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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!

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May 16th, 2026

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 ...

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...

A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Florida area and are interested then drop me a line and introduce yourself. You can ...

Superior 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...

New 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...

Debonair 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...

SECRET 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...

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? 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...

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...

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 ...

Sexy hung and big busted Hung and Busty Shemale in Florida Tammy, 39, 38DD, 9" and so cute!! What more could you want in a gurl?!! How about you message me @Tammy38DD and we can talk and meet! Send your recent pic for mine....

I'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...

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 ...

Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight? Hi babe, I'm Tina 💋 I'm in Florida and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a message now.. Le...

I’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...

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...

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...

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...

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...

Dr 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...

F/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'm Transsexual and Ready For Sex ✨🍆😈 ❤️TS/Transsexual Sex Hookup❤️ I'm from Palm Beach, Florida and I'm a Trans/Shemale who loves to have a good time. I will treat you right and make you feel just the way you deserve.. Want to get Naughty tonight and get to know me more?? 😘😘 Let's Chat.. More Loc...

Marina TS 🍆 Visiting and Ready Visitng Houston, Texas - Your TGirl Escort Hi guys Marina TS visiting your city …. We can start a sexy friendship, but if you are generous, it would not be bad. Please call me and text me when you are ready....MESSAGE ME HERE. Sexy, latina, femenine and beatiful TS woman here. English/e...

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!!!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...

Spicy and Hot T-Girl from Colombia Latina T-Girl in Florida Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...

Your Flirty CD Sweetheart Awaits 💕😘 Florida I am a hot, cool and confident crossdresser who enjoys the feeling of being wanted, loved and taken care of like a lady. Whether you are looking for some hot action, a nice relationship or even a friend with benefits, I am here to make it unforgettable. 💋 👠 Feminine, fun and ...

Transsexual Trisha.. I'm a TGirl and I love to get naughty.. Let's have fun!! TRISHA TGIRL - TRANSGENDER HOOKUPS IN FLORIDA I'm from Daytona Beach, Florida and I'm a Trans/Shemale who loves to have a good time. I will treat you right and make you feel just the way you deserve, One of my biggest fantasies is having sex by the beach.. What are some of your naughtiest fantasies...

Crystal, 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 ...

Paula is on prowl tonight in Tampa... I a hot Asian she-male from Thailand now living in Bay Area and want sex with big strong American men who can give it hard on the top. Must be strong, but kind and very very horny for this girl. I only 125 pounds, 30 years old, and 5'4, and black hair and dark eyes. Must live in Tampa or close ...

Ebony Crossdresser With BBC I'm a Black Crossdresserwith a Big Black Cock 😉💋 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...

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Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Florida? Hey, I am Jasmin, 8" with a great body and busty. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for hot dates and see where it goes! Hit me up @SweetJasminT...

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! ...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Florida Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Florida Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me! Check my personal profile @FtMJared29 and say hi!&nb...

I'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...

TS Lover ❤️💋 I'M IN TAMPA BAY AND HORNY AF ❤️Transsexual Lover, Wanting to Meet Tonight for sex!!❤️ 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 😘😘&...

Florida'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...

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,...

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...

Brandi 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...

May 15th, 2026

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...

I 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!...

🍏🌺Orlando Transgender Lover Here 🍏🌺 ❤️ My Trangender Sex Profile ❤️ 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...

Beautiful Krystale 25 Florida visiting now Beautiful Shemale Visiting Florida Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me. Krystale25shemale Age: 25 Location: Florida Sex: Shemale Seeking: Man ...

I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Florida ) Sexy Crossdresser Elissa Looking for Hot Fun in Florida💋 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...

✨😍💦 Shemales in Sarasota, Fl.. Looking for some sexy fun right now!! ✨😍💦 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 🍆. 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...

If you got it flaunt it baby! I'm Shelly-show-me a trans woman here in Jacksonville looking for a man to show me what he's got. If yours is bigger than mine the night's on me. Anything you want to do, or anywhere you want to go baby. That's a tall order to beat tho cause I got 8.5 uncut inches ready for you. Click right here to ...

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