Long Island Transgender Sex Ads

Browse Long Island 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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  • January 18th, 2026
  • Hot Shemale Looking for Wild Fun in Long IslandHot Shemale Looking for Wild Fun in Long Island I'm a sexy shemale named Karolina, and I'm on the hunt for a local man who can handle all of my naughty desires. I love getting down and dirty, so if you're up for some raunchy fun, then I'm your girl! When it comes to sex, I'm into everything from passionate kissing to mind-blowing blowjobs. I l...
  • Shemale Nightclubs Near You in Long Island, New YorkShemale Nightclubs Near You in Long Island, New York Shemale Nightclubs Near You in Long Island, New York Shemale Clubs Near You in Long Island, New York 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 ...
  • Looking for Love and Adventure! 🌈💕Looking for Love and Adventure! 🌈💕 Hey there, lovely people of Long Island! My name is Brittney, and I'm a transgender woman who's ready to dive into the exciting world of dating. 💃✨ I may not have a supermodel body, but trust me, I've got a heart full of love to give. ❤️🌟 I come from a diverse background, embracing my...
  • Sensual Transgender Beauty Seeking ConnectionSensual Transgender Beauty Seeking Connection Hey there, I'm Corry from Long Island, New York. I'm a curvy Latina beauty who loves embracing my transgender identity. I enjoy the freedom and authenticity that comes with being part of the LGBTQ community. If you're looking for someone who is confident in their skin and loves to explore new places...
  • Elegantly Transcendent Seeker Seeks Soulful ConnectionElegantly Transcendent Seeker Seeks Soulful Connection Hey there, I'm Layney from Long Island, New York. I identify as transgender and love embracing my true self within the LGBTQ community. 💖 I'm looking for someone who appreciates authenticity and values deep conversations over a cup of coffee at local spots like Gentle Brew or Southdown Coffee....
  • Gorgeous, Passable Trans in Long Island 😍Gorgeous, Passable Trans in Long Island 😍 Gorgeous Passable Trans MtF for Man in Long Island 😍 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'...
  • January 17th, 2026
  • Elegant Transgender Beauty Looking for LoveElegant Transgender Beauty Looking for Love Hey there! I'm Della, a fun-loving transgender woman from Long Island, New York. 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 being part of such a vibrant community. I'm looking for someone who can appreciate me for wh...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Long Island 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 femi...
  • FtM seeking Princess Bride in Long IslandFtM seeking Princess Bride in Long Island FtM seeking Woman in Long Island Hi, I'm Andy, age 33, FtM transgender man living in Long Island. 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...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Long Island 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...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Long Island 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...
  • Trans Grrl Kara Seeking Sugar Daddy for Fun and Play 💋Trans Grrl Kara Seeking Sugar Daddy for Fun and Play 💋 Hey there, handsome! Are you looking for a sexy trans woman to fulfill all your desires? Look no further, because I'm here to make your fantasies come true. My name is Kara and I'm a pre-op trans woman from Long Island, New York. I'm seeking a local man for friendship, great sex, and fun times tog...
  • 27 y/o Sexy Hung Crossdresser in Long Island27 y/o Sexy Hung Crossdresser in Long Island Hung Crossdresser for Male in Long Island 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...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Long Island Hi! I'm Brandi, new TS in the Long Island 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...
  • Looking for Love and Adventure as a Transgender Woman! Hey there! I'm Carol-Jean, a proud transgender woman from the beautiful Long Island, New York. 💃🌟 Let me tell you a bit about myself. I have an infectious smile that can brighten up any room, and my curvaceous body will leave you wanting more! 😉 My ethnicity is diverse, adding a touch of...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Long Island, New York? SHEMALE HOOKUPS! Wanna Have a Great Time in Long Island, New York? 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 Long...
  • TS M2F Top in Long IslandTS M2F Top in Long Island TS Top Seeking Man in Long Island 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 ...
  • A Journey of Self-DiscoveryA Journey of Self-Discovery Hey there! I'm Corena, a transgender woman from Long Island, New York. I love exploring new places like Jones Beach, Fire Island, and the Hamptons. If you're into beach days or strolls along the boardwalk, we'll definitely get along! I embrace my identity as a trans woman because it has allowed m...
