Florida Shemale Dating Classifieds

Florida shemale dating classifieds. Meet local crossdressers, transexuals and shemales for romance, sex or just make new transgender friends. escorts, body rubs & sex service listings. Select your location below to find shemales near you. It's free to search or post your own ad!

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  • February 4th, 2026
  • 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...
  • Orlando T-Girl Kitty is in a playful mood!Orlando T-Girl Kitty is in a playful mood! Hey there all you sexy guys in Orlando this is t-girl Kitty with more thrills than a theme park. No waiting for this ride and it won't cost you an arm and a leg. I'm a blonde haired, blue eyed, 5'9 tall trans woman with a big satisfying uncut surprise. The choice is easy either go to a frustrating b...
  • TS Beautiesβ€”Let’s Have Some REAL Fun! 😏πŸ”₯TS Beautiesβ€”Let’s Have Some REAL Fun! 😏πŸ”₯  I am a tall, fit, and successful man and I have a taste for gorgeous TS women  who love to be adored, desired and pleasured. Whether you are looking for a wild  night, a passionate escape or something ongoing, I know how to treat a woman right. πŸ’‹ Must  have confidence, charm...
  • Latina TS Playmate – Sweet Accent, Dirty Thoughts πŸ’ƒπŸ’‹Latina TS Playmate – Sweet Accent, Dirty Thoughts πŸ’ƒπŸ’‹  You want flavor? Spice? A woman who can dance for you, then ride you like she  owns you? That’s me, papi 😘 I’m a curvy, high-femme  TS Latina with a pretty face, wild hips, and a very naughty surprise underneath. View My Latina TS Pictures - I love to  tease, fl...
  • 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 ...
  • Hot Shemale in Florida Ready to Fulfill Your Wildest Fantasies πŸ‘„πŸ’¦πŸ†Hot Shemale in Florida Ready to Fulfill Your Wildest Fantasies πŸ‘„πŸ’¦πŸ† I'm TS and Looking to Date in Florida My name is Shelly and I'm full TS.. Are you looking for a sexy shemale in Florida who knows how to have a good time? Look no further, because I'm here to make all your dreams come true. I'm really excited about possibly meeting some like minded people and havin...
  • TS Asian lady ready for upscale action (28)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...
  • πŸπŸ’¦πŸŒΊTRANSGENDER LOVER GIRL - Amanda TS πŸπŸ’¦πŸŒΊπŸπŸ’¦πŸŒΊTRANSGENDER LOVER GIRL - Amanda TS πŸπŸ’¦πŸŒΊ ❀️TS, Transsexual Lover, Wanting to Meet Tonight!!❀️ 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 😘πŸ...
  • 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 ...
  • Latina TS Firestarter – I Don’t Do β€œMild” πŸ”₯πŸ‘ Latina TS Firestarter – I Don’t Do β€œMild” πŸ”₯πŸ‘  I’m your next obsession, papi 😘 View More Pictures of Mine! TS. Latina. Voluptuous. Insatiable. And craving a man who can handle my curves, my tongue, and my need for deep, sweaty pleasure 😈 You’ll taste my perfume before I even touch you… and feel my body long after I lea...
  • πŸ‘‘ TS Ebony Goddess Looking for Her King Tonight πŸ”₯πŸ‘‘ TS Ebony Goddess Looking for Her King Tonight πŸ”₯  πŸ« Juicy, thick, and so addictive! I am a stunning ebony trans  vixen with the perfect hourglass figure, long legs, and a playful personality. I have a  thing for men who know what they want and are not afraid to go after it. Whether you are  a professional or a newbie to the ...
  • 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...
  • 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 ...
  • πŸ’– Discreet, Naughty & Waiting for a Man Who Can Handle MeπŸ’– Discreet, Naughty & Waiting for a Man Who Can Handle Me  πŸ”₯ I’m an exotic ebony TS bombshell in Florida with a love for steamy nights,  deep connections and uninhibited pleasure, keep it hot and wild and unforgettable! Whether you are looking for  an exciting adventure, a sensual night of passion or just something you’ve neve...
  • Flirty & Feminine CD Ready for Some Fun πŸ’•πŸ˜ˆFlirty & Feminine CD Ready for Some Fun πŸ’•πŸ˜ˆ  I’m a sexy, smooth, and playful crossdresser who enjoys the attention, desiring  to be treated like a lady. Seeking for a man who can appreciate a well dressed CD for a  casual fun night or even something ongoing. I am a pleaser and I want to be pleased.  πŸ’‹ πŸ’Ž Bath g...
  • 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...
  • Classy N Sassy Tallahassee Lassie...Classy N Sassy Tallahassee Lassie... That's right boys I'm Lana the trans Tallahassee lassie gonna make you forget all about those girl next door types here in the Sunshine State. I know how to treat a sexy man such as yourself, and know what you need. I'm a sassy and sweet slut all rolled into one fabulous package. I'm gonna thrill yo...
  • Sexy hung and big bustedSexy 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....
  • Hottest T-Girl in Tampa Baby!Hottest T-Girl in Tampa Baby! Hey honey you caught lightning in a bottle with sexy Sami a striking t-girl here in Tampa Bay. I'm gonna show you a wild time tonight and every night. I'm looking for a no strings hookup with the right guy in or around the Bay area. I'm not that picky just no minors, no drug abusers and no gangsters...
  • TS Latina Dream Girl – Ride Me Like a Telenovela πŸ˜ˆπŸ“ΊTS Latina Dream Girl – Ride Me Like a Telenovela πŸ˜ˆπŸ“Ί  Have you ever imagined a sensual Latina woman with large thighs and a narrow waist and a hidden sexual  secret? That’s me, papi 😘 I’m your spicy TS novela — dramatic,  passionate, and unforgettable in the bedroom. Message me here babe - I want your hands on my h...
