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
  • 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 Gainesville area come see if you measure up! Click here for explicit photos. Lo...
  • 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....
  • ๐Ÿ–ค Ebony TS Playmate with a Curvy Body & a Wild Side ๐Ÿ˜˜ Gainesville๐Ÿ–ค Ebony TS Playmate with a Curvy Body & a Wild Side ๐Ÿ˜˜ Gainesville ๐Ÿ‘ 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,...
  • DonDon'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...
  • Erotic exotic Asian queen in Gainesville now (25)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....
  • 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 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...
  • YOUR EBONY SHEMALE - big boobs and a BIG COCK! GainesvilleYOUR EBONY SHEMALE - big boobs and a BIG COCK! Gainesville Hot Hot Hot! Sinead, a black shemale in Gainesville ready to make all of your  wildest fantasies come true! ๐Ÿ’‹๐Ÿ”ฅ My Pictures and Profile! -- You want to find a sexy ebony shemale in  Gainesvilleto fulfill all your dreams? Then stop searching because I am ready to make  all of yo...
  • Flawlessly gorgeous trans bombshell in GainesvilleFlawlessly 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...
  • 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  ...
  • Well Endowed Shemale is beautiful Gainesville 32Well Endowed Shemale is beautiful Gainesville 32 Well Endowed Shemale in Gainesville 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 size!...
  • Trans Playmate Sex Kitten...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...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Gainesville 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....
  • ๐Ÿ‘‘ Chocolate Queen with Soft Curves & Naughty Desires ๐Ÿ”ฅ๐Ÿ‘‘ Chocolate Queen with Soft Curves & Naughty Desires ๐Ÿ”ฅ  ๐Ÿ”ฅ| 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 ...
  • F/M seeking love and funF/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...
  • Sassy CD Looking for a Real Man ๐Ÿ˜˜๐Ÿ”ฅSassy CD Looking for a Real Man ๐Ÿ˜˜๐Ÿ”ฅ  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...
  • Email Local Shemales Now! ๐Ÿ’ŒEmail Local Shemales Now! ๐Ÿ’Œ Want to Hookup and Find Local Shemales? RADE PIX - MESSAGE - BROWSE PROFILES This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you'reinterested in ๐Ÿ˜‰.. Do you want to meet local shemales who want to fuck and have some sex...
  • Shy Transexual Escort inย GainesvilleShy Transexual Escort inย 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 areaCrystal, 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 ...
  • Flirty & Feminine CD Ready for Some Fun ๐Ÿ’•๐Ÿ˜ˆFlirty & Feminine CD Ready for Some Fun ๐Ÿ’•๐Ÿ˜ˆ  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.  ๐Ÿ’‹ ๐Ÿ’Ž Bath g...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Gainesville 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: Gayl...
  • 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 Gainesville 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 live...
  • British T-girl Seeking Classy Gentleman in Gainesville...British T-girl Seeking Classy Gentleman in Gainesville... 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 Gainesville and am financially independent and looking for a gentleman who is like-minded, equally solvent and has ex...
  • ๐Ÿ‘  Classy on the Streets, Naughty in the Sheets โ€“ Letโ€™s Play ๐Ÿ’‹๐Ÿ‘  Classy on the Streets, Naughty in the Sheets โ€“ Letโ€™s Play ๐Ÿ’‹  ๐Ÿ’– 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...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Gainesville? Hey, I am Jasmin, 8" with a great body and busty. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for hot dates and see where it goes!  Hit me up @SweetJasminT...
  • THE RIGHT GUY FOR THE JOB!!!THE RIGHT GUY FOR THE JOB!!! IF YOU'RE TS/SHEMALE.. I'm The Guy for you!! ๐Ÿ˜‰ 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...
  • 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 Gainesville area. Click here and come see me anytime!...
  • July 5th, 2025
  • Spicy and Hot T-Girl from ColombiaSpicy and Hot T-Girl from Colombia Latina T-Girl in Gainesville 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...
  • Do you know the difference between a dick and a bucket of popcorn?Do you know the difference between a dick and a bucket of popcorn? You don't know? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Gainesville tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer ...
