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

  • May 18th, 2025
  • Hot Shemale in Gainesville Ready to Play and FuckHot Shemale in Gainesville Ready to Play and Fuck I love being a shemale because I get to have the best of both worlds. My name is Honey and I'm looking for a local man who can handle all of me. I love getting my tight ass pounded hard and deep, feeling every inch of your throbbing cock inside me. I also enjoy giving sloppy blowjobs, making you ...
  • Sexy Shemale Looking for Hot Fun in Gainesville!Sexy Shemale Looking for Hot Fun in Gainesville! I'm a sexy shemale named Angelica looking for a local man to have some wild and raunchy fun with. I love to play both top and bottom, giving and receiving pleasure in every way possible. I'm into everything from blowjobs to anal play, and I can't wait to explore all your fantasies with you. If yo...
  • 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...
  • 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 ...
  • Naughty Shemale Looking for Hot Fun in GainesvilleNaughty Shemale Looking for Hot Fun in Gainesville Hey sexy, I'm Mercy and I'm a horny shemale looking for a local man to have some wild and kinky fun with. I love getting down and dirty, so if you're into that, hit me up! I'm into all kinds of naughty things like deepthroating your throbbing cock, riding you until we both explode with pleasure, an...
  • 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...
  • 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...
  • Elegantly Transgender seeking Connection in GainesvilleElegantly Transgender seeking Connection in Gainesville Hey there! I'm Lindsay, a confident and fun-loving transgender woman living in Gainesville, Florida. I may not fit society's typical mold, but that's what makes me unique and special. I embrace my LGBTQ identity with pride and joy, and I'm looking for someone who can appreciate me for who I am. I...
  • 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...
  • 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...
  • May 17th, 2025
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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 ...
  • 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 ...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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'...
  • 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...
  • 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...
  • 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...
  • 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.      ...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • Sexy Transgender Beauty Looking for Love in Gainesville!Sexy Transgender Beauty Looking for Love in Gainesville! Hey there, I'm Charlotte from Gainesville, Florida. I'm a curvy Latina beauty who loves exploring my identity as a transgender woman. I enjoy being part of the LGBTQ community and celebrating love in all its forms. If you're looking for someone who is open-minded, fun-loving, and ready to embrace ...
  • May 16th, 2025
  • TS M2F Top in GainesvilleTS M2F Top in Gainesville TS Top Seeking Man in Gainesville I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body.  Non op functional, nice big ladystick for your pleasure! 😈  Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks ...
  • 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...
  • 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 ...
  • LetLet's Dance Under the Moonlight Hey there, I'm Tallie from Gainesville, Florida. I may not be your typical girl next door, but that's what makes me unique! I love exploring new places in the city like Depot Park or the Hippodrome State Theatre. Let's grab a cup of coffee at Volta Coffee or enjoy a nice dinner at Civilization. ...
  • 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...
  • Wild Shemale Seeking Local Man for Hot Fun in GainesvilleWild Shemale Seeking Local Man for Hot Fun in Gainesville Are you looking for a raunchy shemale to fulfill all your wildest fantasies? Look no further, because I'm Kath, the perfect shemale companion you've been searching for. I'm a horny shemale seeking a local man in Gainesville who's ready for some mind-blowing sex and fun. I love getting down and di...