  • 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 FloridaπŸ’‹    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...
  • Sexy Shemale Florida I know You Want to Play Sexy Shemale Florida I know You Want to Play FEMININE AND SECURE SHEMALE  Hot and kinky shemale seeking a hot and fun guy who isn't scared of a beautiful and secure Trans Woman.. I'm located in Florida; I am AlaneTS and  I am here to fulfill all your desires. If you are in the area or planning to be. and  looking for a hot and ...
  • February 3rd, 2026
  • 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 ...
  • Ebony Crossdresser With BBCEbony Crossdresser With BBC I'm a Black Crossdresserwith a Big Black Cock πŸ˜‰πŸ’‹  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...
  • Transsexual Trisha.. ITranssexual 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...
  • 🍫 Dark Chocolate Delight Ready to Melt in Your Arms 😘🍫 Dark Chocolate Delight Ready to Melt in Your Arms 😘 πŸ’– Hey, Handsome! I’m a sultry, curvy ebony TS  here in Florida... I'm Pre Op, ready to play, with a body made for pleasure and a heart full of passion. Discreet, sensual, and looking for a man who knows how to handle me. Let’s make tonight unforgettable! 😘 I'm writing this to ...
  • 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...
  • 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...
  • Local Crossdresser πŸ˜‰πŸ˜‡  LET ME PLAY DRESSUP FOR YOULocal Crossdresser πŸ˜‰πŸ˜‡ LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Florida View My Personal Pix - 🀫  A sexy Crossdresser from Florida, here, and her name is  KaralynnCD. I am pre-op but that has not stopped me from enjoying all the benefits that come with being  a Crossdressing Trans woman. If you like dirty games a...
  • 🍏🌺Orlando Transgender Lover Here 🍏🌺🍏🌺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...
  • TS Bombshell Looking for a Man Who Can Keep Up! πŸ’‹ FloridaTS Bombshell Looking for a Man Who Can Keep Up! πŸ’‹ Florida  Naughty, Nice and Looking for a Thrill!Transsexual Seeking Man for Sexy Fun! View More of My Pictures πŸ“Έ Are you the sort of man who enjoys  just a touch of danger, a touch of excitement, and a lot of passion? I’m the  trans beauty you’ve been dreaming of — sexy...
  • !!!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...
  • 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...
  • πŸ‘ Your Secret Ebony Fantasy Is Just One Message Away πŸ˜œπŸ‘ Your Secret Ebony Fantasy Is Just One Message Away 😜  πŸ‘„ I am going to make your wildest dreams come true. I am a classy  yet freaky ebony trans beauty that loves to explore deep desires and steamy fantasies. If you are  a man that appreciates soft skin, full lips and a body made for pleasure then we need to  talk. If you are loo...
  • TS Latina Seductress – Thick, Wet & Ready to Be Used πŸ’‹πŸ‘TS Latina Seductress – Thick, Wet & Ready to Be Used πŸ’‹πŸ‘  Papi… I’ve been thinking about you 😘 View More Sexy TS PIX - My curvy figure and thick TS  Latina body has caramel skin while my filthy mind and mouth were made for you 😈. I become  submissive only when you want me to submit while I transform into a dominant forc...
  • 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 ...
  • 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...
  • 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! ...
  • Hot sexy shemale doll visiting Florida now Hot sexy shemale doll visiting Florida now Shemale Visiting Florida Very hot sevy and curvy shemale chick with 8 inch lady stick. Message me on my profile page @TaylaShemale1. Seeking kind gentleman for romance and fun. Possible long term with the right man. ...
  • Hot TS Latina with Curves, Sass, and a Thirst for You 😘🍷Hot TS Latina with Curves, Sass, and a Thirst for You 😘🍷  You are not the typical girl who lives in the next house… You are the woman who occupies  your thoughts when you are with the woman who lives next door.  Message me here!! I’m a TS Latina goddess —  I have the shape of a coke bottle, the lips of sin, and a t...
  • 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...
  • 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!...
  • 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 ...
  • Paula is on prowl tonight in Tampa...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 ...
  • I’m a Sexy and Naughty T-Girl Here in Florida.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...
  • Let’s Play a Gameβ€”Winner Gets Me πŸ˜‰ Florida Seeking!!Let’s Play a Gameβ€”Winner Gets Me πŸ˜‰ Florida Seeking!! Seduction Starts with One Look…Once I have your attention, baby, I don’t let go. 😏 I’m the trans woman you’ve been dreaming about—sexy, confident, and oh-so-willing to turn up the heat. Let’s start slow… a few drinks, a little teasing, some whispers abo...
  • 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...
  • πŸ’¦ Thick, Juicy & Kinky – Come Experience the Best πŸ˜πŸ’¦ Thick, Juicy & Kinky – Come Experience the Best 😏  πŸ”₯| Do you feel that you want something new and exciting and that you want to  remember for a long time? I am a hot, all natural ebony TS with all the right amount  of curves and a naughty and adventurous spirit. I don’t just know how to tease, please and  make you want ...
  • TS Latina Bombshell Craving a Real Man to Handle Her πŸ‘πŸ”₯TS Latina Bombshell Craving a Real Man to Handle Her πŸ‘πŸ”₯  Hola, papi 😘 You are my TS Latina fantasy because I carry your weight in all  the right places and your softness in all the other places and my body is made for late nights  and louder moans. My skin is golden, my tongue is bilingual, and my hips don’t  lie... especiall...