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Windsor, Ontario

Windsor Transgender Sex Ads

Browse Windsor transgender sex ads to meet local transexuals, crossdressers and shemales for sex, dating or friendship. It's free to search the trans sex classifieds, or post your own adult ad!

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March 30th, 2025

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

Hot Shemale Looking to Play and Fuck Hard in Windsor! Are you a horny man looking for a wild time with a sexy shemale? Look no further, because I'm Lotte and I'm ready to show you a good time. I love getting down and dirty, exploring all your wildest fantasies. From deepthroating your throbbing cock to riding you like there's no tomorrow, I'm up for ...

Spark up some Windsor Romance with Lucy! Hey there! I'm Lucy, a fun-loving transgender gal from Windsor, Ontario. I may not be your typical girl next door, but that's what makes me unique and special. I embrace my LGBTQ identity and love expressing myself authentically. I enjoy long walks by the Detroit River, sipping on lattes at Ancho...

Elsbeth's Enchanting Transgender Tale Hey there! I'm Elsbeth, a fun-loving transgender gal from Windsor, Ontario. I may not fit society's norms, but that's what makes me unique and beautiful. I embrace my LGBTQ identity with pride and joy. I'm looking for someone who can appreciate me for who I am and enjoy some good conversation ov...

Euphoria Awaits: Let's Connect! Hey there! I'm Rachael, a fun-loving transgender woman from Windsor, Ontario. I may not fit society's narrow beauty standards, but I am proud of my curves and confident in my skin. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I'm looking for someone who i...

Debonair Trans dude, looks like Bond F2M Trans Dude in Windsor Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship.&n...

Naughty Shemale Looking for Hot Fun in Windsor Are you a man who craves a wild time with a sexy shemale? Look no further, because I'm Adrianne, and I'm here to fulfill all your dirty desires. When we meet up, I love getting down and dirty with you in the bedroom. From top to bottom, I'll show you a good time that you won't forget. I enjoy giv...

Hot Shemale in Windsor Looking for Wild Fun Are you ready to experience the ultimate pleasure with a sexy shemale? Look no further, because I'm Fallon and I'm here to fulfill all your wildest fantasies. I'm a naughty shemale who loves to get down and dirty with a hot man like you. Let's explore each other's bodies and unleash our deepest de...

Superior Massage by gorgeous T-Girl T-Girl for Dating in Windsor 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...

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

A Sensual Journey with Wilow Hey there, I'm Wilow from Windsor, Ontario. I'm a curvy and confident transgender woman of mixed heritage. You can check out my pics at my personal profile page @wilowwind50355. I love being part of the LGBTQ community because it allows me to express my true self without any judgment. I enjoy ex...

Well Endowed Shemale for Man in Windsor Hung Shemale for Man in Windsor I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest uncenso...

Raunchy Shemale Seeking Local Man for Wild Fun Hey there, I'm Jewel, a hot and horny shemale from Windsor, Ontario looking for a man who can handle all of me. I love getting down and dirty, exploring all kinds of kinky fantasies. When it comes to sex, I'm open to just about anything - from deepthroating your cock to riding you until we both expl...

Transgender Cutie Seeking Love in Windsor! Hey there! It's Carli, your friendly neighborhood transgender girl from Windsor, Ontario. 💁‍♀️ Looking for that special someone who appreciates me for who I am – unique, fabulous, and proud to be trans! 🌈 So, let me tell you a bit about myself. I have a curvy body that's perfect for...

Local Shemale Seeking Man for Raunchy Fun Are you ready to explore your wildest fantasies with a sexy shemale like me, Carmine? I'm looking for a local man who can handle all the naughty things I have in mind. When we meet up, get ready for some mind-blowing action. I love being both a top and bottom, so we can switch things up as much as...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Windsor 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! Private Message ...

F/M seeking love and fun Female to Male Trans Man in Windsor My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I let it gro...

Looking for Love and Adventure! Hey there, lovely people of Windsor! My name is Meredith, and I'm a proud transgender individual ready to explore the world of dating. 🌈💕 So, what do I look like? Well, picture this: I have a curvy body that's perfect for cuddling up on the couch during movie nights or going on spontaneous ...

