Windsor, Ontario Free Sex Ads for Local Adult Hookups

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  • February 5th, 2026
  • Raunchy Windsor Man Seeking Local Woman for Wild FunRaunchy Windsor Man Seeking Local Woman for Wild Fun I'm a guy who loves to explore all kinds of kinky and dirty fun with a woman who's up for anything. I'm not shy about my desires, so here's what I'm into: giving and receiving blowjobs, anal play, rough sex, role-playing, bondage, spanking, dirty talk, and anything else that gets our hearts racin...
  • Passionate Lesbian Seeks Orgasms, Oral Sex, and Tight Ass PlayPassionate Lesbian Seeks Orgasms, Oral Sex, and Tight Ass Play I'm Sophie, a naughty lesbian from Windsor looking for some hot and steamy fun with other lesbian and bisexual women. I love exploring all kinds of kinky fetishes and am always up for trying new things in the bedroom. From passionate make-out sessions to intense orgasms, I crave it all. When it c...
  • SmokinSmokin' Hot and ready for a date! Hot Girl for Man in Windsor Ok, so maybe Smokin' hot is something you need to decide, but hey, I have a sense of humor! Seriously though, I do think I am quite attractive and I have certainly been complimented often. My hair, especially, gets a lot of attention because it goes way down my back and ...
  • Passionate Lesbian Seeking Orgasms, Oral Sex, and Tight Ass PlayPassionate Lesbian Seeking Orgasms, Oral Sex, and Tight Ass Play I'm a wild and adventurous lesbian woman from Windsor, Ontario looking for some hot and steamy fun with other lesbian and bisexual women. My name is Christin and I'm craving some intense orgasms, oral sex, ass play, and everything in between. I love exploring new sexual experiences and pushing b...
  • Hot chick needs female distraction πŸ’‹Hot chick needs female distraction πŸ’‹ Hot Chick for Lesbian Lover in Windsor πŸ’‹ Hello! I am Lucy. Will you be my distraction? I am wanting to get out and meet someone who can take my mind off things! Are you caring and a good listener and a good kisser? I look forward to talking with you if you are cute (all body types) and funny.&nb...
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  • James Bond Double wants to take you on a hot dateJames Bond Double wants to take you on a hot date Male for Male Escort in Windsor Hey, I'm Martin. You may call me Marty. I have brown hair, stunning brown eyes, 6' 4" hung and ripped. I want U to be my date. Message or text MartyHungM Kink friendly - Unrushed attention - Top or bottom - Friendly and Fun!!...
  • 34 yr old Lonely businesswoman seeking female in Windsor34 yr old Lonely businesswoman seeking female in Windsor Successful Business Woman for Female in Windsor I am Julia, 34 and a successful business owner but I work too hard. I have a flexible schedule so I've decided it is time to begin dating again after a long time being single and focused on work. I have my own money so I don't need anything but your t...
  • Get Lost in My EyesGet Lost in My Eyes Hey there, I'm Allie from Windsor, Ontario. I may not be a supermodel, but I've got curves in all the right places πŸ˜‰. Looking for someone to share some laughs and good times with. Let's grab a coffee at Anchor Coffee House or take a stroll through Jackson Park. Want to spice things up? How abou...
  • Windsor Cougars seeking Cubs Windsor Cougars seeking Cubs Cougars seeking Cubs in Windsor Browse thousands of cougars and cubs profiles and join free! Let an older, more experienced woman teach you the finer points of sex! If you're an older woman, come appreciate the attention a younger man will eagerly give you in exchange for sharing your sexual experi...
  • Windsor black guy waiting for the right womanWindsor black guy waiting for the right woman Exciting black guy in Windsor I am Sherman. I am active, age 32. I'm a tall black male in case you didn't notice (haha!) I work out almost everyday so I'm fit. I am excited to meet you! Looking for a lovely lady of any age but not too old to keep up ;) If you like muscles then I'm your guy! Want to...
  • LetLet's Spark Some Magic πŸ’« Hey there, I'm Marne from Windsor, Ontario! I may not be the typical girl you'd expect to find on a dating site, but that's what makes me unique. I've got curves in all the right places and a personality that will keep you on your toes. I love exploring new places in Windsor, whether it's grabbi...
