Hamilton Transgender Classifieds

Browse Hamilton 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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  • June 26th, 2025
  • Transgender Goddess for Late-Night Escapes & Filthy Fun ๐ŸŒ™๐Ÿ’‹Transgender Goddess for Late-Night Escapes & Filthy Fun ๐ŸŒ™๐Ÿ’‹  Itโ€™s late. Youโ€™re restless. And youโ€™re craving somethingโ€ฆ different ๐Ÿ˜ - 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...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Hamilton 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 it'...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Hamilton Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Hamilton. 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 wha...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in HamiltonSECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Hamilton Secret Crossdressing Hookups in Hamilton 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 ga...
  • Flawlessly gorgeous trans bombshell in HamiltonFlawlessly gorgeous trans bombshell in Hamilton Trans MtF for Man in Hamilton 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 bedroom ...
  • Latina TS Dirty Girl Looking for a GentlemanLatina TS Dirty Girl Looking for a Gentleman's Dark Side ๐Ÿ”ฅ๐Ÿ‘   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 youโ€™ll love exploring ๐Ÿ˜˜ I need you to undress me gr...
  • DonDon't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Hamilton Look no further honey, I'm Franny an Ebony trans woman here in Hamilton 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 t...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates.Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Hamilton Area Hi, my fem name is Gloria. I'm a married crossdresser in the Hamilton 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 dressi...
  • Black/Ebony Transsexual - Your New  Addiction โ€“ One Taste and Youโ€™ll Beg for More ๐Ÿ‘๐Ÿ’‹Black/Ebony Transsexual - Your New Addiction โ€“ One Taste and Youโ€™ll Beg for More ๐Ÿ‘๐Ÿ’‹  Warning: Iโ€™m addictive ๐Ÿ˜˜ 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...
  • Hamilton T-Girl is in a playful mood!Hamilton T-Girl is in a playful mood! Hi honey I'm Sasha a trans woman here in Hamilton looking to heat things up a little. Searching for a man who isn't afraid to party and enjoy the good things in life. And the best things in life are free! I'm single and free baby. How about you? Are you ready to celebrate life with Sasha? Don't worr...
  • II'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 Hamilton 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 n...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Hamilton 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 wha...
  • Hi Guys!! 32 y/o Trans looking for someone fun!Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Hamilton 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 p...
  • Strict Shemale Dominatrix in Hamilton - @DesireeTransDommeStrict Shemale Dominatrix in Hamilton - @DesireeTransDomme Powerful African-Queen Dominatrix in Hamilton I am full-time professional Domme Desiree. My Hamilton 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 learn ...
  • Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina ๐Ÿ’‹ I'm in Hamilton 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.. L...
  • Penny for your thoughts?Penny for your thoughts? Penny TS in Hamilton 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 e...
  • II'm a Horny Shemale ๐Ÿ˜ˆ๐Ÿ’‹ Looking For Sex Tonight!! Sexy Shemale๐Ÿ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App ๐Ÿ“ฒ 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...
  • Hamilton๐Ÿ’‹ TS Tina โ€“ Your Naughty Escape, Anytime, Anywhere ๐ŸŒŽ๐Ÿ”ฅHamilton๐Ÿ’‹ TS Tina โ€“ Your Naughty Escape, Anytime, Anywhere ๐ŸŒŽ๐Ÿ”ฅ Hey sexyโ€ฆ Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world ๐Ÿ˜˜ 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...
  • Letha Aims to Fill YOU With Her Love Gun!!!Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Hamilton 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...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Hamilton 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: Hamilton, OntarioAge: 3...
  • June 25th, 2025
  • Tiffany Shelle - Your Hamilton Tranny Girlfriend! ๐Ÿ’žTiffany Shelle - Your Hamilton Tranny Girlfriend! ๐Ÿ’ž Tranny Escort - Top/Bottom/GFE in Hamilton Itโ€™s Tiffany Shelle your perfect tranny girlfriend ๐Ÿฅฐ ๐Ÿ’• SAFE๐Ÿ’• ๐Ÿ’ฏ LEGIT โœจ๐Ÿ’ž SKILLED, Exotic and Erotic ๐Ÿ’ฆ ๐Ÿฅฐ Iโ€™m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% functioni...
  • I Need a STEAM ROLLER Baby!!!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 ...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Hamilton. 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!! Want t...
  • Tantalizing Tina with a HUGE W33NAH!Tantalizing Tina with a HUGE W33NAH! Hamilton Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Hamilton 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!  About me:...
  • Road Head Sally DrivinRoad Head Sally Drivin' Hard in Hamilton Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Hamilton. 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 par...
  • SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now!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  &...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Hamilton Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Hamilton 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 Chat ...
