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Chatham, Ontario

Chatham, Ontario Shemale Dating Classifieds

Chatham, Ontario shemale dating classifieds. Meet local crossdressers, transexuals and shemales for romance, sex or just make new transgender friends. escorts, body rubs & sex service listings. Select your location below to find shemales near you. It's free to search or post your own ad!

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May 19th, 2025

Looking for a TS Woman Who Loves to Be Desired 💦🔥 Chatham Male Seeking Transsexual for fun and whatever else!! I am a charming, confident and masculine guy and I have a special interest in beautiful TS women. I would be happy to meet anyone who wants to have fun, enjoy and indulge in the process. 💋 I would love to meet a shemale or tra...

Let’s Play a Game—Winner Gets Me 😉 Chatham Seeking!! Seduction Starts with One Look…Once I have your attention, baby, I don’t let go. 😏 I’m the trans woman you’ve been dreaming about—sexy, confident, and oh-so-willing to turn up the heat. Let’s start slow… a few drinks, a little teasing, some whispers abo...

Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Chatham 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 sex...

TS Latina Bombshell – Your Secret Addiction, Your Midnight Obsession 😈🍑 Hola, mi amor 😘 The fiery, curvaceous TS Latina body I possess was made for lust while my soul demands intense passionate nights. Your dream woman has arrived because I possess caramel skin and thick thighs and long hair and soft lips and a throbbing surprise between my legs th...

YOUR EBONY SHEMALE - big boobs and a BIG COCK! Chatham Hot Hot Hot! Sinead, a black shemale in Chatham ready to make all of your wildest fantasies come true! 💋🔥 My Pictures and Profile! -- You want to find a sexy ebony shemale in Chathamto fulfill all your dreams? Then stop searching because I am ready to make all of your dream...

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

Flawlessly gorgeous trans bombshell in Chatham Trans MtF for Man in Chatham I transitioned 6 years ago at the age of 18. I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am 5 feet 7 and have deep blue eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned! Send your r...

Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight? Hi babe, I'm Tina 💋 I'm in Chatham 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.. Le...

TS m/f switch 28 new here TS m/f Switch in Chatham Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build, 7.5". Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...

Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Chatham Look no further honey, I'm Franny an Ebony trans woman here in Chatham to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it and they don't have to ...

Erotic exotic Asian queen in Chatham now (25) Asian Transexual in Chatham Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....

Superior Massage by gorgeous T-Girl T-Girl for Dating in Chatham 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: GayleTGi...

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 Chatham area come see if you measure up! Click here for explicit photos. Look f...

TS Latina Goddess – For Men Who Crave Passion, Fire & Pleasure 🔥💋 Hello sweetheart 😘 The TS Latina bombshell body type defines me through my soft lips and thick thighs and my hidden surprise under red lace. Your pleasure stands as my life purpose because I want to satisfy your desires and make your body experience intense pleasure through my s...

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 Chatham tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than...

Spicy 🌶 Latina Shemale in Chatham Ready to Fill You 😉😉 LATINA SHEMALE SEEKING 🔥🌶 Are you looking for a spicy/hot HISPANIC TS.. absolutely KINKY and ready to do anything?? I'm from Chatham. Don't look any further, because I'm here to make all your wet dreams come true. My name is MARIA TS and I am a pre-op transgender woman who loves t...

Hi Guys!! I am looking for someone fun! This is Lara and I am 41 and transitioned when I was 24. I pass exceptionally well and you will be surprised at my hidden skills. Call me! ...

Superb Shemale in Chatham... T-Girl for NSA Encounters in Chatham When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Chatham. 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#ck and ...

Shy Transexual Escort in Chatham Shy transexual Camille here to tease you with my long functioning lady stick. Age 24, slim, healthy and physically fit. I love sex! I do top or bottom, special attention to your needs. Kink friendly so let me know what you like. I love it all. Explore your passion for trans women discreetly with an ...

Sexy Shemale Chatham I know You Want to Play FEMININE AND SECURE SHEMALE Hot and kinky shemale seeking a hot and fun guy who isn't scared of a beautiful and secure Trans Woman.. I'm located in Chatham; I am AlaneTS and I am here to fulfill all your desires. If you are in the area or planning to be. and looking for a hot and ...

TS Beauties—Let’s Make Some Memories 💖✨ I am a dominant, attractive, and confident man looking for a beautiful transgender woman who enjoys being admired, spoiled, and pleasured. I am down for mutual attraction, passionate flames and unforgettable moments. Whether it is a one time or if it is something on going I a...

I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Chatham ) Sexy Crossdresser Elissa Looking for Hot Fun in Chatham💋 Do you like knowing I'm a man in womens clothes.. do I look sexy?? - VEW MY CD PICTURES Are you wanting to satisfy your innermost desires with a sexy shemale such as myself? My name is Elissa and I am a p...

