Florida Trans and Crossdressers Classifieds

Florida trans and crossdressers classifieds - meet local trans women for dating, sex hookups or friendship. Browse transgender and crossdresser classifieds or post your own ad. Meet local TS/CD hotties to live your wildest fantasies!

Home / Shemale Dating / Trans And Crossdressers

Show Ads In: Florida Keys | Ft Myers / SW Florida | Palm Beach | Broward | Daytona Beach | Gainesville | Jacksonville | Lakeland | Miami | Ocala | Orlando | Panama City | Pensacola / Panhandle | Sarasota / Bradenton | Space Coast | St Augustine | Tallahassee | Tampa Bay Area | Treasure Coast

  • December 13th, 2025
  • Flawlessly gorgeous trans bombshell in FloridaFlawlessly gorgeous trans bombshell in Florida Trans MtF for Man in Florida I transitioned 6 years ago at the age of 18. I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am 5 feet 7 and have deep blue eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned! Send your r...
  • โœจ๐Ÿ˜๐Ÿ’ฆ Shemales in Sarasota, Fl.. Looking for some sexy fun right now!! โœจ๐Ÿ˜๐Ÿ’ฆ โœจ๐Ÿ˜๐Ÿ’ฆ Shemales in Sarasota, Fl.. Looking for some sexy fun right now!! โœจ๐Ÿ˜๐Ÿ’ฆ Hi babe, I'm fully Transitioned and I'm wanting sex in Sarasota Florida Tonight!! I identify as a Transgender or Shemale and I'm well hung.. I want to give you this nice cock ๐Ÿ†. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFIL...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Florida Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Florida. What kind of kink? You'll have to contact me to find out. I'm open to all sorts of fetish play if you are. I need a hookup with an open minded man. The sort of man who appreciates what ...
  • Partners in crime, or?Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the F...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in FloridaSECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Florida Secret Crossdressing Hookups in Florida Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a private gar...
  • LookinLookin' 4 a Bang Buddy in Tampa! Sexy Tampa Bay transgender hottie needs it hard and deep and rough. I can take it, if you can give it. Maybe you have some sexy friends who want a little gang bang action? I'm all for it baby. Let's make it all steamy in this town tonight. I'm a 38 year old trans woman who is in her sexual prime and...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Florida Beautiful Brandi. If you're attracted to the female form then you will want to message me @ BrandiTS27.  I'm pre-op, tall, slim and beautiful with 8.5 inches for top or bottom. I love oral sex!! Kink friendly, have toys to explore all your naugh...
  • I want to be a whoreI want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Florida area. Click here and come see me anytime!...
  • TS Lover โค๏ธ๐Ÿ’‹ ITS Lover โค๏ธ๐Ÿ’‹ I'M IN TAMPA BAY AND HORNY AF โค๏ธTranssexual Lover, Wanting to Meet Tonight for sex!!โค๏ธ I'm Transsexual/Shemale and I'm in Tampa Bay Florida.. I'm wanting to have some sexy. Message me and let's connect. I want to have some sexy fun and get super naughty right now. Check out my profile and message me. Hit me up ๐Ÿ˜˜๐Ÿ˜˜&...
  • The One, The Only, The Fabulous Felicia!!!The One, The Only, The Fabulous Felicia!!! FeliciaO here in Tampa to share my fantabulousness and curvilicious body with a very lucky gentleman. Enough about me let's talk about you. You should be local, horny, an admirer of FeliciaO, a naughty boy and be able to travel a bit to pick me up for dates and come over for a booty call now and the...
  • She-male looking for hot date to please. She-male looking for hot date to please. Asian Shemale in the Florida Area Hot Asian shemale wants to date and please you in the art of erotic passion. I'm non op, fully functional, lovely and funny. Please to contact me @CarmelShemaleXXX. My name is Carmel. I'm 33 years old. I like to explore your sexual fantasies! Let's make them come ...
  • II'm the Girl Mother Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Florida for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man who lives ne...
