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!
Home / Alternative Sex Ads /
Show Ads In: Barrie | Brantford | Belleville | Chatham | Cornwall | Guelph | Hamilton | Kingston | Kitchener | London | Niagara | Ottawa | Owen Sound | Peterborough | Sarnia | Sault Ste Marie | Sudbury | Thunder Bay | Windsor | Toronto
August 2nd, 2025
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 ...
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 ...
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...
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...
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...
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...
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
...
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...
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 ...
Explore 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...
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...
Passionate Swingers Seeking Playmates in Windsor
Hello there, I'm Maryanna 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 believe that life is too short not to indulge in all the pleasures it has to offer, especially when it comes to the ex...
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 ...
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...
Explore Your Wildest Desires with Brent from Windsor
Hey there, I'm Brent from Windsor, Ontario. I have a unique fetish that I absolutely love - I have a thing for being tickled! It might sound silly, but the feeling of helplessness and vulnerability is such a turn on for me. I'm definitely submissive and would love to find a Dominant woman who enjo...
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 ...
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...
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...
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...
Passion 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 ...
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...August 1st, 2025
Kinky Fetish Seeker Looking to Explore New Desires
I'm Emlynne, a kinky fetish enthusiast from Windsor, Ontario. I love exploring all sorts of naughty desires and am always looking for new experiences. From BDSM to roleplay, I'm open-minded and eager to try new things.
One of my favorite kinks is domination and submission. There's something so th...
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...
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...
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...
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...
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 ...
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...
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...
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...
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...
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...
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...
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. ...
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 ...
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 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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
Elegantly Transcendent Seeking Connection 🌈
Hey there! I'm Kristal, a transgender woman from Windsor, Ontario. I may not fit society's typical mold, but that's what makes me unique and beautiful in my own way. I love embracing my true self and connecting with others who appreciate authenticity.
I enjoy exploring local spots like Willistead...