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 21st, 2025

Passionate Windsor Swingers Looking for Playmates Hey there, I'm Gray 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're always up for new adventures and love meeting new friends in the lifestyle. You can find us on FreeSexAds.com Swingers L...

Hot Shemale in Windsor Seeking Local Man for Wild Fun Are you looking for a sexy shemale to fulfill all your deepest desires? Look no further, because I'm Gerri and I'm ready to show you a good time. I love being both a top and a bottom, so we can switch things up and have some real fun together. Whether you want me to suck your cock or ride you hard...

Sexy 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 ...

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...

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 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...

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...

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...

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...

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...

Let'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...

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...

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...

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...

Spark up some Windsor Romance with Lucy! Hey there! I'm Lucy, a fun-loving transgender gal from Windsor, Ontario. I may not be your typical girl next door, but that's what makes me unique and special. I embrace my LGBTQ identity and love expressing myself authentically. I enjoy long walks by the Detroit River, sipping on lattes at Ancho...

Passion 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 ...

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 ...

Elegant 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...

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...

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...

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...

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...

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......

Passion 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...

Raunchy 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...

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...

Naughty Shemale Looking for Hot Fun in Windsor Are you a man who craves a wild time with a sexy shemale? Look no further, because I'm Adrianne, and I'm here to fulfill all your dirty desires. When we meet up, I love getting down and dirty with you in the bedroom. From top to bottom, I'll show you a good time that you won't forget. I enjoy giv...

Euphoria Awaits: Let's Connect! Hey there! I'm Rachael, a fun-loving transgender woman from Windsor, Ontario. I may not fit society's narrow beauty standards, but I am proud of my curves and confident in my skin. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I'm looking for someone who i...

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 ...

Local 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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Spark Up Some Magic with Krissie Hey there! I'm Krissie, a transgender beauty from Windsor, Ontario. I may not fit the traditional mold, but that's what makes me unique and special. I love embracing my true self and connecting with others who appreciate authenticity. When it comes to dating, I enjoy exploring new places and tryi...

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...

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 ...

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 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...

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...

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...