Gainesville Transgender Classifieds

Browse Gainesville 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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  • March 3rd, 2025
  • 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...
  • I’m a Sexy and Naughty T-Girl Here in Gainesville.I’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...
  • TS Asian lady ready for upscale action (28)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...
  • 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 short and cute and I have bedroom eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned! S...
  • 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...
  • Road Head Sally DrivinRoad Head Sally Drivin' Hard in Gainesville Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Gainesville. 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 ...
  • Transgender🟢TINA TS😉💋 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....
  • 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....
  • Marina TS 🍆 Visiting and ReadyMarina TS 🍆 Visiting and Ready Visitng Gainesville- Your TGirl Escort 👄 Hi guys Marina TS visiting Gainesville …. 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. Engli...
  • 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...
  • INTERACTIVE MAP: Transexual Tracker in the Gainesville Area!INTERACTIVE MAP: Transexual Tracker in the Gainesville Area! Local Transexual Hookups Meet local transexuals in the Gainesville 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 Gainesville Trans Hookups Map ...
  • New Body New MeNew 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...
  • 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...
  • The Trevor Project Saves Young LGBTQ+ LivesThe Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Gainesville Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, gay, bise...
  • 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, 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...
  • 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 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...
  • Penny for your thoughts?Penny for your thoughts? Penny TS in Gainesville 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 interesting ...
  • Email Gainesville Shemales Now! 💌Email Gainesville Shemales Now! 💌 Want to Hookup and Find Gainesville 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're interested in 😉.. Do you want to meet local shemales who want to fuck and have some sexy fun? I...
  • Elisabeth waiting to be your QueenElisabeth 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...
  • Free Florida Transexuals GuideFree 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...
  • March 2nd, 2025
  • 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...
  • 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...
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Gainesville Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build. Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...
  • Paula is on prowl tonight...Paula is on prowl tonight... Ever Meet a Ladyboy in Gainesville? I a hot Asian she-male from Thailand now living in the Gainesville Area and want sex with big strong American men who can give it hard on the top. Must be strong, but kind and very very horny for this tgirl. I only 125 pounds, 30 years old, and 5'4, and black hai...
  • 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...
  • II'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 ...
  • I Need a STEAM ROLLER Baby!!!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 ...
  • Having fun and Staying YoungHaving 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....
  • 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  ...
  • Beautiful Krystale 25 Gainesville visiting nowBeautiful 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 ...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Gainesville 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 relationshi...
  • Smoke me out baby!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 ...
  • 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....
  • 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 hot and sweet and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle 😍 Transgender World Profile Username: GayleTGirl Lo...
  • 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...
  • 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...
  • 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...
  • 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 Gainesville area and are interested then drop me a line and introduce yourself. You ...
  • March 1st, 2025
  • DonDon't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Gainesville Look no further honey, I'm Franny an Ebony trans woman here in Gainesville to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it and they don't ...
  • 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...
  • !!!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...
  • 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...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Gainesville 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 hi...
  • Hot sexy shemale doll visiting Gainesville now Hot sexy shemale doll visiting Gainesville now Shemale Visiting Gainesville Very hot sevy and curvy shemale chick with big delicious lady stick. Message me on my profile page @TaylaShemale1. Seeking kind gentleman for romance and fun. Possible long term with the right man. ...
  • Tiffany Shelle - Your Gainesville Tranny Girlfriend! 💞Tiffany Shelle - Your Gainesville Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Gainesville It’s Tiffany Shelle your perfect tranny girlfriend 🥰 💕 SAFE💕 💯 LEGIT ✨💞 SKILLED, Exotic and Erotic 💦 🥰 I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% functi...
  • February 28th, 2025
  • 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...
  • Email Gainesville Shemales❤️‍🔥Email Gainesville Shemales❤️‍🔥 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...
  • Strict Shemale Dominatrix in Gainesville - @DesireeTransDommeStrict Shemale Dominatrix in Gainesville - @DesireeTransDomme Powerful African-Queen Dominatrix in Gainesville I am full-time professional Domme Desiree. My Gainesville 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 will ...
  • 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...
  • Hi Guys!! 32 y/o Trans looking for someone fun!Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Gainesville 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 b...