  • Looking for Hot Gay Fun in WindsorLooking for Hot Gay Fun in Windsor Are you a gay man who loves to get down and dirty? Then look no further, because I'm Owen and I'm here to satisfy all your wildest desires. I'm a gay man seeking other gay, bisexual, or bi-curious guys for some steamy male-on-male action. I love everything from hot blowjobs to deep anal play. My ...
  • Wild and Wickedly Wonderful Seeking SameWild and Wickedly Wonderful Seeking Same Hey there, lovely ladies of Windsor! My name is Ruthi, and I'm on the hunt for a sizzling connection with a like-minded lady. πŸ’‹ Let me paint you a picture of what I look likeβ€”I've got luscious locks that cascade down my shoulders, sparkling eyes that can captivate your soul, and a smile that...
  • Fuck Me Hard and Deep in WindsorFuck Me Hard and Deep in Windsor Hey guys, I'm a horny gay man named Staford looking for some hot and steamy action in Windsor. I love getting my tight ass pounded by a throbbing cock and gagging on a huge dick until it explodes with cum. I'm into all kinds of kinky stuff like rimming, ass play, and mutual masturbation. I also enjo...
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  • Fuck my Tight Ass and Gag on my Huge Cock, WindsorFuck my Tight Ass and Gag on my Huge Cock, Windsor Are you a horny gay man looking for some hot male-on-male action? Well, look no further because I'm Marshal and I'm here to fulfill all your wildest fantasies. I can be found in the FreeSexAds.com M4M profiles under username marshal55141.I love getting my dick sucked and giving sloppy blowjobs in re...
  • Passionate Lesbian Seeks Orgasmic EncountersPassionate Lesbian Seeks Orgasmic Encounters Are you a sexy woman who loves to play with another woman's tight ass? Well, look no further because I'm Karrie from Windsor, Ontario, and I'm on the hunt for some hot lesbian and bisexual women to have some wild fun with. I love oral sex, cumming together, and exploring all of our wildest fantasies...
  • πŸ’‹ IπŸ’‹ I'M Available for Local Hookup πŸ’‹ Available For Hookup in Windsor Hi! I'm Lexy. Contact me if you're ready for total sexual fun! I have been working hard and now I'm ready to let off some steam and have fun. πŸ’— I'm Discreet and very clean , 🚿 I CAN PROMISE U THAT I'll Treat you Like A KINGπŸ‘‘ and I hope to be treated like a ...
  • Come Play with Dell for Mind-Blowing Orgasms and Wild Adventures!<br>Come Play with Dell for Mind-Blowing Orgasms and Wild Adventures!
    I'm a straight guy from Windsor, Ontario looking for a local woman who wants to have some hot, no-strings-attached fun. I'm not looking for anything serious, just great sex and good times. You can find me on FreeSexAds.com under the username dellwi80034. I love all kinds of kinky stuff in the bed...
  • Wanting slightly older gentlemanWanting slightly older gentleman Hello. My name is Sylvia, age 24 and I am pretty done with young guys who mess around. I want a guy who is mature and kind and likes to travel. Please contact me so I can learn more about you!   xoxo SylviaM24Windsor...
  • 34 years old Man seeking Woman in Windsor34 years old Man seeking Woman in Windsor Man seeking Woman in Windsor, Ontario Hi there ladies, I'm Brandon, age 34, 6' tall, 220 lbs,. I am excited to meet a sexy woman who would like to explore greater depths of passion. If you would like to say hi, come and see my profile @Brandon34M and message me for pics and contact info.  xox...
  • II'm Ready to Spice Up Your Life! πŸ’‹ Hey there! I'm Allyson, a fun-loving gal from Windsor, Ontario. Looking for a sizzling connection that'll make your heart race? Well, look no further because I'm here to bring the heat! πŸ”₯ Now, let me tell you a bit about myself without giving away too much. I've got a body that's unique and be...
  • Michael 42, 5Michael 42, 5' 11 for Male Companionship in Windsor Male for Male Companionship in Windsor Not your usual male for male companion. Hey guys, I am Mike. I'm 42 and I am great at what I do.  I'm discreet and attentive to your needs. I specialize at pleasing bi-curious men. First timers welcome! I'm patient and understanding while being attentive ...
  • WTF!  BANNED ON FACEBOOK! Wanna see the pics that got me kicked out?WTF! BANNED ON FACEBOOK! Wanna see the pics that got me kicked out? Banned on Facebook... again! Hey there. I'm Kimberly from Windsor. My profile is in Facebook jail for posting my hot pictures. WTF?! So here I am. Want to see the pics that got me kicked out? Look me up: @KimberlyX69 My pics and videos are free. No need to pay for anything. Just look at ...
