Windsor, Ontario Alternative Sex Ads - BDSM, Trans & Swingers

Browse Windsor, Ontario alternative sex ads to meet kinky locals looking for BDSM, domination & fetish, transgender sex, or swingers & threesomes hookups near you. It's free to search these alternative classifieds, or post your own ad!

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  • December 2nd, 2025
  • Elegant Trans Beauty Seeking Connection in WindsorElegant Trans Beauty Seeking Connection in Windsor Hey there! I'm Rubi, a transgender woman living in Windsor, Ontario. I may not fit society's traditional mold, but that's what makes me unique and special. I embrace my trans identity and love being a part of the LGBTQ community. I'm looking for someone who is open-minded, kind-hearted, and ready...
  • Unleash Your Wildest Desires with Darsey from Windsor!Unleash Your Wildest Desires with Darsey from Windsor! Hey there, fellow adventurers! Allow me to introduce myself - I'm Darsey, and my husband (let's call him Max) and I are ready to take you on a journey like no other. We're friendly, open-minded, and always eager to explore new kinks and fetishes. Are you ready to join us? Now, let me paint a pict...
  • Local Shemale Looking for Hot Fun in Windsor, OntarioLocal Shemale Looking for Hot Fun in Windsor, Ontario Are you a man who craves a wild night of passion with a sexy shemale? Look no further, because I'm Kerianne and I'm here to fulfill all your wildest fantasies. I'm seeking a local man who can handle me in the bedroom and show me a good time. I love getting down and dirty, so if you're into blowj...
  • Explore Kinks and Fetishes with Rosalynd from WindsorExplore Kinks and Fetishes with Rosalynd from Windsor Hey there! My name is Rosalynd, and I am a female swinger from Windsor, Ontario. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. We love meeting like-minded individuals who share our passion for adventurous experiences. You can find us in the swinge...
  • Explore Your Wildest Desires with Dorene from WindsorExplore Your Wildest Desires with Dorene from Windsor Hey there, I'm Dorene from Windsor, Ontario! I have a unique fetish that sets my heart racing and my mind spinning. I love indulging in the world of foot worship. There's something so sensual and intimate about having my feet pampered and adored. I'm a friendly and open-minded individual who love...
  • Explore Your Wildest Desires with Brent from WindsorExplore Your Wildest Desires with Brent from Windsor Hey there, I'm Brent from Windsor, Ontario. I have a unique fetish that I absolutely love - I have a thing for being tickled! It might sound silly, but the feeling of helplessness and vulnerability is such a turn on for me. I'm definitely submissive and would love to find a Dominant woman who enjo...
  • Kinky Fetish Fun in Windsor!Kinky Fetish Fun in Windsor! Hey there, it's Devon from Windsor! I'm a kinky girl who loves exploring all sorts of fetishes and kinks. Whether you're into BDSM, domination, submission, roleplay, or anything else that gets your heart racing, I'm your girl. I love whippings, spankings, and all kinds of naughty fun. I'm always...
  • Sexy Shemale Looking for Hot Fun in Windsor!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...
  • Naughty Shemale Yevette Seeking Local Man for Wild FunNaughty Shemale Yevette Seeking Local Man for Wild Fun I'm a sexy shemale named Yevette, and I'm looking for a man in Windsor, Ontario who can handle all my dirty desires. I love to be on top, riding you until we both explode with pleasure. I also enjoy giving sloppy blowjobs and having my tight ass pounded hard. If you're into cum play, gagging, and ...
  • Windsor Strap On Sex HookupsWindsor Strap On Sex Hookups Windsor Strap On Dating Profiles Browse strap-on profiles of women and men who enjoy hot role reversals!   ...
  • Submissive Male Seeks Dominatrix for Kinky Wood FetishSubmissive Male Seeks Dominatrix for Kinky Wood Fetish I'm Wood, a submissive male from Windsor, Ontario, looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. You can find me in the FreeSexAds.com Alt profiles under username woodw99949. I have always been drawn to the idea of...
