Windsor, Ontario Free Sex Ads for Local Adult Hookups

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  • August 1st, 2025
  • 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 ...
  • 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 ...
  • 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...
  • 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 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 Are you a horny gay man looking for some hot and steamy fun? Look no further, because Morse is here to satisfy all your wildest desires. I'm a naughty gay man from Windsor, Ontario who loves to suck dick, get my ass pounded, and explore all kinds of kinky fetishes. Whether you're gay, bisexual, o...
  • 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, ...
  • 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...
  • 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...
  • 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 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...
  • Unleash Your Desires with Malory from WindsorUnleash Your Desires with Malory from Windsor Hey there, I'm Malory from Windsor, Ontario. Looking for someone to share some laughs and good times with? Well, look no further! I may not be a supermodel, but I've got curves in all the right places and a smile that can light up a room. Trust me, you won't be disappointed πŸ˜‰ I love exploring ...
  • Fuck Me Hard and Deep in WindsorFuck Me Hard and Deep in Windsor Are you a horny gay man looking for some hot, steamy action? Look no further because I'm your guy! My name is Arel and I'm a gay man seeking other gay, bisexual, or bi-curious guys for some wild male-on-male fun. I love getting my cock sucked and my ass eaten out. I enjoy playing with dildos and r...
  • 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...
  • 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...
  • 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...
  • 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...
  • Fuck Me Hard in Windsor, OntarioFuck Me Hard in Windsor, Ontario I love getting down and dirty in the bedroom. My name is Karel and I'm always looking for a good time. Whether it's giving a sloppy blowjob or riding you like a wild animal, I'm up for anything. You can find me on FreeSexAds.com under username karelw30562. I have a tight pussy that needs to be ...
  • Passionate Lesbian Seeks Orgasmic EncountersPassionate Lesbian Seeks Orgasmic Encounters If you're a woman who loves to play with other women, then I'm your girl. My name is Trudie and I'm looking for some hot and steamy fun with a local lesbian, bisexual or bi-curious woman in Windsor, Ontario. I love exploring every inch of a woman's body and making her cum over and over again. I e...
  • 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...
  • 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 ...
  • 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...
  • 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. ...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • Irish eyes are smiling in WindsorIrish eyes are smiling in Windsor hey guys, I am Sean, 27, an Irish fella moved over here recently and looking for fun lifestyle and fit guys to hang out with. Go and message me and check out my profile @IrishSean27. ...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • Fuck Me Hard and Make Me CumFuck Me Hard and Make Me Cum I'm a local guy from Windsor, Ontario looking for a woman who can handle my insatiable appetite for great sex, adventure, and fun. I'm Lincoln, and I'm searching for a lady who's not afraid to get down and dirty in the bedroom. I love everything from giving sloppy blowjobs to receiving mind-blowin...
  • 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...
  • 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 faced 22 year old male in WindsorBaby faced 22 year old male in Windsor Male for Male in Windsor, Ontario Hey there! I'm new to Windsor and looking to meet somebody fun. I am funny and intelligent and well versed in pleasing a man. I'm fun and love to have a good time. If you like to talk I like to listen. I enjoy good conversation, dining out and fine wine. I give goo...
  • 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...
  • 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 ...
  • 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...
  • Fuck me hard and make me squirt all over your cockFuck me hard and make me squirt all over your cock I'm a naughty girl from Windsor who loves to get down and dirty in the bedroom. My name is Cori, and I can't wait to explore all of your wildest fantasies with you. When it comes to sex, I'm not afraid to be adventurous and try new things. I love giving sloppy blowjobs and feeling your cock thro...
  • Handsome, tall and tanned guy wants to meet shy woman in WindsorHandsome, tall and tanned guy wants to meet shy woman in Windsor Handsome Guy for Shy Gal in Windsor Male, 34 looking for gal, 26+ age. I'm a bit on the shy side so if you are also that's a plus. I warm up once I start to feel comfortable. Want a mature woman for fun, laughter and more. Message @TallEric34m in Windsor....
  • 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...
  • 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!) ...
  • 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 ...
  • 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...
  • 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 ...
  • Fuck Me Silly in Windsor, OntarioFuck Me Silly in Windsor, Ontario Are you a horny gay man looking for some hot and steamy action? Well, look no further because I'm your guy! My name is Silvano and I'm a gay man seeking other gay, bisexual or bi-curious guys for some wild male-on-male fun. I love getting my cock sucked, my ass licked, and my tight hole pounded ha...
  • 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...