Tampa Bay Area, Florida Shemale Dating Classifieds

Tampa Bay Area, 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

  • October 17th, 2025
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ Tampa Bay Area!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Tampa Bay Area! 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 Tampa Bay Area!  No strings - just great times, so join my page free for instant access! Shemale Gia's Tampa Bay Area Sexbook @ShemaleGia27 ...
  • Erotic exotic Asian queen in Tampa Bay Area now (25)Erotic exotic Asian queen in Tampa Bay Area now (25) Asian Transexual in Tampa Bay Area 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....
  • Seeking All TS Beauties in Tampa Bay AreaSeeking All TS Beauties in Tampa Bay Area  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...
  • MALE SEEKING SHEMALE πŸ†Tampa Bay Area Ready to Play and Fuck πŸ’¦MALE SEEKING SHEMALE πŸ†Tampa Bay Area 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 Tampa Bay Area  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 h...
  • 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 ...
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Tampa Bay Area Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Tampa Bay Area 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 Starbu...
  • INTERACTIVE MAP: Transexual Tracker in the Tampa Bay Area Area!INTERACTIVE MAP: Transexual Tracker in the Tampa Bay Area Area! Local Transexual Hookups Meet local transexuals in the Tampa Bay Area 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 Tampa Bay Area Trans Hookups Map ...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Tampa Bay Area 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 Username: G...
  • 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....
  • TS Bombshell Looking for a Man Who Can Keep Up! πŸ’‹ Tampa Bay AreaTS Bombshell Looking for a Man Who Can Keep Up! πŸ’‹ Tampa Bay Area  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...
  • Email Tampa Bay Area Shemales❀️‍πŸ”₯Email Tampa Bay Area 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...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Tampa Bay AreaSECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Tampa Bay Area Secret Crossdressing Hookups in Tampa Bay Area 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 priv...
  • I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Tampa Bay Area )I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Tampa Bay Area ) Sexy Crossdresser Elissa Looking for Hot Fun in Tampa Bay AreaπŸ’‹    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...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Tampa Bay Area 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...
  • 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...
  • 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...
  • 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 Tampa Bay Area 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 l...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Tampa Bay Area 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 ...
  • Looking for My TS Queen πŸ‘‘πŸ’‹Looking for My TS Queen πŸ‘‘πŸ’‹ I’m a confident, successful, and open-minded man looking to connect with a beautiful TS woman for fun, passion, and maybe something more. πŸ’• I appreciate a woman who knows her worth and loves to be treated right. Whether it’s a romantic dinner, steamy nights, or spontaneous adventures,...
  • Spicy 🌢  Latina Shemale in Tampa Bay Area Ready to Fill You πŸ˜‰πŸ˜‰ Spicy 🌢 Latina Shemale in Tampa Bay Area 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 Tampa Bay Area.  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 woman who ...
  • New Body New MeNew Body New Me M2F post-op in Tampa Bay Area 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 online ...
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Tampa Bay Area I'm queen Delilah a trans woman here in Tampa Bay Area 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 scand...
  • 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...
  • 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....
  • Letha Aims to Fill YOU With Her Love Gun!!!Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Tampa Bay Area 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 hard ins...
  • 🍫 Dark Chocolate Delight Ready to Melt in Your Arms 😘🍫 Dark Chocolate Delight Ready to Melt in Your Arms 😘 πŸ’– Hey, Handsome! I’m a sultry, curvy ebony TS  here in Tampa Bay Area... I'm Pre Op, ready to play, with a body made for pleasure and a heart full of passion. Discreet, sensual, and looking for a man who knows how to handle me. Let’s make tonight unforgettable! 😘 I'm writing t...
  • 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 Tampa Bay Area 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 all you...
  • Tantalizing Tina with a HUGE W33NAH!Tantalizing Tina with a HUGE W33NAH! Tampa Bay Area Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Tampa Bay Area 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! ...
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Tampa Bay Area 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 ...
  • Well Endowed Shemale is beautiful Tampa Bay Area 32Well Endowed Shemale is beautiful Tampa Bay Area 32 Well Endowed Shemale in Tampa Bay Area 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 at BlancaShemale32 for my latest pictures and proof of my si...
  • 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...
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Tampa Bay Area 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...