  • Transgender Cutie Seeking Love in Windsor!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 Looking for Hot and Steamy Fun in Windsor!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...
  • Kinky Fetish Fun in Windsor, Ontario!Kinky Fetish Fun in Windsor, Ontario! I'm Jeanelle, and I have some wild kinks that I love to explore. From BDSM to roleplay, I'm always up for trying something new and exciting. Whippings, domination, submission – you name it, I'm into it. But I'm also open to exploring new fetishes and kinks with the right person. If you're looki...
  • Transgender Temptress Looking for Love in Windsor!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...
  • Explore Your Wildest Desires with Carolee from WindsorExplore Your Wildest Desires with Carolee from Windsor Hey there! I'm Carolee from Windsor, Ontario, and I have a unique fetish that I absolutely adore. I love the feeling of silk against my skin - it's like a sensual caress that sends shivers down my spine. I'm a friendly and open-minded individual who loves to explore different kinks and fetishes....
  • Debonair Trans dude, looks like BondDebonair 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...
  • Passionate Swingers Looking for Playmates in WindsorPassionate Swingers Looking for Playmates in Windsor Hello there, I'm Mariele from Windsor, Ontario. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We believe that life is too short not to indulge in all the pleasures it has to offer. We can be found on FreeSexAds.com ...
  • Passionate Windsor Swingers Looking for PlaymatesPassionate Windsor Swingers Looking for Playmates Hey there, I'm Kyle from Windsor, Ontario. My husband and I are a fun-loving, open-minded couple who are kink friendly and always up for some naughty fun. We love exploring our sexual desires and fantasies with like-minded individuals who share our passion for the swinging lifestyle. You can find...
  • Tempting TabbieTempting Tabbie's Unique Fetish Hey there! I'm Tabbie from Windsor, Ontario. I have a unique fetish that really gets me going - I love exploring the world of foot worship. There's just something about having my feet pampered and adored that drives me wild! I'm a friendly and open-minded individual who loves to delve into diffe...
  • Elegant Transgender Beauty Seeking Connection in WindsorElegant Transgender Beauty Seeking Connection in Windsor Hey there! I'm Kailey, a transgender woman from Windsor, Ontario. I may not fit society's idea of "normal," but that's what makes me unique and special. I love being part of the LGBTQ community because it allows me to express my true self without fear or judgment. I'm looking for someone who is ...
  • A Sensual Journey with MelisseA Sensual Journey with Melisse Hey there! I'm Melisse, a transgender cutie from Windsor, Ontario. I love exploring my identity and connecting with others in the LGBTQ community. If you're looking for someone who is open-minded and loves to have fun, then I'm your girl! I enjoy going for walks along the Detroit River, grabbing ...
  • Looking for Love and Adventure in Windsor, Ontario!Looking for Love and Adventure in Windsor, Ontario! Hey there! I'm Rebekah, a proud transgender woman living in beautiful Windsor, Ontario. 💃🏻✨ Are you ready to join me on an exciting journey of love and acceptance? Let's dive into this ad and see if we're a match made in heaven! 🌈❤️ Being trans has opened my eyes to the incredible ...
  • Kinky Domina in Windsor seeking submissive male for BDSM adventuresKinky Domina in Windsor seeking submissive male for BDSM adventures Hello there, my name is Darcy and I am a strict Mistress looking for a willing submissive to explore all of our kinky desires together. Are you ready to submit to my every command and fulfill all of my twisted fantasies? If so, then look no further because I am here to make your dreams come true. ...
  • Hot Shemale in Windsor Looking for a Wild TimeHot Shemale in Windsor Looking for a Wild Time Are you ready to have some naughty fun with a sexy shemale in Windsor? Well, look no further because I'm here to fulfill all your wildest fantasies. My name is Reeba and I'm a kinky shemale seeking a local man for some mind-blowing sex and play. I love getting down and dirty, so if you're into b...
