Kentucky Transgender Sex Ads

Browse Kentucky 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: Bowling Green | Huntington-Ashland | Lexington | Louisville | Western KY

  • May 22nd, 2026
  • Hot Shemale in Lexington Looking for Rough FunHot Shemale in Lexington Looking for Rough Fun Hey there, I'm Addie, a naughty shemale in Lexington looking for a local man who can handle all of my desires. I love being both a top and a bottom, so I can give it to you hard or take it like a champ. I'm into blowjobs, anal play, deep-throating, and sloppy wet fun. Let's explore each other's bodi...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Kentucky? 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...
  • Seeking Local Man for Raunchy Shemale FunSeeking Local Man for Raunchy Shemale Fun Are you a man in Bowling Green looking for a wild time with a shemale? Well, look no further because I'm Malena and I'm here to fulfill all your dirty fantasies. From top to bottom, I love it all - blowjobs, anal play, deep throating, cum swallowing, and more. I want to ride you until we both expl...
  • Sparkle with Sharon: LetSparkle with Sharon: Let's Dance Under the Stars Together Hey there, I'm Sharon from Lexington, Kentucky! I'm a curvy Latina beauty who loves exploring this vibrant city and all it has to offer. From sipping on craft cocktails at The Merrick Inn to catching a live show at Cosmic Charlie's, I'm always up for a good time. I embrace my transgender identity...
  • Elegantly Transcendent Seeking ConnectionElegantly Transcendent Seeking Connection Hey there! I'm Danika, a transgender woman from Louisville, Kentucky. I may not fit society's norms, but I embrace my unique journey and love being a part of the LGBTQ community. 💖 I enjoy exploring the local art scene, grabbing coffee at Please & Thank You, or taking a stroll through Waterfro...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there, I'm Sherilyn from Huntington-Ashland, Kentucky. I'm a curvy and confident transgender woman who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and freedom to express myself authentically. 🌈 I'm looking for someone special to share laughs and go...
  • Exotic Transgender Beauty Seeking ConnectionExotic Transgender Beauty Seeking Connection Hey y'all! I'm Sherline, a sassy transgender gal from Western KY. I love embracing my true self and being part of the LGBTQ community. It's all about living authentically and loving who you are, am I right? 😊 I'm looking for someone special to share some fun times with. We could grab a bite at...
  • Looking for Love and Adventure! 💖Looking for Love and Adventure! 💖 Hey there, lovely people of Bowling Green! My name is Jinny, and I'm a fun-loving transgender person who's ready to dive into the dating world. 🌈 I may not fit society's mold of what a "typical" person should look like, but trust me when I say that my unique body type only adds to my charm. ðŸ...
  • Seductive Transgender in Lexington Looking for LoveSeductive Transgender in Lexington Looking for Love Hey there! I'm Jan, a transgender cutie from Lexington, Kentucky. I love exploring all the amazing LGBTQ+ friendly spots in town like The Bar Complex and Crossings Lexington. I embrace my unique journey as a trans individual and enjoy connecting with others who appreciate diversity and acceptanc...
  • New Body New MeNew Body New Me M2F post-op in Kentucky 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 Natash...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there! I'm Candis, a transgender lady from Lexington, Kentucky. I may have a curvy body type and come from a mix of ethnic backgrounds, but what truly defines me is my vibrant personality and open heart. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I ...
  • Seeking Connection in Huntington-AshlandSeeking Connection in Huntington-Ashland Hey there! I'm Gwenneth, a transgender woman living in Huntington-Ashland. I love exploring the local scene and checking out new restaurants like Backyard Pizza and The Peddler. It would be great to meet up for a casual date at Ritter Park or grab a coffee at River & Rail Bakery. I enjoy being pa...
  • 27 y/o Sexy Hung Crossdresser in Kentucky27 y/o Sexy Hung Crossdresser in Kentucky Hung Crossdresser for Male in Kentucky 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 sexy...
