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 4th, 2025
  • 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...
  • 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...
  • Bi-curious and Want to Try it Out... Hi, I'm Gary, 42 years old, divorced, curious but cautious, well endowed, (I'm told) medium build, 5'10, 180 pounds, ex Navy and need to keep this discreet for now. If you live in Windsor, are patient and know the in's and out's so to speak then I'd like to hear from you.  I don't know why I'v...
  • Amazing kisser looking for lips to practice on Lipstick Lesbian Loves Kissing Do you love kissing? I do! I love it!! It is such a turn on! My favorite parts to kiss are my neck and my face and my lips and my whole body! I am Kimberley, 22 and a part time waitress. I'm eager to meet you!! Send me a private message to @LipstickLesbianKim User...
  • Selena, mujer latina solitaria en Windsor Selena, mujer latina solitaria Hola, mi nombre es Selena y vivo en el centro. Me gusta pasar el rato y relajarme y quiero conocer a un tipo genial con el que jugar. Golpéame (SelenaSexyDivertido29)...
  • Hung Black Male Windsor for male action Wants hot male for male sex in Windsor. All races welcome. Want some hot male-on-male action? Well, look no further because DeAndre is here to satisfy all your dirty desires. Private message me @DeAndreXXX24. I love hot dates with hot guys, any race. Pretty much top because I prefer being in charge...
  • 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....
  • I'm a Steamroller Baby! Hi ladies, James here nice to meet you! Let's hop on my bike, put our knees to the breeze and do whatever the hell we please! I'm good with my hands, still a bit of an outlaw at heart, 35 years old, lived here most of my life, blonde hair, blue eyes, 6'1, around 220 pounds, muscular, love women, hug...
  • Shy 41 yr old guy Shy But Romantic in Windsor Hey ladies, I am Bryan, 41 and I am a little shy when it comes to meeting women. I am romantic and thoughtful and looking for a kind hearted woman. They tell me I'm handsome. I'll let you be the judge of that. what I do know is that I like to have fun and I'd love to mee...
  • Independent Woman in early 40's seeking independent guy Independent Woman 40's for Man in Windsor I am in my early 40's and I am looking for a cheeky, intelligent man who can make me laugh. He should be in reasonably good physical condition and have a job. Contact me @LizzieBethK if you think you fit this description and we can arrange a date. Wind...
  • 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...
  • 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 ...
  • Hey Ya'll Its a 3-Way Booty Call! Try an Ebony Threesome With Me! Vera here in Windsor looking for a few good swingers! Or, at least one good couple. LOL  If you like hot chocolate and a big booty here I am. I got some hefty hooters too that will make your mouth water and hypnotize you so I can take advantage of you. Hit it an...
  • Henry your Puerto Rican Stud for Local Man Puerto Rican male for male in Windsor I am Henry, from Puerto Rico and I am living local and wish to meet you. I am friendly, sexy with a big dick that is sure to please. I'm easy going and like to have fun. I'm very much sexually adventurous so I can please you much. Check my profile @RicoHen...
  • Bosnian Beauty wants a date I am new here in town and I would like to meet a cute man to go to dinner with. If you are interested please send a message to me. @BosnianBarbie Bosanska ljepotica ลพeli spoj Ja sam nov u gradu i ลพeleo bih da upoznam slatkog muškarca sa kojim ฤ‡u da idem na veฤeru. Ako ste zain...
  • My Husband and I are Into Cuckhold and Need a Bull in Windsor... We are professionals here in Windsor and are looking for a man who can rise to the occasion and fill me up while hubby watches from another adjoining room. We are easy-going and discreet and need you to be also. We should necessarily meet first to discuss some things and get to know each other first...
  • European Lady seeks sensual gentleman European Lady in Windsor My name is Karena and would like to meet a kind gentleman for dinner and dating. I am mature and I originate from Europe and moved here recently. Serious callers only and I am willing to please you.  Check my website pics and contact info KarenaXX86...
  • Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Windsor who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all in it's...
  • 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. ...
  • I've Been Naughty and Need a Spanking!... If you are a sexy disciplinarian man in the Windsor area and have a strong hand I NEED a spanking to get my juices flowing. (oops! I meant to say to pay for the bad things I've done!)  I'm an Italian/French girl 22 years old w medium build, and an appetite for punishment and erotic NSA encounte...
