New Haven Transgender Sex Ads

Browse New Haven 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: Eastern CT | Hartford | Northwest CT | New Haven

  • July 23rd, 2026
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in New Haven 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 femini...
  • Elegant Trans Beauty Seeking Connection in New HavenElegant Trans Beauty Seeking Connection in New Haven Hey there! I'm Mariana, a transgender woman living in New Haven, Connecticut. I love exploring the vibrant LGBTQ community here and embracing my true self. If you're looking for someone who is confident, fun-loving, and full of positive energy, then look no further! I enjoy spending time at local...
  • Seeking Love and Adventure in New Haven!Seeking Love and Adventure in New Haven! Hey there, I'm Chastity, a proud transgender woman from New Haven. I may not fit society's typical mold, but that's what makes me unique! I love being part of the LGBTQ community because it's where I feel truly accepted and free to be myself. I'm looking for someone who is open-minded, caring, a...
  • Sexy Transgender Beauty Looking for LoveSexy Transgender Beauty Looking for Love Hey there, I'm Lorrayne from New Haven, Connecticut. I'm a curvy Latina beauty who loves to embrace my transgender identity. Being part of the LGBTQ community brings me so much joy and pride. I love exploring new places in the city like East Rock Park or grabbing a bite to eat at Claire's Corner C...
  • Hot Shemale in New Haven Looking for a Wild TimeHot Shemale in New Haven Looking for a Wild Time Are you ready to have some naughty fun with a sexy shemale? My name is Cookie and I'm looking for a local man who can handle all of my desires. I love being on top, bottom, giving blowjobs, getting my tight ass pounded, sucking dick, having intense orgasms, role play, riding cock, playing with hug...
  • Trans Beauty Looking for Love in New HavenTrans Beauty Looking for Love in New Haven Hey there, I'm Kathye from New Haven, Connecticut. I'm a curvy Latina beauty who is proud to be transgender. I love the LGBTQ community and all the support and love we give each other. If you're looking for someone who is confident, fun-loving, and ready for a good time, then look no further! I e...
  • Raunchy Shemale in New Haven Looking for Hot FunRaunchy Shemale in New Haven Looking for Hot Fun Hey there sexy, I'm Nova, a hot shemale from New Haven looking for a man who can handle all of me. I love to play both top and bottom, giving and receiving blowjobs, getting my tight ass pounded hard, and sucking on a throbbing cock until it explodes with cum. I'm into all kinds of kinky fetishes an...
  • July 22nd, 2026
  • Hot Shemale in New Haven Ready to Play and Fuck Your Brains Out!Hot Shemale in New Haven Ready to Play and Fuck Your Brains Out! Hey boys, I'm Cecilia, a sexy shemale from New Haven looking for a local man who can handle all my dirty desires. I love being both a top and bottom, so you better be ready to take it like a champ or give it like a pro. Whether you want me to suck your cock until you explode or bend over and let you...
  • Transcend into Love with PageTranscend into Love with Page Hey there, I'm Page from New Haven, Connecticut. I may not fit society's norms, but that's what makes me unique! Being transgender has allowed me to embrace my true self and connect with others in the LGBTQ community. If you're looking for someone who is open-minded, fun-loving, and ready for new ...
  • Transgender Temptation in New HavenTransgender Temptation in New Haven Hey there, I'm Maure from New Haven, Connecticut. I'm a curvy, Latina transgender woman who loves exploring my identity and connecting with others in the LGBTQ community. I enjoy the freedom to express myself authentically and embrace my true self every day. I'm looking for someone who is open-mi...
  • Sparkle with Elly: LetSparkle with Elly: Let's Dance Under the Stars Hey there! I'm Elly, a transgender cutie from New Haven, Connecticut. I'm all about embracing my true self and living my best LGBTQ life. 🏳️‍🌈 I love exploring new places, trying out different cuisines, and dancing the night away. How about we meet up at the funky coffee shop downtown f...
  • July 21st, 2026
  • Transgender Beauty Looking for Love in New HavenTransgender Beauty Looking for Love in New Haven Hey there! My name is Dierdre and I'm a proud transgender woman living in New Haven, Connecticut. I may not fit society's idea of "perfect," but I am confident in my own skin and embrace my unique beauty. I love being part of the LGBTQ community because it allows me to be myself without any judgm...
  • Raunchy Shemale Looking for Hot Fun in New Haven!Raunchy Shemale Looking for Hot Fun in New Haven! I'm a naughty shemale named Lois looking for a local man who can handle all my desires. I love to be on top, ride you hard, and make you beg for more. My tight ass is always ready for a good pounding, and I'll suck your cock like it's the last one on earth. Let's explore our wildest fantasies toge...
  • Spark a Connection with Gillie from New Haven!Spark a Connection with Gillie from New Haven! Hey there! I'm Gillie, a transgender cutie from New Haven, Connecticut. I may not fit into society's boxes, but that just makes me all the more interesting. I love embracing my unique identity and being part of the LGBTQ community. I'm looking for someone who can appreciate me for who I am and s...
  • Hot Shemale Looking for a Wild Time in New HavenHot Shemale Looking for a Wild Time in New Haven Are you ready to have some naughty fun with a sexy shemale? I'm Billie, and I'm on the hunt for a local man who can handle all of my desires. From deepthroating to ass play, I love it all. Let's explore each other's bodies and make each other cum over and over again. I'm a top who loves to take ...
  • July 20th, 2026
  • Hot Shemale Looking to Play in New Haven!Hot Shemale Looking to Play in New Haven! Are you ready for a wild time with a naughty shemale named Merrie? I'm looking for a local man who can handle all of my desires and fantasies. I love being both a top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucking on a throbbing cock, and making sure we both have ...
  • LetLet's Explore New Haven Together! Hey there! I'm Jenelle, a proud transgender woman from New Haven, Connecticut. I love embracing my true self and connecting with others in the LGBTQ community. If you're looking for someone who is fun-loving, adventurous, and open-minded, then I might just be the one for you! I enjoy exploring lo...