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Chat with shemales, transsexuals and ladyboys from Florida in our free shemale, ladyboy and transsexual chat rooms. We strive to be totally inclusive. We welcome shemales, ladyboys, MtF, FtM, pre-op, post-op, non-op, transgender, transsexuals, crossdressers, transvestites, intersex, androgynous, gender fluid, gender queer, genetic males, genetic females, significant others and trans community friends. It is easy to start chatting with others in your shemale & ladyboy community members from Florida. Click the "Enter Chat Rooms" button to create a free shemale chat profile and start chatting now. Not from Florida? All transgender chat profiles are easily searchable no matter where you are. With 36 chatting in the shemale chat rooms and with 423 ladyboy community members online you are sure to find fun transsexual friends to chat with. Join us in the free shemale Florida chat rooms and start connecting.

Popular Nearby Cities: Lakeland, Kissimmee, Tampa, Orlando, Sarasota, St. Petersburg, Fort Myers, Clearwater, Naples, Daytona Beach, West Palm Beach, Ocala, Fort Lauderdale, Gainesville, Miami, Miami Beach, Florida City, Jacksonville, Pensacola

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Shemale Chatters in Florida

SethFL's Chat & Dating Profile
Melbourne, Florida, US
Just a very laid back guy from Florida that enjoys the joys of pleasure and pleasing. Knowing that the person I'm with is enjoying themselves as much as I am enjoying them.
Charlotte's Chat & Dating Profile
Tampa, Florida, US
I am a life long M2F transgender M2F. I began dressing at age 8. I dressed on and off as a kid and teenager. My TG feelings became very intense at about age 43 and I began dressing fully. My first makeover was an amazing experience. Today, I have a full wardrobe and dress fully. I'm a real girdle girl. I have attended several TG conferences and learned a lot. I prefer to chat in private here, please say hello if you read my profile.
JessicaRose86's Chat & Dating Profile
Palm Bay, Florida, US
Friendly, love PMs. Hope to hear from you.
Stephani's Chat & Dating Profile
Titusville, Florida, US
Titusville FL CD intersted in meeting others. As of Sept 1 2021.....I am retired!!! Wow, what a change.....I don't know where my life will take me now.....but I am excited about the future!.....and a little nervous too ....... Please have some content and a photo on your profile if you message me. I love getting out clubbing and meeting and socializing with other girls. Send me a message if you would like to meet for drinks sometime! I enjoy the company of other girls who dress. I truly value the friendship encouragement and help of the girls I've become friends with since I finally let Stephani express herself. When I began actively dressing on a regular basis about 2001 I thought I would only be in the closet. The urge to go out and meet the public eventually demanded it so I finally went out enfemme for the first time in August of 2004. I was terrified at first. It took me several times out before I began to feel comfortable. I'm not interested in living full time as a woman. I sure don't have the energy to go through the hours of preperation it would take to transform me into Stephani daily. Where this journey will take me ....I have no idea. Life just gets stranger and more interesting the longer I am around though.
MarkFL2's Chat & Dating Profile
Naples, Florida, US
I'm Happy and enjoy female company when I can get it
VeronicaSmith's Chat & Dating Profile
Orlando, Florida, US
Hello! My name is Veronica. Thank you for checking me out. I was on this site a while ago. I have returned to reconnect with friends, and make new ones, too. (Also interested in sugar daddies, too, giggle, and t-girls that want to go out.) If you’re nearby, or visiting Orlando, or Central Florida, please say hello, it would be great to hear from you! P.S.- I’m not interested in anyone from outside the US or Canada, sorry!
Lovie22's Chat & Dating Profile
Naples, Florida, US
I am here to spread the Love. I will do anything for you if you will do anything for me!
katiesparkles's Chat & Dating Profile
Daytona Beach, Florida, US
Super curious closet CD looking to explore some deeper girly urges. Feminize me. Tease me. I sooo wanna be a total girly girl.
