Gainesville Transgender Sex Ads

Browse Gainesville transgender sex ads to meet local transexuals, crossdressers and shemales for sex, dating or friendship. It's free to search the trans sex classifieds, or post your own adult ad!

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  • August 20th, 2025
  • 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...
  • Raunchy Shemale in Gainesville Looking for FunRaunchy Shemale in Gainesville Looking for Fun Are you looking for a wild time with a sexy shemale in Gainesville? Well, look no further because I'm here to fulfill all your fantasies. My name is Liane and I'm a horny shemale seeking a local man for some hot and steamy action. I love getting down and dirty, so if you're into it, I'm game for ...
  • 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...
  • Local Shemale Justina Seeking Hot EncountersLocal Shemale Justina Seeking Hot Encounters Are you a man in Gainesville looking for some steamy fun with a sexy shemale? Look no further, because I'm Justina and I'm ready to fulfill all your wildest fantasies. From top to bottom, I love it all - giving blowjobs, getting my tight ass pounded, sucking on a throbbing cock, and making you cum...
  • Gorgeous, Passable Trans in Gainesville 😍Gorgeous, Passable Trans in Gainesville 😍 Gorgeous Passable Trans MtF for Man in Gainesville 😍 I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned!  I'...
  • August 19th, 2025
  • Transgender Beauty in GainesvilleTransgender Beauty in Gainesville Hey there! I'm Danya, a proud transgender woman living in Gainesville, Florida. I may not fit society's traditional mold, but that's what makes me unique and beautiful. I love embracing my true self and being part of the LGBTQ community. I'm looking for someone who is open-minded, kind-hearted, a...
  • Sexy Shemale Seeking Local Man for Wild FunSexy Shemale Seeking Local Man for Wild Fun Hey boys, I'm a hot and horny shemale named Raynell from Gainesville, Florida, looking for a man who can handle all my dirty desires. I love being both a top and a bottom, giving and receiving blowjobs, getting my tight ass pounded hard, sucking on a throbbing cock until it explodes with cum, and pl...
  • Hot Shemale Looking for Wild Fun in Gainesville!Hot Shemale Looking for Wild Fun in Gainesville! Are you ready for a night of pure ecstasy with a horny shemale? I'm Belle, and I'm on the hunt for a local man who can handle all my dirty desires. From deepthroating to anal play, I love it all! Let's meet up at The Midnight or Dirty Bar for some steamy action. I'm a top who loves to dominate, b...
  • A Taste of Temptation: Transgender Beauty Seeking ConnectionA Taste of Temptation: Transgender Beauty Seeking Connection Hey there, I'm Alane from Gainesville, Florida. I may not fit society's standards of beauty, but my unique body type and ethnicity make me one-of-a-kind. As a proud transgender woman, I embrace my journey and love being part of the LGBTQ community. I enjoy exploring local spots like Depot Park f...
  • Meet Florida Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans ClubsMeet Florida Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Florida Transexuals Online!  Meet Florida transexuals online at AmericanTransexuals.com. Our web development team includes transexual women and male trans admirers, so we have a unique understanding of transgender attraction. We have created an online community where you can meet Florida ...
  • Raunchy Shemale Seeking Local Man for Wild Fun in GainesvilleRaunchy Shemale Seeking Local Man for Wild Fun in Gainesville Are you ready to experience the ultimate pleasure with a sexy shemale like me, Samara? I'm looking for a man who can handle all my desires and fantasies. I love being both top and bottom, giving and receiving blowjobs, and getting my tight ass pounded hard. I enjoy sucking cock, riding it until we...
  • Sexy Shemale Seeking Local Man for Wild FunSexy Shemale Seeking Local Man for Wild Fun Are you a man looking for a hot shemale to fulfill your wildest fantasies? Look no further because I'm Charmane, and I'm here in Gainesville, Florida ready to play. I love getting down and dirty with a guy who knows how to treat me right. Let me show you what a real shemale can do. I'm into every...
  • 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...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Gainesville Hi! I'm Brandi, new TS in the Gainesville area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hiding in...
  • Raunchy Shemale Looking for Fun in GainesvilleRaunchy Shemale Looking for Fun in Gainesville I'm a horny shemale seeking a local man for some wild and steamy fun. My name is Lynnell and I love to get down and dirty in the bedroom. If you're into kinky play, I'm your girl! I enjoy being both a top and a bottom, so we can switch things up and explore all kinds of positions together. I love...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Gainesville Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very femi...
  • Hot Shemale Juli Looking for Local Man to Fuck My Tight AssHot Shemale Juli Looking for Local Man to Fuck My Tight Ass Hey sexy, I'm Juli, a naughty shemale from Gainesville, Florida looking for a man who can handle all my desires. I love being both top and bottom, giving blowjobs and getting my cock sucked. I want to play with your ass and ride you until we both explode in intense orgasms. Let's have some sloppy fu...