  • Unleash Your Desires with Vale, the Adventurous SubmissiveUnleash Your Desires with Vale, the Adventurous Submissive Hey there! Are you ready to dive into a world of thrilling sensations and explore your deepest desires? Look no further, because I'm Vale, a friendly and open-minded guy from Windsor, Ontario, eager to embark on an unforgettable journey with a dominant woman. Let me tell you about my unique fetis...
  • Unleash Your Wildest Desires with GoldiUnleash Your Wildest Desires with Goldi Hey there! I'm Goldi from Windsor, Ontario, and I have a unique fetish that drives me wild. I absolutely love the feeling of soft feathers tickling my skin - it's like a secret pleasure that only a few get to experience. I'm a friendly and open-minded person who loves to explore different kinks ...
  • Calling All Dominant Ladies! Explore Your Fantasies with Submissive Dan!Calling All Dominant Ladies! Explore Your Fantasies with Submissive Dan! Hey there, ladies of Windsor, Ontario! My name is Dan, and I have a unique fetish that I am excited to share with you. You can find me on Alt Profiles with the member name dan34593. So, what's my fetish? Well, hold onto your hats because it's a little out of the ordinary! I have a passion for rol...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Mort, a submissive male from Windsor, Ontario, looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. You can find me in the FreeSexAds.com Alt profiles under username mort74254. I enjoy being spanked 🍑, roleplay ...
  • Explore MorrisExplore Morris' Secret Fetish in Windsor! Hey there, I'm Morris from Windsor, Ontario. I have a unique fetish that really gets me going - I love being tickled! It's such a fun and playful way to connect with someone. I'm a submissive guy who would love to spend time with a Dominant woman who enjoys exploring this kink with me. I'm friend...
  • December 1st, 2025
  • Kinky Mistress Seeking Submissives for BDSM FunKinky Mistress Seeking Submissives for BDSM Fun Are you looking to explore your deepest desires with a dominant woman? Look no further, because I'm Joli, your perfect Mistress from Windsor, Ontario. I love all things kinky and am always up for trying new fetishes. You can find me on FreeSexAds.com Alt profiles under username joli28143. I enjo...
  • Explore Your Wildest Desires with Margot from WindsorExplore Your Wildest Desires with Margot from Windsor Hey there! I'm Margot, and I have a unique fetish that I absolutely love exploring. It's something that gets my heart racing and my mind buzzing with excitement. I'm always open-minded and friendly, ready to dive into new experiences and kinks. One thing that really intrigues me is Femdom. The id...
  • Hot Shemale Looking to Play and Fuck Hard in Windsor!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 ...
  • Kinky Fetish Seeker Looking to Explore New DesiresKinky Fetish Seeker Looking to Explore New Desires I'm Emlynne, a kinky fetish enthusiast from Windsor, Ontario. I love exploring all sorts of naughty desires and am always looking for new experiences. From BDSM to roleplay, I'm open-minded and eager to try new things. One of my favorite kinks is domination and submission. There's something so th...
  • Unleash Your Desires with Chandler - WindsorUnleash Your Desires with Chandler - Windsor's Submissive Explorer Hey there! It's Chandler from Windsor, Ontario, and I have a secret to share. Are you ready to dive into a world of pleasure and exploration? Well, I've got just the thing for you! I'm a friendly and open-minded guy who loves to embrace his kinks and fetishes. And let me tell you, I've discovered...
  • Naughty Shemale Looking to Play in WindsorNaughty Shemale Looking to Play in Windsor Are you ready for a wild time with a sexy shemale? I'm Briteny, and I'm on the hunt for a local man who can handle all of me. I love getting down and dirty, exploring every inch of your body. From top to bottom, I know how to please and be pleased. I'm a versatile shemale who loves it all - from ...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun My name is Logan and I am a submissive male from Windsor, Ontario. I am looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to properly please a Mistress. I can be found on FreeSexAds.com Alt profiles under username loganwind93855. I enjoy various sub...
