Jacksonville Transgender Sex Ads

Browse Jacksonville 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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  • December 7th, 2025
  • Hot Shemale Maryjane Looking for Local Man to Play WithHot Shemale Maryjane Looking for Local Man to Play With I'm a sexy shemale from Jacksonville, Florida, and I'm on the hunt for a man who can handle all that I have to offer. My name is Maryjane, and I love getting down and dirty with a willing partner. If you're into wild and kinky fun, then I'm the tranny for you. I enjoy everything from passionate k...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Jacksonville 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: Gay...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Jacksonville Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Transcend the Norm with MaraTranscend the Norm with Mara Hey there! I'm Mara, a confident and adventurous transgender woman from Jacksonville, Florida. I love embracing my true self and being part of the LGBTQ community. If you're looking for someone who is open-minded, fun-loving, and always up for new experiences, then I might just be the one for you....
  • Hot Shemale Looking for Local Man to Fulfill All Your Wildest FantasiesHot Shemale Looking for Local Man to Fulfill All Your Wildest Fantasies Are you ready to have the time of your life with a sexy shemale like me, Kerri? I'm a naughty little tranny who loves to play dirty and get down and dirty with a man who knows how to handle all my curves. I'm looking for someone in Jacksonville, Florida who can keep up with my insatiable appetite ...
  • Naughty Shemale Seeking Local Man for Wild FunNaughty Shemale Seeking Local Man for Wild Fun Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because Nichole is here to satisfy your every desire. I'm a sexy shemale from Jacksonville, Florida, seeking a local man who can handle my insatiable appetite for pleasure. When it comes to sex, I love it al...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Jacksonville 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 h...
  • Transgender Beauty Seeking Love in JacksonvilleTransgender Beauty Seeking Love in Jacksonville Hey there, lovely people of Jacksonville! My name is Tish, and I'm on the lookout for someone special to share some amazing moments with. 💖 As a transgender woman with a zest for life, I embrace my unique journey and celebrate being part of the LGBTQ community. 🌈 Living in this vibrant city...
  • Hot Shemale in Jacksonville Ready to Play and FuckHot Shemale in Jacksonville Ready to Play and Fuck Are you looking for a wild time with a sexy shemale in Jacksonville? Well, look no further because I'm here to fulfill all your dirty fantasies. My name is Madelene and I'm a horny tranny seeking a local man for some hot and steamy fun. I love getting down and dirty, exploring every inch of your ...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey guys, I'm a sexy shemale named Kristina from Jacksonville, Florida looking for a man who can handle all my dirty desires. When it comes to sex, I love it all - from deepthroating your throbbing cock until you gag, to riding you hard and fast until we both explode in intense orgasms. I'm a versat...
  • Naughty Shemale Evette Ready to Play in JacksonvilleNaughty Shemale Evette Ready to Play in Jacksonville I'm a sexy shemale looking for a local man who can handle all of my wild desires. I love being both a top and bottom, giving and receiving blowjobs, getting my tight ass pounded, and sucking on a throbbing cock until it explodes with cum. I'm into all kinds of kinky play, from gagging on a huge di...
  • Seeking Connection and AdventureSeeking Connection and Adventure Hey there! My name is Lisetta and I'm a transgender woman living in Jacksonville, Florida. I have a curvy body type and my background is Italian-American. I love exploring new places in the city like Riverside Arts Market or grabbing a bite to eat at Maple Street Biscuit Company. I enjoy being pa...
  • 27 y/o Sexy Hung Crossdresser in Jacksonville27 y/o Sexy Hung Crossdresser in Jacksonville Hung Crossdresser for Male in Jacksonville 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 ...
  • Gorgeous, Passable Trans in Jacksonville 😍Gorgeous, Passable Trans in Jacksonville 😍 Gorgeous Passable Trans MtF for Man in Jacksonville 😍 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...
  • Hot Shemale in Jacksonville Looking for Wild FunHot Shemale in Jacksonville Looking for Wild Fun Are you ready to play with a sexy shemale who knows how to have a good time? My name is Katerine and I'm looking for a local man who can handle all of my naughty desires. I love being on top, giving blowjobs, and getting my tight ass pounded hard. If you're into exploring new things and having int...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Jacksonville? 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...
