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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  • February 20th, 2026
  • Explore Your Wildest Desires with Genny from WindsorExplore Your Wildest Desires with Genny from Windsor Hey there, I'm Genny and I have a unique fetish that I absolutely love exploring. I'm friendly, open-minded, and always up for trying new things. My fetish involves dressing up in latex and dominating my partner as a Femdom. There's just something so thrilling about taking control and being in cha...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Windsor, Ontario? SHEMALE HOOKUPS! Wanna Have a Great Time in Windsor, Ontario? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the Wind...
  • 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...
  • Join Emilee for a Sensual Adventure in WindsorJoin Emilee for a Sensual Adventure in Windsor Hello there! My name is Emilee and I am 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 passion for excitement and pleasure. You can find us in the swinger...
  • 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 ...
  • LetLet's Dance Under the Stars Together Hey there! I'm Lotty, a fun-loving transgender gal 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 allowed me to connect with amazing people who understand and support me. I enjoy...
  • Explore Your Wildest Fantasies with Jewell from WindsorExplore Your Wildest Fantasies with Jewell from Windsor Hello there! My name is Jewell and I am 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 respectful environment for everyone involved. If you are looking to spice u...
  • February 19th, 2026
  • Passion-Driven Windsor Swingers Ready to PlayPassion-Driven Windsor Swingers Ready to Play Hey there, I'm Sherill from Windsor, Ontario. My husband and I are a dynamic duo of fun-loving, open-minded swingers looking to spice things up in the bedroom. We're kink-friendly and always up for some naughty adventures. You can find us in the FreeSexAds.com Swingers Lifestyle Profiles under use...
  • Explore Your Wildest Desires with AlessandraExplore Your Wildest Desires with Alessandra Hey there! I'm Alessandra from Windsor, Ontario, and I have a unique fetish that really gets me going. I love indulging in foot worship - there's something so sensual and intimate about it that just drives me wild! I'm a friendly and open-minded person who loves to explore different kinks and fe...
  • Sexy Shemale Looking for Hot Fun in WindsorSexy 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!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 ...
  • Passionate Swingers Seeking Playmates in WindsorPassionate Swingers Seeking Playmates in Windsor Hello there, I'm Maryanna 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, especially when it comes to the ex...
  • Explore Your Wildest Desires with HeideExplore Your Wildest Desires with Heide Hey there! My name is Heide and I have a unique fetish that I absolutely love exploring. I am from Windsor, Ontario and I am always looking for new experiences. My fetish involves playing with different textures, like silk and leather, which really excites me. I find it so thrilling to indulge in ...
  • Local Shemale Looking for Hot Fun in WindsorLocal Shemale Looking for Hot Fun in Windsor Hey sexy, it's me, Celle. I'm a horny shemale looking for a man who can handle all my desires. I love to top and bottom, give blowjobs, get my tight ass pounded, suck a throbbing cock, and make you cum hard. I'm into all kinds of kinky play like gagging on your huge dick, sloppy wet orgasms, and rid...
  • Explore NeilaExplore Neila's Unique Fetish in Windsor! Hey there! I'm Neila from Windsor, Ontario, and I have a unique fetish that I absolutely love. I won't tell you what it is just yet, but let me tell you why I enjoy it so much. It's thrilling, exciting, and brings out a side of me that I never knew existed. I'm friendly, open-minded, and always up...
  • 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,...
  • MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES]MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES] Meet Local Freaks to Work Out Your Kinks! Your guide to the Windsor bondage, femdom and fetish scene We live the kink lifestyle. We love the power, the submission and the kinky pleasures. Come meet local kinksters for friendship or passion.  thebdsmguide.com BDSM Femdom ...
  • Passion Seekers in WindsorPassion Seekers in Windsor Hello there, I'm Madelin from Windsor, Ontario. My husband and I are fun-loving, open-minded, and kink friendly swingers looking to spice things up in the bedroom. You can find us on FreeSexAds.com Swingers Lifestyle Profiles under username madelinwi28742. We are a couple who loves exploring our ...
  • Explore Your Wildest Desires with Hally from WindsorExplore Your Wildest Desires with Hally from Windsor Hey there, I'm Hally from Windsor and I have a unique fetish that I absolutely love. I adore wearing latex clothing and feeling the tight, shiny material against my skin. It makes me feel powerful and sexy in ways I can't even describe! I'm a friendly and open-minded person who loves to explore ...
  • Passionate Windsor Swingers Looking for PlaymatesPassionate Windsor Swingers Looking for Playmates Hello there, I'm Adele from Windsor, Ontario. My husband and I are fun-loving, open-minded, and kink friendly swingers ready to spice up our sex life with some new playmates. You can find us in the FreeSexAds.com Swingers Lifestyle Profiles under username adelewin65136. We are a dynamic duo who l...
  • Sexy Shemale Seeking Local Man for Wild FunSexy Shemale Seeking Local Man for Wild Fun I'm a hot and horny shemale named Raynell from Windsor, Ontario, looking for a man who can handle all of me. I love getting down and dirty in the bedroom, and I'm not afraid to show you what I can do. If you're into kinky play and wild fantasies, then I'm the girl for you. I enjoy being both a to...
