Windsor, Ontario Free Sex Ads for Local Adult Hookups

Windsor, Ontario free sex ads. Meet locals looking for sex hookups near you. It's free to search these adult classifieds, or post your own ad!

Home / Free 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

  • October 26th, 2025
  • Local Librarian πŸ“š to let her hair down with a Windsor woman πŸ”₯Local Librarian πŸ“š to let her hair down with a Windsor woman πŸ”₯ Woman seeking woman in Windsor Hey, I'm Josephine and I am a 32 year old librarian. πŸ“š Even though I am not a typical-looking librarian I am pretty good at what I do and I love working around books and digital media. I am an avid reader and I love to read you a bedtime story. I must confess I lov...
  • 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, ...
  • October 25th, 2025
  • Looking for a Fun, Adventurous Connection!Looking for a Fun, Adventurous Connection! Hey there, Windsor! My name is Davey, and I'm on the lookout for someone special to share some awesome experiences with. I love exploring new places and trying new things, so if you're up for an adventure, let's connect! I may not be the next superstar or have any fancy titles, but what I lack in...
  • Passionate Lesbian Seeking Orgasmic EncountersPassionate Lesbian Seeking Orgasmic Encounters Are you a woman who craves intense orgasms and loves exploring every inch of another woman's body? Well, look no further because I'm Trisha from Windsor, Ontario, and I'm here to fulfill all your wildest fantasies. I'm seeking a local lesbian, bisexual, or bi-curious woman who is ready for some mi...
  • Ken, 42, lonely for female in WindsorKen, 42, lonely for female in Windsor Male age 42 for Female Windsor Hi there! My name is Ken and I am 42 years old and looking for a real nice woman in the Windsor area. Send me a message and check my profile @Ken42seeksWoman for my recent pictures and contact info....
  • Italian/American Gigolo to make you feel goodItalian/American Gigolo to make you feel good Italian Stud for Woman in Windsor Hi, I'm Alex, an Italian man, age 34, in Windsor. Italians really are the best lovers and we know what to do to please our ladies. I am an independent escort who can serenade you, cook you a beautiful meal in your own kitchen and spend the evening with you until yo...
  • Sports loving Female : Rare, grab me while you can!Sports loving Female : Rare, grab me while you can! Sporty Girl Seeking a Playmate in Windsor Hello! I am Colleen and I love baseball, soccer, football and pool. Yes, I am for real! I even play on a local team! You want to try and beat me at my own game, ha ha! I like to have fun and spend my weekends playing pool or watching sports. If you are int...
  • Seeking Local Lesbian for Passionate Orgasms and Tight Ass PlaySeeking Local Lesbian for Passionate Orgasms and Tight Ass Play Are you a sexy lesbian or bisexual woman looking for some hot and steamy fun in Windsor, Ontario? Look no further, because I'm Joly and I'm ready to make all your wildest fantasies come true. I love exploring every inch of a woman's body, from giving mind-blowing oral sex to indulging in some kink...
  • Looking for a Connection in Windsor!Looking for a Connection in Windsor! Hey there! My name is Bary and I'm on the hunt for someone special here in Windsor, Ontario. 🌟 I believe that love can be found anywhere, even online. So, here I am, ready to take a chance and see who's out there! I'm a down-to-earth guy who loves exploring this beautiful city. Whether it's ta...
  • Elegantly Tempting Willette from WindsorElegantly Tempting Willette from Windsor Hey there! I'm Willette, a fun-loving gal from Windsor, Ontario. I may not be your typical girl-next-door, but I guarantee you won't be able to resist my charm. If you're looking for a unique and exciting date, look no further! I love exploring new places and trying out different cuisines. How ab...
  • Fuck me hard and make me squirt all over you<br>Fuck me hard and make me squirt all over you
    I'm Rozalie, and I'm looking for someone who can handle my insatiable sexual appetite. I love getting down and dirty in the bedroom, trying out different positions like doggy style, cowgirl, and reverse cowgirl. I'm not afraid to explore my kinks either - I enjoy bondage, role play, and using toys...
  • Fuck Me Hard and Make Me CumFuck Me Hard and Make Me Cum Hey guys, I'm Pierce and I'm a horny gay man looking for some hot action. I love getting my cock sucked and my ass pounded hard. I'm into rimming, role play, bondage, and mutual masturbation. Let's explore our wildest fantasies together! I also have a collection of dildos that we can use to spice th...
  • 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...
