Catskills Transgender Sex Ads

Browse Catskills 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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November 18th, 2025

Seeking Connection and Adventure in the Catskills! Hey there! My name is Aili, and I'm a transgender person living in the beautiful Catskills, New York. 🌳🏞️ I wanted to write this ad to reach out and connect with someone who's open-minded, kind-hearted, and ready for an adventure! 🌈✨ So, let me tell you a bit about myself. I have a ...

TS M2F Top in Catskills TS Top Seeking Man in Catskills 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 an...

Hot Shemale Trudie Ready to Ride and Suck in Catskills! Are you looking for a kinky shemale to fulfill all your wildest fantasies? Look no further because I'm Trudie, a sultry shemale from Catskills who's seeking a local man for some mind-blowing sex and fun. I love getting down and dirty, exploring every inch of your body with my tight ass and huge th...

Elegantly Transcendent Seeking Connection Hey there, I'm Gwenette from the beautiful Catskills, New York! I may not fit into society's narrow boxes, but that's what makes me unique and fabulous. I love embracing my true self as a transgender individual and being part of the LGBTQ community. I'm looking for someone who is open-minded, kin...

Sexy Shemale Seeking Local Man for Wild Fun Hey there, I'm TeresaAnne from Catskills, New York. I'm a kinky shemale looking for a man who can handle all my desires. I love to be on top and dominate, but I also enjoy being submissive and taking it deep in my tight ass. Whether you want me to suck your cock or ride you until we both cum, I'm do...

Transgender Beauty Seeking Connection in Catskills Hey there! My name is Karly and I'm a transgender woman living in the beautiful Catskills, New York. I may not fit society's idea of "normal", but that's what makes me unique and special. Being part of the LGBTQ community has allowed me to embrace my true self and live authentically. I love expl...

Hot Shemale in Catskills Looking for a Wild Time Are you ready to have the time of your life with a sexy shemale? I'm Sharie, and I'm looking for a local man who can handle all of me. I love getting down and dirty, exploring all kinds of naughty fantasies. If you're into hot and steamy encounters, then I'm the one for you. I enjoy being both to...

Elegantly Unique Transgender Beauty Looking for Connection Hey there! I'm Krista, a transgender woman from the Catskills, New York. I have a curvy body and my roots hail from a mix of European and Asian descent. I love being part of the LGBTQ community because it allows me to express my true self and connect with others who understand and support me. I e...

Sexy Shemale Joanna Looking for Hot Fun in Catskills I'm a horny shemale from Catskills, New York looking for a local man who can handle all the kinky fun I have to offer. If you're into wild and raunchy sex, then I'm your girl! My name is Joanna and I love getting down and dirty with a man who knows how to please me in every way possible. I'm a to...

Wild at Heart, Free in Spirit Hey there! I'm Nyssa, a transgender gal from the Catskills, New York. I may not fit society's typical mold, but that's what makes me unique and special. I love exploring my identity and being part of the LGBTQ community - it's like finding a whole new world of acceptance and understanding. I enjo...

Transgender Beauty Looking for Love in Catskills! Hey there, I'm Caryl, a transgender woman living in the beautiful Catskills, New York. I may not fit society's idea of "perfect," but my unique body type and ethnicity make me who I am - and I love it! Being part of the LGBTQ community has taught me to embrace my true self and live authentically. ...

Naughty Shemale Looking for Hot Fun in Catskills Are you ready to experience the ultimate pleasure with a sexy shemale like me? My name is Camile and I'm looking for a local man who can handle all of my desires. I love being both a top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucking on a throbbing cock, and makin...

Looking for Love in the Catskills! Hey there! My name is Dara, and I'm a transgender person living in the beautiful Catskills, New York. 🌲❤️ So, let me give you a glimpse of what I look like. Picture this: I have a unique body type that perfectly complements my vibrant personality. And when it comes to ethnicity and nationa...

