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 1st, 2025
  • Kinky Mistress Seeking Submissives for BDSM FunKinky Mistress Seeking Submissives for BDSM Fun I'm Mariel, a dominant woman from Windsor, Ontario who loves exploring all kinds of kinks and fetishes. If you're looking to submit to a powerful Mistress who knows how to take control, then I'm the one for you. I enjoy whippings, domination, roleplay, and much more. Whether you're into spankin...
  • Passionate Swingers Looking for PlaymatesPassionate Swingers Looking for Playmates Hello there, I'm Nelia from Windsor, Ontario. My husband and I are fun-loving, open-minded, and kink friendly swingers who are always looking to spice things up in the bedroom. We love exploring new fantasies and indulging in all kinds of pleasures. You can find us on FreeSexAds.com Swingers Life...
  • Unleash Your Desires with Dionne from Windsor, OntarioUnleash Your Desires with Dionne from Windsor, Ontario Are you ready to embark on a tantalizing journey of pleasure and exploration? Look no further than Dionne, your seductive guide into the world of swingers. Together with my husband, we are friendly, open-minded individuals who thrive on pushing boundaries and indulging in our deepest kinks and fet...
  • INTERACTIVE MAP: Transexual Tracker in the Windsor Area!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...
  • Explore Your Wildest Desires with Luisa from WindsorExplore Your Wildest Desires with Luisa from Windsor Hey there! I'm Luisa, and I have a unique fetish that I absolutely adore. It's a little unconventional, but that's what makes it so exciting for me. I love the feeling of silk against my skin, the way it glides and caresses me in all the right places. It's like a luxurious indulgence that never fa...
  • Passionate Swingers Looking for PlaymatesPassionate Swingers Looking for Playmates Hello there, I'm Julianne from Windsor, Ontario. My husband and I are a fun-loving, open-minded couple who are kink-friendly and always up for new adventures in the swinging lifestyle. We love to explore our desires and fantasies with like-minded individuals who share our passion for excitement an...
  • Well Endowed Shemale for Man in WindsorWell 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...
  • Elegance and Charm: Seeking Connection in WindsorElegance 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...
  • Join Harlie for a Sensual AdventureJoin Harlie for a Sensual Adventure Hello there! My name is Harlie 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 and creating unforgettable experiences together. You can find us in the swingers ...
  • INTERACTIVE MAP: Kink Tracker in the Windsor Area!INTERACTIVE MAP: Kink Tracker in the Windsor Area! Windsor Alt & Kink Hookups Meet locals to explore the alternative lifestyles scene in the Windsor area. Meet members for friendship or to begin exploring the tantalizing world of kink! View our interactive map below to meet local Alt members who want to meet locals to explore various kinks and ...
  • 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...
  • 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...
  • Spark the Flame with RosanaSpark 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...
  • Passionate Swingers Looking for PlaymatesPassionate Swingers Looking for Playmates Hey there, I'm Adrianne from Windsor, Ontario, and my husband and I are on the hunt for some new friends to join us in our wild adventures. We're a fun-loving couple who are open-minded and kink friendly. We love exploring our sexuality and pushing boundaries in the bedroom. Whether it's wife sw...
  • Mistress seeks Windsor male sub for BDSM and trainingMistress seeks Windsor male sub for BDSM and training Mistress seeking male sub in Windsor I am Mistress Velvet Sky. I use a variety of toys on My boys. You will be My submissive boy toy. I have a contract that We/we will mutually agree to in writing. We/we can hash this out if we decide to enter a Dom/sub relationship. I am not a game player, so plea...
  • DOMME AVAILABLE for private Femdom and DISCIPLINEDOMME AVAILABLE for private Femdom and DISCIPLINE Experienced Dominatrix for Windsor Submissive Experienced Dominatrix seeks submissive, ready and willing to learn discipline from a loving but strict Mistress. Contact me @ WindsorDommeX if you are available and willing to serve my needs. Available For: Discipline  Corporal Punishment Ro...
  • 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 ...
  • Unleash Your Wildest Desires with Nolie from Windsor! Hey there, fellow pleasure-seekers! My name is Nolie, and I'm here to invite you on an unforgettable journey of exploration and excitement. Together with my amazing husband, let's dive into a world of passion and pleasure that knows no bounds. Picture this: I'm a fiery brunette with mesmerizing h...
