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 1st, 2026

Submissive 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...

Unleash 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...

Explore 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...

Mistress 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...

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...

Male sub looking for Mistress in Windsor Male sub seeking Mistress in Windsor I am new in town. My name is Jon-boy. I had to leave my old Dominatrix behind and while I miss Her guidance and affection, I would love to find a new Mistress I can serve. If you are looking for a new sub or another sub to add to your list I would love to be con...

January 31st, 2026

Passionate 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 Fun Are you a Dominant Female Mistress looking for a submissive male to fulfill your every desire? Look no further, because I'm Fabian, a willing and eager sub from Windsor, Ontario. I'm on the hunt for a Mistress who can force me into submission and show me how to properly please her. I have a vari...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Quintin, 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 crave being forced into my place and taught how to properly please a Mistress. I enjoy a variety of kinky fetishes such as whippings, do...

Elegant 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 ...

Tempting 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...

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...

Explore Your Wildest Desires with Tallia from Windsor! Hey there, I'm Tallia from Windsor, Ontario! I have a unique fetish that really gets me going - I love all things feet! From massaging to tickling, my fetish for feet brings me so much pleasure. But that's not all - I'm also friendly, open-minded, and always up for exploring new kinks and fetishes...

FtM seeking Princess Bride in Windsor FtM seeking Woman in Windsor Hi, I'm Andy, age 33, FtM transgender man living in Windsor. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @AndyFtM4P...

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...

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...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Windsor Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

Join Marybeth for an Unforgettable Swinging Experience Hey there! My name is Marybeth 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. Whether you're new to the scene or a seasoned pro, we guarantee a fun and exciting time together. You can fin...

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...

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 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...

Raunchy 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...

Unleash 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...

Explore 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...

Unleash Your Desires with Trey Hey there, Windsor folks! It's your friendly neighbor, Trey, here to share something exciting with you. I've got a unique fetish that keeps me intrigued and oh-so-enchanted. Now, before I spill the beans, let me tell you a little about myself. I'm an open-minded guy who loves exploring new kinks ...

DOMME 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...

Kinky 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...

Unleash Your Desires with Karia from Windsor! Hey there, lovely people of Windsor! It's me, Karia, and I've got something exciting to share with you. Are you ready to dive into the world of fetishes? Well, buckle up because I've got a unique one that will blow your mind! I'm a friendly and open-minded woman who loves exploring different kink...

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 ...

Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Windsor Hi! I'm Brandi, new TS in the Windsor area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hiding in my pant...

Femdom Mistress Terrye: Explore Your Deepest Desires with Me Are you ready to submit to a powerful and demanding Dominatrix? Look no further, for I am Mistress Terrye from Windsor, Ontario, and I am here to fulfill all your kinky fantasies. As a seasoned Domme, I take pleasure in wielding power over my submissives and guiding them through a world of pleasur...

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...

Join 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...

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...

Danny's Kinky Fetish Adventures I'm Danny, a kinky girl from Windsor, Ontario who loves exploring all sorts of fetishes and kinks. I'm always up for trying new things and pushing boundaries in the bedroom. Whether you're into BDSM, domination, submission, roleplay, spankings, or even age play, I'm your girl! I love being a Mistr...

Mistress Savannah in Windsor // Domme seeking new sub Strict Mistress for sub in Windsor I am a strict Mistress, currently accepting applications for subs. My time is precious to Me and I won't waste it on people who are not serious about this. I am tall, slender and have long silky hair. My calm demeanor doesn't give away My desire to strongly punish...

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...

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Passionate 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...

Elegantly 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...

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...

Domme 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...

Want 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 ...

F/M seeking love and fun Female to Male Trans Man in Windsor My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I let it gro...

Local Shemale Seeking Man for Raunchy Fun Are you ready to explore your wildest fantasies with a sexy shemale like me, Carmine? I'm looking for a local man who can handle all the naughty things I have in mind. When we meet up, get ready for some mind-blowing action. I love being both a top and bottom, so we can switch things up as much as...

Superior 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...

MISTRESS 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......

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...

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...

Aubry from Windsor, Ontario - Explore Your Wildest Desires with Me!
Hey there! Are you ready to embark on a thrilling adventure into the world of fetishes? Well, look no further because I'm Aubry, your friendly and open-minded fetish enthusiast from Windsor, Ontario. Let me introduce you to my unique passion that keeps my heart racing! I have a fascination for ro...