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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  • October 20th, 2025
  • Elegant Transgender Beauty Looking for Love in WindsorElegant 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...
  • Explore Your Wildest Desires with Helene from WindsorExplore Your Wildest Desires with Helene from Windsor Hey there! I'm Helene, a friendly and open-minded woman from Windsor who loves to explore all kinds of kinks and fetishes. One of my favorite fetishes is foot worship - there's something so sensual and intimate about having my feet adored and pampered. I love the feeling of power and control it gi...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Redford, a submissive male from Windsor, Ontario looking for a Dominant Female Mistress or Dominatrix to take control and guide me into submission. I crave the thrill of being dominated and humiliated, learning how to properly please my Mistress in every way. I enjoy exploring various kinky...
  • Kinky Windsor Mistress Seeking Submissives for BDSM Fun<br>Kinky Windsor Mistress Seeking Submissives for BDSM Fun
    My name is Holli and I'm a kinky lady from Windsor, Ontario who loves to explore all kinds of fetishes. I have a passion for domination and submission, and I enjoy exploring the boundaries of pleasure and pain. Whippings, spankings, and roleplay are just a few of the things that get me excited. I...
  • Passionate Swingers Seeking Playmates in WindsorPassionate Swingers Seeking Playmates in Windsor Hello there, I'm Mandi from Windsor, Ontario. My husband and I are fun-loving, open-minded, and kink friendly swingers looking to spice things up in the bedroom. We love exploring new experiences and pushing boundaries together. You can find us in the FreeSexAds.com Swingers Lifestyle Profiles und...
  • Elegant Transgender Beauty Seeking Connection in WindsorElegant 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...
  • 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...
  • Young ebony submissive waiting to please the right Young ebony submissive waiting to please the right 'Sir' Submissive Ebony Woman for Sir Call or text me! Contact me for my recent pics and contact info. No drama, no games, these are my own 100% real pics MY GALLERY - @desireeXXsub...
  • 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 ...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Dan, a submissive male from Windsor, Ontario, looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of submission. I can be found on FreeSexAds.com Alt profiles under username danwin77899. I crave being forced into submission, being told what to do, and bei...
  • Submissive Male Seeks Dominatrix for Kinky Fetishes and BDSM FunSubmissive Male Seeks Dominatrix for Kinky Fetishes and BDSM Fun I've always been a submissive male at heart, craving the firm hand of a Dominant Female Mistress to guide me into total submission. My name is Walther, and I'm from Windsor, Ontario. I'm on the hunt for a powerful woman who can force me to my knees and show me how to properly please a Mistress. I...
  • ElsbethElsbeth'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...
  • 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...
  • Elegantly Transcendent Seeking Connection 🌈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...
  • 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 ...
  • 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...
  • 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...
  • 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...
  • Kinky Fetish Fun in Windsor, OntarioKinky Fetish Fun in Windsor, Ontario I'm Sharie, and I have a wild side that craves all sorts of kinky fetishes. From BDSM to domination and submission, I love exploring new experiences. Whippings, roleplay, spankings - you name it, I'm into it! But there's always room for more excitement. I'm looking to connect with like-minded ind...
  • Looking for Love and Laughter in Windsor, OntarioLooking for Love and Laughter in Windsor, Ontario Hey there! My name is Tabby and I'm a transgender woman living in the beautiful city of Windsor, Ontario. 🌈 I wanted to take a moment to tell you a bit about myself and what I'm looking for in a partner. Physically, I have a curvy body with soft, flowing hair that frames my face just right. My...
  • Passionate Swingers Seeking Playmates in WindsorPassionate Swingers Seeking Playmates in Windsor Hey there, I'm Reggi from Windsor, Ontario. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinkier side. We are always looking to spice things up and add some excitement to our already amazing sex life. You can find us on FreeSexAds.com Swingers Lifestyle Profiles u...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I'm Clarence, a submissive male from Windsor, Ontario. I'm on the hunt for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username clarencewi29185. I have always had a d...
  • October 19th, 2025
  • 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 Maddie from WindsorExplore Kinks and Fetishes with Maddie from Windsor Hey there! I'm Maddie, 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 and judgment-free space for everyone to express their desires. You can find us in the swingers d...
  • Elegantly Unique Transgender Beauty Looking for LoveElegantly Unique Transgender Beauty Looking for Love Hey there, I'm Nanny from Windsor, Ontario. I'm a curvy brunette with a mix of Italian and Jamaican heritage. You can check out my pics at my personal profile page @nannywi71003. I love being part of the LGBTQ community because it allows me to express myself freely and authentically. I enjoy exp...
  • Kinky Fetish Fun with Betti in Windsor, OntarioKinky Fetish Fun with Betti in Windsor, Ontario Hey there! My name is Betti and I'm a naughty girl looking for some kinky fun in Windsor. I love exploring all kinds of fetishes and kinks, from BDSM to domination and submission. You can find me on FreeSexAds.com Alt profiles under username bettiwi95917. I enjoy whippings, roleplay, spankings, a...
  • Passionate Swingers Looking for PlaymatesPassionate Swingers Looking for Playmates Hey there, I'm Dolores 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 wildest fantasies with like-minded individuals who share our passion for the swinging lifestyle. You can find us on F...