  • Explore Your Wildest Desires with CelieExplore Your Wildest Desires with Celie Hey there, I'm Celie from Windsor, Ontario! I have a unique fetish that I absolutely love - tickling! There's something about the sensation of being tickled that drives me wild. It's playful, fun, and oh so exciting! I'm a friendly and open-minded person who loves to explore different kinks and f...
  • Passionate Swingers Looking for Playmates in WindsorPassionate Swingers Looking for Playmates in Windsor Hey there, I'm Bev from Windsor, Ontario, and my husband and I are on the hunt for some sexy new friends to join us in our swinging adventures. We're fun-loving, open-minded, and kink-friendly – the perfect recipe for a night of passion and pleasure. You can find us on FreeSexAds.com Swingers L...
  • Elegant Transgender Beauty Seeking Connection in WindsorElegant Transgender Beauty Seeking Connection in Windsor Hey there, I'm Karisa from Windsor, Ontario! I'm a confident and outgoing transgender woman with a curvy body and a mix of Italian and Canadian heritage. I love exploring my identity as part of the LGBTQ community and embracing all the unique experiences that come with it. If you're looking for so...
  • Spark a Connection with Rebeka from Windsor!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...
  • Unleash Your Wildest Desires with Pammi from WindsorUnleash Your Wildest Desires with Pammi from Windsor Hey there, naughty souls! It's Pammi here, ready to take you on an unforgettable journey through the realm of pleasure. Brace yourselves, because things are about to get steamy! My husband and I are not your average couple. We're adventurous, open-minded, and always up for exploring new kinks and...
  • Join Tamma for a Sensual AdventureJoin Tamma for a Sensual Adventure Hello there! My name is Tamma and I am a female swinger from Windsor, Ontario. My husband and I are a friendly and open-minded couple who love to explore various kinks and fetishes. We believe in creating a safe and exciting space for like-minded individuals to come together and indulge in their d...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I never knew how much pleasure I could find in submission until I discovered my true desires. My name is Osmund, and I am a submissive male from Windsor, Ontario. I am seeking a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. I e...
  • KelcieKelcie's Kinky Fetish Adventures in Windsor, Ontario Hi there! My name is Kelcie and I'm a kinky girl from Windsor, Ontario looking for some naughty fun. I have a passion for exploring all kinds of fetishes and kinks, and I'm always up for trying something new. You can find me on FreeSexAds.com Alt profiles under username kelciewin25212. I love the...
  • Explore Kinks and Fetishes with Hollyanne in WindsorExplore Kinks and Fetishes with Hollyanne in Windsor Hey there! I'm Hollyanne from Windsor, Ontario. My husband and I are a friendly and open-minded couple who love to explore all sorts of kinks and fetishes. We enjoy meeting new people who share our adventurous spirit and are always up for trying new things. You can find us on swingers dating prof...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I'm Darrel, a submissive male from Windsor, Ontario, looking for a Dominant Female Mistress to force me into submission. I can be found on FreeSexAds.com Alt profiles under username darrelwind19000. I crave being dominated and taught how to properly please a Mistress. I enjoy kinks like whippings,...
  • Elegantly Unique Transgender Beauty Seeks ConnectionElegantly 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 ...
  • November 30th, 2025
  • Explore Your Wildest Fantasies with Mariellen from WindsorExplore Your Wildest Fantasies with Mariellen from Windsor Hey there! I'm Mariellen, a female swinger from Windsor, Ontario. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We believe in creating a safe space where everyone can feel comfortable expressing their desires. You can find us on swinge...
  • Sexy Shemale in Windsor Looking for Hot FunSexy Shemale in Windsor Looking for Hot Fun Are you ready to have a wild time with a naughty shemale? I'm Malina, and I'm looking for a local man who can handle all of my desires. I love getting down and dirty, so if you're up for some steamy action, then I'm the one for you. I enjoy being both a top and bottom, so we can switch things up ...