Winston-Salem Transgender Sex Ads

Browse Winston-Salem 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: Asheville | Boone | Charlotte | Eastern NC | Fayetteville | Greensboro | Hickory / Lenoir | Outer Banks | Raleigh / Durham / CH | Wilmington | Winston-Salem

  • June 2nd, 2026
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Winston-Salem 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 ...
  • Naughty Shemale Looking for Fun in Winston-SalemNaughty Shemale Looking for Fun in Winston-Salem I love being a shemale and I'm looking for a hot man in Winston-Salem to have some wild, raunchy fun with. My name is Karoline and I can't wait to show you all the things I can do. I'm into everything from giving sloppy blowjobs to riding your cock all night long. I love playing with tight asses...
  • Local Shemale Looking for Hot Fun in Winston-SalemLocal Shemale Looking for Hot Fun in Winston-Salem I love to get down and dirty with a man who knows how to handle a sexy shemale like me. My name is Marjory, and I'm looking for someone local who can satisfy all my desires. When it comes to sex, I'm into everything naughty and taboo. I love giving blowjobs, getting my tight ass pounded, and feel...
  • FtM seeking Princess Bride in Winston-SalemFtM seeking Princess Bride in Winston-Salem FtM seeking Woman in Winston-Salem Hi, I'm Andy, age 33, FtM transgender man living in Winston-Salem. 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&nbs...
  • Spark Up Your Life with Ali from Winston-Salem!Spark Up Your Life with Ali from Winston-Salem! Hey there! I'm Ali, a fun-loving transgender cutie from Winston-Salem. I may not be your typical girl, but that's what makes me unique and special. I love embracing my LGBTQ identity and all the beautiful colors of the rainbow 🌈. I enjoy exploring new places in town like Bailey Park or grabbin...
  • Elegant Trans Beauty Seeking Connection in Winston-SalemElegant Trans Beauty Seeking Connection in Winston-Salem Hey there, I'm Margret from Winston-Salem, North Carolina. I'm a curvy Latina beauty who loves embracing my transgender identity. I find so much joy in being part of the LGBTQ community and connecting with like-minded individuals. I'm looking for someone special to share meaningful conversations ...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Winston-Salem 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 fe...
  • Spark the Flame: Transgender Beauty in Winston-SalemSpark the Flame: Transgender Beauty in Winston-Salem Hey there! I'm Dorette, a proud transgender woman from Winston-Salem, North Carolina. I may not fit society's standards of beauty, but my confidence shines through in every step I take. Being part of the LGBTQ community has taught me to embrace my true self and live authentically. I love explorin...
  • Elegant Transgender Beauty Seeking ConnectionElegant Transgender Beauty Seeking Connection Hey there, I'm Caresa from Winston-Salem, North Carolina. I may not fit the mold of traditional beauty, but my unique body type and ethnicity make me stand out in a crowd. I embrace my transgender identity and love being a part of the LGBTQ community because it allows me to be my authentic self wi...
  • Raunchy Shemale Looking for Hot Encounters in Winston-SalemRaunchy Shemale Looking for Hot Encounters in Winston-Salem Are you ready to have the time of your life with a sexy shemale like me? My name is Mariel, and I'm looking for a local man who can handle all of my naughty desires. I love getting down and dirty, so if you're into wild sex, I'm the one for you. I enjoy being both a top and bottom, and I love giv...
  • Elegantly Transgender Seeking ConnectionElegantly Transgender Seeking Connection Hey there, I'm Maryanna from Winston-Salem, North Carolina. I may not fit society's typical mold, but that's what makes me unique and beautiful. I love embracing my transgender identity and being part of the LGBTQ community because it allows me to be my authentic self without any apologies. 🌈 ...
  • Hot Shemale Looking for Fun in Winston-SalemHot Shemale Looking for Fun in Winston-Salem Are you ready to have some naughty fun with a sexy shemale like me, Else? I'm on the hunt for a local man who can handle all of my desires and more. When it comes to sex, I love it all - from giving mind-blowing blowjobs to getting my tight ass pounded hard. I'm versatile and can be your top or bo...
