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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  • September 19th, 2025
  • Sensual Dating Sensual Dating with Jen Wanting to date sensual caring man. I will do things the way you like. I like super open minded guys who show respect. Kink friendly!!!! Just pm or text please, no calls. My contact info is here SensualWindsorJen Open minded Kinks welcome Femdom  420 frien...
  • Fetish Swingers W an Appetite in Windsor - And YOU are on The Menu! Fetish Fantasy in Windsor Let us introduce ourselves, we are Gale and Ronan, swingers and fetishistas here in Windsor. We are def looking for a single guy or girl to join us in some adult fun. We are into threesomes, foursomes, kink, fetish, bondage and other assorted kinds of BDSM. The degree to ...
  • Sports loving Female : Rare, grab me while you can! Hello! I am Colleen and I love baseball, soccer, football and pool. Yes, I am for real! I even play on a local team! You want to try and beat me at my own game, ha ha! I like to have fun and spend my weekends playing pool or watching sports. If you are into that go ahead and message me! Sporty_Coll...
  • Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Windsor and I got a BIG love gun to whip and pound you with until you scream! I'm def top and alpha and don't take no shit! Imma make you suck me first just for foreplay then I'll throw you back for some hard insertion,...
  • Windsor Latina beauty wants love Buscando a un hombre que sepa lo que quiere La gente dice que estoy caliente. Buscando a un hombre que sepa lo que quiere y no tenga miedo de conseguirlo. Escríbeme @ belleza_latina...
  • Looking 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 dark hair with a blue streak straight down the back of my head, which I love! I am also a pretty good cook, so if we ...
  • 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...
  • Fit black dude looking for cream of the crop I am Steve, 34 in Windsor. I don't care what color, size or age you are as long as you are legal. No heavy drugs or heavy drinking. Some drinking and 420 is cool with me though. I am just looking for a stand up guy who is kind and thoughtful and likes sex. I am into fitness and riding. Hit me up @St...
  • 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...
  • 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...
  • Looking for the real thing Sexy Hookup in Windsor I am told I am very sexy, but that is for you to decide. I am short, great body, confident and intelligent and would like to meet a Windsor guy for fun conversation and anything else that happens. I'm an internet junkie, love texting and sexting! I have a lot of pics and vide...
  • I'm Top Bitch! Get a Taste of Femdom! I'm Mistress TopBitch here in Windsor, and I'm going to pound and drain your worthless asses of all self-respect, and you're going to fucking love every damn second of it! Strap-ons and pegging lesbians are my speciality. (among other things) If you are all filled with fear a...
  • Intoxicating-Stacked Blonde Beauty in Windsor... Hello men, I am Korina a single woman seeking a single sexy man for NSA relations in Windsor. About me: Russian born, 25 years old, 5'7, 130 pounds, 38D cups have been here for 10 years and have a small business. Do you live in Windsor? I try different places for finding attractive sexy men, but not...
  • Divorcee looking for exclusive arrangement with generous gentleman Divorcee Seeks Exclusive Arrangement with Sugar Daddy Hi, I'm a recent divorcee seeking an exclusive arrangement with a Windsor sugar daddy! I am am 26 years old, love sex and pleasing my partner. I am looking for someone open to all types of fun and adventure! I'm classy enough to take to a busine...
  • 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;...
  • INSTANT BANG BUDDIES - Free - Anonymous - Verified Pics INSTANT BANG BUDDIES! Get Your Freak On with Local Bang Buddies   Local Pics / Upload Your Pics SPECIAL: JOIN FREE FOR INSTANT ACCESS! Upload Your Hot Pics Browse Local Hotties Hookup with local bang buddies Signup Free Instant Access! How Many Bang Buddies Are Available In...
  • Oh, Cumsy Me! Windsor Petite Girl 4 NSA I'm Victoria here in Windsor and was just sitting here thinking naughty things about you and accidentally had an orgasm and squirted all over the place! Now I have to clean up so I can get dirty again. I'll be ready for you when you get here. Don't you worry about tha...
  • Hot Brunette Mature Woman Hot Brunette Woman in Windsor Hi, I'm Angel. I'm seeking hot man who knows his way around the female body. I enjoy dinner, dancing and fun and frolics in the bed. Send me a secure message! BrunetteAngel41XX...
  • Nervous and new to this! It's my first time posting an ad of this sort. Not even sure what you want to know. I can start with my name, which is Rose. I love to travel and have been all over the place! I have a wall in my home which is dedicated to all the postcards I have sent myself from all the places I have been to. Una...
