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!

Home / Dating

Show Ads In: Barrie | Brantford | Belleville | Chatham | Cornwall | Guelph | Hamilton | Kingston | Kitchener | London, Ont. | Niagara | Ottawa | Owen Sound | Peterborough | Sarnia | Sault Ste Marie | Sudbury | Thunder Bay | Windsor | Toronto

  • October 2nd, 2026
  • 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 ...
  • 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...
  • 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...
  • 22F - Windsor 😈loves to get fucked πŸ’‹Tight Wet PussyπŸ§‘πŸ’›πŸ’šπŸ’™ Hey there, I'm Yevette from Windsor. I'm a playful and adventurous woman who loves to explore all kinds of fantasies in the bedroom. When it comes to sex, I enjoy trying out different positions like doggy style and reverse cowgirl. I also have a kinky side and love experimenting with light bondage a...
  • Oil Me Up and Rub Me Down Baby! Desperate - Need Massage in Windsor! Cindy here in the Windsor area waiting anxiously for your next shippment of oil to arrive so I can come over for a body rub. Hope you ordered enough to get us through the night! Well, that's ok cause I ordered some of my own for insurance. lol I have a few probl...
  • 🧁 🍰 Thick BBW: Naughty, & Ready to Please 🍭 🍬 Let’s Make This Fun! Heya babe do you seek the embrace of a bbw goddess in Windsor? Look no further! With my irresistible curves and insatiable appetite for pleasure, I'll fulfill your deepest desires. Picture running your hands along my soft, chubby frame, reveling in the warmth and sensuality. Let's escape reality tog...
  • Beautiful Krystale 25 Windsor visiting now Beautiful Preop Shemale Visiting Windsor Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me @Krystale25shemale.  Krystale25shemale Username: @Krystale25shemale Age: 25 Location: Windsor, Ontario Sex: MtF Trans Seeking: Man ...
  • πŸ³οΈβ€πŸŒˆMale for Male – Let’s Skip the Small Talk & Get to the Moaning πŸ˜ˆπŸ›οΈ  We should avoid pretending about our friendship intentions because I am looking for something more. As a  30-year-old man with a fit body I understand my desires which include a dominant confident partner who takes  control without hesitation. View My Sexy Gay Profile - We will hav...
  • 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...
  • Lookin' for a Playmate? Let's Make a Playdate!... Sexy Windsor Hottie For NSA Busy student wants a hot and sexy man (preferably a little older and mature) to spend some quality time with in Windsor. I'm a 22 year old white female college student studying hospitality management and love to get out and find a release once in a while with more mature...
  • ShopinRound38 outgoing, funny, and independent (Please only message me if you live within 50 miles of the Windsor area) . I am winding my career down and am wanting to traveling more and work less. Looking for someone to share intimacy and good times with. It’s getting harder and harder to find someone the old fashion way, so thought ...
  • Here For The Hot Windsor Girls, No Games, Just Fun! Windsor Lesbian for FWB I'm Kelsey a tatted lesbian female 33 years old, living in Windsor seeking a woman for some FWB fun and no games. They say I have a bit of a hard edge on me, but I am kind until I'm not. Just like anyone I don't like to be pushed and abused, so what more can I say about that...
  • Here to be your sexy little slut.... Slut in Windsor Wants NSA Hey you sexy men in Windsor I'm Jill and I just can't help it when I see a hot guy. I fall in love (or lust) and want him to kiss me, touch me, and squeeze me and be in me. There are lots hot guys around here and I know I can't have em all, so here I am to get at leas...
  • 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...
  • 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...
  • 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 ...
  • Join Me for an Episode of The Hung and The Restless! Endowed Windsor Gay Man Seeks Hookup I'm a gay man living in the Windsor area with 10+ thick inches of uncut restless pleasure. I'm Matt 28 years old, 6'0, 200 pounds, muscular, black hair, brown eyes and take care of myself. I'm top, but can be versatile depending on you. You will find me warm and...
