Windsor, Ontario Sex Ads and Adult Classifieds

Windsor, Ontario sex ads and adult classified listings. Select your location below to find adult dating hookups near you. Browse our listings of straight, gay and lesbian dating ads along with trans and swingers classifieds. Many advertisers desire no strings hookups. Others seek occasional or longer term dating arrangements. Search or post for free in BonePage sex classifieds!

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  • July 1st, 2026
  • 29 Year old lady seeking secret rendezvous I am presently separated but I need to keep things discreet. If you don't mind, we should keep things secret and naughty. I like fantasy play and will try fetish stuff. I haven't put an ad on here before, but, hey, if you don't try, you never know! Send me a message! @Rendezvous29Windsor Send me yo...
  • πŸ’ŒDISCREET AFFAIRπŸ’Œ I'm in Windsor  and I just really need to get out and have some sex. I am married, so I need to be discreet. I'm willing to travel and even play in the backseat of the car.. I love giving bjs. Let's cheat together babe. πŸ˜‰  View Profile - Browse Pix CHEATING WIFE - AFFAIR  L...
  • Get Over Here Boy! Single and Sexy in Windsor Baby! Hannah here in Windsor looking for a friend with benefits. Hey just so you know I'm not just another piece of ass. That's not why I'm here, to just add to your body count. At the same time I will not tie you down in a relationship you don't want either. Let's be cas...
  • Butch tomboy looking for beautiful femme Butch Tomboy for Femme in Windsor My name is Toni and I am tall with short hair in a sort of spike and I work out regular. I love running and hiking and biking and photography. Dog lover, mom to 2 bulldogs, Smiley and Ranger. When I go out into nature I find myself at peace and I want a partner who...
  • 🍻πŸ”₯ Wild Nights With Mason What the poster wants you to know: Take a break from the stress of everyday life… and come enjoy fun, flirtation, laughter, and unforgettable chemistry with a confident guy who knows how to enjoy the moment 😏✨ 😍😍 Mason here… athletic build, charming smile, and always down ...
  • Windsor's Sex Ninja Has Come to Your Rescue... Single Guy 4 FWB in Windsor Hi I'm Carl, and maybe the part about being a ninja isn't quite true, but I do have a yellow belt in Karate or was it Judo? Anyhow, I'm living in Windsor and am looking for something more long term with the right lady. Me, I'm a black male, 31 years old, 5'10, 180 p...
  • TS Sugar Baby πŸ’Ž Femme, Flirty & Looking for the Right Man in Windsor I’m a transgender sugar baby who loves femininity, attention, and being appreciated by a confident man who knows exactly what he wants.. Confidence speaks louder than words. Gentle touches matter more than grand gestures ever could. Let's Link Up Babe - Fond of the sugar dynamic. Getting pamp...
  • Curious College Girl Exploring Her Bi Side πŸŒΈπŸ˜‰ My name is Paige and I'm a 22 year old college student. I've always been interested in meeting other women and I find it so sexy to connect with another woman where we can both enjoy the playful aspects of women's interactions with each other. Check out my pix and message me -  Well where do I...
  • WindsorπŸ’– Sweet & Seductive GFE Seeking a Real Man Are you looking for that spark that feels real? I am a GFE woman looking for a man that would like to take things slow and get to know each other. Perhaps you are looking for some W4M dating or a Girlfriend Experience. Or maybe you are looking for a local MILF that is looking to get intimate with so...
  • Drawn to Strong Men πŸ–€ I'm your little subby bitch Windsor A submissive woman in her 20's seeking a strong and dominant DADDY, I seek a man who moves with purpose without needing to prove it. Energy that's sharp but steady pulls me in, along with a sense of control that feels natural, effortless even. There’s also the kind of presence that shows up so...
  • I Need a Windsor MILF Who's Got That Sexpertise! Windsor Man Needs Experienced Woman Hi all you hot mommas out there in Windsor. I'd love to meet someone to hookup with on a regular basis. FWB style. Young women my age seem to be sort of squirrely and awkward in bed. (just my experience) I picture a MILF as being more focused and educated on matt...
