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!

Home / Shemale Dating /

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 15th, 2025
  • 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...
  • 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 ...
  • 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...
  • BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK πŸ†πŸ˜‰BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK πŸ†πŸ˜‰ BBC SHEMALE - BLACK TRANSπŸ’Ž let's play with each others cocks! Hey there boo thang, I know you're going to like what you see. Shiit, I have something for you baby. I love being feminine and sexy. I do still have my penis and I love to use it. I want to see your mouth on it infact.. Would you...
  • 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...
  • December 14th, 2025
  • If you got it flaunt it baby!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 ...
  • 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 ...
  • 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 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...
  • Let’s Get a Drink… and See Where It Leads 😘Let’s Get a Drink… and See Where It Leads 😘  One Night, No Limits...  FloridaShemale Seeking Man for sexπŸ’¦ View More of My Pix - βœ… Some nights are for breaking rules, for letting go, and  for indulging in pure pleasure.  I am a trans goddess with a wild side, and I  am looking for a man who wants to play. We sho...
  • 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...
  • 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....
  • 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...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Florida. Sheila wants to meet you. Hey all, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, top or bottom, love oral sex. Want to explore kinks? Me too!! Want to meet me? Send me a message @HotTransChick...
  • 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. ...
  • 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...
  • Seeking All TS Beauties in FloridaSeeking All TS Beauties in Florida  I am a masculine, dominant, and very passionate man, and I am looking for a sensual  and seductive TS woman to explore our deepest desires together. No matter whether you like to be the  boss or to be taken care of, I am all about creating electric chemistry and unforgettable moments...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • Your Flirty CD Sweetheart Awaits πŸ’•πŸ˜˜ FloridaYour Flirty CD Sweetheart Awaits πŸ’•πŸ˜˜ 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. πŸ’‹ πŸ‘  Feminine, fun and ...
  • 🍏🌺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...
  • MALE SEEKING SHEMALE πŸ†Florida Ready to Play and Fuck πŸ’¦MALE SEEKING SHEMALE πŸ†Florida Ready to Play and Fuck πŸ’¦ I have a secret.. 🀫 I've always want to see what it's like to play with a shemale!!  Hi I'm John, I'm in Florida  and I love to be free and have fun.. Are you looking for a man who really knows how to treat you?? I really want to show you what I got sweetie. I have a good heart an...
  • 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 ...
  • Marina TS πŸ† Visiting and ReadyMarina TS πŸ† 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...
  • 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...
  • 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 ...
  • 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...
  • 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...
  • 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....
  • Flirty, Dirty, and Ready for Some Fun ❀️ Florida Shemale Seeking Male Flirty, Dirty, and Ready for Some Fun ❀️ Florida Shemale Seeking Male Local Shemale Seeks Man For Adventure!  TS Vixen, are you ready to play? Sweet, sultry and a little bit  wild, I am a trans goddess and I do enjoy my men to be as much as a wild  as I am. 😘I don’t want to talk – I want to try something a bit  more exciting. How ab...
  • 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...
  • Shy Transexual Escort inΒ FloridaShy Transexual Escort inΒ Florida Shy transexual Camille here to tease you with my long functioning lady stick. Age 24, slim, healthy and physically fit. I love sex! I do top or bottom, special attention to your needs. Kink friendly so let me know what you like. I love it all. Explore your passion for trans women discreetly with an ...
  • 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! ...
  • βœ¨πŸ˜πŸ’¦ Shemales in Sarasota, Fl.. Looking for some sexy fun right now!! βœ¨πŸ˜πŸ’¦ βœ¨πŸ˜πŸ’¦ Shemales in Sarasota, Fl.. Looking for some sexy fun right now!! βœ¨πŸ˜πŸ’¦ 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 πŸ†. 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...
  • 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...
  • Shemale 4 Men πŸ†πŸ’¦  Florida Ready Now!! Shemale 4 Men πŸ†πŸ’¦ Florida Ready Now!!  Come Closer, I Don’t Bite, Unless You Do Enjoy ItπŸ˜‰   View My Private Pictures -  If you’re looking  to mess around… I don’t know, maybe in a way that’s a bit spicy for the  two of us? I’m a trans beauty with a dirty mind and I love...
  • 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...
  • 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...
  • 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 ...
  • 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 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...
  • 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 ...
  • YOUR EBONY SHEMALE - big boobs and a BIG COCK! FloridaYOUR EBONY SHEMALE - big boobs and a BIG COCK! Florida Hot Hot Hot! Sinead, a black shemale in Florida ready to make all of your  wildest fantasies come true! πŸ’‹πŸ”₯ My Pictures and Profile! -- You want to find a sexy ebony shemale in  Floridato fulfill all your dreams? Then stop searching because I am ready to make  all of your dream...
  • TS Latina Fantasy Girl – Let Me Rock Your World πŸ’‹πŸ”₯TS Latina Fantasy Girl – Let Me Rock Your World πŸ’‹πŸ”₯  Mira, papi… I’m not just sexy — I’m dangerous 😘 ( View My Dating Pictures Here ) My  TS Latina body features silky skin and long hair and full lips and a tight and juicy physique. I  dress to kill. My moans produce musical sounds. My movements flow throug...
  • Looking For My Mr McKinkyLooking For My Mr McKinky Hi there all you kinksters in the Tampa Bay Area I'm Joanna a trans woman looking for my Mr McKinky. You see, I have a dirty mind and am crazy kinky. Have you done all the kinky things your mind comes up with? Do you have a desire to fulfill those kinky dreams? If so I'm your tgirl! Let's not let ti...
  • 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 ...