  • Carmel skinned beauty waiting for you in Windsor Woman seeking woman in Windsor I am Brandi and I am busty and attractive. I am carmel colored from a mixed background and I am looking for the woman of my dreams. I am passionate and love sex. I'm seeking a fun-loving woman in the area who wants to enjoy the fun things in life. If you meet that de...
  • Maybe YOU could be teacher's pet?! Windsor Lesbian Seeking Life Companion Hi, I'm Jen, mixed race lesbian female 34-years-old, 5'7, 150 pounds, working in the Windsor School District and am looking for something more stable and long term. I love kids, (have 2 of my own three days a week) I teach 5th grade english and social stu...
  • New Body New Me M2F in Windsor Hi, I'm Natasha, newly transitioned, exploring this beautiful new chapter in my life, and ready to date. Gorgeous non-op with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion with...
  • Handsome Butch looking for Fem Beauty Butch Lesbian for Fem Beauty in Windsor My name is Mikayla but my buddies call me Mikey. I am 28, soft butch woman, working full time and love to ride my motorcycle. I am interested in meeting a beautiful soul who likes to feel the cool breeze in her hair from the seat of a motorcycle heading down ...
  • Puss N Boots Sexy Puss N Boots Fetish Hi I'm Linda (PussNBoots) here in Windsor looking for a man who has a boot fetish like me. Boots are a symbol of power and that's why serious bikers and Armies wear them. If you love a woman in boots then maybe we should see about a FWB situation. I want you to take me boot...
  • 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...
  • 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...
  • Sexy business owner wants to date sexy man Business owner for dating in Windsor I am 43 and own a successful business. I am fully independent. I am looking for a sexy gentleman to date. He must be sexy, intelligent and solvent. Please private message me with a picture if you are interested in taking this further. xoxo, Kim43fem...
  • 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!...
  • Shy femme needs love from butch woman in Windsor Femme for Butch in Windsor Hello. I am Jemma and I am 24 and very shy. I work Tuesday through Saturday and so my weekends might not be the same as yours. I hope you can accommodate me. I would like to meet a butch lady who looks so handsome, has short hair and long fingers. Please send me a messag...
  • 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...
  • 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, plz. Not all the time, but you need a good sense of humor. Life is too fun to be serious all the time. Message me ...
  • 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...
  • Fitness Freak has sporty body Hi, this is Teri! I love to work out. I run, I lift weights and I am fit. I am medium height and weight, toned and tan. I have brown eyes and blonde hair. I want a woman who is her own person and financially responsible. If you are a fun type who loves an athletic female partner, take a look at my o...
  • Petite TS Doll Looking for a Fun Sugar Daddy πŸ¬πŸ’‹ Hi babe... I'm a tiny trans girl, very sexy and feminine. I love to have fun and I'm a very loving girl, I have a lovely sweet smile. I love to be worshiped and pampered by a dominant confident man, who always takes care of his girl, and knows how to please her. HMU HERE BABE!! I am pretty affectio...
  • Jaw Dropping Hot Lesbian Hot Lesbian Seeking a Female Lover in Windsor Did that get your attention? I hope so because I am looking for my perfect female partner. Someone fun attractive and intelligent. She should be easy to talk to, fun loving, laid back and attentive to her partner, just as I am. I'm looking forward to ha...
  • BIG n CUTE BBW for Male in Windsor πŸ‘πŸ”₯ Brianna BBW for Windsor Male Cute, flirty and playful BBW seeking a nice man in the Windsor area. πŸ‘ I'm curvy in all the right places. I like to dress nice and I'm classy in public. But I love getting down and dirty in the bedroom! I'm a hot, naughty girl who wants it all. I love exploring sexua...
  • October 1st, 2026
  • Black beauty with a big round booty!... Hot Chocolate in Windsor Hey all my sexy Windsor boos! Sheena here and Imma give you the juicy juice and work it and twerk it tonight! Just give me a holla and lets see what's good baby. Come over and bring your little friend for me to ride all night. I got big ol tiddies and want me some NSA hooku...