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 Chatham area. Click here and come see me anytime!...

Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Chatham Area Hi, my fem name is Gloria. I'm a married crossdresser in the Chatham area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but wife doesn't approve. I really need to let my fem side out to play! I'm seeking cross dressing fr...

Tainted Love - Beyond Compare! Kinky Trans Woman in Chatham Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Chatham. 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 what ...

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Local Crossdresser 😉😇 LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Chatham View My Personal Pix - 🤫 A sexy Crossdresser from Chatham, here, and her name is KaralynnCD. I am pre-op but that has not stopped me from enjoying all the benefits that come with being a Crossdressing Trans woman. If you like dirty games a...

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...

Looking for My TS Queen 👑💋 I’m a confident, successful, and open-minded man looking to connect with a beautiful TS woman for fun, passion, and maybe something more. 💕 I appreciate a woman who knows her worth and loves to be treated right. Whether it’s a romantic dinner, steamy nights, or spontaneous adventures,...

BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK 🍆😉 BBC SHEMALE - BLACK TRANS💎 let's play with each others cocks! Hey there boo thang, I know you're going to like what you see. Shiit, I have something for you baby. I love being feminine and sexy. I do still have my penis and I love to use it. I want to see your mouth on it infact.. Would you...

British T-girl Seeking Classy Gentleman in Chatham... 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 Chatham and am financially independent and looking for a gentleman who is like-minded, equally solvent and has except...

Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Chatham area and want to make some new friends! I am a masseur, hot body and hung. If you want to get together, Send me a private message Crystal27trans <3 ...

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

Having fun and Staying Young Young 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 and message me xoxo, Sherry....

Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Chatham 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 insertion,...

I'm the Girl Mother 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 Chatham 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 ne...

Let’s Get a Drink… and See Where It Leads 😘 One Night, No Limits... ChathamShemale Seeking Man for sex💦 View More of My Pix - ✅ Some nights are for breaking rules, for letting go, and for indulging in pure pleasure. I am a trans goddess with a wild side, and I am looking for a man who wants to play. We sho...

Ebony Shemale in Chatham ❤️😘 Seeking Male for Naughty Fun! Ebony Shemale Stefanie Ready to Fulfill Your Wildest Fantasies 💋 Are you looking for a hot and kinky black shemale in Chatham? Look no further because I am here to satisfy all your desires. My name is StefanieBBC and I'm an Ebony Shemale.. I am a stunning transgender woman who loves to pla...

Chatham's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Chatham Hi you sexy man! I'm Toni a trans woman from here in Chatham. 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 loves...

Don't Worry I Bite! Feisty redhead trans in Chatham 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 control m...

Trans Playmate Sex Kitten... Ebony trans woman in Chatham 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 am ...

💦 Thick, Juicy & Kinky – Come Experience the Best 😏 🔥| Do you feel that you want something new and exciting and that you want to remember for a long time? I am a hot, all natural ebony TS with all the right amount of curves and a naughty and adventurous spirit. I don’t just know how to tease, please and make you want ...

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

TS Beauties—Let’s Have Some REAL Fun! 😏🔥 I am a tall, fit, and successful man and I have a taste for gorgeous TS women who love to be adored, desired and pleasured. Whether you are looking for a wild night, a passionate escape or something ongoing, I know how to treat a woman right. 💋 Must have confidence, charm...

👑 TS Ebony Goddess Looking for Her King Tonight 🔥 🍫 Juicy, thick, and so addictive! I am a stunning ebony trans vixen with the perfect hourglass figure, long legs, and a playful personality. I have a thing for men who know what they want and are not afraid to go after it. Whether you are a professional or a newbie to the ...

Beautiful Krystale 25 Chatham visiting now Beautiful Shemale Visiting Chatham Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me. Krystale25shemale Age: 25 Location: Chatham Sex: Shemale Seeking: Man ...

Seeking All TS Beauties in Chatham I am a masculine, dominant, and very passionate man, and I am looking for a sensual and seductive TS woman to explore our deepest desires together. No matter whether you like to be the boss or to be taken care of, I am all about creating electric chemistry and unforgettable moments...

INTERACTIVE MAP: Transexual Tracker in the Chatham Area! Local Transexual Hookups Meet local transexuals in the Chatham area. View our interactive map below to meet local trans hookup members who are seeking dating or sex hook ups. Click any thumbnail below to begin your search. Interactive Chatham Trans Hookups Map ...

💖 Discreet, Naughty & Waiting for a Man Who Can Handle Me 🔥 I’m an exotic ebony TS bombshell in Chatham with a love for steamy nights, deep connections and uninhibited pleasure, keep it hot and wild and unforgettable! Whether you are looking for an exciting adventure, a sensual night of passion or just something you’ve neve...

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 Chatham area and are interested then drop me a line and introduce yourself. You can ...

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