  • 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...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy 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...
  • 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...
  • Gorgeous, Passable Trans in Windsor 😍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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Gerrard, 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 gerrardw28048. I enjoy a variety of submissive kinks ...
  • 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 ...
  • Kinky Fetish Seeker in Windsor, OntarioKinky Fetish Seeker in Windsor, Ontario I'm Dianne, a kinky fetish seeker from Windsor, Ontario. I love exploring all sorts of fetishes and kinks that make my heart race and my body tingle with excitement. From BDSM to roleplay, I enjoy pushing boundaries and discovering new pleasures. One of my favorite kinks is domination and submiss...
  • 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...
  • 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...
  • Hot Shemale in Windsor Looking for Wild FunHot 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...
  • 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 ...
  • Discover the Alluring World of Randie from Windsor, OntarioDiscover the Alluring World of Randie from Windsor, Ontario Hey there! 👋 Are you ready to embark on an exciting journey into the realm of fetish exploration? Well, look no further because I'm Randie, and I've got a unique fetish that will leave you craving for more! 😉 Let me tell you a little secret... I have a thing for role-playing. It's like step...
  • Looking for Love and Adventure!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 ...
  • Superior Massage by gorgeous T-GirlSuperior 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...
  • Jasmin T-girl Ready to make friendsJasmin 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 for Local Man to Play WithHot Shemale Looking for Local Man to Play With Are you looking for a wild time with a sexy shemale in Windsor, Ontario? Look no further because I'm Rozalie and I'm ready to fulfill all your naughty fantasies. I love being both a top and bottom, so we can switch things up and have the best of both worlds. When it comes to sex, I'm into everyt...
  • 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...
  • 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...
  • Seeking Kinky Fun in Windsor, Ontario!Seeking Kinky Fun in Windsor, Ontario! My name is Gracia and I am a fetish enthusiast looking for like-minded individuals to explore our wildest fantasies together. I can be found on FreeSexAds.com Alt profiles under username gracia45460. I have always had a passion for BDSM, particularly enjoying being a Dominatrix and exploring the...
  • Swinging Couple in Windsor, New to the LifestyleSwinging Couple in Windsor, New to the Lifestyle Swinging Couple in Windsor We are a swinging couple in Windsor, Ontario. New to the lifestyle but eager to learn and explore the swingers world! About Him He is Jeff, a former military, larger, fit, age 29. He works out daily, loves trucks, camping, hunting, fishing and all the usual guy things. ...
  • Want to Fuck My Wife? LetWant to Fuck My Wife? Let's Swap in Windsor Wife Swaps in Windsor Attractive, adventurous and athletic couple in the Windsor area seeks swinger hookups for social activities and the explore the local swinging lifestyle. He is Thomas, age 29, a self-employed graphic artist. Fit and trim, loves sex!  She is Heather, age 27, employed as ...
  • 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 ...
  • 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 ...
  • TS M2F Top in WindsorTS 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 ...
  • MISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissiveMISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissive Mistress Kim Windsor Dominatrix Message Me Online: MistressKim4subWindsor Flogging...prostate...nipple play...force by... paddling...dress up play..humiliate... strap on...must obedience......
  • Join Kyle from Windsor for a Swinging Adventure!Join Kyle from Windsor for a Swinging Adventure! Hey there! I'm Kyle, a fun-loving 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 are looking to add some spice to their relationships. You can find us in the swingers...
  • 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...
  • 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...
  • Explore Kinks and Fetishes with Noemi in WindsorExplore Kinks and Fetishes with Noemi in Windsor Hey there, I'm Noemi 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're always up for trying new things and pushing our boundaries. You can find us in the swingers dating profiles under the member name noemi33918...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy 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...
  • Elegantly Transcendent: Seeking Connection in WindsorElegantly 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...
  • Domme looking for male sub who wants to be ownedDomme looking for male sub who wants to be owned Domme for male sub in Windsor I am Mistress Danielle. FemDom is My lifestyle, not something I do merely for fun. I have an opening in My dungeon for a submissive male. Send your photo along with an explanation of your kinks and fetishes and how you believe you can serve Me.  This is a serious...