Hot Shemale in Catskills Looking for Some Naughty Fun I'm a horny shemale named Cammi who loves to get down and dirty with a hot man like you. I'm seeking a local guy who can handle all my kinky desires and give me the pleasure I crave. If you're up for some wild and raunchy fun, then I'm the perfect tranny for you. I love everything from deepthroat...

F/M seeking love and fun Female to Male Trans Man in Catskills 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 g...

Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Catskills? 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...

Elegantly Transcendent: Seeking Connection in Catskills Hey there! I'm Dominica, a proud transgender woman from Catskills, New York. 🌈 I may not fit society's mold, but that's what makes me unique and beautiful. I love embracing my true self and connecting with others who appreciate authenticity. I enjoy exploring local spots like Kaaterskill Falls...

Transgender Cutie in the Catskills! Hey there, lovely folks of the Catskills! My name is Lyndsie and I'm a proud transgender person looking for someone special to share some amazing moments with. 💖 So, let me tell you a bit about myself! I've got a curvy body that's perfect for cuddles and long walks hand-in-hand. With my radian...

INTERACTIVE MAP: Transexual Tracker in the Catskills Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Catskills 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...

November 17th, 2025

Embrace Your True Self with Maggy from Catskills Hey there! I'm Maggy, a proud transgender woman from the beautiful Catskills, New York. I may not fit society's typical mold, but that's what makes me unique and special. You can check out my pics at my personal profile page @maggyc97201. I love being part of the LGBTQ community because it allows...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Catskills 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 Messag...

A Sensual Journey with Ventura Hey there! I'm Ventura, a proud transgender babe from Catskills, New York. I may not fit society's norms, but that's what makes me unique and special. Being part of the LGBTQ community has brought so much joy and authenticity into my life. I love exploring new places and trying out different cuis...

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Catskills 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!&...

Meet 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...

Shemale Nightclubs Near You in Catskills, New York Shemale Nightclubs Near You in Catskills, New York Shemale Clubs Near You in Catskills, 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 us i...

Gorgeous, Passable Trans in Catskills 😍 Gorgeous Passable Trans MtF for Man in Catskills 😍 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'm ...

Elegantly Transgender in the Catskills 🌈 Hey there! I'm Kathrine, a proud transgender woman living in the beautiful Catskills, New York. I may not fit society's norms, but that's what makes me unique and fabulous! 💃 I love exploring the local art galleries in Woodstock, grabbing a coffee at Muddy Cup in Kingston, or taking a hike up ...

Looking for Love and Adventure in the Catskills! Hey there, fellow adventurers of love! My name is Darcey, and I'm a proud transgender individual living in the beautiful Catskills, New York. 🌈 So, let me tell you a bit about myself. I have a curvy body that's as soft as a fluffy cloud, and my smile can light up a room! People often say my ey...

Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Catskills Hi! I'm Brandi, new TS in the Catskills 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 my ...

Euphoric Transgender Seeking Connection in Catskills Hey there! I'm Glenine, a proud transgender individual from Catskills, New York. I may not fit society's norms, but that's what makes me unique and special. I love embracing my true self and being a part of the LGBTQ community. I'm looking for someone who can appreciate me for who I am and share ...

Well Endowed Shemale for Man in Catskills Hung Shemale for Man in Catskills 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 uncen...

Sexy Transgender in Catskills Looking for Love Hey there! I'm Roby, a fun-loving transgender person from Catskills, New York. I love embracing my true self and being part of the LGBTQ community. It's all about being authentic and proud of who you are, am I right? 😊 I'm looking to meet someone special who is open-minded and accepting. Let's...

Looking for Love in the Catskills! Hey there, lovely people of the Catskills! My name is Gwenn, and I'm a proud transgender individual who's ready to dive into the world of dating. 🌈❤️ Living here in the beautiful mountains of New York, I've come to appreciate the simple joys life has to offer. Exploring nature trails, sipp...

27 y/o Sexy Hung Crossdresser in Catskills Hung Crossdresser for Male in Catskills 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 sex...

Elegantly Unique Transgender Beauty Looking for Love 💋 Hey there, I'm Callie from Catskills, New York. 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. I'm looking for someone special to share laughs, adventures, and maybe even a romantic dinner at Th...