  • Dinner, Drinks… and You in the Driver’s Seat? πŸ·πŸ’‹πŸ‘ Windsor Hey there, lovely ladies of Windsor! My name is Baily and I'm on the lookout for that special someone to light up my world. πŸ’«Swap pics & contact info I may not be a prince charming, but I can promise you plenty of laughs, good times, and maybe even a little bit of romance along the way. ...
  • DON'T MASTURBATE ALONE! Let Me Get You Off! LET'S GO CAM-TO-CAM! Don't Masturbate Alone... Get Off With Me! Want to chat live cam to cam before you hook up? Talk about anything. Share your wildest fantasy! Ask me anything. Me and my girlfriends are home alone and we enjoy getting naughty on cam. Join My Cam Free! Avai...
  • Need Insane Orgasms! I got a big sensitive love button if you know what I mean. Hi Shaylah here in Windsor with a problem and the only cure to that problem is having multiple insane and intense orgasms. I'm a screamer and a squirter so be warned. The intense multiple orgasms help me to keep calm during the day. Otherwis...
  • Italian hot woman looking for love Adriana Hot Italian Woman i guys!  my name is Adriana and I am from originally from Italy. I moved here recently and want to meet a nice friendly, fun guy. I own my own private cozy place. I am friendly and a fun girl. Message me. See you soon! ~ Adriana in Windsor...
  • 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 ...
  • 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...
  • Confident Domme Seeking a Submissive Woman πŸ–€β›“οΈ Some relationships are all about chemistry. Some are about trust, control and the subtle thrill of giving up control to someone else. I’m a confident lesbian Domme and I adore the dynamic of being the dominant partner to a sweet and lovely female sub who enjoys being guided, disciplined, spank...
  • 🌟 Handsome JOHN Seeking a Spark 🌟 LET'S PLAY SOME Hello there, lovely ladies of Windsor! My name is Johann and I am on the lookout for that special someone who can ignite a fire in my heart. πŸ’–Swap pics & contact info I have a passion for exploring the great outdoors, whether it's hiking through the mountains or relaxing by the lake. οΏ½...
  • Beauty Queen from India looking for love 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 Manju in Windsor so we can get together. I look forward to meeting you!...
  • Needed: Single Men and Women For Sexy Swinger Couples in Windsor!... Meet Local Swingers and Get Naughty! Thanks to you Windsor swingers can spice things up by having a sexy woman, a hot man or even an amazing couple join them in the bedroom for adult fun. Instant Access - Biggest  Selection - Widest Variety Meet and hookup for the best sex ever! ...
  • 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...
  • MASSAGE/BJ/NURU - VERIFIEDβœ… I'm JENNY LOVE ❀️, an exotic & rare bombshell that is the perfect mixture of sweet and sassy. I have stunning long legs, soft glowing skin & seductively mesmerizing eyes. You will love my petite body and nice smooth skin. Let me Massage you and make you cum! πŸ‘‰If yo...
  • SUGAR DADDY πŸ­πŸ‘¨β€πŸ¦° πŸ’¦Looking 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 πŸ€‘ 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...
  • Genuine, yoga loving woman looking for physically fit man Busty Vixen in Windsor Area Busty vixen with a love for yoga and running. I am active and stay in good shape.  Serious guys only please. Text now @BustyVixenCarole Let's go out on the town, have some drinks, have dinner, whatever you like. I can have fun doing most anything. I like havin...
  • πŸ”₯πŸ”₯πŸ”₯ WANT TO JOIN US IN SOME SWINGING SEX??? πŸ”₯πŸ”₯πŸ”₯ Hey there, I'm Heidi from the beautiful Windsor. My husband and I are a fun-loving swinging couple who love exploring our fantasies with like-minded individuals. Swap Pics & Contact Info There's something so exhilarating about the swing lifestyle - the thrill of meeting new people, the exci...