  • Transgender Beauty seeking Love in LouisvilleTransgender Beauty seeking Love in Louisville Hey there, I'm Katrina, a confident and fun-loving transgender woman living in Louisville. I love exploring the local art scene, trying out new restaurants like Mayan Cafe or Hammerheads, and catching live music at Headliners Music Hall. I embrace my trans identity and enjoy being part of the LGB...
  • INTERACTIVE MAP: Transexual Tracker in the Kentucky Area!INTERACTIVE MAP: Transexual Tracker in the Kentucky Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Kentucky 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 for ...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Kentucky 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 relationship.&...
  • Naughty Shemale Looking for a Wild Time in Huntington-AshlandNaughty Shemale Looking for a Wild Time in Huntington-Ashland Hey there, I'm Diana, a sexy shemale looking for a local man to have some hot and steamy fun with. I love getting down and dirty, so if you're into that too, then we'll definitely hit it off! When it comes to sex, I'm open to trying just about anything. From deepthroating your cock to riding you lik...
  • Transgender Beauty Seeking Connection in LexingtonTransgender Beauty Seeking Connection in Lexington Hey there, lovely people of Lexington! My name is Johanna and I'm a proud transgender woman. 💃 I wanted to reach out and see if I could find someone special who appreciates the beauty and uniqueness that comes with being trans or LGBTQ. 🌈 So, let me give you a little glimpse into what I loo...
  • A Taste of TranscendenceA Taste of Transcendence Hey there, I'm Bree from Lexington, Kentucky. I'm a curvy and confident transgender woman who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and fulfillment. If you're looking for someone who is open-minded, adventurous, and ready to explore new possibilities...
  • Elegant Transgender Beauty Seeking ConnectionElegant Transgender Beauty Seeking Connection Hey there, I'm Tracee from Huntington-Ashland, Kentucky. I'm a curvy redhead with a mix of Native American and Irish heritage. I love exploring new places and trying new foods. Some of my favorite spots in town are the Riverfront Park for a romantic stroll, the Paramount Arts Center for a cultural...
  • Hot Shemale in Bowling Green Ready to Play and FuckHot Shemale in Bowling Green Ready to Play and Fuck Looking for a man who can handle all my shemale desires. I'm Rosanne, a sexy tranny from Bowling Green, Kentucky, seeking a local guy for some wild fun. I love to top and bottom, give blowjobs, get my ass played with, suck on a throbbing cock, and ride until we both explode in intense orgasms. I'...
  • Hot Shemale Laraine Looking for Local Man to Fulfill Your Wildest FantasiesHot Shemale Laraine Looking for Local Man to Fulfill Your Wildest Fantasies Are you looking for a sexy shemale in Louisville who can show you a good time? Look no further, because I'm here to fulfill all your deepest desires. My name is Laraine and I'm a naughty shemale seeking a man who can handle me in the bedroom. I love getting down and dirty, whether it's giving you...
  • Transgender Temptation in LexingtonTransgender Temptation in Lexington Hey there! My name is Lois and I'm a proud transgender woman living in Lexington, Kentucky. I love being part of the LGBTQ community and embracing who I truly am. If you're looking for someone unique and open-minded, then look no further! I enjoy spending time at local coffee shops like A Cup of ...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Kentucky 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: GayleTG...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Kentucky 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 gr...
  • Sexy Transgender Beauty Looking for Love in Bowling GreenSexy Transgender Beauty Looking for Love in Bowling Green Hey there! My name is Jeannine and I'm a fun-loving transgender woman from Bowling Green, Kentucky. I may not be your typical girl, but that's what makes me special. I embrace my uniqueness and love being a part of the LGBTQ community. I enjoy long walks in the park, cozy coffee dates at Spencer...
