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 6th, 2025

Let'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...

Still 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...

How do I look? / M4W in Windsor Man for Woman in Windsor Check out my profile and tell me how I look. I am Sam. I'm a model, age 32 and told I am darn hot looking. Hit me up and check out my profile @SamWindsor. Send your pics for mine. I'm available evenings and weekends.  Sorry guys, no men.  I appreciate femin...

Passionate 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...

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...

Beauty 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 ...

Fuck me hard and make me squirt all over your cock I'm Gwennie, a naughty girl from Windsor who loves to get down and dirty in the bedroom. I'm not shy about what I want - I want you to pound my tight pussy until we both cum so hard we see stars. I love giving sloppy blowjobs and feeling your huge cock deep in my throat, making me gag with pleasur...

Baby 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...

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!) ...

34 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...

Fuck 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...

No 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...

October 5th, 2025

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...

🌷 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...

James 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 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...

Passionate 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...

Let'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...

Unveil 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 ...

Sexophonist 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...

Exotic 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...

Sugar 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...

FB 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...

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...

Passionate Lesbian Seeks Orgasmic Encounters I'm Lyda, a fiery lesbian from Windsor, Ontario looking for a local woman to explore all my wildest fantasies with. I crave intense orgasms, mind-blowing oral sex, and plenty of ass play. Are you ready to dive into a world of pleasure with me? I love it when a woman takes control and knows exactl...

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...

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. ...

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...

Nice 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...

Raunchy 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...

Brandon 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...

Naughty Paula Looking for Some Fun I'm a wild one, always up for some dirty fun. I love getting down and dirty in the bedroom, exploring all sorts of naughty pleasures. From giving mind-blowing blowjobs to riding a big cock like there's no tomorrow, I'm always game for some hot action. When it comes to sex positions, I love gettin...

💋 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...

Married 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 ...

Your 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...

Let's Spark Some Magic 💫 Hey there! I'm Joletta from Windsor, Ontario. I may not be a supermodel, but I've got curves in all the right places. 😉 I'm a mix of Italian and French, with a fiery personality to match! I love exploring new places and trying out different cuisines. How about we meet up for a coffee at Ancho...

Fuck 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...

George, 31, long beard for non-bearded lady 🤪 Bearded Man, age 31, for Non-Bearded Lady in Windsor  Hi there ladies, I am George and I am 31. I have been growing my beard for 3 years and it is nice and long. If you like a laid back bearded dude let me know and send me a private message @BeardedGeorge. I'm fun loving, athletic, manly ...

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...

💋 I'M Available for Local Hookup 💋 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. 💗 I'm Discreet and very clean , 🚿 I CAN PROMISE U THAT I'll Treat you Like A KING👑 and I hope to be treated like a ...

Bosnian 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....

Let's Explore Windsor Together Hey there, I'm Georges from Windsor, Ontario. I'm a fun-loving guy who enjoys taking long walks along the riverfront, checking out local art galleries, and trying new restaurants in town. I'm always up for a good laugh and enjoy spending time with someone who shares my sense of humor. If you're in...

Let's Get Lost in Windsor Together Hey there, I'm Willie from Windsor, Ontario. I'm a laid-back guy who loves exploring the local art scene and trying out new restaurants. When I'm not out enjoying a live music show or checking out the latest exhibit at the Art Gallery of Windsor, you can find me unwinding with a good book at Ancho...

Nigel 56, new here in Windsor Male seeks a nice woman in Windsor Hello ladies! I am Nigel, age 56, and I am back on the market after a failed buyout with an ex. lol. That's life. I am lighthearted and friendly and I love to laugh and be made to laugh. If you want to know more, just out my bio page @FunNigel56. ...

Looking 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...

Fuck 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...

Discover the Charm of Windsor with Emery Hey there, fellow singles of Windsor! 👋 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...

Passionate 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...

King 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 ...

Wanting 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...