Ft Myers / SW Florida, Florida Shemale Dating Classifieds

Ft Myers / SW Florida, 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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  • August 10th, 2026
  • Ft Myers / SW FloridaFt Myers / SW Florida's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Ft Myers / SW Florida Hi you sexy man! I'm Toni a trans woman from here in Ft Myers / SW 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...
  • THE RIGHT GUY FOR THE JOB!!!THE RIGHT GUY FOR THE JOB!!! IF YOU'RE TS/SHEMALE.. I'm The Guy for you!! πŸ˜‰ My name is Frank and I'm here to see if I can find any transgender ladies who wants a real man to treat them right.. I'm living in xxxx but I'm willing to travel. I have a great house we can have some fun in as well. I have a HOTTUB, arcade, th...
  • Sexy Shemale Ft Myers / SW Florida I know You Want to Play Sexy Shemale Ft Myers / SW 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 Ft Myers / SW 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 ...
  • New Body New MeNew Body New Me M2F post-op in Ft Myers / SW 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 onlin...
  • Your Flirty CD Sweetheart Awaits πŸ’•πŸ˜˜ Ft Myers / SW FloridaYour Flirty CD Sweetheart Awaits πŸ’•πŸ˜˜ Ft Myers / SW 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 ...
  • She-male looking for hot date to please. She-male looking for hot date to please. Asian Shemale in the Ft Myers / SW 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 m...
  • INTERACTIVE MAP: Transexual Tracker in the Ft Myers / SW Florida Area!INTERACTIVE MAP: Transexual Tracker in the Ft Myers / SW Florida Area! Local Transexual Hookups Meet local transexuals in the Ft Myers / SW 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 Ft Myers / SW Florida Trans Hookups Map ...
  • 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 Ft Myers / SW Florida area. Click here and come see me anytime!...
  • August 9th, 2026
  • Seeking a Stunning TS for Passion & Pleasure 😘πŸ”₯Seeking a Stunning TS for Passion & Pleasure 😘πŸ”₯  I am a confident, strong and open minded man, who knows what I want from a woman  – a sexy, elegant and fun loving TS woman to share unforgettable moments with. I am here to  explore and enjoy every second of it, whether it is a casual hookup, a fun date or a  deep connect...
  • Spicy 🌢  Latina Shemale in Ft Myers / SW Florida Ready to Fill You πŸ˜‰πŸ˜‰ Spicy 🌢 Latina Shemale in Ft Myers / SW Florida Ready to Fill You πŸ˜‰πŸ˜‰ LATINA SHEMALE SEEKING πŸ”₯🌢  Are you looking for a spicy/hot HISPANIC TS.. absolutely KINKY and ready to do anything?? I'm from Ft Myers / SW Florida.  Don't look any further, because I'm here to make all your wet dreams come true. My name is MARIA TS and I am a pre-op transgender wom...
  • Tantalizing Tina with a HUGE W33NAH!Tantalizing Tina with a HUGE W33NAH! Ft Myers / SW Florida Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Ft Myers / SW 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 - H...
  • 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...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Ft Myers / SW 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....
  • Ft Myers / SW Florida Addicted to shemales... Male Seeking TSFt Myers / SW Florida Addicted to shemales... Male Seeking TS  A handsome, fit and confident man, seeking a stunning TS girl to spend exciting nights and incredible  moments with. I have a thing for flirty conversations, passionate chemistry and playful antics- if you  are looking for a casual meet or if we can make this a more regular thing, I ...
  • II'm a Horny Shemale πŸ˜ˆπŸ’‹ Looking For Sex Tonight!! Sexy ShemaleπŸ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App πŸ“² I'm a Transgender and I'm looking for a naughty man with a nice cock here in near me.. Who is wanting to share some sexy fun with me. I've been really horny and hard!! I love taking cock and giving it, what are...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Ft Myers / SW Florida Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Ft Myers / SW Florida to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos ...
  • M-F trans woman wants a dateM-F trans woman wants a date I want someone understanding and kind. Please check out my profile and rate me. I am 36, 5 feet 6 and elegant! My name is Lyssa....
  • Erotic exotic Asian queen in Ft Myers / SW Florida now (25)Erotic exotic Asian queen in Ft Myers / SW Florida now (25) Asian Transexual in Ft Myers / SW Florida Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....
  • Let’s Play a Gameβ€”Winner Gets Me πŸ˜‰ Ft Myers / SW Florida Seeking!!Let’s Play a Gameβ€”Winner Gets Me πŸ˜‰ Ft Myers / SW 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...