Sev0311's Chat & Dating Profile
Florida, US
Hi Everyone, Thanks for visiting my Page here at URNA. I am a CD/TS/TV Tg admirer. I would first off like to extend my support and admiration to you all for a job well done. You women look Fabulous to say the least.
corkscrewchaos's Chat & Dating Profile
Fort Lauderdale, Florida, US
Male, trans supporter and admirer.
TerryTBear's Chat & Dating Profile
Plant City, Florida, US
Hi, I'm Terry. I am looking for another crossdresser that shares my passion, stockings and heels (and of course full dress). I always try to look somewhat classy, sexy, (not obnoxious or clownlike) and cute. See my pictures for more reference. (A picture is worth a thousand words, so I'll save ya'll some reading, LOL). I have figured out that I have a bit of a foot fetish. Nothing crazy but, take care of your nails, (feet and hands). Slip them into a set of nylons and heels, mmmmmm, so sexxy!. Sorry boys, not interested if you don't dress. I am a very laid back individual so, no drama queens please. There's enough of that in the world already, I don't need any more in mine. Please have a facial pic in your profile otherwise, I won't correspond with you. I would like to find someone to be able to get together with for dress/make up play days. I am not one that is just looking for sex. There has to be a connection for me, or I am not interested. Also, if you can't take the time to make an effort on your appearance, then please don't bother me. I know, it takes hours to achieve a look (shaving, makeup, etc.) but, that look is what turns me on. 420 is a good time. Let me know . . . Terry p.s. I'm on Tumblr & Fetlife cum find me, tee hee . . . . ;)
Mikegram54's Chat & Dating Profile
Tampa, Florida, US
I am a black male 5'9 187lbs athletic build and to be verse
cinny1234's Chat & Dating Profile
Okahumpka, Florida, US
I am a young 63 yr old 5-3 passable cd,looking for friends male ,cd,lets have fun in this crazy life!!!!!!!
Flaguy70's Chat & Dating Profile
Fort Pierce, Florida, US
My name is Joe.Here to make friends,feel free to dm me,ive dated girls from this site and had a transgender gf for over 5yrs.Just a fun guy, if you sue such things like NO MEN, will block etc,i will block you just reading it on your profile. You are GENDER discriminatory, sometimes people wanna talk to be friends. Do not ask to be treated well when you are what you hate!
CarynCDPB's Chat & Dating Profile
Florida, US
Hello south florida gurl here....looking for local gurls.
Kellygirl's Chat & Dating Profile
Dunedin, Florida, US
If you can't be troubled to put up a photo of yourself, please don't trouble me to chat with you. No photo, no chat. Don't throw a friend request at me unless we have chatted. I am not here to gather "friends." Post op woman who is here to chat with others and help/share where I can.
VanessaFL's Chat & Dating Profile
Clearwater, Florida, US
Hey everyone.... looking to chat and maybe meet locals one day
CrazyA's Chat & Dating Profile
Fort Lauderdale, Florida, US
Male caucasian....early 50s....6ft2 tall....hazel eyes....connecticut native....moved to florida in 2018....enjoy listening to music from the 50s, 60s, 70s & 80s, also love older movies, reading biographies & american history & some true crime keeping up to date on current events....non-smoker....never children. Currently the owner/possessor of Brianna2021, Tatiana, DivaTgirl and LauratheSissy.
RachelSatin's Chat & Dating Profile
Fort Lauderdale, Florida, US
66 year old well traveled and well educated Australian, 5'8", who has been dressing since the age of seven and only just recently started venturing out in public... and love it. From my gallery photos you will see I just love wearing satin night gowns, lingerie, petticoats and high heels. Looking to make friends with others... but please NO MEN. Rachel
MiamiMike98's Chat & Dating Profile
Miami, Florida, US
I’d like to think I’m attractive. I’ll let you be the judge. I’m 5’10”, brown hair and eyes. Looking for a trans woman in my area.
Willie085's Chat & Dating Profile
Margate, Florida, US
I am described as a very nice, loving, gentle and caring person.
kris255's Chat & Dating Profile
Orlando, Florida, US
Just a regular fun guy

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