  • I'm Danish... Eat ME! Been dating most of my life and nothing too serious, but now I'm ready to settle down with the right person. I'm looking for a woman who will complement me. Where I have weaknesses she will have strengths. She must be local in or near Windsor, because I did a long distance relationship once and...
  • Roses are Red, Violets are BOOBS! Woman Seeking Boob Man in Windsor I'm Violet! Just a girl living here in Windsor all my life except for a short time in Tucson, AZ. I'm 23 years old, big natural titties, redish hair, blue eyes, big sexual appetite and love to have a man treat me to a long blissful booby rub. That gets me hot ...
  • Superb Shemale in Windsor... T-Girl for NSA Encounters in Windsor When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Windsor. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f#ck and ...
  • 😈😈 WANT TO HAVE GROUP SEX???? 😈😈 Howdy y'all! My name is LINDA, and my husband and I are a swinging couple based in Windsor.. We love the thrill and excitement of the swinging lifestyle - meeting new friends, exploring our fantasies, and indulging in all kinds of kinky play. πŸ’‹ Let's Have Some Group SexI am a playful and adventur...
  • Keep Calm and Pet the Kitty... Angie here in Windsor with a special pubic service announcement to keep calm and pet the kitty should you have an emergency. Come closer and listen to her purr... closer now... closer now! Ahhh that's it right there, kiss the nice kitty! That's how we stay safe at night around here. Safety minded si...
  • I'm Your Sexy Guy... ALSO BI πŸ†πŸ’¦ Windsor I am here to rub you down to a state of complete relaxation and release from all your stress. I am a student of somatic massage and would love to use my techniques all over you. I only do out-call at the moment. I am located in Windsor but I am happy to travel anywhere,,,   Gay M4M - Deep Rub...
  • Your Ultimate Erotic Experience!! Don't Miss Out!! 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 outgoing woman. I have been in an...
  • Are You Uber Horny? I AM - Maybe We Can Work This Whole Thing Out Together!... Nympho Seeking NSA in Windsor I am Tory, a 24 year old, brunette living in the Windsor area, 5'5, medium build, told that I'm fun, easy to be around, a good conversationalist and have a sexy relaxed vibe. Do you live here locally, find me attractive and love big playful titties? Then I might b...
  • Nice Guy? Yep. Push-Over? Only When You’re Behind Me πŸ˜‰πŸ’¦ I'm a hopeless romantic at heart, always looking for ways to show my affection and make you feel like the queen that you are. πŸ’– I believe in chivalry and treating a lady right, so get ready for some old-fashioned charm mixed with a modern twist. Swap pics & contact infoSo if you're ready...
  • Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹  Warning: I’m addictive 😘 View My Ebony TS Profile here - I possess more than attractive features. I am a complete  TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and  thick thighs and soft lips and a hidden secret th...
  • βœ…πŸŒˆPretty Sweet GIRL Seeking Men🌈bbfs🌈anal🌈all holes🌈 Hey there, I'm Cally, and I'm looking for someone who's not afraid to explore their fantasies with me. I love getting adventurous in the bedroom and trying out new things. Whether it's a steamy session in the missionary position or getting wild in doggy style, I'm always up for a good time.Swap Pics...
  • Young Female in Windsor is Curious... Windsor Bi-curious Babe I'm Darlene, 26 living here in Windsor all my life and am finding myself bi-curious. I've always wondered what it must be like to be with a woman. I see women who are hot all the time and have certain sexual feelings for them, but I never acted on it. Except maybe a few time...
  • πŸ’‹πŸ”₯ Double Trouble With Ava & Skye What the poster wants you to know: Take a break from the stress of everyday life… and step into something a little more exciting, playful, and unforgettable with us 😘✨ 😍😍 Sexy curvy BRUNETTE and her flirty BLONDE bestie πŸ’‹ fun, open-minded, and always bringing good vibes and pl...
  • Want to touch my amazing... Wookie? Me, black gay male seeking local men to date, hang with and have some good times. Up for pretty much anything. (love body rubs) 5'10, green/blue eyes, 30 yrs old, well endowed and always ready if you know what I mean.  lived in Windsor for most of my life. I am a city worker so a l...