  • DonDon't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Ft Myers / SW Florida Look no further honey, I'm Franny an Ebony trans woman here in Ft Myers / SW Florida to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can frea...
  • DonDon'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...
  • 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 ...
  • TS Latina Goddess – For Men Who Crave Passion, Fire & Pleasure πŸ”₯πŸ’‹TS Latina Goddess – For Men Who Crave Passion, Fire & Pleasure πŸ”₯πŸ’‹  Hello sweetheart 😘 The TS Latina bombshell body type defines me through my soft lips and thick  thighs and my hidden surprise under red lace. Your pleasure stands as my life purpose because I want to  satisfy your desires and make your body experience intense pleasure through my s...
  • Superb Shemale in Ft Myers / SW Florida...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...
  • 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....
  • British T-girl Seeking Classy Gentleman in Ft Myers / SW Florida...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 ...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Ft Myers / SW 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 User...
  • I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Ft Myers / SW Florida )I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Ft Myers / SW Florida ) Sexy Crossdresser Elissa Looking for Hot Fun in Ft Myers / SW 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 Eliss...
  • YOUR EBONY SHEMALE - big boobs and a BIG COCK! Ft Myers / SW FloridaYOUR EBONY SHEMALE - big boobs and a BIG COCK! Ft Myers / SW Florida Hot Hot Hot! Sinead, a black shemale in Ft Myers / SW 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  Ft Myers / SW Floridato fulfill all your dreams? Then stop searching because I am ready to ...
  • Local Crossdresser πŸ˜‰πŸ˜‡  LET ME PLAY DRESSUP FOR YOULocal Crossdresser πŸ˜‰πŸ˜‡ LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Ft Myers / SW Florida View My Personal Pix - 🀫  A sexy Crossdresser from Ft Myers / SW 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 woma...
  • Shy Transexual Escort inΒ Ft Myers / SW FloridaShy Transexual Escort inΒ Ft Myers / SW 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 ...
  • A monster in the sheets, but a lady in the streets...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 Ft Myers / SW Florida area and are interested then drop me a line and introduce your...
  • II'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...
  • Beautiful Krystale 25 Ft Myers / SW Florida visiting nowBeautiful Krystale 25 Ft Myers / SW Florida visiting now Beautiful 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 Age: 25 Location: Ft Myers / SW Florida Sex: Shemale Seeking: Man ...
  • 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 Ft Myers / SW Florida Area Hi, my fem name is Gloria. I'm a married crossdresser in the Ft Myers / SW 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...
  • πŸ‘‘ Chocolate Queen with Soft Curves & Naughty Desires πŸ”₯πŸ‘‘ Chocolate Queen with Soft Curves & Naughty Desires πŸ”₯  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 ...
  • Flawlessly gorgeous trans bombshell in Ft Myers / SW FloridaFlawlessly 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 am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am 5 feet 7 and have deep blue eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned...
  • 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 Ft Myers / SW Florida area come see if you measure up! Click here for explicit photo...
  • 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 Ft Myers / SW 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 ...
  • MALE SEEKING SHEMALE πŸ†Ft Myers / SW Florida Ready to Play and Fuck πŸ’¦MALE SEEKING SHEMALE πŸ†Ft Myers / SW 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 Ft Myers / SW 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...
  • 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...
  • Elisabeth waiting to be your QueenElisabeth 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! Pr...
  • 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 Ft Myers / SW 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...
  • Crystal, 27 New to the areaCrystal, 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 masseur, hot body and hung. If you want to get together, Send me a private message Crystal27trans <3 ...
  • Sassy CD Looking for a Real Man 😘πŸ”₯Sassy CD Looking for a Real Man 😘πŸ”₯  A sweet, sexy and a little naughty crossdresser here, I like to play and  flirt, and I need a strong man who knows what he wants. I enjoy the process of dressing  up, teasing and bringing fantasies to life. If you are into sensual encounters and passionate fun then let me  and y...
  • SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now!SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS! Shemale Profiles Uncensored Photos Swap Your Pics Live Web Cams Private Messages Sext & Hook Up! Join free for Instant Access to the Shemale Profiles  ...
  • I Need a Sexy Man to Tame Wild Willy!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...
  • I’m a Sexy and Naughty T-Girl Here in Ft Myers / SW Florida.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...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Ft Myers / SW 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 time...

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