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Windsor, Ontario

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 22nd, 2025

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...

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...

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 ...

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...

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...

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...

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 ...

Elisabeth 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 ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Redford, a submissive male from Windsor, Ontario looking for a Dominant Female Mistress or Dominatrix to take control and guide me into submission. I crave the thrill of being dominated and humiliated, learning how to properly please my Mistress in every way. I enjoy exploring various kinky...

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 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 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...

Explore Your Wildest Fantasies with Jewell from Windsor Hello there! My name is Jewell 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 believe in creating a safe and respectful environment for everyone involved. If you are looking to spice u...

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 Kinks and Fetishes with Sheri from Windsor Hey there! I'm Sheri, 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 interests and are always up for some naughty fun. You can find us in the swingers dati...

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 ...

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...

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 ...

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...

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...

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...

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...

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...

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...

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...

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...

Calling All Dominant Ladies! Explore Your Fantasies with Submissive Dan! Hey there, ladies of Windsor, Ontario! My name is Dan, and I have a unique fetish that I am excited to share with you. You can find me on Alt Profiles with the member name dan34593. So, what's my fetish? Well, hold onto your hats because it's a little out of the ordinary! I have a passion for rol...

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...

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...

Local Shemale Looking for Hot Fun in Windsor, Ontario Are you a man who craves a wild night of passion with a sexy shemale? Look no further, because I'm Kerianne and I'm here to fulfill all your wildest fantasies. I'm seeking a local man who can handle me in the bedroom and show me a good time. I love getting down and dirty, so if you're into blowj...

Looking for Love and Adventure in Windsor, Ontario! Hey there! I'm Rebekah, a proud transgender woman living in beautiful Windsor, Ontario. 💃🏻✨ Are you ready to join me on an exciting journey of love and acceptance? Let's dive into this ad and see if we're a match made in heaven! 🌈❤️ Being trans has opened my eyes to the incredible ...

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...

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...

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...

Swinging Couple in Windsor, New to the Lifestyle Swinging Couple in Windsor We are a swinging couple in Windsor, Ontario. New to the lifestyle but eager to learn and explore the swingers world! About Him He is Jeff, a former military, larger, fit, age 29. He works out daily, loves trucks, camping, hunting, fishing and all the usual guy things. ...

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 ...

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...

Join Harlie for a Sensual Adventure Hello there! My name is Harlie 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 and creating unforgettable experiences together. You can find us in the swingers ...

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...

December 21st, 2025

Submissive Male Seeks Dominatrix for Kinky BDSM Fun Are you a strong, powerful Dominant Female Mistress or Dominatrix looking for a submissive male to bend to your will? Look no further, because my name is Kraig and I am ready to submit to your every command. I can be found on FreeSexAds.com Alt profiles under username kraigw73669. I crave the fe...

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...

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 ...

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...

Explore Your Deepest Desires with Natalia from Windsor Hey there! I'm Natalia, and I have a unique fetish that I absolutely adore. It's called sploshing, and it involves getting messy with food in a fun and playful way. I love the sensation of different textures on my skin and the excitement of exploring new sensations. I'm a friendly and open-minded...

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...

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...

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...

Discover the Alluring World of Randie from Windsor, Ontario Hey there! 👋 Are you ready to embark on an exciting journey into the realm of fetish exploration? Well, look no further because I'm Randie, and I've got a unique fetish that will leave you craving for more! 😉 Let me tell you a little secret... I have a thing for role-playing. It's like step...

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...

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 ...

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