  • LadyLawless needs her Jessie James...LadyLawless needs her Jessie James... Mind blowing trans bombshell here in Tampa always lookin' for trouble in Florida's wild west. Let's play a naughty round of shoot-'em-up and other sexy games tonight. If things go right maybe you could make an honest woman out of me! Nah-what a laugh! If you're feeling a little wild then Hit me up a...
  • 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...
  • DonDon't Worry I Bite! Feisty redhead trans in Tampa Bay Area 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 co...
  • Sexy Shemale Tampa Bay Area I know You Want to Play Sexy Shemale Tampa Bay Area 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 Tampa Bay Area; I am AlaneTS and  I am here to fulfill all your desires. If you are in the area or planning to be. and  looking for a h...
  • Ebony Shemale in Tampa Bay Area ❀️😘 Seeking Male for Naughty Fun!Ebony Shemale in Tampa Bay Area ❀️😘 Seeking Male for Naughty Fun! Ebony Shemale Stefanie Ready to Fulfill Your Wildest Fantasies πŸ’‹ Are you looking for a hot and kinky black shemale in Tampa Bay Area? Look no further because I am here to satisfy all your desires. My name is StefanieBBC and I'm an Ebony Shemale..  I am a stunning transgender woman who loves...
  • British T-girl Seeking Classy Gentleman in Tampa Bay Area...British T-girl Seeking Classy Gentleman in Tampa Bay Area... 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 Tampa Bay Area and am financially independent and looking for a gentleman who is like-minded, equally solvent and has...
  • TS Beautiesβ€”Let’s Make Some Memories πŸ’–βœ¨TS Beautiesβ€”Let’s Make Some Memories πŸ’–βœ¨  I am a dominant, attractive, and confident man looking for a beautiful transgender woman who enjoys being  admired, spoiled, and pleasured.  I am down for mutual attraction, passionate flames and unforgettable  moments. Whether it is a one time or if it is something on going I a...
  • 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 Tampa Bay Area Area Hi, my fem name is Gloria. I'm a married crossdresser in the Tampa Bay Area 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 cro...
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Tampa Bay Area Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build, 7.5". Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...
  • 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 Tampa Bay Area area and are interested then drop me a line and introduce yourself. Y...
  • Hottest T-Girl in Tampa Baby!Hottest T-Girl in Tampa Baby! Hey honey you caught lightning in a bottle with sexy Sami a striking t-girl here in Tampa Bay. I'm gonna show you a wild time tonight and every night. I'm looking for a no strings hookup with the right guy in or around the Bay area. I'm not that picky just no minors, no drug abusers and no gangsters...
  • Flirty, Dirty, and Ready for Some Fun ❀️ Tampa Bay Area Shemale Seeking Male Flirty, Dirty, and Ready for Some Fun ❀️ Tampa Bay Area 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...
  • πŸ‘„ Dark-Skinned TS Beauty Looking for Fun, Passion & PleasureπŸ‘„ Dark-Skinned TS Beauty Looking for Fun, Passion & Pleasure  πŸ‘‘ I am the Queen of Your Fantasies – Come Worship Me! I am  a gorgeous, confident, ebony TS, with a body built for pleasure and a mind full of naughty  ideas. If you are looking for high class experience, filled with deep pleasure, seductive touches and  sensual moments...
  • Shemale 4 Men πŸ†πŸ’¦  Tampa Bay Area Ready Now!! Shemale 4 Men πŸ†πŸ’¦ Tampa Bay Area 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...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Tampa Bay Area Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Tampa Bay Area 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 ...
  • I’m a Sexy and Naughty T-Girl Here in Tampa Bay Area.I’m a Sexy and Naughty T-Girl Here in Tampa Bay Area. Tampa Bay Area T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Tampa Bay Area 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  ...
  • Hot Shemale in Tampa Bay Area Ready to Fulfill Your Wildest Fantasies πŸ‘„πŸ’¦πŸ†Hot Shemale in Tampa Bay Area Ready to Fulfill Your Wildest Fantasies πŸ‘„πŸ’¦πŸ† I'm TS and Looking to Date in Tampa Bay Area My name is Shelly and I'm full TS.. Are you looking for a sexy shemale in Tampa Bay Area 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 pe...
  • Tampa Bay AreaTampa Bay Area's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Tampa Bay Area Hi you sexy man! I'm Toni a trans woman from here in Tampa Bay Area. 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, hung, functi...