Windsor, Ontario Free Sex Ads for Local Adult Hookups

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  • December 26th, 2025
  • Widower seeking female affection in WindsorWidower seeking female affection in Windsor Windsor Widower Seeking Affection Hello there, my name is Jon and I'm seeking some female company for fun times and affectionate days. It has been a while and I have to face that I'm lonely. I am 52 and still look in my late thirties (I am told) and I am fit and healthy. I love riding horses, trav...
  • Discover the Charm of Windsor with EmeryDiscover the Charm of Windsor with Emery Hey there, fellow singles of Windsor! πŸ‘‹ Are you ready to explore this beautiful city with a fun-loving guy named Emery? Well, look no further because I'm here to sweep you off your feet and show you a great time! I may not be able to describe myself in this ad, but lucky for you, I've got a pr...
  • New to the Windsor, Ontario area and lonely!New to the Windsor, Ontario area and lonely! Lonely Woman seeking Man in Windsor I am new here in this town and I would like to meet handsome gentleman to go to dinner and on a date with. You are interested in me please send message to me. @RagazzaSexyX Sono nuovo qui a Windsor Sono nuovo qui in questa città e mi piacerebbe...
  • FB Banned Me For These Pics. WTF!! Windsor M4MFB Banned Me For These Pics. WTF!! Windsor M4M Male for Male in Windsor for Pic Swaps Hey guys, I'm Sebastian. I'm fairly new to the Windsor area. I'm interested in meeting a man for male companionship and fun. I am fit and love to show off my body. I apparently got in trouble with Facebook for posting my pics. Message me online for special acc...
  • 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...
  • Fuck My Tight Ass and Make Me Gag on Your Huge CockFuck My Tight Ass and Make Me Gag on Your Huge Cock I'm a horny gay man named Rowland 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 until we both explode with cum. I also enjoy giving sloppy blowjobs, licking and sucking every inch of...
  • Fuck Me Hard and Deep in Windsor!Fuck Me Hard and Deep in Windsor! I'm a gay man named Ralph who is looking for some hot and steamy action with other guys in the area. I love getting my cock sucked and my ass pounded, so if you're into that, hit me up! I also enjoy playing with dildos, riding a thick cock, and having my tight hole filled with cum. I'm open to ex...
  • 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...
  • Young, Free and Single in WindsorYoung, Free and Single in Windsor Lonely in Windsor You have got be out there somewhere! I am lonely and I would love to find a funny and happy-go-lucky guy who can be my best friend and lover. I'm hoping you look good in a cowboy hat and jeans! View my profile and private pics @LonelyinWindsor so we can at least swap pics and get ...
  • Freddy from Windsor Looking for Hot Gay FunFreddy from Windsor Looking for Hot Gay Fun Are you a horny gay man looking for some wild and kinky fun? Look no further, because Freddy is here to fulfill all your dirty desires! I'm a gay man seeking other gay, bisexual, or bi-curious guys who are ready to get down and dirty with me. I love all kinds of gay sex - from hot blowjobs to dee...
  • Nice but Naughty 30 year old seeking affection and a good timeNice but Naughty 30 year old seeking affection and a good time Naughty30luv in Windsor, Ontario Hey, I'm Monica. I am half Latina and half European and moved here recently. I am lonely and would like to meet a nice man who wants to play and enjoy life together. Message me @Naughty30luv for pics and to book a date! (Naughty30luv) I'm naughty but nice, love a g...
  • 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...
  • 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 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 ...
  • 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...
  • Throbbing Cock Needs Tight Ass to RideThrobbing Cock Needs Tight Ass to Ride I'm a horny gay man looking for some hot male-on-male action. My name is Lauren and I want to find guys who are into getting their dicks sucked, balls licked, and asses pounded hard. I love giving sloppy blowjobs and having my tight hole filled with a huge throbbing cock. I'm all about explorin...
  • Looking for a Connection in Windsor, OntarioLooking for a Connection in Windsor, Ontario Hey there! My name is Caryl and I'm on the hunt for someone special here in Windsor, Ontario. 🌈 I'm a fun-loving guy with a heart full of love to give. If you're searching for genuine connection and good times, then look no further! Physically, I have a body type that's unique to me. Let's jus...
  • Looking for a Fun and Adventurous Connection! πŸ˜„Looking for a Fun and Adventurous Connection! πŸ˜„ Hey there, I'm Matthiew from Windsor, Ontario! πŸ‘‹ I'm on the lookout for someone special to share some amazing moments with. So, let me give you a little peek into who I am and what I look like! Physically, I'm a tall guy with an athletic build. You'll often find me rocking a stylish haircut an...
  • Tall, fit Butch...Tall, fit Butch... Butch for Femme in Windsor Butch for Femme in Windsor. I've been single too long and would love some intimate female company. Not sure about how this is supposed to go, so here I am just saying I am looking for a date. I am romantic and thoughtful and I will bring you your favorite flowers and take...
  • 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...
  • 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....
  • Passionate Lesbian Seeking Tight Ass for Orgasmic FunPassionate Lesbian Seeking Tight Ass for Orgasmic Fun I'm a horny lesbian looking for a sexy lady to play with in Windsor, Ontario. My name is Carlee and I want to explore all your wildest fantasies. I love giving and receiving oral sex, so get ready for some mind-blowing orgasms. Let's cum together in pure ecstasy. I enjoy playing with toys, role-p...