  • Passion Seekers in Windsor, OntarioPassion Seekers in Windsor, Ontario Hello there, I'm Sandi from Windsor, Ontario. My husband and I are a dynamic duo of fun-loving, open-minded swingers who are always up for a good time. We're kink-friendly and always looking to explore new adventures in the lifestyle. You can find us on FreeSexAds.com Swingers Lifestyle Profiles ...
  • Spark Up Some Magic with KrissieSpark 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...
  • 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...
  • 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...
  • Spark up some Windsor Romance with Lucy!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...
  • Unleash Your Desires with Laureen from WindsorUnleash Your Desires with Laureen from Windsor Hey there! I'm Laureen, a friendly and open-minded girl from Windsor, Ontario. I have a unique fetish that really gets me going - I love exploring the world of Femdom. There's something so empowering about taking control and dominating a submissive male. It's a thrill like no other! I'm always up...
  • Join Paloma for a Sensual AdventureJoin Paloma for a Sensual Adventure Hello there! My name is Paloma and I'm 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 enjoy meeting new people who share our interests and are always up for trying new things. You can find us i...
  • Explore Your Wildest Desires with Torey from WindsorExplore Your Wildest Desires with Torey from Windsor Hey there, I'm Torey, a naughty little vixen from Windsor who loves to indulge in all things pleasure. My husband and I are fun-loving, open-minded, and kink friendly - always up for new adventures in the world of swinging. You can find us in the FreeSexAds.com Swingers Lifestyle Profiles under us...
  • Kinky Mistress Seeking Submissives for BDSM PlayKinky Mistress Seeking Submissives for BDSM Play My name is Kristel and I am a dominant woman from Windsor, Ontario who loves exploring all kinds of kinky fetishes. I have always had a passion for BDSM, domination, and submission. There is nothing more thrilling to me than taking control and pushing boundaries in the bedroom. I enjoy whippings,...
  • 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...
  • Hot Shemale in Windsor Seeking Local Man for Wild FunHot 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 Denna Seeking Local Man for Wild FunRaunchy Shemale Denna Seeking Local Man for Wild Fun Hey there, I'm a sexy shemale named Denna from Windsor, Ontario looking for a hot man to have some steamy encounters with. I love getting down and dirty in the bedroom, so if you're into wild sex, I'm your girl! I enjoy being both a top and a bottom, giving and receiving blowjobs, getting my tight ...
  • Sexy Shemale Genny Looking for Hot Fun in WindsorSexy Shemale Genny Looking for Hot Fun in Windsor I'm a hot shemale from Windsor, Ontario looking for a local man who can handle me in the bedroom. I love to play all sorts of naughty games and fulfill your wildest fantasies. Whether you want me to be your top or bottom, I'm ready to please you in every way possible. I enjoy giving sloppy blowjo...
  • 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 ...
  • Explore Kinks and Fetishes with Abbie in WindsorExplore Kinks and Fetishes with Abbie in Windsor Hey there! I'm Abbie from Windsor, Ontario. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. Whether you're new to the scene or a seasoned pro, we're always up for trying something new and exciting. You can find us in the swingers dating p...
  • A Sensual Journey AwaitsA Sensual Journey Awaits Hey there, I'm Nichole from Windsor, Ontario. I'm a curvy and confident transgender woman who loves embracing my true self. I enjoy exploring new places like the Riverfront Trail or grabbing a coffee at Anchor Coffee House. Let's chat about our favorite LGBTQ+ events in the city or plan a cozy mov...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I've always been drawn to the world of submission and domination, and my name is Elliott from Windsor, Ontario. I am a submissive male looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. I enjoy a variety of submissive ...
  • Discover the Alluring World of MarenaDiscover the Alluring World of Marena Hey there! I'm Marena from Windsor, Ontario, and I have a unique fetish that I absolutely adore. I love exploring the world of foot worship 🦢🏼 and finding pleasure in the sensations it brings. It's such a sensual experience that never fails to excite me. I'm a friendly and open-minded indiv...
  • 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...
  • Unleash Your Desires with Jessi from Windsor, OntarioUnleash Your Desires with Jessi from Windsor, Ontario Are you ready to embark on a tantalizing journey of pleasure and exploration? Look no further, because I am here to fulfill your deepest fantasies. My name is Jessi, and along with my husband, we are the epitome of open-mindedness and adventure. We thrive on pushing boundaries, discovering new ki...
  • 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....
  • Raunchy Shemale Looking for Hot Local Man to Play WithRaunchy Shemale Looking for Hot Local Man to Play With Hey there sexy, I'm Hanni and I'm a naughty shemale looking for a man who can handle all my dirty desires. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass played with, sucking on a throbbing cock, and riding it until we both explode with pleasure. I want to gag ...
  • Local Shemale Janine Looking for Hot Fun and Great SexLocal Shemale Janine Looking for Hot Fun and Great Sex I'm a sexy shemale in Windsor, Ontario who loves to get down and dirty with a real man. I'm looking for someone who can handle all of me - my tight ass, throbbing cock, and insatiable appetite for pleasure. When it comes to sex, I'm open to just about anything. I love giving blowjobs, getting fuc...