Hudson Valley Transgender Classifieds

Browse Hudson Valley transgender classifieds to meet local transexuals, crossdressers and shemales for sex, dating or friendship. Contact any of these trans advertisers to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all trans classifieds, or post your own adult ad!

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  • December 30th, 2025
  • Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Hudson Valley 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 ...
  • Hot trans chick with nice boobs Hot trans chick in Hudson Valley. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! W...
  • I'm a Horny Shemale πŸ˜ˆπŸ’‹ Looking For Sex Tonight!! Sexy ShemaleπŸ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App πŸ“² I'm a Transgender and I'm looking for a naughty man with a nice cock here in near me.. Who is wanting to share some sexy fun with me. I've been really horny and hard!! I love taking cock and giving it, what are...
  • December 29th, 2025
  • New Body New Me M2F in Hudson Valley Hi, I'm Natasha, newly transitioned, exploring this beautiful new chapter in my life, and ready to date. Gorgeous non-op 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 passio...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Hudson Valley! LET'S TAKE CARE OF THAT TRANNY FANTASY! "Experience your secret tranny desires in real life!"  Hot shemale Gia wants to hook up with you in Hudson Valley!  No strings - just great times, so join my page free for instant access! Shemale Gia's Hudson Valley Sexbook @ShemaleGia27 P...
  • Tantalizing Tina with a HUGE W33NAH! Hudson Valley Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Hudson Valley men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!  ...
  • Transgender🟒TINA TSπŸ˜‰πŸ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina πŸ’‹ I'm in Hudson Valley and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a message no...
  • Email Hudson Valley Shemales❀️‍πŸ”₯ I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...
  • I Need a Sexy Man to Tame Wild Willy! Hung Hudson Valley Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Hudson Valley with a big wild willy that always seems act out in inappropriate ways at the worst times. For instance I'll be relaxed, minding my own business at my favorite Starbuck...
  • πŸŒ† Trans Beauty in New York Looking for Exciting Connections πŸŒ† I am a transgender woman who resides in New York City and I want to connect with men who seek passionate relationships and genuine connections. I am ready to discover new connections through drinks in Manhattan or dinner in Brooklyn or an unforgettable night with someone special. ( View My Trans Pro...
  • Ebony TS Playmate for Men Who Know What They Want πŸ–€πŸ†  If you are the type of person who does not want to waste time with games or small  talk… we are already off to a good start 😘 I am a sexy, curvy TS  babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like  a dream and be read...
  • Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the H...
  • Beautiful Krystale 25 Hudson Valley visiting now Beautiful Preop Shemale Visiting Hudson Valley Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me @Krystale25shemale.  Krystale25shemale Username: @Krystale25shemale Age: 25 Location: Hudson Valley, New York Sex: MtF Trans Seeki...
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Hudson Valley I'm queen Delilah a trans woman here in Hudson Valley searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandal...
  • Erotic exotic Asian queen in Hudson Valley now (25) Asian Transexual in Hudson Valley Stunning TS - Talia 25. Asian mixed race, non op, loves sex. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. Classy in public but trashy in the bedroom. Versatile and attentive to your needs. ...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Hudson Valley Area Hi, my fem name is Gloria. I'm a married crossdresser in the Hudson Valley area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but my wife doesn't approve. I REALLY need to let my fem side out to play! I'm seeking cr...
  • Road Head Sally Drivin' Hard in Hudson Valley Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Hudson Valley. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive o...
  • I want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Hudson Valley area. Click here and come see me anytime!...
  • πŸ—½ Ebony TS Goddess Seeking Real Men in New York πŸ—½ Hey love πŸ‘‹πŸΎ I identify as an Ebony transsexual woman who brings a strong personality to the table with my gentle body shape and my love for exciting experiences. I seek a man who shares my New York City energy because I want to experience casual encounters and romantic dates and genuine connec...
  • Superb Shemale in Hudson Valley... T-Girl for NSA Encounters in Hudson Valley When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Hudson Valley. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondl...
  • Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Hudson Valley who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all i...
  • I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
  • TS Temptress Ready to Ruin You (In the Best Way) πŸ˜ˆπŸ’¦ Hudson Valley  Hey lover 😘 I’m a high-femme TS bombshell — curves for days, lips  made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet  but I transform into a woman who crawls to the bed naked while wearing only a mischievous  expression...
  • SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS! Shemale Profiles Uncensored Photos Swap Your Pics Live Web Cams Private Messages Sext & Hook Up! Join free for Instant Access to the Trans Profiles  &...
  • A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Hudson Valley area and are interested then drop me a line and introduce yourself. Yo...