  • Hot Shemale in Lexington Ready to Play and FuckHot Shemale in Lexington Ready to Play and Fuck Looking for a man who can handle my tight ass and huge throbbing cock? Look no further, because Mariette is here to fulfill all your wildest fantasies. As a shemale seeking a local man for great sex and fun, I love getting down and dirty with a guy who knows how to please me. I enjoy being both ...
  • Hot Shemale Korry Seeking Local Man for Wild FunHot Shemale Korry Seeking Local Man for Wild Fun Are you looking for a sexy shemale to fulfill all your wildest fantasies? Look no further, because I'm Korry from Huntington-Ashland, Kentucky, and I'm ready to show you a good time. I'm a top shemale who loves to dominate and take control in the bedroom. I enjoy giving blowjobs, getting my tight ...
  • Elegant Trans Beauty Seeking ConnectionElegant Trans Beauty Seeking Connection Hey there! I'm Joann, a transgender woman living in Western KY. I love embracing my true self and being a part of the LGBTQ community. I find joy in exploring new places like the beautiful parks in Paducah or grabbing a bite to eat at the local diners in Bowling Green. I'm looking for someone wh...
  • Raunchy Shemale in Lexington Ready to PlayRaunchy Shemale in Lexington Ready to Play I'm a naughty shemale named Lani who loves to get down and dirty with a man who can handle all my desires. I'm looking for a local guy in Lexington who's ready for some hot and steamy fun. If you're into wild and kinky sex, then I'm the perfect match for you. I enjoy being both top and bottom, gi...
  • Seeking Love and Adventure - Transgender Beauty in Bowling Green!Seeking Love and Adventure - Transgender Beauty in Bowling Green! Hey there, fellow adventurers! My name is Jo-Anne, and I'm a fun-loving transgender woman from Bowling Green, Kentucky. 💃🌈 Being trans has given me the incredible gift of self-discovery and embracing my true identity. It's allowed me to connect with a vibrant LGBTQ community that celebrates...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Kentucky 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!&n...
  • Hot Shemale in Louisville Ready to Play and FuckHot Shemale in Louisville Ready to Play and Fuck Hey sexy, I'm Keri, a naughty shemale looking for a local man who can handle all my desires. I love being both top and bottom, giving blowjobs, getting my ass pounded hard, sucking on a throbbing cock until it explodes with cum, and so much more. If you're into sloppy gagging play or want to ride my...
  • LetLet's Dance in the Colors of Love! Hey there, lovely people of Bowling Green! My name is Hope, and I'm a proud transgender woman with a heart full of love and excitement. 💖 As a unique individual, I believe that every person deserves to be loved for who they truly are. Being part of the LGBTQ+ community has taught me the value ...
  • Sweet and Sensual Transgender Beauty Looking for Love in Bowling GreenSweet and Sensual Transgender Beauty Looking for Love in Bowling Green Hey there, I'm Alyda, a fun-loving transgender woman living in Bowling Green, Kentucky. I may not be your typical girl next door, but that's what makes me unique! I embrace my LGBTQ identity and love exploring new experiences. I enjoy long walks in the park, cozy coffee dates at Spencer's Coffee,...
  • Sweet and Sensual Transgender Beauty Looking for LoveSweet and Sensual Transgender Beauty Looking for Love Hey there! I'm Tiff, a fun-loving transgender gal from Huntington-Ashland, Kentucky. I may not fit society's idea of "normal," but that's what makes me unique and special. I embrace my LGBTQ identity and love every bit of it! 💖 I enjoy long walks in Ritter Park, cozy coffee dates at Butter It ...
  • Local Shemale Libbi Seeking Man for Wild FunLocal Shemale Libbi Seeking Man for Wild Fun I'm a hot and horny shemale looking for a man in Louisville who can handle all my dirty desires. I love getting down and dirty, with no limits or boundaries. My name is Libbi, and I'm ready to show you a good time. When it comes to sex, I'm into it all. I love giving and receiving blowjobs, getti...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there! My name is Suzann, and I'm a proud transgender woman living in the beautiful city of Huntington-Ashland, Kentucky. 🌈 So, let me tell you a bit about myself. I have a curvy body that's perfect for snuggling up with on those chilly evenings. As for my ethnicity, I come from a diverse ...
