Long Island Transgender Classifieds

Browse Long Island 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 26th, 2025
🌆 Trans Beauty in New York Looking for Exciting Connections 🌆 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...
Free New York Transexuals Guide New York Transexuals Guide The New York Transexuals Guide was prepared by our trans experts at AmericanTransexuals.com. We bring trans women and admirers together for friendship, dating and sex hookups. View our free New York Transexuals Guide online.  Where to Meet Transexuals in New ...
The Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Long Island Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, gay, bise...
Transgender Goddess for Late-Night Escapes & Filthy Fun 🌙💋  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...
Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Long Island area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3  Username: @Crystal27transLocation: Long Island, New Yo...
TS Temptress Ready to Ruin You (In the Best Way) 😈💦 Long Island  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...
December 25th, 2025
Selena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too! See my pictures @SelenaIsTrans and send me a message to set up a date. I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
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 Long Island 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 live...
Road Head Sally Drivin' Hard in Long Island Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Long Island. 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 or ...
Hot sexy shemale doll visiting Long Island now Shemale Visiting Long Island 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 lo...
Erotic exotic Asian queen in Long Island now (25) Asian Transexual in Long Island 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. Lo...
!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Long Island Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Long Island to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enjoy 24/7 Online...
Long Island's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Long Island Hi you sexy man! I'm Toni a trans woman from here in Long Island. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, functional a...
T-girl Martina Looking For Long Island Man... Hi guys I'm Martina a 27 year old trans woman from here in Long Island 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 is ...
Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Long Island and I got a BIG love gun to whip and pound you with until you scream! I'm def top and alpha and don't take no shit! Imma make you suck me first just for foreplay then I'll throw you back for some hard insert...
Superb Shemale in Long Island... T-Girl for NSA Encounters in Long Island When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Long Island. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f...
Forget Long Island Lolita! Meet Long Island Letha Honey! Let trans Letha show you how it's done in Long Island you sexy man! I got a Letha weapon and it's big, hard cocked and loaded. Don't worry I got plenty of ammo to spare for my love gun so how bout we get some sexy target practice in tonight - my place or yours. Big, uncut and large barrel sure to pl...
Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Long Island 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 in ...
Hot trans chick with nice boobs Hot trans chick in Long Island. 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!! Wan...
I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Long Island I'm queen Delilah a trans woman here in Long Island 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 scandalous ...
Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More 🍑💋  Warning: I’m addictive 😘 View My Ebony TS Profile here - I possess more than attractive features. I am a complete  TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and  thick thighs and soft lips and a hidden secret th...
New Body New Me M2F in Long Island 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 passion ...
December 24th, 2025
British T-girl Seeking Classy Gentleman in Long Island... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Long Island and am financially independent and looking for a gentleman who is like-minded, equally solvent and has ex...
🗽 Ebony TS Goddess Seeking Real Men in New York 🗽 Hey love 👋🏾 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...
Tiffany Shelle - Your Long Island Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Long Island It’s Tiffany Shelle your perfect tranny girlfriend 🥰 💕 SAFE💕 💯 LEGIT ✨💞 SKILLED, Exotic and Erotic 💦 🥰 I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% functi...
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 Long Island area. Click here and come see me anytime!...
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 ...
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 Long Island area and are interested then drop me a line and introduce yourself. You ...
Long Island💋 TS Tina – Your Naughty Escape, Anytime, Anywhere 🌎🔥 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...
Don't Worry I Bite! Feisty redhead trans in Long Island 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 contr...
I’m a Sexy and Naughty T-Girl Here in Long Island. Long Island T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Long Island 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  worrie...
Penny for your thoughts? Penny TS in Long Island 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 an...
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 L...
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SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Long Island Secret Crossdressing Hookups in Long Island 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 private...
Well Endowed Shemale is beautiful Long Island 32 Well Endowed Shemale in Long Island 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 an...
Tainted Love - Beyond Compare! Kinky Trans Woman in Long Island Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Long Island. 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 appreciat...
I'm a Horny Shemale 😈💋 Looking For Sex Tonight!! Sexy Shemale💎 Ready to Rock Your World! Local Transsexual - TGIRL Sext App 📲 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...
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 Long Island tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer ...
TRANNY DATES🍆🥵NY I'm a Transgender Woman in Long Island, New York - Sex Transgender Messanger📲 in LONG ISLAND I'm a Transgender lady living in New York,Long Island. I was born a man but I lovemeeting men in long island, ny to date and hookup. Let's meet tonight. TGIRL SEX IN Long Islan...
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 Long Island area come see if you measure up! Click here for explicit photos. Lo...
Email Long Island Shemales❤️‍🔥 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...
Spicy and Hot T-Girl from Colombia Latina T-Girl in Long Island Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...
HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Long Island! 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 Long Island!  No strings - just great times, so join my page free for instant access! Shemale Gia's Long Island Sexbook @ShemaleGia27 Photo...
Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight? Hi babe, I'm Tina 💋 I'm in Long Island 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 now....
December 23rd, 2025
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...
Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Long Island 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...
Latina TS Dirty Girl Looking for a Gentleman's Dark Side 🔥👠  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...
Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Long Island? Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love all so...
Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Long Island 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'm...

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