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

  • January 16th, 2026
  • 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...
  • 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...
  • 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...
  • Explore the Depths of Passion with MeExplore the Depths of Passion with Me Hey there! My name is Selle, and I'm a lesbian female from Windsor, Ontario. So, here I am, putting myself out there in this vast world of dating. Let's see if we can find that spark that ignites our souls! Now, let me tell you a bit about myself without giving away my age or ethnicity. I have ca...
  • LetLet's Spark Some Flames Together πŸ’‹ Hey there! I'm Shelli from Windsor, Ontario. I've got long flowing hair and a smile that can light up a room. What I love most about being a lesbian is the deep connection and understanding I share with another woman. I'm looking to meet a lovely lady who is also into women - whether you're lesbi...
  • 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!!...
  • 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...
  • 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...
  • College Student in Windsor Need to Pay My Bills!College Student in Windsor Need to Pay My Bills! College Student in Windsor Seeking Gentleman I'm a college student with a heavy class load so I really don't have time to work a full-time job. My name is Chelsea and I'm 22 y/o. I need to pay fix my car and pay bills so I'm willing to do anything with a nice, generous gentleman. (Sorry mom!) ...
  • 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...
  • 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...
  • Passionate Lesbian Seeking Orgasmic EncountersPassionate Lesbian Seeking Orgasmic Encounters I'm Carri, a fiery lesbian from Windsor, Ontario, on the hunt for a wild woman to play with. I love exploring every inch of a woman's body, giving and receiving mind-blowing orgasms. From sensual kisses to intense oral sex sessions, I crave it all. My tight ass is always ready for some naughty fu...
  • 🌷 Absolutely A Doll 🌷 Your Perfect Asian Princess 🌷🌷🌷🌷 Absolutely A Doll 🌷 Your Perfect Asian Princess 🌷🌷🌷 Sexy Asian Girl Available in Windsor I am Choko @ChokoSexyBusty (my profile and pics), age 21. I am Asian girl Sexy Busty girl with 36D-25-35, 108 lbs, amazing body with silk smooth skin, absolutely charming stunning... Time to relax ..... Time to unwind ..... Let me pamper you let me spoil yo...
  • 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 ...
  • 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...
  • Seeking Lesbian Orgasms, Tight Ass Play, and Passionate Cum with ErinnSeeking Lesbian Orgasms, Tight Ass Play, and Passionate Cum with Erinn I'm a hot lesbian from Windsor, Ontario looking for a local woman who's ready to get down and dirty with me. I love exploring all kinds of sexual acts and fetishes with other lesbian and bisexual women. From oral sex to anal play, I'm open to trying new things and making sure we both have mind-blo...
  • Wild Windsor Slut Looking for a Good TimeWild Windsor Slut Looking for a Good Time I'm Jacklyn, and I'm a naughty girl from Windsor looking for some hot and steamy fun. I love getting down and dirty in the bedroom, trying out new positions, and exploring all my kinks. When it comes to sex, I enjoy giving sloppy blowjobs and taking it deep in my tight pussy or ass. I love being ...
  • Eager to Meet You in Windsor!Eager to Meet You in Windsor! Hey there, I'm Emily from Windsor, Ontario. I'm a curvy brunette beauty with a mix of Italian and Canadian heritage. I'm looking for someone special to spend time with and see where things go. If you want to get to know me better, check out my pics at my personal bio page @emilyw29712. I love exp...
  • 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...
  • Fuck Me Hard and Deep in WindsorFuck Me Hard and Deep in Windsor I'm a horny gay man named Walt who loves to suck cock, get my ass pounded, and play with dildos. I'm seeking other gay, bisexual, or bi-curious guys for some hot male-on-male fun. I enjoy giving sloppy blowjobs, riding a huge throbbing cock, and feeling tight balls slap against my ass. I'm open t...
