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 17th, 2026
  • Windsor Lipstick Lesbian, Hot 'n' Ready for Butch Woman Lipstick Lesbian for Butch Woman in Windsor Lipstick lesbian wants to meet an awesome butch woman to share love and laughs. I am 25 and definitely femme. Long strawberry blonde hair, on the shorter side, fit and curves in the right places, but not overweight.  Come and Private send me a ...
  • My name is Shey and I am a goddess of love Black Woman for Sex in Windsor I am an African American with a hot body and a clear and quick mind. I want to meet a man who has a quick wit, an intelligent demeanor and a smart mouth. Go ahead and chat with me @EbonyQueenX to see if we hit it off....
  • Young, Dutch, sexy and cute would like to meet you Hallo, ik ben nieuw in de Verenigde Staten uit Nederland en ik ben op zoek naar liefde. Als je eenzaam bent en wilt samenkomen, stuur me dan een sms en laat het me weten.  @KiesMij27 Hello, I am new to the United States from Holland and I am looking for love. If you are lonely and want to get ...
  • Angelic and single with big tits that love attention! Hi guys, my name is Trisha and I am 24 and wanting to meet a cool guy who likes live music and hiking. My breasts are one of my best features so I hope you like them! I'm pretty cute to look at too. You must have a good sense of fun and be intelligent and responsible. My measurements are 38-26-36! ...
  • Hello! My name is Alexis in Windsor Sex Hookup in Windsor If you are looking for someone to entertain you and be your ultimate fantasy girl, that is me. I am hot and sexy and want to hook up with someone with warm feelings and a bright personality.  Send your pic for mine.  AlexisXoXoXo If this ad is online then I'm availa...
  • Smokin' Hot and ready for a date! Ok, so maybe Smokin' hot is something you need to decide, buy hey, I have a sense of humor! Seriously though, I do think I am quite attractive and I have certainly been complimented often. My hair, especially, gets a lot of attention because it goes way down my back and I sit on it! It is long and s...
  • Daniel 28, Plumber, recently new to area 28 y/o Man New to the Windsor Area For Dating I am fairly a 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. What do you enjoy doing? I like trying new things so don't be shy. I like camping, d...
  • Asian Beauty likes a nice massage My name is Aiko and I am from Japan. I like to meet a girl who likes massage to give and receive. I am attractive and sensual. I want to meet you. I am shy at first but very willing. Please message me online for my photos and more information.  Kisses ๐Ÿ‘„ AikoFemme Username: @Aik...
  • F/M seeking love and fun Female to Male Trans Man in Windsor My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. This feels right and I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and oth...
  • 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...
  • Half Asian female wanting affection in Windsor I am half Asian with a dark complexion. I am here with my sister studying and I am lonely. I would like to meet a nice lady I can be friends with and hang out for fun and hopefully sex. I am from a conservative family so please be discreet. Send me a private message to MelodySingF Usernam...
  • Open Minded Woman seeking Open Minded Man When I say open minded, I mean in every aspect. I like a mass debate ;-) and I enjoy a good intelligent conversation. I like uninhibited romance and sex!! I am looking for same in a partner. If you enjoy giving great sex just as much as you enjoy receiving, we might be a great match!  Let's sw...
  • I'm Troy in Windsor - Bi-Curious Looking to Experiment... Bi-curious in Windsor Hi guys, I'm Troy here in Windsor divorced after 10 years and am entertaining the idea that I might like the gay lifestyle. So, here I am on this site looking for a special kind of man who isn't going to go too fast with me. (is patient) Woman say I'm well hung, but ...
  • โœ…๐ŸŒˆPretty Sweet GIRL Seeking Men๐ŸŒˆbbfs๐ŸŒˆanal๐ŸŒˆall holes๐ŸŒˆ 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...
  • Luxury Ebony TS Sugar Baby With Style ๐Ÿ‘ ๐Ÿ’Ž Hello handsome… I am a ebony trans sugar baby, a beautiful, classy and elegant young lady. I look for confident men that are also very kind to women and who like to spoil a gorgeous lady. Fashion, food and especially great chemistry are my top priorities. let's plan our play date. I love peo...
  • I just want to enjoy life and practice safe sex Hot Woman for Great Sex @KaycieMaine Check my profile KaycieMaine I am a very good woman and I just want a man who can hold down a good conversation and make me laugh. I have integrity and I am looking for true, real love, passion, transparency and honesty. Please respond only if you are look...
  • Discreet meet only in the Windsor area!!! I am Jamali here in Windsor for a while doing some work for a tech company so I can't get too involved with anyone. I'd like to get out and experience this town, the party vibe and the men in it. I'll be going home in a few months. If you are iinterested in an Asian-Indian man then come check me out...