Hot Shemale in Windsor Seeking Local Man for Wild Fun Are you looking for a sexy shemale to fulfill all your deepest desires? Look no further, because I'm Gerri and I'm ready to show you a good time. I love being both a top and a bottom, so we can switch things up and have some real fun together. Whether you want me to suck your cock or ride you hard...

Raunchy Shemale Seeking Local Man for Wild Fun Hey there, I'm Kathie, a sexy shemale from Windsor looking for a man who can handle all my dirty desires. I love being both top and bottom, giving sloppy blowjobs, getting my tight ass pounded, and riding a throbbing cock until we both explode with pleasure. I enjoy playing with toys, exploring kink...

Gorgeous, Passable Trans in Windsor 😍 Gorgeous Passable Trans MtF for Man in Windsor 😍 I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned! I'm ki...

Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Windsor Hi! I'm Brandi, new TS in the Windsor area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hiding in my pant...

March 29th, 2025

Raunchy Shemale Looking for Local Man to Play With Are you looking for a hot shemale in Windsor who knows how to have a good time? Well, look no further because I'm Stacey and I'm ready to show you a wild time. I love being both top and bottom, so we can switch it up and see what feels best. Whether you want me to suck your cock or ride you until ...

INTERACTIVE MAP: Transexual Tracker in the Windsor Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Windsor area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free for i...

27 y/o Sexy Hung Crossdresser in Windsor Hung Crossdresser for Male in Windsor Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a sexy ...

Elegantly Transcendent: Seeking Connection in Windsor Hey there! I'm Janetta, a transgender woman from Windsor, Ontario. I may not fit society's mold of what a woman should look like, but I embrace my unique body type and ethnicity with pride. Being part of the LGBTQ community has brought me so much joy and self-discovery. I'm looking for someone wh...

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Windsor 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 naughty fan...

Spark a Connection with Rebeka from Windsor! Hey there! I'm Rebeka, a proud transgender woman from Windsor, Ontario. I may not fit society's standards of beauty, but I am confident in my own skin and embrace my unique body type. As a member of the LGBTQ community, I love the sense of freedom and authenticity that comes with being true to mys...

Local Shemale Looking for Hot and Steamy Fun in Windsor! I'm a hot shemale named JoAnn seeking a local man in Windsor who can handle my insatiable appetite for all things naughty. I love getting down and dirty, exploring every inch of your body with my skilled hands and mouth. Whether you're into passionate kissing, deepthroating blowjobs, or intense an...

FtM seeking Princess Bride in Windsor FtM seeking Woman in Windsor Hi, I'm Andy, age 33, FtM transgender man living in Windsor. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @AndyFtM4P...

Hot Shemale Looking for a Local Man to Fulfill All Your Wildest Fantasies Are you looking for a wild time with a sexy shemale in Windsor, Ontario? Look no further because I'm here to make all your dreams come true. My name is Patrica and I'm a kinky shemale who loves nothing more than getting down and dirty with a man who knows how to handle me just right. I enjoy bein...

Elegance and Charm: Seeking Connection in Windsor Hey there, I'm Vernice, a transgender woman living in Windsor, Ontario. I may not fit society's standards of beauty, but I embrace my unique body type with confidence. As a proud member of the LGBTQ community, I love the courage and authenticity that comes with being transgender.When it comes to dat...

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Windsor 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!&nb...

Elegant Transgender Beauty Looking for Love in Windsor Hey there! I'm Allene, a confident and charming transgender woman from Windsor, Ontario. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with pride. Being part of the LGBTQ community has brought me so much joy and acceptance. I love exploring local spo...

Transgender Temptress Looking for Love in Windsor! Hey there, I'm Marni from Windsor, Ontario. I may not fit society's mold of what a "typical" trans person looks like, but that's what makes me unique! I love embracing my true self and being a part of the LGBTQ community. If you're into exploring new places and trying new things, then we'll defini...

