Windsor, Ontario Alternative Sex Ads - BDSM, Trans & Swingers

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  • May 11th, 2025
  • Mistress has opening for a male submissive training in Windsor areaMistress 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 Dorene from WindsorExplore 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...
  • Mistress seeks Windsor male sub for BDSM and trainingMistress 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...
  • Explore Your Wildest Desires with Carolee from WindsorExplore Your Wildest Desires with Carolee from Windsor Hey there! I'm Carolee from Windsor, Ontario, and I have a unique fetish that I absolutely adore. 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 individual who loves to explore different kinks and fetishes....
  • Seeking Kinky Fun in Windsor, Ontario!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...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 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...
  • Hot Shemale in Windsor Looking for a Wild TimeHot Shemale in Windsor Looking for a Wild Time Are you ready to have some naughty fun with a sexy shemale in Windsor? Well, look no further because I'm here to fulfill all your wildest fantasies. My name is Reeba and I'm a kinky shemale seeking a local man for some mind-blowing sex and play. I love getting down and dirty, so if you're into b...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy 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...
  • Calling All Dominant Women!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...
  • Transgender Cutie Seeking Love in Windsor!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...
  • Kinky Mistress Seeking Submissives for BDSM FunKinky 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...
  • Hot Shemale in Windsor Seeking Local Man for Wild FunHot 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...
  • Passion Seekers in WindsorPassion 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 ...
  • Naughty Shemale Looking for Hot Fun in WindsorNaughty 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...
  • INTERACTIVE MAP: Kink Tracker in the Windsor Area!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 ...
  • Domme looking for male sub who wants to be ownedDomme 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...
  • 27 y/o Sexy Hung Crossdresser in Windsor27 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 ...
  • Passionate Windsor Swingers Looking for PlaymatesPassionate 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...
  • Discover the Allure of Amata from Windsor!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...
  • May 10th, 2025
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I've always been drawn to the world of submission and domination, and my name is Elliott from Windsor, Ontario. I am a submissive male looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. I enjoy a variety of submissive ...
  • Looking for Love and Adventure!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 ...
  • Aubry from Windsor, Ontario - Explore Your Wildest Desires with Me! <br>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 Kinks and Fetishes with Abbie in WindsorExplore Kinks and Fetishes with Abbie in Windsor Hey there! I'm Abbie 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're always up for trying something new and exciting. You can find us in the swingers dating p...
  • Explore Your Wildest Desires with AlessandraExplore 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...
  • LetLet'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...
  • Explore Your Wildest Desires with Genny from WindsorExplore 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...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Windsor AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you! Private Message ...
  • Passionate Windsor Swingers Looking for PlaymatesPassionate 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...
  • DannyDanny'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...
  • Kinky Dominatrix seeks puppy to train 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...
  • Spark the Flame with RosanaSpark 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...
  • FtM seeking Princess Bride in WindsorFtM 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...
  • Windsor Strap On Sex HookupsWindsor Strap On Sex Hookups Windsor Strap On Dating Profiles Browse strap-on profiles of women and men who enjoy hot role reversals!   ...
  • Sexy Shemale in Windsor Looking for Hot FunSexy Shemale in Windsor Looking for Hot Fun Are you ready to have a wild time with a naughty shemale? I'm Malina, and I'm looking for a local man who can handle all of my desires. I love getting down and dirty, so if you're up for some steamy action, then I'm the one for you. I enjoy being both a top and bottom, so we can switch things up ...
  • Sexy Shemale Genny Looking for Hot Fun in WindsorSexy Shemale Genny Looking for Hot Fun in Windsor I'm a hot shemale from Windsor, Ontario looking for a local man who can handle me in the bedroom. I love to play all sorts of naughty games and fulfill your wildest fantasies. Whether you want me to be your top or bottom, I'm ready to please you in every way possible. I enjoy giving sloppy blowjo...
  • Elegance and Charm: Seeking Connection in WindsorElegance 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...
  • TS M2F Top in WindsorTS 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 ...
  • New Body New MeNew 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...
  • Hot Shemale in Windsor Looking for Wild FunHot 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...
  • KelcieKelcie's Kinky Fetish Adventures in Windsor, Ontario Hi there! My name is Kelcie and I'm a kinky girl from Windsor, Ontario looking for some naughty fun. I have a passion for exploring all kinds of fetishes and kinks, and I'm always up for trying something new. You can find me on FreeSexAds.com Alt profiles under username kelciewin25212. I love the...
  • Passionate Swingers Looking for PlaymatesPassionate 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 NeilaExplore Neila's Unique Fetish in Windsor! Hey there! I'm Neila from Windsor, Ontario, and I have a unique fetish that I absolutely love. I won't tell you what it is just yet, but let me tell you why I enjoy it so much. It's thrilling, exciting, and brings out a side of me that I never knew existed. I'm friendly, open-minded, and always up...
  • Explore Kinks and Fetishes with Rosalynd from WindsorExplore 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...
  • Passionate Swingers Looking for PlaymatesPassionate 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive 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...
  • Passionate Swingers Looking for PlaymatesPassionate 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 Fetish Seeker in Windsor, OntarioKinky 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...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Windsor, Ontario? SHEMALE HOOKUPS! Wanna Have a Great Time in Windsor, Ontario? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the Wind...
  • Local Shemale Seeking Man for Raunchy FunLocal 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...
  • Unleash Your Desires with TreyUnleash 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 ...