  • Explore Your Wildest Desires with Tani from Windsor, OntarioExplore Your Wildest Desires with Tani from Windsor, Ontario Hey there! My name is Tani and I have a unique fetish that I absolutely love exploring. I am friendly, open-minded, and always up for trying new things. My fetish involves leather and lace, the feeling of being in control, and the thrill of domination. I find Femdom incredibly intriguing and wou...
  • Explore Your Wildest Desires with Evy in WindsorExplore Your Wildest Desires with Evy in Windsor Hey there! I'm Evy from Windsor, Ontario and I have a unique fetish that I absolutely love. I adore indulging in Femdom, where I get to take control and dominate my submissive partner. It's such a thrilling experience for me! I'm a friendly and open-minded individual who loves to explore differen...
  • Tempting Adventures Await with Shayne in WindsorTempting Adventures Await with Shayne in Windsor Hello there, I'm Shayne 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 welcoming space for like-minded individuals to come together and enjoy some naughty fun. You can find us on s...
  • 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...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Windsor Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very feminine...
  • Mistress has opening for a male submissive training in Windsor areaMistress has opening for a male submissive training in Windsor area Mistress Seeks submissive male in Windsor Mistress seeks submissive male for training in Windsor. Are you a sub and available evenings or weekends? Some weekdays are available upon request. Our first few meetings will decide if we can work together and we will come to a written agreement after disc...
  • Unleash Your Wildest Desires with Aubry from WindsorUnleash Your Wildest Desires with Aubry from Windsor Hey there, I'm Aubry, a sultry swinger from Windsor, Ontario. My husband and I are the epitome of fun-loving, open-minded, and kink-friendly individuals who are always up for a good time. We believe in exploring every facet of our sexuality and pushing boundaries to new heights. You can find us o...
  • 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...
  • Submissive Male Seeks Dominatrix for Kinky Yard PlaySubmissive Male Seeks Dominatrix for Kinky Yard Play I'm Yard, a submissive male from Windsor, Ontario, looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave the feeling of being dominated and controlled, eager to learn how to properly please a Mistress like you. Some of my favorite submissive ki...
  • Explore the Sensual World of Otto from Windsor, OntarioExplore the Sensual World of Otto from Windsor, Ontario Hey there! My name is Otto and I've got a unique fetish that'll blow your mind. I may not be able to tell you what I look like, but trust me, my fetish will leave you wanting more! I'm a submissive guy who loves to spend time with a Dominant woman. There's something incredibly thrilling about giv...
  • 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!   ...
  • Kinky Windsor Mistress Seeking Submissives for BDSM FunKinky Windsor Mistress Seeking Submissives for BDSM Fun Are you ready to explore your deepest desires with a dominant woman who knows how to take control? Look no further, because Maisie from Windsor is here to fulfill all your kinky fantasies. I love everything from whippings and domination to roleplay and age play. Let me be your Mistress and guide y...
  • Discover the Allure of Amata from Windsor!Discover the Allure of Amata from Windsor! Hey there! My name is Amata, and I'm here to introduce you to a world of delightful exploration. I have a unique fetish that sets my heart racing and ignites my imagination. It's something that makes me feel alive, free, and truly myself. Are you ready to dive into my captivating world? I won't r...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy 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...
  • Elegant Transgender Beauty Seeking Connection in WindsorElegant 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...
  • 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...
  • 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...
  • 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...
  • Explore Your Wildest Desires with Amy from WindsorExplore Your Wildest Desires with Amy from Windsor Hey there! I'm Amy, a friendly and open-minded girl from Windsor, Ontario. I have a unique fetish that I absolutely love exploring. It's all about feet - I find them incredibly intriguing and sexy. From giving foot massages to playing footsie, I can't get enough! I'm always up for trying new thin...
  • Passion Seekers Ready for Swinging FunPassion Seekers Ready for Swinging Fun Hello there, I'm Jennette from Windsor, Ontario. My husband and I are a dynamic duo of fun-loving, open-minded swingers who are always up for some kinky adventures. We believe that life is too short not to explore our deepest desires and fantasies, which is why we are seeking like-minded individua...
  • Passion Seekers in WindsorPassion Seekers in Windsor Hello there, I'm Gypsy from Windsor, Ontario. My husband and I are a fun-loving, open-minded couple who love to explore our kinks and fantasies in the swinging lifestyle. We are always up for new experiences and meeting like-minded individuals who share our passion for pleasure. You can find us ...
  • 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...
  • Trans Man waiting for right date with hot beautyTrans 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...
  • 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 ...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Alan, 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. I can be found on FreeSexAds.com Alt profiles under username alanwi31738. I have always been drawn to the world of do...
  • Submissive Male Seeks Dominatrix for Kinky Roleplay and HumiliationSubmissive Male Seeks Dominatrix for Kinky Roleplay and Humiliation I'm Jerrie, a submissive male from Windsor, Ontario, looking for a Dominant Female Mistress or Dominatrix to force me into submission. I crave being controlled and taught how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username jerriewi63796. I enjoy kinks ...
  • 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 Are you a strong, powerful Dominant Female Mistress or Dominatrix looking for a submissive male to bend to your will? Look no further, because my name is Kraig and I am ready to submit to your every command. I can be found on FreeSexAds.com Alt profiles under username kraigw73669. I crave the fe...
  • Hot Shemale Looking for a Local Man to Fulfill All Your Wildest FantasiesHot 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...