  • Tiffany Shelle - Your Florida Tranny Girlfriend! ๐Ÿ’žTiffany Shelle - Your Florida Tranny Girlfriend! ๐Ÿ’ž Tranny Escort - Top/Bottom/GFE in Florida It’s Tiffany Shelle your perfect tranny girlfriend ๐Ÿฅฐ ๐Ÿ’• SAFE๐Ÿ’• ๐Ÿ’ฏ LEGIT โœจ๐Ÿ’ž SKILLED, Exotic and Erotic ๐Ÿ’ฆ ๐Ÿฅฐ I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% functionin...
  • DonDon't Worry I Bite! Feisty redhead trans in Florida full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to control m...
  • Dr FreakinDr Freakin'furter - Mine's Bigger Than Yours! White T-girl here and I'd bet mine is bigger than yours. We'll just let it be our little intimate surprise when the time comes. No one needs to know our business, Let's just keep it discreet. If you live in the Florida area come see if you measure up! Click here for explicit photos. Look f...
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Florida Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Florida with a big wild willy that always seems act out in inappropriate ways at the worst times. For instance I'll be relaxed, minding my own business at my favorite Starbucks and see a ...
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Florida I'm queen Delilah a trans woman here in Florida searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandalous position...
  • Shemale Cougar Wants to Spoil Naughty Little Cubs in O.C. Tonight!...Shemale Cougar Wants to Spoil Naughty Little Cubs in O.C. Tonight!... Shemale living in the Tampa Bay Area is on the prowl looking to school younger men in erotic TS play. I'm mature 44, fully functional, passable and sexy A.F.! Please be local and live within 25 miles (for example, Sarasota is too far) and be clean and respectful just as I am. I love a good wild romp...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Florida AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you! Private Message ...
  • Iโ€™m a Sexy and Naughty T-Girl Here in Florida.Iโ€™m a Sexy and Naughty T-Girl Here in Florida. Florida T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Florida area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your  worries and st...
  • December 12th, 2025
  • FloridaFlorida's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Florida Hi you sexy man! I'm Toni a trans woman from here in Florida. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, functional and loves...
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Florida Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build, 7.5". Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...
  • Ebony Crossdresser With BBCEbony Crossdresser With BBC I'm a Black Crossdresserwith a Big Black Cock ๐Ÿ˜‰๐Ÿ’‹  Learn more about me. - Visit My Profile I'm living in Jacksonville Florida and I'm a crossdressing ebony lover. I have a nice bigass and a big cock to go along with it.. I just know you would love to play wi...
  • Penny for your thoughts?Penny for your thoughts? Penny TS in Florida Hey, I am Penny! I am recently new here and I am non op switch with a pretty nice pair, both top and bottom! Send me a message online!! I'm looking for a nice man who will enjoy being with me. Let's enjoy hot dates and explore sexuality together. If that sounds interesting hit ...
  • Letha Aims to Fill YOU With Her Love Gun!!!Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Florida and I got a BIG love gun to whip and pound you with until you scream! I'm def top and alpha and don't take no shit! Imma make you suck me first just for foreplay then I'll throw you back for some hard insertion,...
  • Email Local Shemales Now! ๐Ÿ’ŒEmail Local Shemales Now! ๐Ÿ’Œ Want to Hookup and Find Local Shemales? RADE PIX - MESSAGE - BROWSE PROFILES This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you'reinterested in ๐Ÿ˜‰.. Do you want to meet local shemales who want to fuck and have some sex...
  • INTERACTIVE MAP: Transexual Tracker in the Florida Area!INTERACTIVE MAP: Transexual Tracker in the Florida Area! Local Transexual Hookups Meet local transexuals in the Florida area. View our interactive map below to meet local trans hookup members who are seeking dating or sex hook ups. Click any thumbnail below to begin your search. Interactive Florida Trans Hookups Map ...
  • Let Me Take You to Watch The Submarine Races in The Keys!Let Me Take You to Watch The Submarine Races in The Keys! Hey honey I'm Brandi here in Miami a trans woman who's a real fan of the submarine races around here. Ever been to watch the submarine races off the keys? hehe I got a big surprise and a submarine of my own in the race. The races start after dark which is the perfect time to deploy my periscope and ...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Florida Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship.&n...
  • Superb Shemale in Florida...Superb Shemale in Florida... T-Girl for NSA Encounters in Florida When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Florida. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f#ck and ...
