Chautauqua Transgender Classifieds

Browse Chautauqua 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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  • February 24th, 2026
  • Tiffany Shelle - Your Chautauqua Tranny Girlfriend! πŸ’ž Tranny Escort - Top/Bottom/GFE in Chautauqua 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% functio...
  • 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...
  • Trans Sugar Baby Energy in Chautauqua - I'm ready for a night out! Hey there… I’m a sweet, confident, and playful trans beauty in my early 20s who loves good vibes, strong chemistry, and nights that turn into stories you replay later 😘 I enjoy being admired, feeling cared for, and bringing a little sparkle wherever I go. Yes, I can be your “ba...
  • Low-Key TS Sugar Baby πŸŒ™ Soft Vibes, Selective Energy in Chautauqua I’m a TS sugar baby who keeps things calm, classy, and intentional. Evenings without noise, talks that flow naturally - these mean something to me. Confidence shows in stillness, not noise. Soft in manner, sharp in choices. Comfortable standing out, never trying too hard. πŸ˜ŒπŸ’„Let's Link Up...
  • New Body New Me M2F in Chautauqua 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 w...
  • πŸ’Ž Confident TS Sugar Baby in Chautauqua πŸ’Ž I enter any space with my confident trans woman presence which immediately makes me the center of attention. I find great happiness when people express their admiration and appreciation for me while they actively provide me with care. I find complete happiness when someone else handles everything be...
  • February 23rd, 2026
  • 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 Chautauqua tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer t...
  • Flawlessly gorgeous trans bombshell in Chautauqua Trans MtF for Man in Chautauqua 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 bedroo...
  • Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Chautauqua 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 be...
  • 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...
  • 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 Chautauqua area and are interested then drop me a line and introduce yourself. You c...
  • Email Chautauqua Shemales Now! πŸ’Œ Want to Hookup and Find Chautauqua Shemales? RADE PIX - MESSAGE - BROWSE PROFILES This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you're interested in πŸ˜‰.. Do you want to meet local shemales who want to fuck and have some sexy fun? I ...
  • Tainted Love - Beyond Compare! Kinky Trans Woman in Chautauqua Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Chautauqua. 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 appreciates...
  • 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...
  • TS Sugar Baby πŸ’Ž Femme, Flirty & Looking for the Right Man in Chautauqua I’m a transgender sugar baby who loves femininity, attention, and being appreciated by a confident man who knows exactly what he wants.. Confidence speaks louder than words. Gentle touches matter more than grand gestures ever could. Let's Link Up Babe - Fond of the sugar dynamic. Getting pamp...
  • I’m a Sexy and Naughty T-Girl Here in Chautauqua. Chautauqua T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Chautauqua 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  worries ...
  • Penny for your thoughts? Penny TS in Chautauqua 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 and...
  • Erotic exotic Asian queen in Chautauqua now (25) Asian Transexual in Chautauqua 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. Lon...
  • 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 Chautauqua 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 lives...
  • Email Chautauqua 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...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Chautauqua Area Hi, my fem name is Gloria. I'm a married crossdresser in the Chautauqua 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 cross dr...
  • Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Chautauqua 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 you w...
  • 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 C...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Chautauqua Secret Crossdressing Hookups in Chautauqua 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 ...
  • Strict Shemale Dominatrix in Chautauqua - @DesireeTransDomme Powerful African-Queen Dominatrix in Chautauqua I am full-time professional Domme Desiree. My Chautauqua 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 will le...
  • 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  &...
  • 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 ...
  • 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...
  • Hot sexy shemale doll visiting Chautauqua now Shemale Visiting Chautauqua 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 lon...
  • 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...
  • February 22nd, 2026
  • Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹  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...
  • Road Head Sally Drivin' Hard in Chautauqua Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Chautauqua. 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 p...
  • Don't Worry I Bite! Feisty redhead trans in Chautauqua 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 contro...
  • Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Chautauqua 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: Chautauqua, New York...
  • Trans Playmate Sex Kitten... Ebony trans woman in Chautauqua 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. I ...
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Chautauqua 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 ...
  • TRANSGENDER hookupsπŸ’‹β€οΈ I'm a Pre-Op Transgender Lady Who is in dire need of some sex tonight!! Transgender MessangerπŸ“² in Chautauqua I'm a Transgender lady living in New York,Chautauqua. I was born a man but I lovebeing feminine and dressing all pretty. Do you want to meet a TGirl in NYC... T...
  • ChautauquaπŸ’‹ 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...
  • British T-girl Seeking Classy Gentleman in Chautauqua... 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 Chautauqua and am financially independent and looking for a gentleman who is like-minded, equally solvent and has exc...
  • πŸ”₯ Sexy Trans Beauty in Chautauqua – Let’s Play 😘 πŸ”₯ I’m a confident, flirty trans woman looking for a naughty, open-minded man who knows how to have a good time. I require someone who lives near me to establish genuine emotional bonds through playful games while they disclose their sexual interests to me 😈. waiting for your message babe!! I...
  • πŸ”₯ TS Yessica – Verified & Ready in Chautauqua πŸ”₯ TS Yessica shows her confident and playful personality when she meets new people because she shows them her authentic self. 😘 You have discovered your perfect trans escort who will create unforgettable experiences while providing an outstanding encounter. I dedicate my free time to people who gen...
  • 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...
  • Sexy hung and big busted Hung and Busty Shemale in Chautauqua 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: Chautauqua, New YorkA...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Chautauqua! 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 Chautauqua!  No strings - just great times, so join my page free for instant access! Shemale Gia's Chautauqua Sexbook @ShemaleGia27 Photos:...
  • 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 Chautauqua area. Click here and come see me anytime!...
  • Chautauqua's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Chautauqua Hi you sexy man! I'm Toni a trans woman from here in Chautauqua. 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 and...
  • TS Temptress Ready to Ruin You (In the Best Way) πŸ˜ˆπŸ’¦ Chautauqua  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...
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Chautauqua I'm queen Delilah a trans woman here in Chautauqua 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 po...
  • February 21st, 2026
  • Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Chautauqua 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 i...
  • TS Tina – Your Seductive Fantasy in Chautauqua πŸ”₯ Your dream TS girl Tina has arrived to create a hot experience while she will help you discover your most intense sexual fantasies. I create a perfect combination of wild and warm sensations through my soft touch and my playful nature. I find men who understand how to handle a woman with confidence ...