  • Passionate Lesbian Seeking Orgasmic EncountersPassionate Lesbian Seeking Orgasmic Encounters Are you a woman who loves to play with other women? Do you enjoy exploring every inch of a tight, wet pussy? Well, look no further because I'm Allyce from Windsor, Ontario, and I'm on the hunt for some hot lesbian and bisexual women who want to have some naughty fun with me. I love everything ab...
  • Fuck Me Hard and Deep in WindsorFuck Me Hard and Deep in Windsor Are you a horny gay man looking for some wild fun in Windsor? I'm Archy, a naughty guy who loves to suck, fuck, rim, and play with other hot guys. I'm seeking gay, bisexual or bi-curious dudes who are down for some male-on-male action. I enjoy getting my tight ass pounded and my huge cock sucked u...
  • Married? Me too. IMarried? Me too. I'll be Your Secret Cum Buddy! Seeking Secret Sext Buddy for Mutual Benefits I'm married and looking for a secret sext buddy. No Limits Age Play & Fantasy Sexting or Phone Sex with Very Naughty GirlSee my photos & contact info @SextCamiXXX I'm into: Role Play, Age Play, GFE, BDSM, Submission, Fe...
  • LetLet's Get Lost in Windsor Together Hey there, I'm Loree from Windsor, Ontario. I may not be your typical girl-next-door, but I promise you'll never have a dull moment with me. I'm looking for someone who can keep up with my adventurous spirit and love for trying new things. If you're down to explore the city with me, we could grab...
  • Raunchy Man Seeking Local Woman for Wild Sex AdventuresRaunchy Man Seeking Local Woman for Wild Sex Adventures I'm a man who knows what he wants and isn't afraid to go after it. I'm looking for a woman in Windsor who can handle my insatiable appetite for all things naughty. My name is Ronnie, and I'm ready to show you a good time. When it comes to sex, I enjoy everything from passionate lovemaking to kink...
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  • Passionate Lesbian Seeking Tight Ass for Orgasmic FunPassionate Lesbian Seeking Tight Ass for Orgasmic Fun I've been craving some hot and steamy action with a sexy lady in Windsor. My name is Catharina and I'm on the hunt for a local lesbian, bisexual, or bi-curious woman who's down for some mind-blowing sex and wild fun. I love exploring all kinds of naughty activities in the bedroom, from oral sex t...
  • Looking for a Connection in Windsor, OntarioLooking for a Connection in Windsor, Ontario Hey there! My name is Rayner and I'm on the lookout for someone special in Windsor, Ontario. 🌈 Let me start by telling you a bit about myself. I'm an easygoing guy with a random body type that's as unique as my personality. I believe in embracing who we are, no matter our shape or size. πŸ’ͺπŸ...
  • Lee 28, Plumber, from UK, new to WindsorLee 28, Plumber, from UK, new to Windsor UK Man New to the Windsor Area For Dating My name is Lee. I am from the UK and I am plumber by trade. I am looking for new people to meet in the Windsor area and I would love to meet a nice lady I can talk to and listen to and maybe more.  If you would like to say hello send me a message...
  • Passionate Lesbian Seeks Orgasmic EncountersPassionate Lesbian Seeks Orgasmic Encounters I'm Jennilee from Windsor, Ontario, and I'm on the hunt for a local lesbian, bisexual, or bi-curious woman who's ready to dive into some steamy fun with me. I love exploring all things naughty and taboo when it comes to sex, so if you're up for some wild adventures, I'm your girl! When it comes t...
  • Divorced College Lecturer Looking for Excitement!Divorced College Lecturer Looking for Excitement! College lecturer and divorcee, age 42, looking for someone loving, intelligent and fun. I live in the Windsor area and I am happy to meet at a neutral place or entertain at my place. I own my own home and I am not expecting you to pay for everything. Looking for someone who loves history and books, ...
  • Tall Dark handsome long hair and long everywhere 31Tall Dark handsome long hair and long everywhere 31 Black Male Escort M4M in Windsor I am Dajuan, age 31 black male, and I am tall and long. I am from Jamaica and I am here in Windsor looking for men who want a hot, sexy date. Private message or text me JamaicanHeatXXX...