  • New to the Windsor area and lonesome! I am new here in this town and I would like to meet handsome gentleman to go to dinner and on date with. You are interested in me please send message to me. @RagazzaSexyX Sono nuovo qui a Windsor Sono nuovo qui in questa città e mi piacerebbe incontrare un bel gentiluomo per andar...
  • DIVORCED๐Ÿ‘ฉMOM/MILF Hey Love I am an older cute girl Horny for sex ,& I love to kiss and suck your dick. Bareback, Anal, Greek, GFe ,bbjs, kiss I love getting my pussy licked while I suck cock. I can host, but, willing to travel. ๐Ÿ˜˜ I have nasty videos for sell๐Ÿ’‹ I'm 42 Years ๐Ÿ…ณ๐Ÿ…ธ๐Ÿ†…๏ฟฝ...
  • Wife Swap in Windsor Anyone? Swingers Seek Sexy Swap in Windsor Hi we are Dave and Lisette here in Windsor. Admittedly we are pretty new to the swinger lifestyle and don't want to cross any boundaries, but we would really like to find a couple around our age to swap partners with. You don't have to be married like us, just in ...
  • 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 ...
  • Macho, Macho Man... Are you one of the Village People? I'm a 40 year old macho man looking for bottom man in Windsor. Be ready to be rode hard and deep. I'm 6'2, muscular, hairy, blue eyes, black hair, full 8in, and full of fire. I'm gonna make you tap out boy! I'll pick you up on my Harley and take you for a ride you'...
  • Secret Lovers ...๐Ÿ’โค๏ธ๐Ÿ˜˜ Shhh Don't tell my husband My Husband doesn't like to get wild like I do. I want to have super sexy fun!! ๐Ÿคฉ๐Ÿคฉ Discreet Messages - Private Message ๐Ÿ’Œ I want to do all the things I'm missing out on with you.. I need to have fun and I need to feel a real man again. Want us to make porn together, meet women ...
  • CRYPTO GIRL WILL FUCK YOU TO THE MOON! ๐Ÿค‘๐Ÿ’ฆ Crypto Girl for Crypto Guy in the Windsor Area Hello crypto lover! ๐Ÿค‘ I am Jeanette. I'm good at sex and very creative. I'm into trying different positions and locations. Love exploring kinks of all types. Nothing is off limits! Some of my fav kinky stuff is BDSM, strap-ons, anal sex, role play, ...
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  • ๐Ÿ’ฏREAL๐Ÿ’ฏHANDSOME๐Ÿ’ฏMANLY 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 partyingโœจ and having group sex. Do you like to take it or give it? I will give you something to suck on alri...
  • TS Sugar Baby๐Ÿ’Ž Your Perfect Trans Fantasy โ€“ Letโ€™s Make It a Reality ๐Ÿ’‹  ๐Ÿ“ Location: Windsor ๐Ÿ’– 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...
  • Tall & Peggable ๐Ÿ˜ˆ๐Ÿ’‹ Looking for My Boss Babe Hi I am a Single 32 years old straight white male.I'm in Windsor and I would love to meet and amazing woman who wants to feel a real man! ๐Ÿ˜‰ I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very oral i love to give as much as receive. I love to make her cum all ov...
  • Nice Guy? Yep. Push-Over? Only When Youโ€™re Behind Me ๐Ÿ˜‰๐Ÿ’ฆ 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. ๐Ÿ’– 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...
  • 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...
  • ๐Ÿ†๐Ÿ’ฆ Canada Shemale I Need to Date a Sexy Man๐Ÿ†๐Ÿ’ฆ Canada Shemale ReadyNeeding sex here in Canada Canada ๐Ÿ“ฒ  Transsexual Dating App  I'm new to Canada from America, but I need a sexy man to date and have some sexy fun..  I'm a transsexual or sometimes reffered to as a Shemale and I have a nice big cock for you.. Would you like to ...
  • 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...
  • 29, Swimmers Build, Looking To Fuck Tonight - Host or Travel Title says it all, looking to host or travel. Looking to fuck all night. I am hung with a 9 inch uncut dick. Verse, but more of a top. But if you have a nice cock, I'd be riding you in a heart beat. More into the vibe of the guy than worried about age or looks. Hit me up and see if we are a match. ...