  • INTERACTIVE MAP: Transexual Tracker in the Jacksonville Area!INTERACTIVE MAP: Transexual Tracker in the Jacksonville Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Jacksonville 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 ...
  • FtM seeking Princess Bride in JacksonvilleFtM seeking Princess Bride in Jacksonville FtM seeking Woman in Jacksonville Hi, I'm Andy, age 33, FtM transgender man living in Jacksonville. 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 ...
  • Well Endowed Shemale for Man in JacksonvilleWell Endowed Shemale for Man in Jacksonville Hung Shemale for Man in Jacksonville 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 un...
  • Shemale Nightclubs Near You in Jacksonville, FloridaShemale Nightclubs Near You in Jacksonville, Florida Shemale Nightclubs Near You in Jacksonville, Florida Shemale Clubs Near You in Jacksonville, 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 ...
  • A Sensual Journey Awaits with DarelleA Sensual Journey Awaits with Darelle Hey there! I'm Darelle, a confident and adventurous transgender woman from Jacksonville, Florida. I love exploring new places in the city like Riverside Arts Market and Beaches Town Center. I embrace my LGBTQ identity and enjoy connecting with open-minded individuals who appreciate authenticity ...
  • Spark up your love life with Karla!Spark up your love life with Karla! Hey there! I'm Karla, a proud transgender woman from Jacksonville, Florida. I may not fit society's norms, but that's what makes me unique and special. I embrace my LGBTQ identity and love every bit of who I am. 💖 I enjoy long walks on the beach, cozy coffee dates at Brew Five Points, and expl...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Jacksonville 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 Mes...
  • Spark the Flame with DanicaSpark the Flame with Danica Hey there! I'm Danica, a transgender gal from Jacksonville, Florida. I may not fit society's idea of "perfect," but who does, right? I embrace my curves and celebrate my unique journey as a member of the LGBTQ community. If you're looking for someone who is genuine, fun-loving, and open-minded, th...
  • New Body New MeNew Body New Me M2F post-op in Jacksonville 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 Na...
  • Elegantly Transcendent Seeker of ConnectionElegantly Transcendent Seeker of Connection Hey there, I'm Odelle from Jacksonville, Florida. I may not fit into society's narrow definitions of gender, but that doesn't stop me from embracing my true self and living authentically. As a transgender individual, I find joy in exploring the beautiful diversity of the LGBTQ community and celebrat...
  • 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 ...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Jacksonville Hi! I'm Brandi, new TS in the Jacksonville 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 ...
  • Transgender Temptress Seeking Love in Jacksonville!Transgender Temptress Seeking Love in Jacksonville! Hey there, fellow love-seekers of Jacksonville! My name is Tessie, and I'm a proud transgender woman ready to dive into the dating scene. 💃🏻 As an LGBTQ individual, I absolutely adore the freedom and authenticity that comes with being true to myself. Embracing my identity has allowed me to ...
  • Sweet and Sensual Transgender Beauty Looking for LoveSweet and Sensual Transgender Beauty Looking for Love Hey there! My name is Laraine and I'm a transgender woman living in Jacksonville, Florida. I have a curvy body type that I love to show off, especially when we go out on our date. As a Latina beauty, I bring a fiery passion to everything I do. I enjoy being part of the LGBTQ community because it a...
  • 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 Jacksonville 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 naught...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Jacksonville 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 i...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun I love nothing more than getting down and dirty with a hot stud who knows how to handle a shemale like me. My name is Loralie and I'm on the hunt for a man in Jacksonville, Florida who can keep up with my insatiable appetite for all things naughty. Whether you're into giving blowjobs, getting you...
  • Seeking Local Man for Shemale Fun in JacksonvilleSeeking Local Man for Shemale Fun in Jacksonville Are you ready to experience the ultimate pleasure with a sexy shemale like me? My name is Ranice and I'm looking for a hot man in Jacksonville who can handle all my desires. When it comes to sex, I love it all - from passionate kissing to deepthroating your throbbing cock. I want to be your top or...
  • Transgender Goddess Seeking Love and Adventure in Jacksonville!Transgender Goddess Seeking Love and Adventure in Jacksonville! Hey there, beautiful souls of Jacksonville! My name is Cassondra, and I'm on a quest to find someone special who can appreciate the unique beauty of a transgender woman like myself. 💖 As a proud member of the LGBTQ community, I've learned to embrace my true self and celebrate the diversity tha...