  • We’re a couple (male female) looking for a male in Windsor... Try a Kinky Threesome With Us! Bill and Maria here looking for a man who would like to explore some kink and fetish here in the Windsor area. We are both bisexual and want to try out some new things with a man who is sexy, open minded, well groomed and around our age (21 - 32 or so) Of course this ...
  • HEY BOY - Tap into THIS Phat Booty! I ain't playin, I need a man to plunge into my juicy juice and give it to me hard! I got a phat booty and cannot lie cause we need a real man, and only a real man will do. I'm Natalie, 5'6, mixed race, 36D cup, 42 hips and a phat ass baby! If you live in Windsor and need a booty call like I do then ...
  • New to this place, Andrew, 36. Man Seeks Woman in Windsor Ok, what do guys say on these things? I want to meet a kind, friendly and fun lady to hang out with and have fun with, and maybe more. I am tall and somewhat muscular build with dark brown hair and brown eyes. I enjoy my work as a business analyst. Want to know more? I'll...
  • PeeWee's Looking for a BIG Adventure! Hi, I'm Herman, and me and my little friend are looking for some excitement in Windsor tonight. If you are up for an adventure we are too! We aren't too picky, just hope you like Tequila and dancing. Please be motherly and kind. Can you come out and play?. If so click here to come out and see u...
  • Quirky Fun Loving Lesbian Couple in Windsor... Lesbian Couple Seeks Equal Partner Hi out there in Windsor we are Tori and Joni a lesbian couple looking for a third to join us for some sexy fun and antics. This is a proposal for a long term relationship with an open minded couple who can't resist the idea of bringing in another woman for extra f...
  • Windsor Paramedic Seeks Playmate, Friend, Lover 32 yr old, female, I'm a Windsor paramedic looking for someone who can understand a wild lifestyle and sometimes erratic hours. I work hard and I play hard. I love passion and exploring new things sexual, if you know what I mean! Kink friendly is putting it mildly. If you are interested in meeting u...
  • Just Give Me a Man - Any Nationality Will Do! Mina Needs a Man in Windsor! I'm Willamina here in the Windsor area, but go by Mina with friends and family. If you are a fun loving, passionate, stable, sexy guy with morals then you have my attention! I find all types of men attractive, so I can't tell you what kind of man I am looking for exactl...
  • OKAY I Admit It! I'm Feeling a Little Frisky in Windsor Where's My Boy Toy in Windsor Ramona, 22 years old here in Windsor and in need of some male company. I have an itch that only you can scratch. Hmmm, what do I want cause you guys come in all kinds of flavors and sizes. It's like being a kid in a big candy store. I know, why don't you tell me what f...
  • I Need Booby Rubs! Hey all you boob fetish Windsor honey bears, I'm Barb looking for a man who knows how to handle extra large boobs. I need blissful massage leading up to more playful things like bondage, sucking, slapping, biting and torture to get my motor running. Get me wet and then hit it for me! Make me scream!...
  • September 18th, 2025
  • Jon Boy seeking Windsor Top Male to Pleasure πŸ‘…πŸ†πŸ’¦ Kink friendly bottom male Hey, thanks for checking my ad. I'm Jon Boy, looking for a hot gay man who's ready to play with me and let me explore all kinds of naughty fun as I pleasure you. Recently out gay male, age 21, seeking other gay, bisexual or bi-curious guys for some wild male-on-male action...
  • Naughty but nice girl next door Naughty Girl Next Door I want you! At least I want someone like you...I want love, and friendship and fun dates and mystery drives. Please don't be shy. Come and say hello! Send me a message @NaughtyGirlTrish69  I'm a naughty girl of many interests. Internet junkie, social mediaholic, pa...
  • Older woman seeking mature gentleman for long term relationship Older Woman Seeks Mature Man Seeking gentle fun, soft cuddles and long walks in the park. I am a romantic at heart and love a good laugh. Prefer relationship. Go ahead, don't be shy, message me or call @OlderSexySuzie. We can enjoy life together! ...
  • VirginAss88, Never Been With a Man... I like having fun. I'm very honest perosn, very brave and interilligent. Love it here in Windsor and all the possibilities it offers for a guy like me. don't like the idea of bar pickups and would rather ease into this thing. Must be descreet and honest. Message me here. VirginAss88...
  • Calling all Swingers and Boobsters in Windsor Cali Needs Threesome in Windsor Hi I'm Cali a single girl 24 years old with extra large boobs here in Windsor looking for the right kinky couple who will love'em. You might be boobsters if you know what motorboating is. You might be boobsters if you know more that 7 words for breasts. You might be ...