  • 27 y/o Sexy Hung Crossdresser in Gainesville27 y/o Sexy Hung Crossdresser in Gainesville Hung Crossdresser for Male in Gainesville Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a s...
  • Naughty Shemale Moira Looking for Hot Fun in GainesvilleNaughty Shemale Moira Looking for Hot Fun in Gainesville Are you ready to have the time of your life with a sexy shemale like me? My name is Moira, and I am looking for a local man who can handle all of my desires. I love being both top and bottom, giving and receiving blowjobs, and getting my tight ass pounded hard. I want to suck your cock until you e...
  • A Taste of TranscendenceA Taste of Transcendence Hey there, I'm Dode from Gainesville, Florida! I may not fit into society's traditional boxes, but that's what makes me unique and fabulous. I love embracing my transgender identity and being a part of the LGBTQ community. I'm looking for someone who can appreciate my journey and share some laug...
  • Naughty Shemale Seeking Local Man for Wild FunNaughty Shemale Seeking Local Man for Wild Fun Looking for a hot guy in Gainesville who can handle this shemale's insatiable appetite for pleasure. My name is Lora and I love to play all night long. I enjoy being both top and bottom, giving blowjobs, getting my tight ass pounded, sucking dick until you cum, and riding you until we both explode...
  • Hot Shemale in Gainesville Ready to Play and Fuck All Night Long!Hot Shemale in Gainesville Ready to Play and Fuck All Night Long! Are you looking for a wild time with a sexy shemale in Gainesville? Look no further, because I'm here to fulfill all your dirty desires. My name is Caryl and I'm a naughty tranny seeking a local man for some hot and steamy fun. I love getting down and dirty, whether it's giving or receiving blowj...
  • 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...
  • Well Endowed Shemale for Man in GainesvilleWell Endowed Shemale for Man in Gainesville Hung Shemale for Man in Gainesville I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest unc...
  • Seductive Transgender Beauty Looking for Love in GainesvilleSeductive Transgender Beauty Looking for Love in Gainesville Hey there, I'm Lorie, a transgender woman living in Gainesville, Florida. I may not fit society's typical mold, but that's what makes me unique and beautiful. I love embracing my true self and being part of the LGBTQ community. I'm looking for someone who can appreciate me for who I am and share...
  • Wild Shemale Looking for Hot Fun in Gainesville, FLWild Shemale Looking for Hot Fun in Gainesville, FL I'm Meggy, a kinky shemale ready to show you a good time. I'm seeking a local man who can handle my insatiable appetite for pleasure. When it comes to sex, I love it all - from passionate kissing to rough anal play. I want to be your top or your bottom, whatever gets you off the hardest. Let's exp...
  • INTERACTIVE MAP: Transexual Tracker in the Gainesville Area!INTERACTIVE MAP: Transexual Tracker in the Gainesville Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Gainesville area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free f...
  • Euphoric Trans Beauty Seeks ConnectionEuphoric Trans Beauty Seeks Connection Hey there, I'm Misty from Gainesville, Florida. I'm a proud transgender woman who loves embracing my true self and living authentically. Being part of the LGBTQ community brings me so much joy and fulfillment. I'm looking to meet someone special who appreciates me for who I am. I enjoy exploring ...
  • A Sensual Journey with SonjaA Sensual Journey with Sonja Hey there, I'm Sonja, a transgender woman from Gainesville, Florida. I'm all about embracing my true self and living authentically as part of the LGBTQ community. If you're looking for a unique and exciting dating experience, then look no further! I love exploring local spots like Depot Park or t...
  • 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...
  • Raunchy Shemale Odessa Seeking Local Man for Wild FunRaunchy Shemale Odessa Seeking Local Man for Wild Fun Looking for a man who can handle this tight, throbbing shemale ass? Look no further! I'm Odessa from Gainesville, Florida, and I'm ready to play. From top to bottom, I love it all - sucking cock, getting fucked hard, giving sloppy blowjobs, and gagging on a huge dick. Let's make each other cum ove...
  • Elegant Transgender Beauty Seeks ConnectionElegant Transgender Beauty Seeks Connection Hey there, I'm Whitney from Gainesville, Florida. I may not fit society's standards of beauty, but my unique body type and ethnicity make me stand out in a crowd. I love exploring my LGBTQ identity and embracing who I truly am. I enjoy spending time at local spots like Depot Park for a relaxing ...
  • 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 naughty...
  • LetLet's Dance Under the Stars Together Hey there! I'm Claire, a fun-loving transgender woman from Gainesville, Florida. I may not fit into society's boxes, but that's what makes me unique and special. I embrace my identity and love being a part of the LGBTQ community. 💃 I enjoy exploring the local music scene in Gainesville, checki...
