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!

Home / Alternative Sex Ads / Transgender Sex Ads

Show Ads In: Florida Keys | Ft Myers / SW Florida | Palm Beach | Broward | Daytona Beach | Gainesville | Jacksonville | Lakeland | Miami | Ocala | Orlando | Panama City | Pensacola / Panhandle | Sarasota / Bradenton | Space Coast | St Augustine | Tallahassee | Tampa Bay Area | Treasure Coast

  • March 31st, 2025
  • 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...
  • 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...
  • 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...
  • LetLet's Dance Under the Moonlight Hey there, I'm Lee from Gainesville, Florida. I'm a proud transgender woman who loves exploring new places and meeting new people. I enjoy being part of the LGBTQ community because it allows me to express my true self without any judgment. If you're looking for someone who is fun-loving and advent...
  • Sparkle in the Sunshine StateSparkle in the Sunshine State Hey there! I'm Emilee from Gainesville, Florida. I'm a curvy, Latina transgender woman who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and freedom to be who I am without any judgment. I'm looking for someone special to share laughs and good times with. L...
  • Looking for Love and Adventure 🌈Looking for Love and Adventure 🌈 Hey there, lovely people of Gainesville! My name is Aubry, and I'm a transgender individual who's ready to dive into the world of dating. 💖✨ I believe that love has no boundaries, and being part of the LGBTQ community has taught me so much about acceptance, empathy, and self-discovery. It's ...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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 ...
  • March 30th, 2025
  • Hot Shemale in Gainesville Ready to Ride Your CockHot Shemale in Gainesville Ready to Ride Your Cock Are you looking for a wild time with a sexy shemale? Look no further, because I'm Nichole and I'm here to fulfill all your dirty fantasies. I'm a top shemale seeking a local man in Gainesville for some hot and steamy fun. I love getting my tight ass pounded hard and deep, feeling your throbbing ...
  • 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...
  • 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...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun I love to get down and dirty with a man who can handle all that I have to offer. My name is Jeniffer and I am a shemale looking for some hot, steamy action right here in Gainesville, Florida. If you're into wild sex and unforgettable orgasms, then I'm the one for you. I enjoy being both a top an...
  • A Sensual Invitation from DallasA Sensual Invitation from Dallas Hey there! I'm Dallas, a proud transgender babe from Gainesville, Florida. I may not fit society's standards of beauty, but my confidence shines through in everything I do. I love embracing my LGBTQ identity and all the unique experiences that come with it. I'm looking for someone who appreciates...
  • 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...
  • 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 ...
  • 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...
  • Take a Chance on Love with Ranique in Gainesville, FloridaTake a Chance on Love with Ranique in Gainesville, Florida Hey there! I'm Ranique, and I'm so excited to put myself out there in the dating world. Being transgender has been an incredible journey for me, and I've come to embrace and celebrate my true self. LGBTQ+ pride runs deep within me, and I believe that love knows no boundaries. 💖 Living in beaut...
  • 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...
  • HMU for Sex in GainesvilleHMU for Sex in Gainesville Newly Single and Ready to Mingle in Gainesville Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the Gainesville, Florida area then message me @BarbieSingle28.      ...
  • 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...
  • 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...
  • LetLet's Explore Love and Adventure Together! 🌈 Hey there! My name is Noella, and I'm a transgender woman living in sunny Gainesville, Florida. 💖 I wanted to take a moment to share a little bit about myself and what I'm looking for in a partner. First off, let me tell you how much I enjoy being part of the LGBTQ+ community. It's an incredib...
  • 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...
  • 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...
  • 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...
  • Discover the Magic of Love with Lorie, Your Transgender DreamDiscover the Magic of Love with Lorie, Your Transgender Dream Hey there! Are you ready to embark on an unforgettable journey filled with love, laughter, and acceptance? Because I sure am! My name is Lorie, and I'm a proud transgender woman from sunny Gainesville, Florida. 🌞 As a unique individual who embraces my true self, being transgender has allowed m...
  • Sexy Shemale Katrina Looking for Hot Fun in GainesvilleSexy Shemale Katrina Looking for Hot Fun in Gainesville I'm Katrina, a hot shemale from Gainesville looking for a local man who's ready to have some wild and raunchy fun with me. I love everything about sex and I'm always up for trying new things. If you're into kinky play, then I'm the girl for you! I enjoy being both a top and a bottom, so we can sw...
  • 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...
  • 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...
  • 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 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...
  • 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...
  • 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 ...
  • 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...
  • Elegant Enigma Seeking ConnectionElegant Enigma Seeking Connection Hey there! I'm Rosabel, a transgender lady from Gainesville, Florida. I love embracing my true self and being a part of the LGBTQ community. It's empowering to live authentically and openly. I'm looking for someone who is open-minded, kind-hearted, and ready for some fun adventures. Let's grab a...
  • 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'...
  • 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...
  • 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...
  • 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...
  • 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...
  • Seeking Local Man for Wild Shemale Fun in Gainesville!Seeking Local Man for Wild Shemale Fun in Gainesville! Are you ready to experience the ultimate shemale fantasy? I'm Milly, a sexy shemale from Gainesville looking for a man who can handle all of my naughty desires. I love being both top and bottom, giving and receiving blowjobs, anal play, deep throating, and so much more. Let's explore our wildest f...
  • 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...
  • Looking for Love and Adventure in Gainesville!Looking for Love and Adventure in Gainesville! Hey there, lovely people of Gainesville! My name is Joela, and I'm a fun-loving transgender person who's ready to dive into the dating scene. 💖 I may have a unique body type, ethnicy, and nationality, but what truly matters is the connection we can create. Together, we can explore this beautif...
  • Looking for Love and Adventure in Gainesville, Florida!Looking for Love and Adventure in Gainesville, Florida! Hey there, lovely people of Gainesville! My name is Kassey and I'm a proud transgender woman, ready to embrace life and find that special someone. 💖 So, let me tell you a bit about myself. I have a curvaceous body that loves to dance with the rhythm of life. 🌟 My ethnicity adds a touch of m...