  • Transgender Beauty Seeking Love in Western KYTransgender Beauty Seeking Love in Western KY Hey there! I'm Marris, a proud transgender woman from Western KY. I love embracing my true self and being part of the LGBTQ community. If you're looking for someone unique and genuine, that's me! I enjoy exploring local spots like Paducah Riverwalk or Land Between the Lakes for a fun date. Let's ...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Kentucky 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 Message...
  • 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 Kentucky 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 fa...
  • Transgender Beauty Seeking Love and ConnectionTransgender Beauty Seeking Love and Connection Hey there! I'm Katheleen, a proud transgender woman from Lexington, Kentucky. 💖 Although I come in all shapes and sizes, my heart is filled with love for the LGBTQ community. 🌈 Being trans has allowed me to embrace my true self and appreciate the beauty of diversity. It's amazing how we can...
  • Erotic Temptation Awaits YouErotic Temptation Awaits You Hey there, I'm Sherrie from Western KY, Kentucky. I'm a curvy, Latina transgender woman who loves embracing my true self and connecting with others in the LGBTQ community. If you're looking for a fun and adventurous date, then look no further! I enjoy exploring local spots like the Paducah Riverf...
  • Transgender Cutie Seeking Love in Lexington! 🌈Transgender Cutie Seeking Love in Lexington! 🌈 Hey there, lovely people of Lexington! My name is Kelcie, and I'm a proud transgender individual looking for a special connection in this amazing city. 💕 As someone who embraces their unique identity, being part of the LGBTQ community has brought me so much joy and growth. It's truly empowerin...
  • Wild Shemale Ready to Play and Fuck in Western KYWild Shemale Ready to Play and Fuck in Western KY Hey there, I'm Denise, a hot shemale from Western KY looking for a local man who can handle my insatiable appetite for sex and fun. If you're into wild and raunchy encounters, then I'm the one for you. I love to be both top and bottom, giving and receiving blowjobs, getting my tight ass pounded har...
  • Hot Shemale Looking for Local Man for Wild FunHot Shemale Looking for Local Man for Wild Fun Hey boys, I'm Anne, a sexy shemale in Huntington-Ashland ready to fulfill all your wildest fantasies. I'm seeking a man who can handle my insatiable appetite for pleasure and fun. You can find me on FreeSexAds.com Shemale Profiles at annehunt67240. I love getting down and dirty with a guy who knows...
  • Exploring Love and Life as a Transgender IndividualExploring Love and Life as a Transgender Individual Hey there, lovely people of Western KY! My name is Maure, and I'm on the lookout for someone special to share my journey with. As a transgender individual, I embrace every aspect of who I am and celebrate the LGBTQ community. 🌈 While it's hard to describe myself in this ad, you can check out m...
  • Elegant Trans Beauty Seeking ConnectionElegant Trans Beauty Seeking Connection Hey there, I'm Stace from Huntington-Ashland, Kentucky. I'm a curvy and confident transgender woman who loves exploring new places and meeting new people. 🌈 Whether it's grabbing a coffee at Riverfront Park or enjoying a nice dinner at Black Sheep Burrito & Brews, I'm always up for an adventure...
  • Local Shemale Seeking Man for Hot and Steamy FunLocal Shemale Seeking Man for Hot and Steamy Fun Are you looking for a wild time with a sexy shemale in Lexington, Kentucky? Well, look no further because I'm here to fulfill all your naughty desires. My name is Cati and I am ready to show you a good time. I love getting down and dirty with a man who knows how to handle a shemale like me. Fr...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there, I'm Emylee from Western KY, Kentucky. I'm a curvy and confident 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. I'm looking for someone who is open-min...