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 /

<<<

February 2nd, 2026

👠 Classy on the Streets, Naughty in the Sheets – Let’s Play 💋 💖 Just one taste and you’ll be addicted! I am a beautiful, funny TS, a queen of color with a nice curvy body, beautiful eyes, and a touch that will drive you crazy. I know what a man needs and how to make him satisfied and craving for more. I am looking for a confide...

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...

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...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Tampa Bay Area Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

M-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....

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...

Could you could be my kryptonite? Super tranny here looking for sexy men to save in the Tampa Bay Area. I'm always looking to do good and fight evil. I can win over the worst villians with my feminine charms and superpowers. So, whether or not you need saving or are a villian I'm just a call away. I'm a black transgender, 5'10, 170 ...

Penny for your thoughts? Penny TS in Tampa Bay Area 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!! I'm looking for a nice man who will enjoy being with me. Let's enjoy hot dates and explore sexuality together. If that sounds interesti...

Drag Queen Looking for Hot Men in the Tampa Bay Area... I am the one, the only sexy, fabulous and flamboyant Tampa Queenie out to meet hot and horny men in the Bay Area for hookups. I'm a bottom and want to be pounded tonight by that big boy of yours. Please be a real pervert and talk dirty to me and make me your whore in every way. I am white, 40 years ...

The One, The Only, The Fabulous Felicia!!! FeliciaO here in Tampa to share my fantabulousness and curvilicious body with a very lucky gentleman. Enough about me let's talk about you. You should be local, horny, an admirer of FeliciaO, a naughty boy and be able to travel a bit to pick me up for dates and come over for a booty call now and the...

Debonair Trans dude, looks like Bond F2M Trans Dude in Tampa Bay Area Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relation...

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Tampa Bay Area 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...

Flirty & Feminine CD Ready for Some Fun 💕😈 I’m a sexy, smooth, and playful crossdresser who enjoys the attention, desiring to be treated like a lady. Seeking for a man who can appreciate a well dressed CD for a casual fun night or even something ongoing. I am a pleaser and I want to be pleased. 💋 💎 Bath g...

Looking for a TS Woman Who Loves to Be Desired 💦🔥 Tampa Bay Area Male Seeking Transsexual for fun and whatever else!! I am a charming, confident and masculine guy and I have a special interest in beautiful TS women. I would be happy to meet anyone who wants to have fun, enjoy and indulge in the process. 💋 I would love to meet a shemale or tra...

One Night, No Rules, Just Pleasure… Tampa Bay Area I'm Having a Night to Myself No Strings, just fun.. TS Seeking...🤫 A man who knows what he wants, but also a man who can be tempted, that’s what I like. We should begin with eye contact, a slow touch, and perhaps truth or dare while drinking cock...

Sassy CD Looking for a Real Man 😘🔥 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...

February 1st, 2026

Your Shemale Addiction 😈🥵 Starts Now Shemale Seeking Male.. Your Fantasy Starts Here 24yr old Transsexual/Shemale in Tampa Bay Area seeking some fun and campanionship. I would like hookups and I'm also wanting love. I think we should play some plans and see what we can come up with.. I'm open minded and ready!! Take a min to View...

I love a confident, seductive TS woman—could you be the one? 💋 A handsome, intelligent and adventurous man, here looking to meet a gorgeous TS woman to have excitement, chemistry and wild nights. I just love confident women who know what they want and I’m more than ready to spoil, explore and indulge in pleasure together. Handsome,...

Tampa Bay Area 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 ...

👑 TS Ebony Goddess Looking for Her King Tonight 🔥 🍫 Juicy, thick, and so addictive! I am a stunning ebony trans vixen with the perfect hourglass figure, long legs, and a playful personality. I have a thing for men who know what they want and are not afraid to go after it. Whether you are a professional or a newbie to the ...

Latina TS Firestarter – I Don’t Do “Mild” 🔥👠 I’m your next obsession, papi 😘 View More Pictures of Mine! TS. Latina. Voluptuous. Insatiable. And craving a man who can handle my curves, my tongue, and my need for deep, sweaty pleasure 😈 You’ll taste my perfume before I even touch you… and feel my body long after I lea...

<<<