  • Spark up some chemistry with Kim from Long Island!Spark up some chemistry with Kim from Long Island! Hey there! I'm Kim, a transgender babe from Long Island who loves embracing my true self and living authentically. I enjoy connecting with others in the LGBTQ community and sharing stories and experiences. If you're looking for someone who is open-minded, fun-loving, and down-to-earth, then I migh...
  • Transgender Beauty Looking for Love on Long IslandTransgender Beauty Looking for Love on Long Island Hey there, lovely people of Long Island! My name is Kirstie, and I'm a proud transgender woman living in this vibrant corner of New York. 💃🏻✨ So, let me tell you a bit about myself. I have a body that can rock any outfit with confidence – curves in all the right places! 🌺 My ethnicit...
  • Raunchy Shemale Chantalle Looking for Hot FunRaunchy Shemale Chantalle Looking for Hot Fun I'm a sexy shemale from Long Island, New York, seeking a local man for some steamy action. My name is Chantalle and I love to get down and dirty in the bedroom. If you're into wild, kinky sex, then I'm the girl for you. I enjoy being both a top and a bottom, so I can give it to you hard or take i...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Looking for a hot guy who can handle a real shemale like me, Nicolea. I'm all about exploring new sexual experiences and pushing boundaries. Whether you're into getting your cock sucked or pounding my tight ass, I'm down for it all. I love giving sloppy blowjobs, riding a huge throbbing dick, and...
  • Sexy Shemale Dolores Looking for Hot Fun on Long IslandSexy Shemale Dolores Looking for Hot Fun on Long Island Ready to have a wild time with a hot shemale like me, Dolores? I'm on the hunt for a local man who can handle my insatiable desires and kinky fetishes. From dominating you as a top to submitting as a bottom, I love it all. Let's explore each other's bodies and make each other moan with pleasure. ...
  • Hot Shemale Dorian Ready to Play on Long IslandHot Shemale Dorian Ready to Play on Long Island I'm a sexy shemale named Dorian, and I'm looking for a local man who can handle all my kinky desires. When it comes to sex, I love it all - from giving sloppy blowjobs to taking a huge cock deep in my tight ass. I'm versatile, so I can be your naughty top or your submissive bottom. Let's explore o...
  • Spark a Connection with Me, CameoSpark a Connection with Me, Cameo Hey there! I'm Cameo, a transgender cutie from Long Island, New York. I love embracing my true self and being part of the LGBTQ community. It's all about living authentically and spreading love wherever I go! 💖 I'm looking for someone who is open-minded, fun-loving, and ready to explore all th...
  • Hot Shemale in Long Island Ready to Play and FuckHot Shemale in Long Island Ready to Play and Fuck I love getting down and dirty with a man who knows how to handle a sexy shemale like me. My name is Jeraldine, and I'm looking for a local guy who can keep up with my insatiable appetite for sex and fun. You can find me on FreeSexAds.com Shemale Profiles at jeraldinel77637. When it comes to the b...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Long Island 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...
  • Elegantly Transgender Long Island Beauty Seeks ConnectionElegantly Transgender Long Island Beauty Seeks Connection Hey there! I'm Kirsten, a transgender woman from Long Island, New York. I love embracing my true self and being part of the LGBTQ community. It's such a freeing and empowering experience! I'm looking to meet someone special who is open-minded, kind-hearted, and ready for a genuine connection. We ...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there, lovely people of Long Island! My name is Vanya, and I'm a transgender person who's ready to dive into the exciting world of dating. 🌈 So, let me tell you a bit about myself. I have a unique body type that's curvy in all the right places. I'm proud of my diverse ethnic background, wh...
  • Tempting Trans Beauty Looking for LoveTempting Trans Beauty Looking for Love Hey there, I'm Merissa from Long Island, New York. I'm a curvy Latina goddess who loves embracing my transgender identity. Being part of the LGBTQ community brings me so much joy and freedom to be myself. I'm looking for someone special to share fun times with at places like Jones Beach, Adventu...
  • 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 Long Island 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...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there! I'm Ariela from Long Island, New York. I may not fit into society's typical mold, but that's what makes me unique and fabulous. As a transgender individual, I embrace the journey of self-discovery and authenticity. Being part of the LGBTQ community has brought me so much love and suppor...