  • Naughty Shemale Looking for Hot Fun in Winston-SalemNaughty Shemale Looking for Hot Fun in Winston-Salem Are you ready to have the time of your life with a sexy shemale named Noell? I'm looking for a local man who can handle all of my desires and fantasies. I want to explore every inch of your body and make you scream with pleasure. From blowjobs to anal play, I'm down for it all. Let's get wild and ...
  • Sweet and Sensual Nanine Looking for Love in Winston-Salem!Sweet and Sensual Nanine Looking for Love in Winston-Salem! Hey there! I'm Nanine, a transgender cutie from Winston-Salem, North Carolina. I may not be your typical girl, but I bring a whole lot of love and fun to the table. I enjoy being part of the LGBTQ community because it allows me to express my true self without any judgment. I'm looking for someon...
  • June 1st, 2026
  • Raunchy Shemale Seeking Local Man for Hot Encounters!Raunchy Shemale Seeking Local Man for Hot Encounters! Are you ready to have the time of your life with a sexy shemale like me, Janessa? I'm looking for a man in Winston-Salem who can handle all the naughty fun I have in store. I love being both a top and a bottom, so we can switch things up and explore all kinds of pleasures together. Whether you wan...
  • Hot Shemale in Winston-Salem Ready to Play!Hot Shemale in Winston-Salem Ready to Play! I love being a shemale and I'm always looking for a man who can handle all that I have to offer. My name is Faye and I'm seeking a local man for some wild and raunchy fun. I enjoy everything from deepthroating your cock to riding you until we both explode with pleasure. I love giving sloppy blow...
  • Spark up some magic with me!Spark up some magic with me! Hey there! I'm Eveline, a proud transgender woman from Winston-Salem, North Carolina. I may not fit into society's typical norms, but that's what makes me unique and special. I love embracing my true self and connecting with others who appreciate authenticity. I enjoy exploring new places in the ...
  • Sexy Shemale Sofia Seeking Hot Man for Wild FunSexy Shemale Sofia Seeking Hot Man for Wild Fun Hey sexy studs, I'm Sofia, a raunchy shemale from Winston-Salem looking for a local man to play with. I love getting down and dirty, exploring all kinds of naughty pleasures. If you're into a wild time, I'm your girl!Come meet me for some steamy action at Club Cabaret or The Treasure Club. We can ge...
  • May 31st, 2026
  • Transgender Temptation: Seeking Connection in Winston-SalemTransgender Temptation: Seeking Connection in Winston-Salem Hey there, I'm Lauren from Winston-Salem, North Carolina. I'm a curvy and confident transgender woman who loves embracing my identity within the LGBTQ community. I believe in living authentically and unapologetically, and I'm looking for someone who appreciates that about me. I enjoy exploring lo...
  • Sexy Shemale Looking for Hot Fun in Winston-Salem!Sexy Shemale Looking for Hot Fun in Winston-Salem! I'm Coralyn, a sultry shemale from Winston-Salem, North Carolina, on the hunt for a local man who can handle my insatiable appetite for all things naughty. I love being both top and bottom, giving mind-blowing blowjobs and taking it deep in my tight ass. I get off on role play, bondage, and making...
  • LetLet's Spark Some Magic Together Hey there, I'm Perle from Winston-Salem, North Carolina. I'm a curvy, Latina transgender woman who loves embracing my true self and living authentically in the LGBTQ community. I enjoy exploring new places around town like Bailey Park or grabbing a bite to eat at Mozelle's Fresh Southern Bistro....
  • Sparkle with Jewell: Seeking Connection in Winston-SalemSparkle with Jewell: Seeking Connection in Winston-Salem Hey there, I'm Jewell from Winston-Salem, North Carolina. I'm a curvy, mixed-race trans woman who loves embracing my authentic self. Being part of the LGBTQ community brings me so much joy and pride. 💖 I'm looking for someone special to share laughs and good times with. Whether we grab a cup o...
  • May 30th, 2026
  • Naughty Shemale Looking for Hot Fun in Winston-Salem!Naughty Shemale Looking for Hot Fun in Winston-Salem! I'm a sexy shemale named Chery looking for a local man who can handle all of my desires. I want to explore every inch of your body and make you scream with pleasure. I love being on top, bottom, giving blowjobs, getting my ass pounded, sucking dick, and so much more. Let's play together and experi...