  • Are You Trans Curious and Want to Try Something Different?Are You Trans Curious and Want to Try Something Different? Baby, you have come to the right place! I'll slowly break you in and smother you in love and other things. lol You'll wonder how you ever got along without a trans female in your life. Don't be bashful, I will be gentle and kind and horny. I'm gonna give you a BIG surprise you'll never forget. You'l...
  • Tantalizing Tina with a HUGE W33NAH!Tantalizing Tina with a HUGE W33NAH! Florida Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Florida men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!  About me: 2...
  • Twisted Sister - Loves to Ride.... and be Ridden!Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Florida boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I'm sex...
  • Hi Guys!! I am looking for someone fun!Hi Guys!! I am looking for someone fun! This is Lara and I am 41 and transitioned when I was 24. I pass exceptionally well and you will be surprised at my hidden skills. Call me! ...
  • Do you know the difference between a dick and a bucket of popcorn?Do you know the difference between a dick and a bucket of popcorn? You don't know? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Florida tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than...
  • ๐Ÿ๐Ÿ’ฆ๐ŸŒบTRANSGENDER LOVER GIRL - Amanda TS ๐Ÿ๐Ÿ’ฆ๐ŸŒบ๐Ÿ๐Ÿ’ฆ๐ŸŒบTRANSGENDER LOVER GIRL - Amanda TS ๐Ÿ๐Ÿ’ฆ๐ŸŒบ โค๏ธTS, Transsexual Lover, Wanting to Meet Tonight!!โค๏ธ My name is Amanda, I live in the Florida Keys and I'm willing to travel for some sexy fun tonight! Would you be down for some sexy fun tonight babe?? I need to get naughty and have some sex!! I want to know what you're into as well ๐Ÿ˜˜๐Ÿ...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ Florida!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Florida! LET'S TAKE CARE OF THAT TRANNY FANTASY! "Experience your secret tranny desires in real life!"  Hot shemale Gia wants to hook up with you in Florida!  No strings - just great times, so join my page free for instant access! Shemale Gia's Florida Sexbook @ShemaleGia27 Photos: 42 V...
  • FtM seeking Princess Bride in FloridaFtM seeking Princess Bride in Florida FtM seeking Woman in Florida Hi, I'm Andy, age 33, FtM transgender man living in Florida. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @AndyFtM4P...
  • Selena Trans girl cute looking for loveSelena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too. See my pictures and send message for date....
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates.Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Florida Area Hi, my fem name is Gloria. I'm a married crossdresser in the Florida area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but wife doesn't approve. I really need to let my fem side out to play! I'm seeking cross dressing fr...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Florida who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all in it's...
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Florida area and want to make some new friends! I am a masseur, hot body and hung. If you want to get together, Send me a private message Crystal27trans <3 ...
  • I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Florida )I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Florida ) Sexy Crossdresser Elissa Looking for Hot Fun in Florida๐Ÿ’‹    Do you like knowing I'm a man in womens clothes.. do I look sexy??    - VEW MY CD PICTURES Are you wanting to satisfy your innermost desires with a sexy shemale such  as myself? My name is Elissa and I am a p...
  • ๐Ÿ๐ŸŒบOrlando Transgender Lover Here ๐Ÿ๐ŸŒบ๐Ÿ๐ŸŒบOrlando Transgender Lover Here ๐Ÿ๐ŸŒบ โค๏ธ My Trangender Sex Profile โค๏ธ I love in Orlando, Fl, I am willing to travel and meetup. Honestly I just want to get out, have some sexy fun, make some memories. Maybe take it even further?? I want to see how wild we can get and how much fun we can have!! I hope you like Florida Transsexua...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Florida I will help you unwind and create a cozy environment for you! I am 36DD, 7" and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle <3    Transgender World Profile Username: GayleTGi...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Florida Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Florida to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enjoy 24/7 Online Chat M...
  • New Body New MeNew Body New Me M2F post-op in Florida Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion with me. Message me online Natasha...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Florida My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I let it gro...
  • I Need a STEAM ROLLER Baby!!!I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Florida wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I am ...