  • Shy 41 yr old guy in Windsor, OntarioShy 41 yr old guy in Windsor, Ontario Shy Romantic Guy in Windsor Hey ladies, I am Bryan, 41 and I am a little shy when it comes to meeting women. I am romantic and thoughtful and looking for a kind hearted woman. If you would like to swap photos and contact info just message me @ShyRomanticBryan and I will respond as soon as...
  • 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 ...
  • 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!!...
  • 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....
  • 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...
  • πŸ’•πŸ’• HarleyπŸ’•πŸ’• Harley's Digital Services in Windsor Harley's Digital Services My name is Harley from Windsor. I'm a down to earth fetish, fantasy and role-playing woman. I'm looking to satisfy your dirty little desires I offer all types of sex services including video phone texting sessions. I sell and make XXX videos and pictures and I also am doin...
  • Totally new to this kind of thing!Totally new to this kind of thing! Single Girl in Windsor I use a couple of apps to do dating but I have never tried this site before. I am hoping I came to the right place. Are you my Mr. Right? I hope you are! My name is Lisette and I am 26 and single and I love to go to the beach and the movies. Check out my profile page and send...
  • Looking for a Fun and Adventurous Connection! 🌟Looking for a Fun and Adventurous Connection! 🌟 Hey there, Windsor! It's Ronald here, and I'm on the lookout for someone special to share some awesome moments with. I may not be able to mention my age or ethnicity, but let me tell you a bit about what I look like! You'll find me rocking a stylish haircut that perfectly complements my sparkling...
  • Fuck My Tight Ass and Make Me Gag on Your Huge CockFuck My Tight Ass and Make Me Gag on Your Huge Cock Looking for a gay man who's into some raunchy fun? Well, look no further! I'm Wade, a horny guy from Windsor, Ontario who's seeking some hot male-on-male action. I love getting my ass pounded hard and deep, feeling every inch of your throbbing cock inside me. I also enjoy giving sloppy blowjobs, g...
  • Fuck Me Hard in Windsor, OntarioFuck Me Hard in Windsor, Ontario I'm Hillary, and I'm looking for a good time with someone who can handle my insatiable appetite for pleasure. I love getting down and dirty in the bedroom and exploring all kinds of naughty fantasies. Whether it's a steamy blowjob session or some intense anal play, I'm always up for trying new thi...
  • Unveil the Mystery of MadelaineUnveil the Mystery of Madelaine Hey there! I'm Madelaine from Windsor, Ontario. I may not be your typical girl next door, but I guarantee you won't be able to resist my charm. If you're looking for a fun and adventurous date, look no further! I love exploring new places in Windsor, like grabbing a coffee at Anchor Coffee House ...
  • 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 ...
  • Sparks Fly in Windsor!Sparks Fly in Windsor! Hey there, I'm Bria from Windsor, Ontario. Looking for someone to share a laugh and maybe a slice of pizza with? That's me! I've got a curvy figure that I love to show off, and my mixed heritage gives me a unique look that you won't forget. Wanna see more? Check out my pics at my personal bio page...
  • 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...
  • 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...
  • Looking for a Connection in Windsor!Looking for a Connection in Windsor! Hey there, fellow singles of Windsor! My name is Osmond and I'm on the hunt for that special someone. I may not be a dating expert, but I know what I'm looking for – someone who can make me laugh, share fun adventures, and enjoy the simple things in life. I believe that love can be found anywhe...
  • 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...
  • Your Ultimate Erotic Experience in Windsor!!Your Ultimate Erotic Experience in Windsor!! Erotic Sex Hookup in Windsor I am very honest, sweet, and loving young woman, I am a Christian, that is my background, religious and I believe in real love, I am here looking for real love and a man that I believe I deserve, I love cooking, dancing, cleaning, watching movies, I am down to earth out...
  • Sexophonist Playing your Tune in WindsorSexophonist Playing your Tune in Windsor Male for Male in Windsor, Ontario Hey guys, my name is Milan. I play the sax and I am mixed background. I probably have a tune you like. You wanna hear me play? View my pics and message me @MellowCaramel.  I love men of all ages, races and types! Let's chat online and meet up for coffee or lu...
  • 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...
  • Unleash Your Wildest Desires with Taryn from Windsor!Unleash Your Wildest Desires with Taryn from Windsor! Hey there, I'm Taryn, and I guarantee to spice up your life like no one else can. If you're looking for a date that's anything but ordinary, then you've hit the jackpot! Let me give you a sneak peek into what makes me irresistible. Picture this: a curvaceous bombshell with mesmerizing hazel eyes ...