  • Strict Shemale Dominatrix in Hudson Valley - @DesireeTransDomme Powerful African-Queen Dominatrix in Hudson Valley I am full-time professional Domme Desiree. My Hudson Valley area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you w...
  • Do you know the difference between a dick and a bucket of popcorn? You don't know? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Hudson Valley tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longe...
  • T-girl Martina Looking For Hudson Valley Man... Hi guys I'm Martina a 27 year old trans woman from here in Hudson Valley looking to get me a man. I'm a fun loving person, passionate, friendly, love animals, like to party and have a very sensuous side. Not looking to get with any thugs, criminals, drug abusers or minors. 420 is okay and partying i...
  • December 28th, 2025
  • Dr Freakin'furter - Mine's Bigger Than Yours! White T-girl here and I'd bet mine is bigger than yours. We'll just let it be our little intimate surprise when the time comes. No one needs to know our business, Let's just keep it discreet. If you live in the Hudson Valley area come see if you measure up! Click here for explicit photos. ...
  • Hot sexy shemale doll visiting Hudson Valley now Shemale Visiting Hudson Valley Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1. Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Possible ...
  • Penny for your thoughts? Penny TS in Hudson Valley Hey, I am Penny! I am recently new here and I am non op switch with a pretty nice pair, both top and bottom! Send me a message online @PennyTSswitch!! I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, hot dates ...
  • I’m a Sexy and Naughty T-Girl Here in Hudson Valley. Hudson Valley T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Hudson Valley area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your  wo...
  • I'm the Girl Your Mum Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Hudson Valley for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man who li...
  • Don't Worry I Bite! Feisty redhead trans in Hudson Valley full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to con...
  • Sexy hung and big busted Hung and Busty Shemale in Hudson Valley Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine. Username: @Tammy39TLocation: Hudson Valley, New...
  • Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Hudson Valley 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 and show yo...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun πŸŒ™πŸ’‹  It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile - As  your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have  imagined. My secret between...
  • Well Endowed Shemale is beautiful Hudson Valley 32 Well Endowed Shemale in Hudson Valley I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures ...
  • TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy – Let’s Make It a Reality πŸ’‹  πŸ“ Location: Hudson Valley πŸ’– Seeking: Fun, Exciting, &  Discreet Connections Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good  vibes, great chemistry, and unforgettable nights.. I'm in my early 20's a...
  • Hudson ValleyπŸ’‹ TS Tina – Your Naughty Escape, Anytime, Anywhere 🌎πŸ”₯ Hey sexy… Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world 😘 I possess the right amount of softness while maintaining the perfect playful demeanor and I always welcome men who understand how to treat a genuine wild wom...
  • Having fun and Staying Young Young-ish trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile @SherryTransFem33 and message me. Send your pics for mine. I'm hoping to find real chemistry an...
  • Tiffany Shelle - Your Hudson Valley Tranny Girlfriend! πŸ’ž Tranny Escort - Top/Bottom/GFE in Hudson Valley It’s Tiffany Shelle your perfect tranny girlfriend πŸ₯° πŸ’• SAFEπŸ’• πŸ’― LEGIT βœ¨πŸ’ž SKILLED, Exotic and Erotic πŸ’¦ πŸ₯° I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% func...
  • Latina TS Dirty Girl Looking for a Gentleman's Dark Side πŸ”₯πŸ‘   Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here - As a TS darling I present like a dream while  playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a  throbbing surprise you’ll love exploring 😘 I need you to undress me gr...
  • December 27th, 2025
  • Flawlessly gorgeous trans bombshell in Hudson Valley Trans MtF for Man in Hudson Valley I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I have bed...
  • I'm TransgenderπŸŽ€NY I'm Pre-Op Transgender and I'mlooking to hookup in Hudson Valley.  πŸ“²TGIRLS IN HUDSON VALLEY SEXT APPπŸ“² I'm a Transgender beauty living in New York,Hudson Valley. I'm willing to host or travel.. I was born a man but I love being cute &being feminine. I love dressing all pret...
  • Tainted Love - Beyond Compare! Kinky Trans Woman in Hudson Valley Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Hudson Valley. What kind of kink? You'll have to contact me to find out. I'm open to all sorts of fetish play if you are. I need a hookup with an open minded man. The sort of man who appre...
  • Trans Playmate Sex Kitten... Ebony trans woman in Hudson Valley wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups....
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Hudson Valley boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Hudson Valley Secret Crossdressing Hookups in Hudson Valley Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a priva...
  • Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Hudson Valley for Man Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you will...