  • Ill make you want to leave your girlfriend πŸ˜‚πŸ˜‹πŸ’‹πŸ’•πŸ˜œπŸ˜πŸ’¦πŸ’¦Ill make you want to leave your girlfriend πŸ˜‚πŸ˜‹πŸ’‹πŸ’•πŸ˜œπŸ˜πŸ’¦πŸ’¦ Hi baby if you're looking for a night to remember, then a sexy man like you should not have to wait any longer‼️... Im really craving you and I promise I won't dissapoint you! I know EXACTLY what you need‼️ but believe me, I can show you better than I can tell you!Wanna find out? i don...
  • 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...
  • II'm Alexis & I'm Everything Ur Looking 4! Alexis in Windsor: Everything You're Looking For! Hi..... I'm Alexis, a new but independent and experienced escort/provider in Windsor! I'm Looking to meet some new people and hopefully repeat clients. I am a laid back and open-minded professional lady, but I have a wild side. I will leave you smi...
  • Spark the Flame with Frankie from Windsor!Spark the Flame with Frankie from Windsor! Hey there! I'm Frankie, a fun-loving gal from Windsor, Ontario. I may not be your typical girl next door, but I guarantee you'll have a blast hanging out with me. Whether we're grabbing a coffee at Anchor Coffee House, taking a stroll along the riverfront at Dieppe Gardens, or catching a show at T...
  • Fuck Me Hard and Make Me CumFuck Me Hard and Make Me Cum Are you a naughty girl who loves to suck cock and ride it until you cum all over? Well, look no further because I'm Hirsch from Windsor, Ontario, and I'm seeking a local woman for some wild adventures in the bedroom. I enjoy getting my dick sucked until I explode in your mouth, giving you sloppy blo...
  • STAY-AT-HOME MOM neglected, bored and ready to play πŸ’‹ [Online Now]STAY-AT-HOME MOM neglected, bored and ready to play πŸ’‹ [Online Now] Stay-at-Home MOM in Windsor Hey, I’m Maysie, a 37 years old Windsor mom in great shape and love to have fun. My husband doesn’t care – believe me! But it's don't ask, don't tell, so you can be my naughty little secret! I’m affectionate and flirty, certainly lean toward the k...
  • 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...
  • 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...
  • Looking for the worldLooking for the world's best playmate! Need: One good looking guy who can make me laugh Also: has to like music and movies and be a gamer, not a player. What you get: Me! My name is Patrice and I am 25, 5'6", curvy with darkish brown hair with a blue streak straight down the back of my head, which I love! I am also a pretty good cook, ...
  • Fuck my Tight Ass and Suck my Throbbing Cock - Jimmy from WindsorFuck my Tight Ass and Suck my Throbbing Cock - Jimmy from Windsor Hey boys, I'm Jimmy, a horny gay man looking for 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 and gagging on a huge dick until it explodes with cum. I'm into all kinds of kinky fe...
  • 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...
  • Looking for the bride of my dreamsLooking for the bride of my dreams Windsor Contractor Seeks Wife This is Erik and I am a local resident and own a contracting business. I am looking for a bright intelligent woman who can make me smile. When not working, I love the outdoors and I am an avid hiker and biker. Send me a message @ErikBachman. ...
  • Baby Face Hot Dude waiting for the ladiesBaby Face Hot Dude waiting for the ladies Male Escort in Windsor I am Howie and I am waiting for you. I am 37, hung and it. I focus entirely on your pleasure and will do what you want. Your satisfaction is my top priority and guaranteed! Message or call @BabyFaceHowie...
  • Passionate Lesbian Seeking Orgasms and Tight Ass PlayPassionate Lesbian Seeking Orgasms and Tight Ass Play Hey ladies, I'm Nanni from Windsor, Ontario. I'm on the hunt for a local lesbian, bisexual or bi-curious woman who's down for some mind-blowing sex and fun times. If you're into getting wild in the bedroom, then I'm your girl! I love exploring every inch of a woman's body, from passionate kisses to...