  • LetLet's Spark Some Fire πŸ”₯ Hey there, I'm Kathlene 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, then look no further! I love exploring new places and trying out different cuisines. How about we meet ...
  • Italian lady looking for loveItalian lady looking for love Italian lady looking for love in Windsor Ciao amore mio! Sono nel mercato per trovare un bell'uomo muscoloso e carino. Se sei carino e in forma mandami un testo per una data! (AngelicaXOXO) Hello, my love! I am in the market for finding a handsome man who is muscular and cute. If you are...
  • 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...
  • 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 ...
  • 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 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...
  • Get Lost in Windsor with MaddieGet Lost in Windsor with Maddie Hey there! I'm Maddie, a fun-loving gal from Windsor, Ontario. I may not be your typical girl next door, but I guarantee you'll have a great time with me. Whether we're grabbing coffee at Anchor Coffee House, strolling through Jackson Park, or enjoying a romantic dinner at The City Grill, I promis...
  • Fuck Me Hard and Deep in Windsor TonightFuck Me Hard and Deep in Windsor Tonight I'm a gay man named Rex who is looking for some hot and steamy action in Windsor, Ontario. I love getting my tight ass pounded by a huge throbbing cock until I can't take it anymore. I also enjoy giving sloppy blowjobs and playing with dildos. If you're into exploring your wildest fantasies with ...
  • Noel here. πŸ€“ You want to date me, right?Noel here. πŸ€“ You want to date me, right? Man seeking Woman in Windsor πŸ€“ This is Noel and I am here to let you know that you don't want to miss out on dating me. i am a joker (but not a smoker) but I love to laugh and make you laugh too. I am a music fan and I love going to live gigs. Love having fun, hiking, dining out and traveling. ...
  • 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...
  • Fuck Me Hard and Deep - Reed from Windsor, OntarioFuck Me Hard and Deep - Reed from Windsor, Ontario I'm a horny gay man looking for some hot male-on-male action. I love getting my cock sucked and my ass pounded. I enjoy rimming, deepthroating, and playing with dildos. I have a tight hole that needs to be filled with a huge throbbing cock. I want to ride you until we both cum hard. Let's play dir...
  • Spanish Gigolo for hireSpanish Gigolo for hire Hola, I am waiting for you to want to date me. You see my pictures and you like me, so call me for date. Juan Carlo, 28, handsome....
  • 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...
  • πŸ’‹ Sexy Spinner Ready To PlayπŸ’‹ Sexy Spinner Ready To Play Sexy Spinner Amanda I am Amanda, age 32, brunette, fit with a model's tight body and a nice booty if I do say so myself! I aim to please and promise that you'll leave satisfied and wanting to come back for more.  Ask for BrunetteAmanda69 Social media verification is available. Send your photo...
  • 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...
  • Hot Windsor guy waiting for girl of my dreamsHot Windsor guy waiting for girl of my dreams Black Man in Windsor for Romantic Woman Dark cholocate man with romantic nature. My name is Dwayne and am 6 feet 3 and well-built. I am into sports and I love watching football. Life is good and all but I want to meet a beautiful woman for passion and adventure. Check out my profile @DwayneS...
  • Erotic Temptations Await You, Beautiful LadyErotic Temptations Await You, Beautiful Lady Hey there! I'm Bobby from Windsor, Ontario. I have a short pixie haircut and sparkling green eyes that will captivate you. What I love most about being a lesbian is the deep emotional connection I can share with another woman. It's truly special and magical. I would love to meet a lovely lesbian,...
  • 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...
  • 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...
  • Passionate Lesbian Seeking Orgasmic EncountersPassionate Lesbian Seeking Orgasmic Encounters I'm Josie, a local Windsor girl looking for some hot and steamy fun with other lesbian and bisexual women. I love exploring all kinds of sexual acts, from oral sex to ass play, and everything in between. I have a tight body that's ready for some passionate encounters that will leave us both breath...
  • 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. ...
  • 24 y/o Bartender for No Strings Fling24 y/o Bartender for No Strings Fling No Strings Fling in Windsor Hi! I am Kimberly and I am 24! I have a loveless marriage. My job is fun and I love my customers. Some of them flirt but they are just my customers. I want to meet a sexy guy who will be kind and attentive and loving! You must be out there somewhere! Contact me me if yo...
  • 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...
  • Mark, 33 Love country music and driving my truckMark, 33 Love country music and driving my truck Hey, the name is Mark and I am a country boy now living in Windsor, age 33, a mechanic and I love to drive my Dodge ram 1500 out on the open roads. Sometimes I take a blanket and a beer and hang out at my favorite lake a few miles from my house in the Windsor area. I am self sufficient and I am want...
  • 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...
  • Passionate Lesbian Seeking Orgasms, Oral Sex, and Tight Ass PlayPassionate Lesbian Seeking Orgasms, Oral Sex, and Tight Ass Play I'm Meg from Windsor, Ontario, and I'm on the hunt for a local lesbian, bisexual, or bi-curious woman who's ready to have some fun in the bedroom. When it comes to sex, I love it all - from passionate kissing to intense orgasms. I can't get enough of oral sex, exploring every inch of your body wit...
  • Fuck Me Hard and Deep in Windsor, OntarioFuck Me Hard and Deep in Windsor, Ontario Hey boys, I'm Trace and I'm a gay man looking for some hot male-on-male action. If you're into sucking cock, rimming ass, and getting your tight hole pounded hard, then I'm your guy. I love getting my dick sucked until I explode all over your face. I also enjoy playing with dildos, riding big cocks,...