  • Looking for a Connection in Windsor!Looking for a Connection in Windsor! Hey there! My name is Tristan, and I'm on the lookout for someone special to share some great moments with. 🌟 I believe that life is all about creating memories and enjoying each other's company. So, if you're up for some fun adventures, let's give it a shot! I've lived in Windsor, Ontario my ...
  • Male for Male Escort in Windsor. 29. 6Male for Male Escort in Windsor. 29. 6' 2 Male for Male in Windsor Hey, I'm Jeffrey. Will visit you or you can visit me 29. 6' 2. I'm working my way through college but I manage some free time. Need to spend time with men. I love the male form and appreciate all types of men and all body types. Message @JeffOralExpert for a get togeth...
  • Indulge in Sensual Bliss with Meade from WindsorIndulge in Sensual Bliss with Meade from Windsor Hey there! I'm Meade, a curvy Canadian beauty from Windsor, Ontario. Looking for someone to explore the city with? Well, look no further because I'm here to spice up your life! πŸ’‹ I love trying new things and going on adventures. Whether it's grabbing a cup of coffee at Anchor Coffee House or e...
  • πŸ’•πŸ’• SEXY πŸ’‹ PLAYFUL πŸ’‹ BLOND πŸ’‹ 125LbsπŸ’Œ PAYMENT UPON ARRIVAL πŸ’ŒπŸ’•πŸ’• SEXY πŸ’‹ PLAYFUL πŸ’‹ BLOND πŸ’‹ 125LbsπŸ’Œ PAYMENT UPON ARRIVAL πŸ’Œ Summer, Independent Escort in Windsor, Ontario Hey guys! I'm Summer, age 30, blond hair, green eyes, I'm hwp and I love to have a good time. Not down with the games & BS so let's have some fun and get you off. I know that's what you came here for! PM or text me @SummerIndependent let's get nake...
  • Get Lost in Windsor with RebekahGet Lost in Windsor with Rebekah Hey there, I'm Rebekah from Windsor, Ontario! I may not be a supermodel, but I've got a smile that will light up the room. If you're looking for someone to explore the city with, grab a coffee at Anchor Coffee House or enjoy a romantic dinner at The City Grill. You can check out my pics at my pers...
  • Fuck My Tight Ass and Make Me Gag on Your Huge CockFuck My Tight Ass and Make Me Gag on Your Huge Cock Are you a horny gay man looking for some hot male-on-male action? Well, look no further because I'm Dennie and I'm here to satisfy all your dirty desires. I love getting my ass pounded hard and deep, feeling every inch of your throbbing cock inside me. I also enjoy giving sloppy blowjobs, gagging...
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  • Get Lost in Windsor with GabeyGet Lost in Windsor with Gabey Hey there! I'm Gabey, a fun-loving gal from Windsor, Ontario. I may not be a supermodel, but I've got curves in all the right places and a smile that will make your heart skip a beat. If you want to get to know me better, check out my pics at my personal bio page @gabey24097. Trust me, you won't b...
  • Exploring Windsor's Hidden Gems 🌈 Hey there! Josef here, a gay guy from Windsor, Ontario, on the lookout for someone special to explore this beautiful city with. I'm excited to dive into the dating scene and see where it takes me! When I'm not busy with work, you can find me indulging in some of my favorite local activities. I ab...
  • Bosnian Beauty for Windsor GirlBosnian Beauty for Windsor Girl Bosnian Beauty for Woman in Windsor Hello. I am Lulu and I am 27 years of age. I speak fluent English and I now live in Windsor. I am able to travel within a reasonable distance to meet the woman of my dreams. Please send me a message @LuluLynn27 to swap photos and chat....
  • Fuck My Tight Ass and Make Me Gag on Your Huge CockFuck My Tight Ass and Make Me Gag on Your Huge Cock Are you a horny gay man looking for some naughty fun? Well, look no further because I'm Jamey from Windsor, Ontario, and I'm ready to play! I'm seeking other gay, bisexual, or bi-curious guys who are into all kinds of kinky stuff. From sloppy blowjobs to deep anal pounding, I love it all. I enjoy s...
  • No Strings - Hot and Sultry, Looking for Affection in WindsorNo Strings - Hot and Sultry, Looking for Affection in Windsor No Strings Hookup in Windsor Thanks for opening my ad. I've been neglected for far too long and am in need of affection. Things are complicated so no strings only please. That is likely to change at some point in the future. My hair goes down to my lower back and I have soft skin. My height is 5'8...