  • King of your heart waiting for you in WindsorKing of your heart waiting for you in Windsor Abe, 32, local in the Windsor area, own my own business. I work hard and play hard. I am looking for a gentle guy who is understanding and kind. I love to laugh so you have to be funny. Not all the time, but you need a good sense of humor. Life is too fun to be serious all the time. Message me ...
  • Fuck my Tight Ass and Make Me Gag on Your Huge CockFuck my Tight Ass and Make Me Gag on Your Huge Cock Hey boys, I'm a horny gay man named Rodger from Windsor, Ontario looking for some hot male-on-male action. I love getting my ass pounded hard and deep, feeling your throbbing cock slide in and out of me. I also enjoy giving sloppy blowjobs, sucking on your balls, and playing with dildos. Let's explo...
  • January 15th, 2026
  • Fuck Me Hard and Deep in WindsorFuck Me Hard and Deep in Windsor Are you a horny gay man looking for some hot and steamy action? Well, look no further because I'm Jereme, your ultimate fantasy come to life. I'm a gay man seeking other gay, bisexual or bi-curious guys for some wild male-on-male fun. You can find me in the FreeSexAds.com M4M profiles under userna...
  • LetLet's Heat Up Windsor Together Hey there, I'm Sarge and I'm looking for a special someone to explore all the hot spots in Windsor with. Whether it's catching a show at The Capitol Theatre or strolling through Jackson Park, I love taking advantage of everything this city has to offer. I'm a laid-back guy who enjoys good conver...
  • 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 ...
  • 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...
  • Fuck My Tight Ass and Make Me Gag on Your Huge CockFuck My Tight Ass and Make Me Gag on Your Huge Cock Hey guys, I'm Urbano and I'm a horny gay man looking for some hot male-on-male action. I love getting my ass pounded hard and deep, feeling your throbbing cock slide in and out of me. I also enjoy giving sloppy blowjobs, gagging on your dick until you explode in my mouth. Let's play with dildos, rid...
  • Brandon the Stud for Sex on the SideBrandon the Stud for Sex on the Side Male for Male in Windsor, Ontario Hi guys. I'm Brandon. I work out regularly and take good care of my body. I'm active and STD free. Looking for M4M fun. I do stripping, lap dances and offer full service to make you feel good all over. Top or bottom. 9" cut. Hot bod.  Check out my featured Wi...
  • 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...
  • Fuck Me Hard in Windsor, OntarioFuck Me Hard in Windsor, Ontario Hey boys, I'm Martina and I'm looking for a hot and steamy encounter right here in Windsor. I love getting down and dirty, exploring all sorts of naughty fantasies.When it comes to sex, I enjoy trying out different positions like doggy style, cowgirl, and reverse cowgirl. I'm also into some kinky st...
  • Fuck Me Hard in Windsor, OntarioFuck Me Hard in Windsor, Ontario I'm a naughty little minx named Melinde who loves getting down and dirty in the bedroom. I enjoy exploring all kinds of kinks and fantasies, from bondage to role play to anal play. I'm always up for trying new things and pushing my boundaries when it comes to sex. When it comes to positions, I lo...
  • Chubby Chick looking for guy who can handle me!Chubby Chick looking for guy who can handle me! Chubby Looking for Dates in Windsor So, I am a little heavy but mostly just curvy. I have 44DD boobs and I love, love, love to laugh! You gotta be funny if you are going to date me. Why not message me your favorite joke and we can see how we get along!  Send your pics and contact # for mine. ...
  • 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...
  • Sugar Baby for Daddy. Possible Exclusive ArrangementSugar Baby for Daddy. Possible Exclusive Arrangement I am looking to date a generous gentleman who has a good sense of fun and adventure. I am tall, slender and curvy, with long dark hair and natural boobs.  Interested in a sugar baby? Exclusive arrangement is negotiable. My Sugar Baby Details Visit my SugarBabyXOXO profile page for more i...
  • 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 ...
  • 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...