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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July 12th, 2025

Explore Your Wildest Fantasies with Mariellen from Windsor Hey there! I'm Mariellen, 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 believe in creating a safe space where everyone can feel comfortable expressing their desires. You can find us on swinge...

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...

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...

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...

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...

Elegant Transgender Beauty Seeking Connection in Windsor Hey there! I'm Cicily, 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. I love exploring my LGBTQ identity and all the wonderful experiences that come with it. I'm looking for some...

Kinky Mistress Seeking Submissives for BDSM Fun Are you looking to explore your deepest desires with a dominant woman? Look no further, because I'm Joli, your perfect Mistress from Windsor, Ontario. I love all things kinky and am always up for trying new fetishes. You can find me on FreeSexAds.com Alt profiles under username joli28143. I enjo...

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...

New Body New Me M2F post-op in Windsor Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion with me. Message me online Natasha...

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...

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...

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...

Passionate Swingers Looking for Playmates in Windsor Hello there, I'm Claire from Windsor, Ontario. My husband and I are a fun-loving, open-minded couple who are always up for some kinky adventures in the lifestyle. We believe that life is too short to not explore our deepest desires and fantasies with like-minded individuals. You can find us on Fr...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Clarence, a submissive male from Windsor, Ontario. I'm on the hunt for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username clarencewi29185. I have always had a d...

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 ...

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...

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...

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...

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! 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 ...

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...

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...

Passionate Swingers Seeking Playmates in Windsor Hey there, I'm Reggi from Windsor, Ontario. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinkier side. We are always looking to spice things up and add some excitement to our already amazing sex life. You can find us on FreeSexAds.com Swingers Lifestyle Profiles u...

A Sensual Journey with Wilow Hey there, I'm Wilow from Windsor, Ontario. I'm a curvy and confident transgender woman of mixed heritage. You can check out my pics at my personal profile page @wilowwind50355. I love being part of the LGBTQ community because it allows me to express my true self without any judgment. I enjoy ex...

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 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...

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...

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...

Naughty 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 ...

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...

Kinky Dominatrix seeks puppy to train DOMINATRIX SEEKS PUPPY TO TRAIN  Are you the submissive little puppy I have been looking for? I am A Power Domme looking for the one to meet my needs. I am on this site, because I know too often you seek an escape... with someone you can relinquish your power to. I know there's a lot of pressu...

Passionate Swingers Looking for Playmates in Windsor Hello there, I'm Laina from Windsor, Ontario. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinkier side. We are active members of the swinging lifestyle and love meeting new people to share our passion with. You can find us on FreeSexAds.com Swingers Lifestyle Prof...

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...

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...

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 ...

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 ...

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...

Looking for Love and Laughter in Windsor, Ontario Hey there! My name is Tabby and I'm a transgender woman living in the beautiful city of Windsor, Ontario. 🌈 I wanted to take a moment to tell you a bit about myself and what I'm looking for in a partner. Physically, I have a curvy body with soft, flowing hair that frames my face just right. My...

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...

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 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...

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 ...

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...

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...

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 ...

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...

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...

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...

Explore Your Wildest Desires with Amy from Windsor Hey there! I'm Amy, a friendly and open-minded girl from Windsor, Ontario. I have a unique fetish that I absolutely love exploring. It's all about feet - I find them incredibly intriguing and sexy. From giving foot massages to playing footsie, I can't get enough! I'm always up for trying new thin...

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...