Ft Myers / SW Florida Transgender Classifieds

Browse Ft Myers / SW Florida transgender classifieds to meet local transexuals, crossdressers and shemales for sex, dating or friendship. Contact any of these trans advertisers to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all trans classifieds, or post your own adult ad!

Home / Dating / Transgender

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

  • April 30th, 2026
  • 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 Ft Myers / SW Florida tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut a...
  • Email Ft Myers / SW Florida Shemalesโค๏ธโ€๐Ÿ”ฅ I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...
  • โ˜€๏ธ TS Beauty Seeking Men in Sunny Florida โ˜€๏ธ I am a transsexual woman who resides in Ft Myers / SW Florida and I seek men who understand how to experience life with passion and love. I am available to discover new connections through dates and hookups and deeper relationships based on the natural progression of our chemistry. View My Prof...
  • Sexy hung and big busted Hung and Busty Shemale in Ft Myers / SW Florida Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine. Username: @Tammy39TLocation: Ft Myers /...
  • Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Ft Myers / SW 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 and...
  • Cute TS Sugar Baby Seeking Male๐Ÿ’ŽAria Username: @AriaSweet Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Pics Available: 18 Message me if you like feminine Transsexual ๐Ÿ’ฌ Hello, I am AriaTS here in Ft Myers / SW Florida. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompan...
  • Low-Key TS Sugar Baby ๐ŸŒ™ Soft Vibes, Selective Energy in Ft Myers / SW Florida I’m a TS sugar baby who keeps things calm, classy, and intentional. Evenings without noise, talks that flow naturally - these mean something to me. Confidence shows in stillness, not noise. Soft in manner, sharp in choices. Comfortable standing out, never trying too hard. ๐Ÿ˜Œ๐Ÿ’„Let's Link Up...
  • TS Sugar Baby๐Ÿ’Ž Your Perfect Trans Fantasy โ€“ Letโ€™s Make It a Reality ๐Ÿ’‹  ๐Ÿ“ Location: Ft Myers / SW Florida ๐Ÿ’– Seeking: Fun, Exciting, &  Discreet Connections Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good  vibes, great chemistry, and unforgettable nights.. I'm in my earl...
  • April 29th, 2026
  • British T-girl Seeking Classy Gentleman in Ft Myers / SW Florida... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Ft Myers / SW Florida and am financially independent and looking for a gentleman who is like-minded, equally solvent ...
  • TS Sugar Baby ๐Ÿ’Ž Femme, Flirty & Looking for the Right Man in Ft Myers / SW Florida I’m a transgender sugar baby who loves femininity, attention, and being appreciated by a confident man who knows exactly what he wants.. Confidence speaks louder than words. Gentle touches matter more than grand gestures ever could. Let's Link Up Babe - Fond of the sugar dynamic. Getting pamp...
  • Penny for your thoughts? Penny TS in Ft Myers / SW 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 @PennyTSswitch!! I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, ho...
  • I'm the Girl Your Mum 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 Ft Myers / SW 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 ma...
  • Don't Worry I Bite! Feisty redhead trans in Ft Myers / SW 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 har...
  • Having fun and Staying Young Young-ish trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile @SherryTransFem33 and message me. Send your pics for mine. I'm hoping to find real chemistry an...
  • Beautiful Krystale 25 Ft Myers / SW Florida visiting now Beautiful Preop Shemale Visiting Ft Myers / SW Florida Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me @Krystale25shemale.  Krystale25shemale Username: @Krystale25shemale Age: 25 Location: Ft Myers / SW Florida, Florida Sex: M...
  • The Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Ft Myers / SW Florida Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian,...
  • Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina ๐Ÿ’‹ I'm in Ft Myers / SW 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 me...
  • Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Ft Myers / SW Florida area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3  Username: @Crystal27transLocation: Ft Myers ...
  • 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 Ft Myers / SW Florida area come see if you measure up! Click here for explicit photo...
  • April 28th, 2026
  • 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 Ft Myers / SW Florida area. Click here and come see me anytime!...
  • Black/Ebony Transsexual - Your New Addiction โ€“ One Taste and Youโ€™ll Beg for More ๐Ÿ‘๐Ÿ’‹  Warning: I’m addictive ๐Ÿ˜˜ View My Ebony TS Profile here - I possess more than attractive features. I am a complete  TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and  thick thighs and soft lips and a hidden secret th...
  • Petite TS Doll Looking for a Fun Sugar Daddy ๐Ÿฌ๐Ÿ’‹ Hi babe... I'm a tiny trans girl, very sexy and feminine. I love to have fun and I'm a very loving girl, I have a lovely sweet smile. I love to be worshiped and pampered by a dominant confident man, who always takes care of his girl, and knows how to please her. HMU HERE BABE!! I am pretty affectio...
  • Latina TS Dirty Girl Looking for a Gentleman's Dark Side ๐Ÿ”ฅ๐Ÿ‘   Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here - As a TS darling I present like a dream while  playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a  throbbing surprise you’ll love exploring ๐Ÿ˜˜ I need you to undress me gr...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Ft Myers / SW Florida Secret Crossdressing Hookups in Ft Myers / SW 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...
  • New Body New Me M2F in Ft Myers / SW Florida Hi, I'm Natasha, newly transitioned, exploring this beautiful new chapter in my life, and ready to date. Gorgeous non-op 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 an...