  • 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...
  • Fuck me hard and make me squirt all over your cockFuck me hard and make me squirt all over your cock I'm Theressa, a naughty girl from Windsor who loves to get down and dirty. I can't get enough of sucking dick and riding it until I cum all over. My tight pussy is always ready for a good pounding, and my asshole is waiting to be filled with your huge cock. I'm into all kinds of kinky stuff, lik...
  • 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...
  • Exotic Foreign Delicacy Visiting WindsorExotic Foreign Delicacy Visiting Windsor Jasmine visiting Windsor My name is Jasmine, a foreign delicacy visiting Windsor. Poised and very classy with luscious and exotic curves. I seek to please a respectful gentleman who understands and values a high-class girl.  Send your pics for mine. Swap messages and cell numbers. @JasmineDeli...
  • Latina Beauty needs love in WindsorLatina Beauty needs love in Windsor Latina Beauty in Windsor Hola señoras. Soy Juanita y soy local en esta zona. Tengo un trabajo y tengo mi propio auto. Puedo viajar para conocerte si quieres conocerte a mitad de camino. enviarme un mensaje @Juanita4love. Tengo 5'4" y 29 años. Hello ladies. I am Juanita and ...
  • Your Seductive Little Secret in WindsorYour Seductive Little Secret in Windsor Hotness69XXX - I'll be Your Seductive Little Secret in Windsor @HOTNESS69XXX Message me for my private pics Hi, I'm Monica, age 24. I'm ready when you are! I'm told I am fun-loving and have a beautiful smile that will brighten your day. If that doesn't work -- I give good head! I am sexy and...
  • Looking for a Fun Date in Windsor!Looking for a Fun Date in Windsor! Hey there, I'm Hamlet from Windsor, Ontario, and I'm on the lookout for someone special to share some awesome moments with. So, let me tell you a bit about myself! I'm an easy-going guy who loves to laugh and have a good time. My friends say I have a great sense of humor and can always bring a sm...
  • Fuck Me Hard and Deep in WindsorFuck Me Hard and Deep in Windsor Are you a horny gay man looking for some hot action in Windsor? Look no further, because I'm your guy! My name is Danny and I'm a gay man seeking other gay, bisexual, or bi-curious guys for some steamy male-on-male fun. I love getting my cock sucked, my ass licked, and my tight hole pounded hard. ...
  • Seeking Fun and Adventure in Windsor! 🌈Seeking Fun and Adventure in Windsor! 🌈 Hey there, fellow Windsor dwellers! My name is Guthrey, and I'm a gay guy on the lookout for some excitement and connection in this vibrant city. Life is too short to spend it alone, right? So, here I am, putting myself out there in hopes of finding that special someone who shares my zest for life...
  • 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...
  • Beauty Queen from India looking for loveBeauty Queen from India looking for love Beauty Queen from India Now in Windsor My name is Manju and I came from India in 2002. I am a college graduate and I work in retail. I am looking for someone who is exciting and fun, but honest and trustworthy. If that is you please message me @ManjuWindsor so we can get together. I look ...
  • Still unpacking but looking for a date in WindsorStill unpacking but looking for a date in Windsor New Girl in Windsor My name is Charlene and I literally just move here last week. I have barely unpacked yet and I am so wanting to get out and meet people! I love the movies and popcorn and music and dancing and having fun! Go ahead and hit me up for a date, or a drink or something! Message m...
  • 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...
  • Looking for a local woman who loves to play dirtyLooking for a local woman who loves to play dirty I'm Jordon from Windsor, Ontario, and I'm seeking a wild woman who's up for some no-strings-attached fun. You can find me on FreeSexAds.com under the username jordonwin71795. I'm all about exploring new sexual experiences and pushing boundaries. I love giving and receiving blowjobs, getting my ass ...
  • Great kisser, looking for sameGreat kisser, looking for same Great Kisser in Windsor Did I get your attention? If you are reading this, I must have! So, there is more to me than just great kissing, but I wanted to reel you in! Here goes...I am 32, a manager in a store and I just relocated to Windsor because of my job. I don't really know many people yet, exc...
  • Married Woman Playing in WindsorMarried Woman Playing in Windsor Married Woman is Playing in Windsor Hey there guys. My name is Jessica @Jexxica27, age 27. I'm married but playing around and he don't care. He cheated on me first and said he doesn't care if I play around too so here I am! I'm ready to rock your world and have the passionate sex I've been missing ...