  • December 6th, 2025
  • Sexy Shemale in Jacksonville Looking for Wild FunSexy Shemale in Jacksonville Looking for Wild Fun Are you ready to get down and dirty with a hot shemale like me, Celia? I'm on the hunt for a local man who can handle all of my naughty desires. I love it all - from giving sloppy blowjobs to taking it hard in my tight ass. I'm a versatile tranny who can be your top or bottom, whatever gets you of...
  • Sensual Transgender Beauty Seeking ConnectionSensual Transgender Beauty Seeking Connection Hey there, I'm Dyane from Jacksonville, Florida. I'm a curvy Latina beauty who loves embracing my transgender identity. I enjoy the freedom and authenticity that comes with being LGBTQ, and I'm looking to connect with someone who appreciates me for who I am. I love exploring new places in Jax lik...
  • Sparkle with Leia: Seeking Connection and Fun!Sparkle with Leia: Seeking Connection and Fun! Hey there! I'm Leia, a transgender woman from Jacksonville, Florida. I may not fit into society's narrow definitions of beauty, but I embrace my unique body type and ethnicity with pride. You can check out my pics at my personal profile page @leiaj69913. I love being part of the LGBTQ community b...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Jacksonville, Florida? SHEMALE HOOKUPS! Wanna Have a Great Time in Jacksonville, Florida? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the Jack...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Jacksonville 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 relationsh...
  • Sweet and Sensual Transgender Charo Ready for Romance in JacksonvilleSweet and Sensual Transgender Charo Ready for Romance in Jacksonville Hey there! I'm Charo, a fun-loving transgender gal from Jacksonville, Florida. I may have a curvy body, but my personality shines even brighter. I love being part of the LGBTQ community because it's all about love and acceptance. I'm looking for someone who's open-minded and ready to explore the ...
  • Raunchy Shemale Looking for Hot Fun in JacksonvilleRaunchy Shemale Looking for Hot Fun in Jacksonville I love being a naughty shemale and I'm looking for a local man who can handle all of me. My name is Ruthie and I want to explore all your wildest fantasies together. I'm a top who loves to dominate and take control, but I also enjoy being a bottom and letting you have your way with me. Let's play ...
  • Hot Shemale in Jacksonville Ready to Play and FuckHot Shemale in Jacksonville Ready to Play and Fuck Ready to have some wild fun with a horny man in Jacksonville? Look no further! I'm Mariele, a sexy shemale looking for a local guy who can handle all my naughty desires. I love being both a top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucking on a throbbing cock, a...
  • Looking for Love and Adventure! 💖Looking for Love and Adventure! 💖 Hey there, lovely people of Jacksonville! My name is Hollie, and I'm a transgender woman looking to meet someone special. 🌈✨ So, let me tell you a bit about myself. I have an infectious smile that can brighten up anyone's day, and I've got this cute, curvy body that's perfect for cuddling. ...
  • A Sensual Journey with LaureenA Sensual Journey with Laureen Hey there, I'm Laureen from Jacksonville, Florida. I'm a curvy Latina beauty who loves exploring all the amazing things life has to offer. As a proud member of the LGBTQ community, I embrace my transgender identity and all the unique experiences that come with it. I'm looking for someone special...
  • Trans Beauty Looking for Love 💖Trans Beauty Looking for Love 💖 Hey there, I'm Stacie from Jacksonville, Florida! I'm a curvy Latina beauty with a passion for life and love. Being transgender has brought so much joy and authenticity to my journey, and I love connecting with others who understand and appreciate the LGBTQ community. I'm looking for someone spec...
  • TS M2F Top in JacksonvilleTS M2F Top in Jacksonville TS Top Seeking Man in Jacksonville 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...
  • Transgender Beauty Seeking Connection in JacksonvilleTransgender Beauty Seeking Connection in Jacksonville Hey there, lovely people of Jacksonville! My name is Catlee, and I'm thrilled to be part of this vibrant LGBTQ community. 🌈 I wanted to reach out and share a little bit about myself in hopes of finding that special connection. Physically, I have a curvaceous body that will make your heart skip...
  • HMU for Sex in JacksonvilleHMU for Sex in Jacksonville Newly Single and Ready to Mingle in Jacksonville 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 Jacksonville, Florida area then message me @BarbieSingle28.      ...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Jacksonville 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 fem...