cut the bullshit.

Humans across the globe have adopted new age tech and the internet is the most profound way to meet a crossdresser. 100 years ago you would have to know somebody who knew somebody into that type of stuff who will invite you to a members-only party. Now, the internet is your go-to everyone’s-only party just crawling with people who are crossdressers.

Sissy Dating Advice

When you are dating sissies you need to be respectful and accepting of who they are. No judgmental energy should be in the air whatsoever. Your stance should be to accept them, treat them with respect and just like a regular person.

When it comes to dating you might have a hard time, however. Sissies are a bit confused about who they are. Whatever you do, never be judgmental or desperate. That is a turn off to anyone. You should be excited about your encounter, but not desperate. Just play things cool.

Treat a sissy date as a regular date with a woman; nothing should change. Start off holding hands if the other party accepts that gesture. Nothing forceful. Just feel out the situation. The person is basing their identity on sexual preference, so sex will always be in the back of their mind. Your job is to persuade, encourage, or prod a sexual encounter with non-verbal but subtle cues. Be open to the idea and see if they respond.

A sissy thinks being feminine is a bad thing so it’s your job to convince them it is a good thing. Talk about the expressive aspect of choosing that lifestyle. Tell them to just relax and be themselves and make their choices comfortably.

Femboy Dating Advice

A femboy is another type of crossdresser. Just a feminine straight man who likes to do girly things. Therefore, this is what you need to do – just hang out and do girly things! Try on clothes, get manis and pedis together – do what a group of girlfriends would do.

Getting sex from femboy might be a bit harder because he is not gay. So, good luck trying out that. However, he must be open to the idea since he is on a dating site. Look, if you want to bang a femboy, you need to wait for him to present the idea because he might not bite your dangling carrots.

Have fun Meeting New Crossdressers

Good luck using the hottest crossdresser dating websites for femboys, sissies, and trans. This dating review guide showed you where to go and what to do for a crossdresser relationship.  Bravo. I will now take my bow.


Before becoming a full-time writer, he was a hardcore porn watcher spending 12-hour days surfing xxx adult websites for 20 years. He has witnessed the drastic change of internet porn over the years and is your guide to the past present and future of the adult industry.

Notify of
Oldest Most Voted
Inline Feedbacks
View all comments

I want to fuck a female


Wow did you really just use a Trans slur