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Gainesville, Florida

Gainesville, Florida Shemale Dating Classifieds

Gainesville, 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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July 6th, 2025

Ebony Shemale in Gainesville ❤️😘 Seeking Male for Naughty Fun! Ebony Shemale Stefanie Ready to Fulfill Your Wildest Fantasies 💋 Are you looking for a hot and kinky black shemale in Gainesville? 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 to...

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 ...

Dr 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 Gainesville area come see if you measure up! Click here for explicit photos. Lo...

Hot Shemale in Gainesville Ready to Fulfill Your Wildest Fantasies 👄💦🍆 I'm TS and Looking to Date in Gainesville My name is Shelly and I'm full TS.. Are you looking for a sexy shemale in Gainesville 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 people a...

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 and send message for date....

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 Gainesville area and are interested then drop me a line and introduce yourself. You ...

BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK 🍆😉 BBC SHEMALE - BLACK TRANS💎 let's play with each others cocks! Hey there boo thang, I know you're going to like what you see. Shiit, I have something for you baby. I love being feminine and sexy. I do still have my penis and I love to use it. I want to see your mouth on it infact.. Would you...

I Need a Sexy Man to Tame Wild Willy! Hung Gainesville Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Gainesville 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 an...

Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Gainesville 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 ...

TS Latina Fantasy Girl – Let Me Rock Your World 💋🔥 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...

Seeking All TS Beauties in Gainesville 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...

💖 Discreet, Naughty & Waiting for a Man Who Can Handle Me 🔥 I’m an exotic ebony TS bombshell in Gainesville 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’ve ...

🖤 Ebony TS Playmate with a Curvy Body & a Wild Side 😘 Gainesville 🍑 Thick thighs, soft lips, and a wild side—what more could you want? I’m a sensual, passionate ebony TS beauty who knows how to make a man feel special, desired, and completely satisfied. Whether we take it slow and intimate or dive into a steamy, no-strings-attached night of passion,...

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

Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight? Hi babe, I'm Tina 💋 I'm in Gainesville 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....

Don't Worry I Bite! Feisty redhead trans in Gainesville 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 contr...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Gainesville 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! Private Mess...

Erotic exotic Asian queen in Gainesville now (25) Asian Transexual in Gainesville 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....

Beautiful Krystale 25 Gainesville visiting now Beautiful Shemale Visiting Gainesville 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: Gainesville Sex: Shemale Seeking: Man ...

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💦 Thick, Juicy & Kinky – Come Experience the Best 😏 🔥| 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 ...

Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Gainesville 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 know now. I'm...

I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Gainesville I'm queen Delilah a trans woman here in Gainesville 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 scandalous ...

Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Gainesville 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 insert...

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Flawlessly gorgeous trans bombshell in Gainesville Trans MtF for Man in Gainesville 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! Send yo...

One Night, No Rules, Just Pleasure… Gainesville 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 cocktai...

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Trans Playmate Sex Kitten... Ebony trans woman in Gainesville 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. I...

Let’s Play a Game—Winner Gets Me 😉 Gainesville 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...

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Having fun and Staying Young Young 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 and message me xoxo, Sherry....

Your Flirty CD Sweetheart Awaits 💕😘 Gainesville 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. 💋 👠 Feminine, fun and ...

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TS Beauties—Let’s Make Some Memories 💖✨ 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...

👑 Chocolate Queen with Soft Curves & Naughty Desires 🔥 🔥| 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 ...

Flirty, Dirty, and Ready for Some Fun ❤️ Gainesville 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...

F/M seeking love and fun Female to Male Trans Man in Gainesville 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 it...

Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Gainesville Area Hi, my fem name is Gloria. I'm a married crossdresser in the Gainesville 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 cross dre...

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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,...

SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Gainesville Secret Crossdressing Hookups in Gainesville 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 private...

Tantalizing Tina with a HUGE W33NAH! Gainesville Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Gainesville 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! Abo...

Shy Transexual Escort in Gainesville 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 ...

Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Gainesville 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 ...

New Body New Me M2F post-op in Gainesville 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 Nat...

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...

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