  • Verse Hung Blond For Some Nasty Fun Tonight Long blond hair, smooth, about 9 inches cut. Vers guy looking for some fun in Windsor tonight. Very oral, love to deepthroat. LOVES to eat a hot ass! If you are looking for some vanilla sex hit me up. I can host or travel within about 25 miles from me. Hit me up and see if we are a match. Would love...
  • Lonely black girl from Windsor Lonely black girl from Dallas. Looking for a guy to show me a great night. I need a dick, that's it, size does not matter. Please link to my profile, I'll be the best ass you will ever have.......  >>> CONTACT ME & MEET ME<<< More FREE Adult Classifieds SitesJoin them al...
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  • College Guy Looking For A Fuck Buddy In Windsor Are you near Windsor? I am looking for a fuck buddy to fuck around with from time to time. It would be great if you had a place, or we can do car stuff. I am 20, fit, 165 lbs and 5ft 8. Prefer men under 45, but men can be hot at any age. Love uncut guys, but it's not required. Send me a message and ...
  • In need of a man, if you're for real check me out. Black hair hottie, from {CITY). If you need a date, please come see me. I love to swing and am always up for some fun. Hit me up on my profile, I would like a real man to hit me up.  >>> CONTACT ME & MEET ME<<< More FREE Adult Classifieds SitesJoin them all in 30 seconds...
  • Super Sexy Good Girl Needs Another Cock To Suck, Are You Man Enough?? ๐Ÿ˜˜๐Ÿฅต I'm Just A Good Girl Who Needs A Spanking Sometimes - Username: @BreadNButtaBB- Location: Omaha, Nebraska- Swingers Profile: Yes - Hotwife Pics: 32TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Farris: Hot blonde, skinny physique. I really love having on...
  • Bored Housewives In Windsor Want Your Cum! ๐Ÿ†๐Ÿ’ฆ๐Ÿ‘… Bored and Lonely Housewives Looking For People To Do - Username: @Lking4Swingrs- Location: Windsor- Swingers Profile: Yes- Hotwife Pics: 45TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Got married early - Husbands are wealthy and gone often, leaving my best ...
  • Frisky Bottom Daddy Looking To Be Plowed Looking to have my ass streached by a guy that knows how to destroy a hole. Prefer men that are aggressive and wants to take his aggrevation out on my ass. Trying to be your sex slave for the night. 5ft 9, 150lbs, 35yo. Pics posted. Hit me up. FREE Gay Sex Finder Service! We get you LAID, gaurunte...
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  • GangBang Island - Only It's Your Ottoman and I'm On My Knees Begging For Cum ๐Ÿ˜˜๐Ÿ”ฅ๐Ÿ”ฅ๐Ÿ”ฅ๐Ÿ”ฅ Let's Make Each Other Cum Over And Over And Over... - Username: @AsiaMay8364- Location: Windsor- Swingers Profile: Yes- Hotwife Pics: 29TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials I wanna be your sex slave and bf will stand to the side and watch the games....
  • Deep Throating Is The Game - Wanna Play? ๐Ÿ†๐Ÿ‘… Raw, Uncut and Everything I Want in An Orgy - Username: @SuckkinOnThemDicks- Location: Windsor- Swingers Profile: Yes- Hotwife Pics: 27TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Everytime we post an ad like this we end up completely swamped with messages ...
  • Hot slut wife in need....... FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Windsor who are "down to fuck" right now. 3. You contact these horny women and get laid to...
  • Fuck Me Like Your Bitch Won't Let You. (Ass Up/ Face Down/ Anon) I'm not looking for small talk. I'll be ass up, face down, and ready for you to fuck my brains out. Looking for someone that knows how to destroy an asshole. 100% anonymous, I don't care to see your face. All I want is a deep hard fucking until you blow your load all over my guts. The deeper and har...
  • A Hot Fucking Game Of Four-Some Roulette. What Kink Will We Choose? HotWife? GangBang? WifeSwap? - Username: @JNDSwingingCouple- Location: Miami, Florida- Ages: 23 & 26- Swingers Profile: Yes- Hotwife Pics: 57TEXT DIRECT FOR BOOKING INFORMATION- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials We are Julia and Derik - I'm a Hotwife and He likes to watch and join in at the ...