Elegantly Transcendent Seeking Connection 🌈 Hey there! I'm Kristal, a transgender woman from Windsor, Ontario. I may not fit society's typical mold, but that's what makes me unique and beautiful in my own way. I love embracing my true self and connecting with others who appreciate authenticity. I enjoy exploring local spots like Willistead...

Elegant Transgender Beauty Seeking Connection in Windsor Hey there! I'm Cicily, a transgender woman from Windsor, Ontario. I may not fit society's mold of what a woman should look like, but I embrace my unique body type and ethnicity with pride. I love exploring my LGBTQ identity and all the wonderful experiences that come with it. I'm looking for some...

Looking for Love and Adventure! Hey there! My name is Lyndsie, and I'm a transgender woman from Windsor, Ontario. 🌈 I'm here to find someone special who appreciates me for who I am. So, let me tell you a bit about myself! Physically, I have a curvy body that's just perfect for cuddling. 😉 My ethnicity is diverse, reflecti...

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Spark the Flame with Rosana Hey there! I'm Rosana, a fun-loving transgender babe from Windsor, Ontario. I may not fit society's norms, but that's what makes me unique and fabulous! I embrace my LGBTQ identity and all the beauty that comes with it. 💃🏽 I'm looking for someone who can appreciate me for who I am and enjoy...

Spark Up Some Magic with Krissie Hey there! I'm Krissie, a transgender beauty from Windsor, Ontario. I may not fit the traditional mold, but that's what makes me unique and special. I love embracing my true self and connecting with others who appreciate authenticity. When it comes to dating, I enjoy exploring new places and tryi...

Hot Shemale Valerye Ready to Play in Windsor Are you looking for a wild time with a sexy shemale? Look no further, because I'm here to fulfill all your fantasies. My name is Valerye and I'm a horny shemale from Windsor, Ontario seeking a local man for some steamy fun. I love getting down and dirty, so if you're into it, I'm game for some ho...

Raunchy Shemale Seeking Local Man for Wild Fun Are you ready to play with a naughty shemale who knows how to please? I'm Marlene, and I'm looking for a man in Windsor, Ontario who can handle all of my desires. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass played with, sucking on a throbbing cock, and rid...

TS M2F Top in Windsor TS Top Seeking Man in Windsor I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body. Non op functional, nice big ladystick for your pleasure! 😈 Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks and ...

Sexy Shemale Looking for Hot Fun in Windsor! Are you a horny guy looking for a wild time with a kinky shemale? Look no further, because I'm Lora, and I'm ready to rock your world! I'm a naughty tranny who loves to get down and dirty with a man who knows how to handle all of my desires. When it comes to sex, I'm into everything from sloppy b...

Elegant Transgender Beauty Seeking Connection in Windsor Hey there! I'm Nikki, a transgender woman from Windsor, Ontario. I may not fit society's idea of "normal," but that's what makes me uniquely me. I love embracing my true self and connecting with others who appreciate authenticity. I enjoy exploring the LGBTQ community in Windsor and discovering n...

Sexy Shemale Looking for Hot Fun in Windsor I love nothing more than getting down and dirty with a man who knows how to handle a tranny like me. My name is Victoria, and I am a shemale seeking a local man for some unforgettable sexual encounters. I enjoy being both a top and bottom, giving and receiving blowjobs, having my tight ass played ...

Transgender Cutie Seeking Love in Windsor! Hey there! My name is Denna, and I'm a proud transgender woman living in beautiful Windsor, Ontario. 🌈 I wanted to write this ad to put myself out there and hopefully find someone special who appreciates me for who I am. I may not have the body type of a supermodel, but what really matters is ...

Elegantly Unique Transgender Beauty Seeks Connection Hey there! I'm Marit, a transgender beauty from Windsor, Ontario. I may not fit society's standards of beauty, but my unique body type and ethnicity make me stand out in the best way possible. I love exploring my LGBTQ identity and embracing all that comes with it. I enjoy spending time at local ...

New Body New Me M2F post-op in Windsor Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head 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 with me. Message me online Natasha...

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