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Catskills 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 f...

Hot Shemale Nanny Looking for Local Man to Play With Are you ready to have some wild and kinky fun with a sexy shemale like me? My name is Nanny and I'm looking for a man in Catskills, New York who can handle all of my naughty desires. I love being both a top and a bottom, so we can switch things up and explore every inch of each other's bodies. Fro...

Looking for Love and Adventure in the Catskills!
Hey there, lovely people of the Catskills! My name is Gennifer, and I'm a transgender person who's ready to dive into the exciting world of dating. 🌈 Living in this beautiful part of New York has its perks, and I'm eager to explore them with someone special. Whether it's hiking through the stu...

Local Shemale Looking to Play and Fuck in Catskills, New York Are you a man in Catskills looking for a wild time with a sexy shemale? Look no further, because I am Jorie, your ultimate fantasy come to life. I am seeking a local man who is ready to explore all of his deepest desires with me. I love getting down and dirty, whether it's giving sloppy blowjobs...

Superior Massage by gorgeous T-Girl T-Girl for Dating in Catskills 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: GayleT...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Catskills Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

Local Shemale Anabelle Seeking Hot Encounters Looking for a man who can handle me in the bedroom? Look no further, because I'm Anabelle, a sexy shemale from Catskills, New York ready to show you a good time. I love getting down and dirty with a guy who knows how to please me. I enjoy being both a top and bottom, giving and receiving blowjob...

Raunchy Shemale Reba Looking for Local Man to Play With Are you ready for a wild time with a sexy shemale in Catskills, New York? My name is Reba and I'm on the hunt for a man who can handle all of my dirty desires. I love being both a top and bottom, giving sloppy blowjobs, getting my tight ass pounded, and riding a huge throbbing cock until we both e...

A Sensual Journey: Seeking Connection in Catskills Hey there, I'm Josi from Catskills, New York. I'm a proud transgender woman who loves embracing my true self and connecting with others in the LGBTQ community. You can check out my pics at my personal profile page @josicats39371. I'm looking for someone who is open-minded, kind-hearted, and ready...

Embrace Your True Self with Tricia Hey there! I'm Tricia, a proud transgender woman from the beautiful Catskills, New York. I may not fit society's standards of beauty, but I believe in embracing my true self and living authentically. You can check out my pics at my personal profile page @triciacats17913. I love exploring the loca...

Sparkle in the Catskills Hey there! I'm Laural, a transgender cutie from the Catskills, New York. I may not fit society's norms, but I embrace my uniqueness and love being part of the LGBTQ community. 💖 I enjoy exploring nature trails, sipping coffee at local cafes like Twin Peaks Coffee & Donuts, and catching live mu...

Rosa from Catskills Ready to Ride and Play Looking for a hot stud who can handle this shemale? Well, look no further because Rosa is here and ready to rock your world. I'm a sexy shemale from Catskills, New York, seeking a local man for some mind-blowing sex and fun. You can find me in the FreeSexAds.com Shemale Profiles at rosacat17737. ...

Transgender Beauty Looking for Love in Catskills! Hey there! I'm Carina, a proud transgender woman living in the beautiful Catskills, New York. I may have a curvy body and Latina roots, but what truly matters is the connection we share. You can check out my pics at my personal profile page @carinacats76889. I love being part of the LGBTQ communi...

Hot Shemale Seeking Local Man for Wild Fun in Catskills, NY
Are you ready to experience the ultimate pleasure with a sexy shemale named Tallia? I'm looking for a man who can handle all of my desires and give me the satisfaction I crave. I love to be on top, dominating you with my throbbing cock while you beg for more. If you're into sloppy blowjobs and tig...

Sultry Transgender Seeks Connection in Catskills Hey there, I'm Corina from the beautiful Catskills, New York. I may not fit into society's norms, but that's what makes me unique and fabulous! Being transgender allows me to embrace my true self and connect with others who appreciate authenticity. 🌈 I love exploring nature trails in the Catsk...