  • Blue Eyed BDE... Some say I should be in porn, but I have a profession that doesn't mesh with that, (EMT) plus I wouldn't want my future kids to ever see it. Hi ladies I'm Chad, 31 years old, not too serious, blonde hair, blue eyes, 6'0, 190 pounds, size 11" real uncut thick burrito type, I'm very oral both giving a...
  • 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...
  • Erotic exotic Asian queen in Windsor now (25) Asian Transexual in Windsor Stunning TS - Talia 25. Asian mixed race, non op, loves sex. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. Classy in public but trashy in the bedroom. Versatile and attentive to your needs. Longte...
  • Selena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too! See my pictures @SelenaIsTrans and send me a message to set up a date. I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
  • Mark, 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 truck 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 wanting to me...
  • Single Mom wants to Date Funny Guy Single Mom in Windsor I'm a single mom. I am 31 and ready to mingle and have some fun. I want a guy I can be friends with and enjoy running and fitness with. Being funny is a must! Message me! @Mommykins I love being physically active and especially enjoy romance and sex. Send me a message to...
  • Sexy hung and big busted Hung and Busty Shemale in Windsor Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine. Username: @Tammy39TLocation: Windsor, OntarioAge: 39G...
  • SUGAR DADDY ๐Ÿญ๐Ÿ‘จโ€๐Ÿฆฐ ๐Ÿ’ฆLooking 4 Play Boy M4M Hey there babe, I'm a 25 year old male who is searching for another guy to play with and spoil. I'm strong and muscular, I drive a beautiful car, I can take you to do things you've always desired ๐Ÿค‘ It turns me on so damn much to find a cute little man to play with and take care of. Let me be D*dd...
  • Ohhh Yeah! I'm PHAT AS HELL BABY!!! BBW Wants FWB in Windsor LustyPhatty (Susan) here livin' large in Windsor. I know you are cravin' my curves and big playful funbags, and I got a few cravin's of my own. I want you to play with and massage my huge titties all night. (heaven) I'm a BBW 34, 5'3, 42EE cup, and will tell you the re...
  • Windsor Cougars and Cubs Cougars and Cubs in Windsor BonePage.com offers a space where confident, experienced women, often referred to as cougars and MILFs ๐Ÿ˜... and those who appreciate their maturity can connect in a relaxed, no pressure environment. Whether you’re looking for fun conversation ๐Ÿ’ฌ, flirtation ๏ฟฝ...
  • Hello guys, looking for a boy friend So, my name is Talia from the Windsor area and I am completely new to this online hookup stuff. I have never put an ad in a website before so I hope I am doing this right! If you would like to speak with me or arrange a date you can check out my profile @Talia4bf here and let's swap some sexy p...
  • Redwingz Looking for Princess Charming Windsor Lesbian For Fun Hi I'm Lucy (Redwingz) here in Windsor looking for a sexy partner who isn't scared to have a little fun. I like the outdoors, walks in the park, the beach, camping, fishing, DIY projects, motorcycle rides and lots of affection. Open to trying new things. To get hold of me re...
  • ๐Ÿ™Œ๐ŸคMY BF and I INVITE YOU INTO OUR BED ๐Ÿ›๏ธ ๐Ÿ˜ Hey there, I'm SexySally from Windsor. My husband ๐Ÿ’ and I are a swinging couple who love to explore our fantasies and indulge in some kinky play with like-minded individuals. The thrill of wife swaps, threesomes, and the swing lifestyle gets us both excited and eager for more adventures.&nbs...
  • Tall, Dark, Handsome Lesbian My name is Selena and I am tall, dark haired, in my 40s and still in my sexual prime! I have Latin heritage and I am fiery but kind. I do not have a bad temper but I am passionate. Age doesn't matter as much as personality and spirit. Any race, any height/weight. I love all body types as long as you...
  • Genuine, yoga and jogging woman seeks limber man Woman Enjoys Yoga and Jogging, Seeks Man I am Joy. I really am! It's my real name and I love meeting new people. I am currently single and looking for a real chill guy to hang with and have fun. Send me a Private Message! @ItsPureJoy31 Include your pics for mine. ...
  • Minnie the Muff Diver... Windsor's Minnie Loves Oral I'm Minnie a petite lesbian single girl living here in Windsor. Wanting to find a woman who is either lesbian, bisexual, or bi-curious for a steady hookup. Preferably a woman who loves oral since I love oral. (giving and recieving) I'm 21 years old, 4'11, 100 pounds wet;...
  • No Boring Guys Allowed... Letโ€™s Make This Exciting๐Ÿ˜‰ The one with the purple hair ๐Ÿ’œHey you… yeah, you ๐Ÿ˜. You better like your women confident, sexy, and  playful – and if you are, you might just be what I am looking for.  I am  fun, adventurous and surprise-packed – the kind of woman who can talk as much or as l...
