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 17th, 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...

Tempting Sari from Windsor Hey there! I'm Sari, a friendly and open-minded gal from Windsor with a unique fetish. I absolutely adore wearing and collecting different types of sari fabrics. There's something so alluring and sensual about the way they drape and flow, it really gets me going! I love exploring different kink...

Submissive 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...

Kinky Domina Seeking Submissive Men for BDSM Fun in Windsor Hello there, I am Emmalyn, a strict and dominant Mistress from Windsor who loves exploring all kinds of kinky fetishes and fantasies. Are you ready to submit to my every whim and desire? Do you crave the thrill of being under my control? Then look no further, because I am here to make all your sub...

Unleash 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 ...

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...

Explore 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...

Mistress 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...

Explore Your Wildest Desires with Lindi from Windsor Hey there! My name is Lindi, 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 dressing up in latex outfits and dominating my partner. The feeling of power and control is such a turn on for me! I am alw...

Naughty 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 ...

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...

Passionate 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...

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...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Urban, a submissive male from Windsor, Ontario, looking for a Dominant Female Mistress or Dominatrix to show me the ways of submission. I can be found on FreeSexAds.com Alt profiles under username urbanwind63271. I crave being forced into submission and taught how to properly please a Mistres...

Elegant 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...

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...

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 ...

Submissive 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...

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...

Submissive 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 ...

Kinky 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...

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...

December 16th, 2025

Explore 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...

Passion 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 ...

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...

Submissive 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,...

Explore 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...

Explore 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...

Calling All Dominant Women! Hey there, Windsor! It's Richard here, ready to spill the beans on my unique fetish. Brace yourself for a wild ride because I've got something special up my sleeve that'll make your heart race and your imagination soar. So, what's my fetish? Well, I'm all about being submissive. Yep, you heard i...

Explore 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...

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...

Passion Seekers in Windsor Hello there, I'm Cherri 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 are active members on FreeSexAds.com Swingers Lifestyle Profiles under the username cherriwin69544. We are always look...

Kinky 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...

Passion-Seeking Swingers Ready to Play in Windsor! Hey there, I'm Vena from Windsor, Ontario. My husband and I are a fun-loving, open-minded couple who are always up for new adventures in the swinging lifestyle. We're kink-friendly and love exploring our deepest desires with like-minded individuals. You can find us on FreeSexAds.com Swingers Life...

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...

Unleash 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...

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 �...

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 Magic with Vanna Hey there! I'm Vanna, a transgender cutie from Windsor, Ontario. I may not fit society's standards of beauty, but I rock my unique body type with confidence. Being LGBTQ has allowed me to embrace my true self and connect with others who understand and support me. I love exploring different local...

Passionate 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...

Explore 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...

Explore 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...

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 ...

Explore Kinks and Fetishes with Sharron from Windsor Hello there! My husband and I are a friendly and open-minded couple from Windsor, Ontario who love to explore all kinds of kinks and fetishes. We believe in living life to the fullest and indulging in our wildest fantasies. If you're looking for a fun and adventurous time, look no further! You ca...

Join Theda for a Sensual Adventure Hello there! I'm Theda from Windsor, Ontario, and my husband and I are looking for like-minded individuals to join us in exploring all kinds of kinks and fetishes. We're a friendly and open-minded couple who love to indulge in our deepest desires. You can find us on swingers dating profiles under...

Sweet and Sensual Transgender in Windsor, Ontario Hey there! I'm Gabi, a fun-loving transgender woman from Windsor, Ontario. I may not fit society's mold of what a woman should look like, but I embrace my uniqueness and love being part of the LGBTQ community. If you're looking for someone who is confident in their skin and loves to explore new pl...

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...

Join Kathleen for a Wild Ride in Windsor Hey there, I'm Kathleen from Windsor, Ontario. My husband and I are friendly, open-minded, and love to explore all kinds of kinks and fetishes. We're always up for trying new things and meeting like-minded individuals who share our passion for adventure. You can find us in the swingers dating pro...

Submissive Male Seeks Dominatrix for Kinky Adventures I'm Rhett from Windsor, Ontario, and I am a submissive male looking for a Dominant Female Mistress or Dominatrix to take control and guide me into the world of submission. I crave to be forced into my place and taught how to properly please a Mistress. Some of the submissive kinks and fetishes t...

Submissive 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...