  • GainesvilleGainesville's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Gainesville Hi you sexy man! I'm Toni a trans woman from here in Gainesville. 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, functional a...
  • She-male looking for hot date to please. She-male looking for hot date to please. Asian Shemale in the Gainesville 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 make them c...
  • FtM seeking Princess Bride in GainesvilleFtM seeking Princess Bride in Gainesville FtM seeking Woman in Gainesville Hi, I'm Andy, age 33, FtM transgender man living in Gainesville. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @A...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Gainesville Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Gainesville 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 Online...
  • 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 Gainesville 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 your n...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ Gainesville!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Gainesville! 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 Gainesville!  No strings - just great times, so join my page free for instant access! Shemale Gia's Gainesville Sexbook @ShemaleGia27 Photo...
  • TS Beautiesโ€”Letโ€™s Have Some REAL Fun! ๐Ÿ˜๐Ÿ”ฅTS Beautiesโ€”Letโ€™s Have Some REAL Fun! ๐Ÿ˜๐Ÿ”ฅ  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. ๐Ÿ’‹ Must  have confidence, charm...
  • Iโ€™m a Sexy and Naughty T-Girl Here in Gainesville.Iโ€™m a Sexy and Naughty T-Girl Here in Gainesville. Gainesville T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Gainesville 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  worrie...
  • ๐Ÿ‘ Your Secret Ebony Fantasy Is Just One Message Away ๐Ÿ˜œ๐Ÿ‘ Your Secret Ebony Fantasy Is Just One Message Away ๐Ÿ˜œ  ๐Ÿ‘„ I am going to make your wildest dreams come true. I am a classy  yet freaky ebony trans beauty that loves to explore deep desires and steamy fantasies. If you are  a man that appreciates soft skin, full lips and a body made for pleasure then we need to  talk. If you are loo...
  • Tiffany Shelle - Your Gainesville Tranny Girlfriend! ๐Ÿ’žTiffany Shelle - Your Gainesville Tranny Girlfriend! ๐Ÿ’ž Tranny Escort - Top/Bottom/GFE in Gainesville It’s Tiffany Shelle your perfect tranny girlfriend ๐Ÿฅฐ ๐Ÿ’• SAFE๐Ÿ’• ๐Ÿ’ฏ LEGIT โœจ๐Ÿ’ž SKILLED, Exotic and Erotic ๐Ÿ’ฆ ๐Ÿฅฐ I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% functi...
  • Partners in crime, or?Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the G...
  • Hi Guys!! I am looking for someone fun!Hi Guys!! I am looking for someone fun! This is Lara and I am 41 and transitioned when I was 24. I pass exceptionally well and you will be surprised at my hidden skills. Call me! ...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Gainesville. Sheila wants to meet you. Hey all, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, top or bottom, love oral sex. Want to explore kinks? Me too!! Want to meet me? Send me a message @HotTransChick...
  • Marina TS ๐Ÿ† Visiting and ReadyMarina TS ๐Ÿ† 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...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Gainesville Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Gainesville. 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 appreciat...
  • Superb Shemale in Gainesville...Superb Shemale in Gainesville... T-Girl for NSA Encounters in Gainesville When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Gainesville. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f...
  • I Need a Sexy Man to Tame Wild Willy!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...
  • BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK ๐Ÿ†๐Ÿ˜‰BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK ๐Ÿ†๐Ÿ˜‰ BBC SHEMALE - BLACK TRANS๐Ÿ’Ž 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...
  • Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina ๐Ÿ’‹ 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....
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in GainesvilleSECRET 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...
  • MALE SEEKING SHEMALE ๐Ÿ†Gainesville Ready to Play and Fuck ๐Ÿ’ฆMALE SEEKING SHEMALE ๐Ÿ†Gainesville Ready to Play and Fuck ๐Ÿ’ฆ I have a secret.. ๐Ÿคซ I've always want to see what it's like to play with a shemale!!  Hi I'm John, I'm in Gainesville  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 hear...
  • Gainesville Addicted to shemales... Male Seeking TSGainesville 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 ...