  • 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 or couples. I appreci...
  • Mature Blonde Seeking a Confident Gentleman ๐Ÿ’Ž๐ŸŒน Hi! I'm Claire.. Local Windsor 45yr old mature woman, seeking confident male who know's how to have fun!!. I'm a very attractive blonde and I like men who are self-confident and have respect and a little bit of charm. Now I have reached an age in life where I would like to spend more time with nice ...
  • Hey ladies, I am Roger, 49 and looking for real love Man Seeking Woman for Dating in Windsor Hi, my name is Roger. I'm here seeking a woman for dating and friendship - hopefully a lot more! I am 49, a professional with no kids and no personal entanglements. I am local to this area and have lived here for 22 years. I would love to meet a kind a funny ...
  • Mature woman who likes to party seeks younger man in Windsor Mature Woman for Younger Man in Windsor I am a mature but sexy professional advertising executive who needs to find a good man to date. I want someone who likes music, long walks and romantic dinners. I also want someone who can stay up all night and party! Are you that guy? If you have the stamina...
  • Looking for Older Gentleman ๐Ÿญ Windsor Area Seeking Windsor Sugar Daddy Exclusive Arrangement I am 24 and looking for mature. I have a good sense of fun and a smooth, hot body. My long hair is chocolate brown and my skin is very soft! I want to meet a cool guy who likes to have fun. Send me a private message for my pics and contact...
  • Chivalry Isnโ€™t Deadโ€”But I Might Be After One Good Ride ๐Ÿ˜๐Ÿ‘ an looking for a hot woman to be my eye candy and trophy woman. Let me pamper you and take you out. I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very into oral and eating that kitty. I'm a damn good lover and know how to use my cock! I want us both to use each o...
  • Couple of Kinky Girls Looking for fun!! ๐Ÿ˜˜๐Ÿ”ฅWindsor Hey there, I'm Noelyn from Windsor and my husband and I are a sexy swinging couple looking to add some spice to our already steamy relationship. We love the thrill of meeting new people, exploring new fantasies, and indulging in all the pleasures that the swinging lifestyle has to offer. ๐Ÿ“ฉSwap Pi...
  • Super sexy busty woman looking for love and appreciation Super Sexy, Busty Woman in Windsor Hello. My name is Lyla. I am new to this area and looking forward to exploring more. Would like to date genuine, honorable and funny man. I love sexy and being sexy and being admired by a gentleman. View my profile pics BustyLylaX...
  • Sweet new girl in town Sweet and Kind in Windsor I am sweet and kind and I want to meet a kind hearted man. I am part Asian and I have long sensual hair and a good set of curves. Send me a message @NewGirlEve if you would like to meet. xoxo  Eve ๐Ÿ‘„...
  • Widower seeking affection in Windsor Windsor Widower Seeking Affection Hello ladies, my name is Jonathan and I am 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...
  • Latina Chica New in town New in Windsor age 28 Latina Chica just moved here. Wants to meet sexy chick for dating and fun. I've never done this before but new location, new me!! I would love some experienced woman to teach me how things work with lesbian and bisexual women. Don't worry, I am a fast learner and I already have...
  • ๐Ÿ’ช๐Ÿ† I'm All Tha Chocolate You Could Need ๐Ÿ’ช๐Ÿ† Hey I'm new to dating sites but I'm ready to give it a try and see who might message me. I'm wanting to get out and have some fun. Yes I'm black and yes I have a thick ๐Ÿ† but I'm so much more than that. Also I want you to know that I love all shapes and sizes of men, I just want someone I can conn...
  • Biker Looking for His Wild Child... Any biker chicks out there who love to ride? Are you more old school into rock, partying, having good times and traveling? If so, then take a look at my profile page and if you like what you see then I want to hear from you. A simple Hi could get this whole train a rollin'. If you live in or near th...
  • Curvy BBW With a Big Heart ๐Ÿ’•๐Ÿ”ฅ Hi! Well, I suppose an introduction is in order. My name is Brianna, and I am a lovely beautiful curvy girl that believes that the most beautiful qualities of a human being are confidence and kindness. I am a very affectionate, playful and loving person, and strive to make everyone feel as comfortab...
  • 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 ...
  • TS Temptress Ready to Ruin You (In the Best Way) ๐Ÿ˜ˆ๐Ÿ’ฆ Windsor  Hey lover ๐Ÿ˜˜ I’m a high-femme TS bombshell — curves for days, lips  made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet  but I transform into a woman who crawls to the bed naked while wearing only a mischievous  expression...