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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November 11th, 2025

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...

Passionate 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...

Looking for Love and Adventure in Windsor!
Hey there, lovely people of Windsor! My name is Yolanda, and I'm on the lookout for that special someone who's up for some fun, laughter, and maybe even a little bit of romance. 😊 As a proud transgender woman from Windsor, Ontario, I embrace my unique journey and everything that comes with bei...

Local Shemale Looking for Hot and Steamy Fun in Windsor! I'm a hot shemale named JoAnn seeking a local man in Windsor who can handle my insatiable appetite for all things naughty. I love getting down and dirty, exploring every inch of your body with my skilled hands and mouth. Whether you're into passionate kissing, deepthroating blowjobs, or intense an...

Explore Your Wildest Desires with Milly from Windsor Hey there! My name is Milly and I have a unique fetish that I absolutely love. I adore dressing up in leather and dominating my partner. The feeling of power and control is such a turn on for me. But don't worry, I'm also super friendly and open-minded. I love exploring new kinks and fetishes, so ...

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...

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 ...

Interviewing for new submissive for evenings and/or weekends Domme Woman for sub male in Windsor I need a new male subbie who can come 'do' stuff around My house in exchange for some ass beating and gentle torture. This is not a game, but it is fun. We/we will need something in writing so We/we understand each other's places and we will need to come to a mut...

A World of Pleasure Awaits with Jeremie Hey there, folks! It's your friendly neighbor from Windsor, Ontario, Jeremie here. I've got a unique fetish that I can't wait to share with you. Now, before I spill the beans, let me tell you a little bit about myself. First things first, I'm a submissive guy who loves exploring new kinks and fet...

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...

Passion Seekers Looking for Playmates in Windsor Hello there, I'm Suzie from Windsor, Ontario. My husband and I are fun-loving, open-minded, and kink friendly swingers who are always up for a good time. We love exploring our desires and sharing our passion with like-minded individuals who are looking to spice things up in the bedroom. You can f...

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...

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Windsor Beautiful Brandi. If you're attracted to the female form then you will want to message me @ BrandiTS27. I'm pre-op, tall, slim and beautiful with 8.5 inches for top or bottom. I love oral sex!! Kink friendly, have toys to explore all your naughty fan...

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...

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 ...

27 y/o Sexy Hung Crossdresser in Windsor Hung Crossdresser for Male in Windsor Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a sexy ...

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 �...

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...

Hot 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...

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...

Unleash 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 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...

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...

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...

Join 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...

Passion Seekers in Windsor, Ontario Hey there, I'm Brande, a fun-loving and open-minded swinger from Windsor, Ontario. My husband and I are always looking for new adventures and exciting experiences in the lifestyle. We are kink friendly and love to explore our deepest desires with like-minded individuals. You can find us on FreeSe...

Explore the Sensual World of Dyan - A Tempting Journey Awaits! 🌟 Hey there, Windsor! It's your friendly and open-minded girl, Dyan, ready to take you on an exciting adventure into a world of unique desires. Let me introduce you to my irresistible fetish that sets my heart racing with anticipation! Now, let me be clear - I'm not just any ordinary gal. I have a ...

Elegant 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...

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...

Tempting Offer: Explore Myriam's Unique Fetish! Hey there! My name is Myriam and I have a unique fetish that I just can't get enough of. 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 person who loves to explore different kinks and fetishes. I'm always up...

Mistress Leila, Mature Mistress for sub in Windsor Mistress Leila Windsor Female Domination Mistress Leila is a strict and sensual FemDom with a decided taste for the extreme! I am accepting submissive male and female applicants. I enjoy foot worship, slave training, strap-ons and total control. See all the possibilities and lots more pics on my pe...

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...

Passionate Windsor Swingers Looking for Playmates Hello there, I'm Stephie from Windsor, Ontario. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinkier side in the swinging lifestyle. We're always on the lookout for like-minded individuals or couples who share our passion for excitement and pleasure. You can find ...

Explore 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...

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...

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...

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...

Well 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...

Unleash Your Wildest Fantasies with Sonia from Windsor Hey there, I'm Sonia 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 space for everyone to indulge in their deepest desires. Whether you're a seasoned swinger or just di...

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...

Raunchy Shemale Looking for Local Man to Play With Are you looking for a hot shemale in Windsor who knows how to have a good time? Well, look no further because I'm Stacey and I'm ready to show you a wild time. I love being both top and bottom, so we can switch it up and see what feels best. Whether you want me to suck your cock or ride you until ...

Unleash Your Desires with Audrey from Windsor Hey there! I'm Audrey, a fun-loving gal from Windsor with a unique fetish that I just can't get enough of. I absolutely love exploring the world of foot worship - there's something so sensual and exciting about it that just drives me wild! I'm a friendly and open-minded person who loves to try n...

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...

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 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...

Hot 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...

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 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...

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 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...