  • Italian sweetie looking to taste your fruit Woman seeking woman in Windsor Amante dolce in attesa di assaggiare la vostra pelle. Riesci a leggerlo? Parli italiano? Voglio parlare con te. Inviami un messaggio @DolceAmante. I speak English too! Sweet lover waiting to taste your skin. I want to talk with you. Send me a message @DolceAmante. S...
  • No Beer Goggles Required! Renee 4 NSA in Windsor Hi guys I'm Renee from here in Windsor looking for a no strings situation. Don't go out to the bars looking for a hookup when you can actually see what you're getting when you come visit my profile page. Those bars are so dark and with a few drinks we tend to make bad ch...
  • πŸŽ€βœˆοΈπŸ₯‚ BARBIEE DREAMHOUSE πŸ“πŸ₯°βœ¨ Dancer here, looking to meet someone fun.. I'm tired of the guys are the club Hey babe, barbiee here, I'm seeking a nice guy here in Windsor who knows how to have fun and won't judge me for what I do. I will treat you much better than anyone else.. Unlimited private sexy dances for you babe. I woul...
  • Flirty thirty-something Lesbian wants party goer Flirty Feminine Lesbian to Party in Windsor Ok, maybe not always partying but I do love dancing so much. I can dance for you if you like! My name is Selina and I am half Spanish. I speak both English and Español and love to travel when possible! I work from home and my schedule is flexible. ...
  • Late Night Wine & Trouble? πŸ·πŸ˜‰ Looking for a Fun Guy Tonight Windsor Girlie Seeking Man or couple.. let's go have fun! Sometimes nights can be so quiet. I'm 28yo girlie and love to live life, be fun, flirt and always be up for a laugh. I want chemistry, lots of fun, excitement and lots of conversation with playing involved. Love the initial spark and lust of...
  • Hey, any SteamPunkers out there in Windsor?... Hi, I'm Brad T. from Windsor born and raised. I love everything SteamPunk and am searching for a local woman who appreciates the romanticism of the late Victorian era. I'm 30 years old, love sci-fi, SteamPunk, conventions and events, travel and work. I have a dynamite job working with younger autist...
  • πŸ’―REALπŸ’―HANDSOMEπŸ’―MANLY You ready for some manly gay sex here in Windsor? I know I am, I made this ad to make a nice BF to fuck or fuck me.. We can even find some other sexy guys to have some sex with too.. I love partying✨ and having group sex. Do you like to take it or give it? I will give you something to suck on alri...
  • Chubby Asian Sweetheart πŸ’— BBW Curves & Real Connection in Windsor I’m an Asian BBW, Comfort matters when dating - so does laughter and a spark now and then. Quiet by nature, yet full of self-assurance, I enjoy closeness without needing loud displays. At ease with who I am, I welcome warmth if it feels real. If rounded shapes or steady presence catch your eye...
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Windsor I'm queen Delilah a trans woman here in Windsor searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandalous position...
  • Cute and Angelic European Lady seeking class and handsomeness I am Amelia (@AngelicLace) and I am European. I am financially independent and looking for a gentleman who is like-minded, equally solvent and has exceptional taste in food, wine and likes to have a very good time. Contact me @AngelicLace! πŸ₯°...
  • Alex's Huge Throbbing Cock in Windsor πŸ’¦πŸ’¦ New to the scene, willing to try anything! Thanks for checking my ad. I'm new to this. My name is Alex (hmu @AlexThrobbingCock4u) and I love fucking and getting my huge throbbing cock stroked and sucked to completion. I'm single but not totally out yet so please be discreet. At the same time, I'm a...
  • Married But Playing in Windsor Married Woman Playing in Windsor Hey guys. My name is Jessica @Jexxica27, age 27. I'm married but playing around. He don't care. He said so and he cheated on me first so here I am. I just want to have a good time, no strings attached. Can you give me what I haven't had in a long time? I like i...
  • Exotic and Erotic Orlando From Tuscany Italy... For More Than Just a Hookup Ladies I am Orlando visiting in Windsor. Let me take you on an erotic journey of passion and delight tonight. I know how to treat a woman and bring out the sensual romantic in you. Just let yourself go and forget all about your cares for the evening. You will be in good ...