  • Transgender Beauty Looking for LoveTransgender Beauty Looking for Love Hey there! My name is Joyce, and I'm a transgender woman living in the beautiful Long Island, New York. I'm excited to put myself out there and find that special someone who will appreciate me for who I am. 💕 Being part of the LGBTQ community has given me a unique perspective on life. It has t...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Long Island? 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 Long Island Area!INTERACTIVE MAP: Transexual Tracker in the Long Island Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Long Island 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...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Looking for a hot stud who can handle a wild shemale like me, Shaylynn. I'm all about getting down and dirty, so if you're into some kinky play, I'm your girl... well, technically your shemale 😉. I love being on top and riding you until we both explode with pleasure. I also enjoy giving slopp...
  • Well Endowed Shemale for Man in Long IslandWell Endowed Shemale for Man in Long Island Hung Shemale for Man in Long Island 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...
  • Seeking Local Man for Wild Shemale Fun on Long Island!Seeking Local Man for Wild Shemale Fun on Long Island! Are you ready to experience the ultimate pleasure with a sexy shemale like me, Amelie? I'm looking for a hot and horny man in Long Island who can handle all of my naughty desires. I love getting down and dirty, so if you're up for some kinky fun, then I'm the perfect match for you. When it comes ...
  • Meet New York Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans ClubsMeet New York Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet New York Transexuals Online!  Meet New York 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 New Yo...
  • Hot Shemale Looking for Wild Fun on Long IslandHot Shemale Looking for Wild Fun on Long Island I'm a sexy shemale named Laurella, and I'm looking for a local man who can handle all my naughty desires. I love to be both a top and bottom, giving and receiving pleasure in every way possible. From passionate kissing to deepthroating blowjobs, I want it all. My tight ass is always ready to be po...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Long Island 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...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there! I'm Genny, a transgender woman from Long Island, New York. I may not fit society's idea of "normal," but that's what makes me unique and beautiful. Being part of the LGBTQ community has taught me to embrace my true self and live authentically. I love exploring new places and trying out...
  • Elegant Transgender Beauty Looking for Love 💕Elegant Transgender Beauty Looking for Love 💕 Hey there! I'm Clair, a transgender woman from Long Island, New York. I may not fit society's "norms" but that's what makes me unique and beautiful. I embrace my LGBTQ identity and love every bit of it! 💖 I enjoy long walks on the beach, cozy nights in watching movies, and exploring new restau...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Long Island Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Seeking Love and Adventure - LetSeeking Love and Adventure - Let's Explore Together! Hey there! My name is Marie, and I'm a proud transgender woman from Long Island, New York. I wanted to write this ad to let you know that I'm ready to find someone special who appreciates me for who I am. 💕 Being trans has taught me so much about resilience and self-acceptance. I love being pa...
  • HMU for Sex in Long IslandHMU for Sex in Long Island Newly Single and Ready to Mingle in Long Island 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 Long Island, New York area then message me @BarbieSingle28.      ...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there! My name is Mitzi, and I'm a transgender woman from Long Island, New York. 💕 I wanted to take a moment to write this ad and share a little bit about myself. So, here it goes! As a proud member of the LGBTQ+ community, I embrace my unique journey and all the experiences that come with...
  • Local Shemale Looking for Hot Encounters in Long Island, NYLocal Shemale Looking for Hot Encounters in Long Island, NY Hey boys! I'm a sexy shemale named Kaylee and I'm on the hunt for a man who can handle all of me. I love getting down and dirty, so if you're into wild and kinky fun, I'm your girl... err, shemale! When it comes to sex, I'm not shy about what I like. I enjoy everything from deepthroating to anal pl...
  • January 16th, 2026
  • Naughty Shemale Looking for a Wild Time in Long IslandNaughty Shemale Looking for a Wild Time in Long Island Are you ready to get down and dirty with a sexy shemale who knows how to have a good time? Well, look no further because I'm Ronica, and I'm here to fulfill all your wildest fantasies. I'm a kinky tranny looking for a local man who can handle my insatiable appetite for sex and fun. I love getting...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Looking for a hot guy who can handle a kinky shemale like me? Well, you're in luck because I'm Catie from Long Island, New York, and I'm ready to play! I love getting down and dirty with a man who knows how to satisfy all my cravings. I'm a top shemale who loves to dominate and take control in t...