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 29th, 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...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun πŸŒ™πŸ’‹  It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile - As  your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have  imagined. My secret between...
  • 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...
  • Low-Key TS Sugar Baby πŸŒ™ 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. πŸ˜ŒπŸ’„Let's Link Up...
  • I Need a Sexy Man to Tame Wild Willy! Hung Ft Myers / SW Florida Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Ft Myers / SW 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 f...
  • 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...
  • Transgender🟒TINA TSπŸ˜‰πŸ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina πŸ’‹ 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 ...
  • Flawlessly gorgeous trans bombshell in Ft Myers / SW Florida Trans MtF for Man in Ft Myers / SW Florida I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I ...
  • April 28th, 2026
  • Well Endowed Shemale is beautiful Ft Myers / SW Florida 32 Well Endowed Shemale in Ft Myers / SW Florida I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest p...
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Ft Myers / SW Florida I'm queen Delilah a trans woman here in Ft Myers / SW 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 intr...
  • 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... Ebony trans woman in Ft Myers / SW 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...
  • Free Florida Transexuals Guide Florida Transexuals Guide The Florida Transexuals Guide was prepared by our trans experts at AmericanTransexuals.com. We bring trans women and admirers together for friendship, dating and sex hookups. View our free Florida Transexuals Guide online.  Where to Meet Transexuals in Florida...
  • 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!...
  • Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Ft Myers / SW 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 h...
  • Tiffany Shelle - Your Ft Myers / SW Florida Tranny Girlfriend! πŸ’ž Tranny Escort - Top/Bottom/GFE in Ft Myers / SW Florida It’s Tiffany Shelle your perfect tranny girlfriend πŸ₯° πŸ’• SAFEπŸ’• πŸ’― LEGIT βœ¨πŸ’ž SKILLED, Exotic and Erotic πŸ’¦ πŸ₯° I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 1...
  • Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹  Warning: I’m addictive 😘 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 πŸ¬πŸ’‹ 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...
  • Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Ft Myers / SW 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 erot...
  • πŸ”₯ Sexy Trans Beauty in Ft Myers / SW Florida – Let’s Play 😘 πŸ”₯ I’m a confident, flirty trans woman looking for a naughty, open-minded man who knows how to have a good time. I require someone who lives near me to establish genuine emotional bonds through playful games while they disclose their sexual interests to me 😈. waiting for your message babe!! I...
  • 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...
  • Ft Myers / SW FloridaπŸ’‹ TS Tina – Your Naughty Escape, Anytime, Anywhere 🌎πŸ”₯ Hey sexy… Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world 😘 I possess the right amount of softness while maintaining the perfect playful demeanor and I always welcome men who understand how to treat a genuine wild wom...
  • Superb Shemale in Ft Myers / SW Florida... T-Girl for NSA Encounters in Ft Myers / SW Florida When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Ft Myers / SW Florida. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love...
  • Erotic exotic Asian queen in Ft Myers / SW Florida now (25) Asian Transexual in Ft Myers / SW Florida Stunning TS - Talia 25. Asian mixed race, non op, loves sex. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. Classy in public but trashy in the bedroom. Versatile and attentive to your...
  • TS Tina – Your Seductive Fantasy in Ft Myers / SW Florida πŸ”₯ Your dream TS girl Tina has arrived to create a hot experience while she will help you discover your most intense sexual fantasies. I create a perfect combination of wild and warm sensations through my soft touch and my playful nature. I find men who understand how to handle a woman with confidence ...
  • Latina TS Dirty Girl Looking for a Gentleman's Dark Side πŸ”₯πŸ‘   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 😘 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...
  • β˜€οΈ TS Beauty Seeking Men in Sunny Florida β˜€οΈ 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...
  • 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...
  • πŸ’œ Cute TS Girl Looking for the Right Guy 😘 Just moved to Ft Myers / SW Florida😊 Gorgeous, very sweet and easy to get to know. I am a trans girl seeking to meet men that are confident and know what they are looking for, yet are also looking for some friendship with a new person. I enjoy going out for cocktails and having a good time, flirt...
  • Cute TS Sugar Baby Seeking MaleπŸ’ŽAria Username: @AriaSweet Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Pics Available: 18 Message me if you like feminine Transsexual πŸ’¬ 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...
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Ft Myers / SW 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 kno...
  • April 27th, 2026
  • I’m a Sexy and Naughty T-Girl Here in Ft Myers / SW Florida. Ft Myers / SW Florida T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Ft Myers / SW 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 a...
  • TS Temptress Ready to Ruin You (In the Best Way) πŸ˜ˆπŸ’¦ Ft Myers / SW Florida  Hey lover 😘 I’m a high-femme TS bombshell — curves for days, lips  made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet  but I transform into a woman who crawls to the bed naked while wearing only a mischievous  expression...
  • Glamorous TS Sugar Baby Ready to Be Spoiled πŸ’ŽπŸ’‹ Hi handsome… I’m a beautiful trans sugar baby that loves the luxuries in life and I’m searching for a confident man who will treat me like the queen I am. I am very soft and feminine with a playful edge and you will always have a smile on your face when we talk. View My TS Sugar B...
  • 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 /...
  • Hot sexy shemale doll visiting Ft Myers / SW Florida now Shemale Visiting Ft Myers / SW Florida Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1. Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! P...
  • Road Head Sally Drivin' Hard in Ft Myers / SW Florida Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Ft Myers / SW Florida. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can...
  • Hot trans chick with nice boobs Hot trans chick in Ft Myers / SW Florida. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me...
  • 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,...
  • Email Ft Myers / SW Florida Shemales❀️‍πŸ”₯ 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...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Ft Myers / SW 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 Ft Myers / SW Florida!  No strings - just great times, so join my page free for instant access! Shemale Gia's Ft Myers / SW Florida Sexbook ...
  • 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...
  • πŸ’Ž Confident TS Sugar Baby in Ft Myers / SW Florida πŸ’Ž I enter any space with my confident trans woman presence which immediately makes me the center of attention. I find great happiness when people express their admiration and appreciation for me while they actively provide me with care. I find complete happiness when someone else handles everything be...
  • Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Ft Myers / SW 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 ...
  • Strict Shemale Dominatrix in Ft Myers / SW Florida - @DesireeTransDomme Powerful African-Queen Dominatrix in Ft Myers / SW Florida I am full-time professional Domme Desiree. My Ft Myers / SW Florida area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all...
  • Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Ft Myers / SW Florida for Man Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so ...
  • Trans Sugar Baby Energy in Ft Myers / SW Florida - I'm ready for a night out! Hey there… I’m a sweet, confident, and playful trans beauty in my early 20s who loves good vibes, strong chemistry, and nights that turn into stories you replay later 😘 I enjoy being admired, feeling cared for, and bringing a little sparkle wherever I go. Yes, I can be your “ba...
  • πŸ”₯ TS Yessica – Verified & Ready in Ft Myers / SW Florida πŸ”₯ TS Yessica shows her confident and playful personality when she meets new people because she shows them her authentic self. 😘 You have discovered your perfect trans escort who will create unforgettable experiences while providing an outstanding encounter. I dedicate my free time to people who gen...