  • WE CAN HOST OR COME OVER πŸ’₯WindsorπŸŒŸπŸ˜‰ Hey there, I'm Shari from Windsor, and my husband and I are a fun-loving swinging couple looking to connect with like-minded individuals who share our passion for the swing lifestyle. We love the thrill of meeting new people, exploring new experiences, and indulging in our deepest desires together.&...
  • Love Giving Head!!! Hey all you hot men in Windsor! I'm OralAimie the best at giving mind-blowing head because I love it so much. But then who doesn't love it right? (if we're being honest) Lots of girls say they don't love it, but they are liars! There is nothing like it and every one is different. Long ones, fat...
  • I'm Sexy and I'm Noah!... Single Black Man 4 No Strings in Windsor Black male, 33, 5'11, 180 pounds, with a good education and positive attitude from Jamaica originally. I have lived here in Windsor for about 10 years and love it. There is always something to do. I am looking for an original woman. What I mean is some...
  • hippy_nomad Loves antiques, rescuing stray animals, 420... Must be 420 friendly. Currently living in Windsor I am an honest, hardworking and caring woman who is looking for the same. Let’s face it we’re not getting any younger so who wants to play games- NOT ME! I also like going to flea markets, dancing and most of all vacationing! So if you th...
  • EXPLORE YOUR KINKS WITH THE STRAP-ON QUEEN!!! Windsor Boys Deeply Love My Strap On Fetish Your gonna meet BigBen my favorite strap on! (shown in the pic attached) I'm Sandra a bi-sexual fetish friendly hot bitch who definitely wants to do it freaky and rough to men, women and couples in Windsor tonight. I specialize in strap on, pegging, Bonda...
  • 🎢 Concert Vibes & Bedside Rides - Windsor  Cute Lesbian Girl in Windsor seeks her lovely playmate!! Oh beautiful πŸ’– I would love to meet at a local show, dance a little too close  and make out in the parking lot like teenagers? In reply I'm 28, femme leaning switch  and I like high energy chemistry. It's about time someone ...
  • TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy – Let’s Make It a Reality πŸ’‹  πŸ“ Location: Windsor πŸ’– Seeking: Fun, Exciting, &  Discreet Connections Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good  vibes, great chemistry, and unforgettable nights.. I'm in my early 20's and I'm...
  • Stop Buffin Your Muffin Without ME! Latina lesbian 28 years old, 5'7, 140 pounds, 38C, tatted, pierced and always ready for some hot action in Windsor. I don't want to miss out on anything so let me flick the bean for you for twice the fun! I'm good with my hands and tongue ladies. I'm Lena and I'm just here for the sexy gurls, I cann...
  • Petite Windsor spinner girl for threesome... Little Bombshell in Windsor for Threeway Hi ladies and gents I'm Jamie and I'm looking for a FWB situation with a hot couple who lives in the Windsor area. (willing to travel) As the title implies I am petite; only 5'1 and about 100 pounds. I am 22 years old, Italian, hot blooded and love to ride. ...
  • β—₯β—£πŸŸͺπŸŸ¦πŸŸ©πŸ…½πŸ…΄πŸ††β¬›οΈπŸ…°πŸ†‚πŸ…ΈπŸ…°πŸ…½ ⬛️◒◀I'M SEEKING A MAN FOR SEX!! Hey there, I'm Lisbeth from Windsor, and I'm looking for some no strings attached fun with a playful partner who's ready to explore all our fantasies together. πŸ’« I love to get down and dirty in the bedroom, trying out new positions like doggy style or reverse cowgirl. πŸ‘ And when it comes to ki...
  • Stop! Look no further for the girl of your Dreams! Hello guys in the Windsor area. Here I am!! My name is Brandi but you can call me sweetheart lol. I am bubbly and charming with a great (I think!) sense of humor! I am bored being alone, so please contact me me for a date or a drink! @DreamGirlWindsor...
  • Tall Dark handsome long hair and long everywhere 31 Black Male for M4M in Windsor I am Dajuan, age 31 black male, and I am tall and long as in exceptionally well endowed. You may be shocked but you will not be disappointed. I am from Jamaica and I am here in Windsor looking for men who want a hot, sexy date. I'm clean, disease free, no addictions, a...