  • A Sensual Journey with KaroleA Sensual Journey with Karole Hey there! I'm Karole, a transgender cutie from Gainesville, Florida. I'm all about embracing my true self and living authentically as part of the LGBTQ community. If you're looking for a fun and open-minded date, I might just be the one for you! I love exploring local spots like Depot Park for ...
  • Unleash Your True Desires with Ruperta from GainesvilleUnleash Your True Desires with Ruperta from Gainesville Hey there, I'm Ruperta and I'm a proud transgender woman living in Gainesville, Florida. I may not fit society's idea of "perfect," but my unique body type and ethnicity make me who I am - a confident and sensual individual ready to explore the world of dating. I love being part of the LGBTQ com...
  • Raunchy Shemale Seeking Local Man for Wild Fun in GainesvilleRaunchy Shemale Seeking Local Man for Wild Fun in Gainesville Looking for a hot stud to satisfy all my shemale desires. My name is Jacquie and I'm ready to play with a man who can handle my insatiable appetite for sex. You can find me on FreeSexAds.com Shemale Profiles at jacquiegai40646. I love it all - from deepthroating your cock to getting my tight ass...
  • Seeking Local Man for Raunchy Shemale Fun in GainesvilleSeeking Local Man for Raunchy Shemale Fun in Gainesville Looking for a hot man who can handle all that I have to offer. My name is Cherish and I am a shemale who loves to play dirty. I enjoy being both top and bottom, giving and receiving blowjobs, getting my ass licked and fucked, sucking on a throbbing cock until it explodes in my mouth, and so much m...
  • Seeking Local Man for Raunchy Shemale Fun in GainesvilleSeeking Local Man for Raunchy Shemale Fun in Gainesville Feeling frisky and ready to play? I'm Maxy, a shemale looking for a hot man in Gainesville who can handle all my kinky desires. When it comes to bedroom activities, I love it all - from deepthroating your throbbing cock to riding you until we both explode with pleasure. Whether you're into being a...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm here to make all your dreams come true. My name is Cassandra and I'm a horny shemale from Gainesville, Florida, ready to play with a local man who can handle me. I love it all - being on top, get...
  • Unleash Your Wildest Fantasies with MeUnleash Your Wildest Fantasies with Me Hey there! I'm Hilarie, a transgender babe from Gainesville, Florida. I may have a curvy body, but let me tell you, I know how to work it 😉. I love being part of the LGBTQ community because it allows me to express my true self and connect with amazing people like you. I'm looking for someone w...
  • 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...
  • A Taste of the Rainbow: Transgender Beauty in GainesvilleA Taste of the Rainbow: Transgender Beauty in Gainesville Hey there, I'm Jacklin from Gainesville, Florida. I may not fit society's idea of perfect, but my unique body type and ethnicity make me who I am - a proud transgender individual ready to find love. You can check out my pics at my personal profile page @jacklinga85795. I love being part of the LG...
  • 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...
  • Shemale Nightclubs Near You in Gainesville, FloridaShemale Nightclubs Near You in Gainesville, Florida Shemale Nightclubs Near You in Gainesville, Florida Shemale Clubs Near You in Gainesville, Florida is a directory of trans-friendly nightclubs and bars. LGBTQ+ clubs come and go. We strive to keep this transgender clubs directory complete and rely on your input to help us do so. Please contact us...
  • Hot Shemale in Gainesville Looking for Fun!Hot Shemale in Gainesville Looking for Fun! Hey sexy, I'm Karla and I'm a naughty shemale looking for a local man to have some wild and kinky fun with. You can find me on FreeSexAds.com Shemale Profiles at karlaga43391. I love getting down and dirty, so let's explore all the ways we can pleasure each other. I'm a top who loves to dominate an...
  • Looking for Love and Adventure in Gainesville! Hey there, lovely people of Gainesville! My name is Cathrine, and I'm a transgender woman on a mission to find someone special to share some amazing moments with. 💖 So, let me tell you a bit about myself. I have a curvy body that I'm proud of, with soft, flowing hair that frames my face just r...
  • Raunchy Shemale Looking for Hot Fun in GainesvilleRaunchy Shemale Looking for Hot Fun in Gainesville Hey sexy, looking for a wild time with a horny shemale? Well, look no further because I'm Terrye and I'm here to fulfill all your dirty desires. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucking on a throbbing cock until it explodes in my mouth, a...
  • August 18th, 2025
  • LetLet's Dance Under the Moonlight Together Hey there! I'm Pauly, a transgender cutie from Gainesville, Florida. I may not fit into society's norms, but that's what makes me unique and special. I love being part of the LGBTQ community because it allows me to express myself freely and authentically. I'm looking for someone who is open-mind...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey sexy, looking for a hot shemale to fulfill all your dirty desires? Well, look no further because I'm Debbra from Gainesville, Florida and I'm ready to rock your world. I love getting down and dirty with a man who knows how to handle a tranny like me. From deepthroating blowjobs to balls-deep ana...