  • Hot chick looking for more than a good time I am told I am hot. That's up to you to decide, but I would definitely agree to some extent! I am fun (I think) and I love good food and a good time.  I love intimacy and good sex! 😈 I like to take pics and do sexy videos. Wanna swap your hottest pics for mine?  Text me at SherryS...
  • I will never ghost you! I’m Tommy age 37 and am sort of a home body. But, I still like going out for dinners, drinks, movies and having fun now and then. I live in Windsor and my hobbies are: writing music and poetry, spontaneous trips, and playing my piano. I work in tech, so in this crazy world, let’s be craz...
  • Spicy and Hot T-Girl from Colombia Latina T-Girl in Windsor Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...
  • Help! Single and Got That Tingle! Itchy in Windsor Hey there boys I'm Natalie here in Windsor looking for a handy man to take care of some of my feminine needs. Are you talented enough to scratch my itch? Must be skilled, but might take on the right apprentice who has potential. I'll have to keep you on call, because a girl never k...
  • Cutiecumber is looking for her fineapple Me, I'm 33 years old, independent, profession is banking, recently out and wanting to take things to the next level with the right sort of understanding girl. Not exactly looking for serious right away. I'm testing the waters here in Windsor so to speak. I don't date co-workers so meeting other lesb...
  • looknsee - BBW - Brings a Lot to the Table in Windsor... BBW For Hookup in Windsor Hola in Windsor, I am Emma sunshine mixed with hurricane, the type of woman that works and plays hard. I enjoy every second of my free-time. That usually entails being around the people I enjoy, playing with babies, dinner, and drinks, and lively conversation. That&rs...
  • Bored and lonely blonde barbie doll Bored Blonde Swap Pics and Numbers I am bored and lonely and I want to meet someone who is funny and kind and really clever. I am no dumb blonde so I will give you a run for your money. Come and meet me (BlondeBarbieDoll) on my personal profile page with pics and my contact info. Let's have s...
  • I'VE GOT A GLORY HOLE FETISH - CUM 'N GO! Windsor Glory Hole! Hi all you sexy guys in Windsor I'm Riley, and the other girl here is Harper a neighbor who likes to join in the glory hole fun sometimes. We have a club house that has a glory hole set up that's pretty nice actually. Our boyfriends like to watch, but you'll never see them. I we...
  • Windsor T-Girl is in a playful mood! Hi honey I'm Sasha a trans woman here in Windsor looking to heat things up a little. Searching for a man who isn't afraid to party and enjoy the good things in life. And the best things in life are free! I'm single and free baby. How about you? Are you ready to celebrate life with Sasha? Don't worry...
  • So Easy A Cave Man Could Do It! Must Have NSA In Windsor! Hi I'm Lynn (CaveGurl) here in the Windsor area looking for her sexy cave man. Simply click the blue link thing down below and take a look at my naughty profile pics and let your primitive instincts take over. No need to re-invent the wheel in your quest for fire. I ...
  • Southern belle new to Windsor out for a good time A truly southern belle, born and raised with all the charm and grace a lady should have. I love cooking, pleasing my man and music. I'm open to most anything fun. I am open minded, beautiful, and I have a lovely twang! Ya'll wanna meet me for some fun and good food? Please say yes! Contact me! @Sout...
  • What songs make you dance? Are you the Stayin Alive type? the Twerker type? Currently looking for a Windsor girl and I love a girl with rythm and groove who knows how to get down. I am not the shy type and some would say extroverted. I love a good time as much as anyone, but also enjoy chillin and bein with my boo. If this is...
  • Take Me to a Strip Club!.... Female for NSA in Windsor I'm Diana, and I want to go to a strip club with you here in Windsor. It's sort of a kinky fantasy I have going on right now. I have other dirty fantasies, but this is one of those I've never tried before. I'll even buy you a lap dance! I love to see a man get turned ...
  • 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...
  • Handsome, tall and tanned guy wants to meet shy woman Shy 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. I have many interests and like new experiences. I want to meet a mature woman for fun, laughter and more. Check out my profile f...
  • Still unpacking but looking for a date New Girl in Windsor Looking to Date My name is Charlene and I literally just moved here last week. I am 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!...
  • Small, smooth body big heart Smooth 19 years old in Windsor Hey guys, I am Jon and I am 19 years old, smooth, slight build but fit. I like to do karaoke, dance and travel. I love to explore the male body and enjoy sex anytime, anywhere! I'm a passionate and attentive bottom only plus I can cook a great meal! Check out my profi...