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Hamilton I'm queen Delilah a trans woman here in Hamilton 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 positi...
  • TS Sugar Baby๐Ÿ’Ž Your Perfect Trans Fantasy โ€“ Letโ€™s Make It a Reality ๐Ÿ’‹TS Sugar Baby๐Ÿ’Ž Your Perfect Trans Fantasy โ€“ Letโ€™s Make It a Reality ๐Ÿ’‹  ๐Ÿ“ Location: Hamilton ๐Ÿ’– 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 and I'...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy  Hamilton!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Hamilton! 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 Hamilton!  No strings - just great times, so join my page free for instant access! Shemale Gia's Hamilton Sexbook @ShemaleGia27 Photos: 42 ...
  • TS Temptress Ready to Ruin You (In the Best Way) ๐Ÿ˜ˆ๐Ÿ’ฆ HamiltonTS Temptress Ready to Ruin You (In the Best Way) ๐Ÿ˜ˆ๐Ÿ’ฆ Hamilton  Hey lover ๐Ÿ˜˜ Iโ€™m a high-femme TS bombshell โ€” curves for days, lips  made for kissing (and more), and a hunger that doesnโ€™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...
  • Superb Shemale in Hamilton...Superb Shemale in Hamilton... T-Girl for NSA Encounters in Hamilton When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Hamilton. 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 an...
  • Email Hamilton Shemales Now! ๐Ÿ’ŒEmail Hamilton Shemales Now! ๐Ÿ’Œ Want to Hookup and Find Hamilton 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 ๐Ÿ˜‰.. Do you want to meet local shemales who want to fuck and have some sexy fun? I da...
  • The Trevor Project Saves Young LGBTQ+ LivesThe Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Hamilton 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, bisexua...
  • Email Hamilton Shemalesโค๏ธโ€๐Ÿ”ฅEmail Hamilton Shemalesโค๏ธโ€๐Ÿ”ฅ 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 ColombiaSpicy and Hot T-Girl from Colombia Latina T-Girl in Hamilton 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...
  • British T-girl Seeking Classy Gentleman in Hamilton...British T-girl Seeking Classy Gentleman in Hamilton... 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 Hamilton and am financially independent and looking for a gentleman who is like-minded, equally solvent and has excep...
  • Hot sexy shemale doll visiting Hamilton now Hot sexy shemale doll visiting Hamilton now Shemale Visiting Hamilton 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 long ...
  • Selena Trans girl cute looking for loveSelena 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 ...
  • DonDon't Worry I Bite! Feisty redhead trans in Hamilton 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 ...
  • Dr FreakinDr 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 Hamilton area come see if you measure up! Click here for explicit photos. Look ...
  • June 24th, 2025
  • ๐Ÿ†๐Ÿ’ฆ Canada Shemale I Need to Date a Sexy Man๐Ÿ†๐Ÿ’ฆ ๐Ÿ†๐Ÿ’ฆ Canada Shemale I Need to Date a Sexy Man๐Ÿ†๐Ÿ’ฆ Canada Shemale ReadyNeeding sex here in Canada Canada ๐Ÿ“ฒ  Transsexual Dating App  I'm new to Canada from America, but I need a sexy man to date and have some sexy fun..  I'm a transsexual or sometimes reffered to as a Shemale and I have a nice big cock for you.. Would you like to ...
  • Do you know the difference between a dick and a bucket of popcorn?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 Hamilton tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer tha...
  • HamiltonHamilton's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Hamilton Hi you sexy man! I'm Toni a trans woman from here in Hamilton. 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 lov...
  • Partners in crime, or?Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, Iโ€™m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so letโ€™s get that out in the open. If you live in the H...
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Hamilton 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...
  • Iโ€™m a Sexy and Naughty T-Girl Here in Hamilton.Iโ€™m a Sexy and Naughty T-Girl Here in Hamilton. Hamilton T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Hamilton 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 and ...
  • I want to be a whoreI 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 Hamilton area. Click here and come see me anytime!...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Hamilton? 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 sorts...
  • TS Sweetheart in Hamilton, Ontario โ€“ Big City Fun with a Dirty Twist ๐Ÿ™๏ธ๐ŸทTS Sweetheart in Hamilton, Ontario โ€“ Big City Fun with a Dirty Twist ๐Ÿ™๏ธ๐Ÿท  Hello handsome ๐Ÿ’– Iโ€™m a playful, passable TS girl based in Hamilton โ€” and  Iโ€™m here to turn your average night into a sinful memory youโ€™ll never forget ๐Ÿ˜‰ Iโ€™m  29, 5โ€™7", with soft skin, long dark hair, and curves thatโ€™ll drive you  c...