Florida Keys Transgender Classifieds

Browse Florida Keys 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!

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  • July 24th, 2026
  • 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 Florida Keys. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied by a ...
  • β˜€οΈ TS Beauty Seeking Men in Sunny Florida β˜€οΈ I am a transsexual woman who resides in Florida Keys 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 Profile and P...
  • 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 Florida Keys area. Click here and come see me anytime!...
  • 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...
  • Cute TS Sugar Baby With a Sweet Personality πŸŒΈπŸ’• Hi I’m a trans girl, looking for a nice and confident guy. I like to look pretty and be the centre of attention, so you would need to be confident and also respect women. I love going out with friends and love to be social and have fun and laugh. I also love to be romantic and to be hugged, ki...
  • Ebony TS Playmate for Men Who Know What They Want πŸ–€πŸ†  If you are the type of person who does not want to waste time with games or small  talk… we are already off to a good start 😘 I am a sexy, curvy TS  babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like  a dream and be read...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Florida Keys! 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 Keys!  No strings - just great times, so join my page free for instant access! Shemale Gia's Florida Keys Sexbook @ShemaleGia27 Pho...
  • Tantalizing Tina with a HUGE W33NAH! Florida Keys Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Florida Keys 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!  A...
  • Tainted Love - Beyond Compare! Kinky Trans Woman in Florida Keys Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Florida Keys. 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 appreci...
  • Strict Shemale Dominatrix in Florida Keys - @DesireeTransDomme Powerful African-Queen Dominatrix in Florida Keys I am full-time professional Domme Desiree. My Florida Keys 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 times and you wil...
  • British T-girl Seeking Classy Gentleman in Florida Keys... 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 Florida Keys and am financially independent and looking for a gentleman who is like-minded, equally solvent and has e...
  • TS Tina – Your Seductive Fantasy in Florida Keys 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 ...
  • I’m a Sexy and Naughty T-Girl Here in Florida Keys. Florida Keys T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Florida Keys 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  worr...
  • I Need a Sexy Man to Tame Wild Willy! Hung Florida Keys Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Florida Keys 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 ...
  • 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 Florida Keys 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. ...
  • 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...
  • 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...
  • 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...
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Florida Keys I'm queen Delilah a trans woman here in Florida Keys 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 intrigue and scandalou...
  • Email Florida Keys 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...
  • Road Head Sally Drivin' Hard in Florida Keys Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Florida Keys. 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 drive or...
  • TS Sugar Baby πŸ’Ž Femme, Flirty & Looking for the Right Man in Florida Keys 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...
  • July 23rd, 2026
  • Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Florida Keys 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 show you...
  • πŸ’Ž Confident TS Sugar Baby in Florida Keys 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...
  • 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...
  • Hot trans chick with nice boobs Hot trans chick in Florida Keys. 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 too!! Wa...
  • Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Florida Keys 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 you will ...
  • πŸ’œ Cute TS Girl Looking for the Right Guy 😘 Just moved to Florida Keys😊 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, flirting with ...
  • Transgender🟒TINA TSπŸ˜‰πŸ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina πŸ’‹ I'm in Florida Keys 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 message now...
  • Exotic TS Beauty Seeking a Generous Gentleman πŸ”₯πŸ’Ž Hello lovely, I’m a beautiful trans girl with lots of curves. I’m a confident woman with a beautiful personality. Here I want to meet with the more successful men. Men who can understand that the beauty is also of the feminine kind. Intelligent men, that can realize that we trans girls a...
  • Florida KeysπŸ’‹ 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...
  • Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Florida Keys 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...
  • Superb Shemale in Florida Keys... T-Girl for NSA Encounters in Florida Keys When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Florida Keys. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle,...
  • Selena 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 @SelenaIsTrans and send me a message to set up a date. I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
  • Spicy and Hot T-Girl from Colombia Latina T-Girl in Florida Keys Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...
  • 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...
  • πŸ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 😘�...
  • Low-Key TS Sugar Baby πŸŒ™ Soft Vibes, Selective Energy in Florida Keys 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...
  • Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Florida Keys? Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love all s...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Florida Keys Area Hi, my fem name is Gloria. I'm a married crossdresser in the Florida Keys area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but my wife doesn't approve. I REALLY need to let my fem side out to play! I'm seeking cros...
  • TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy – Let’s Make It a Reality πŸ’‹  πŸ“ Location: Florida Keys πŸ’– 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 early 20's an...
  • Hot sexy shemale doll visiting Florida Keys now Shemale Visiting Florida Keys 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! Possible l...
  • July 22nd, 2026
  • 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 Florida Keys 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 liv...
  • Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Florida Keys 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 and say h...
  • Sexy hung and big busted Hung and Busty Shemale in Florida Keys 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: Florida Keys, Flori...
  • πŸ”₯ TS Yessica – Verified & Ready in Florida Keys 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...
  • Don't Worry I Bite! Feisty redhead trans in Florida Keys 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 cont...
  • πŸ”₯ Sexy Trans Beauty in Florida Keys – 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...
  • Trans Sugar Baby Energy in Florida Keys - 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...