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 3rd, 2026
  • 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...
  • 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...
  • 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‘„...
  • Short but fast runner likes to meet fitness partner in Windsor Hello. I am Justin and I am a fitness freak. I'm not tall, a little shorter than average height, but I'm fit! I love all gym workouts and I pump iron almost every day. I have to work from home right now and my outlet is my home gym. I love a good run at least 3 times per week. I am 42 but look prett...
  • 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...
  • Ranch owner and lonely ol' guy Male Ranch Owner Seeking Woman in Windsor Ok, I ain't that old. Just turned 48. I am a ranch owner with 40 acres and am looking for a gal who is adventurous, outdoorsy, fit and healthy enough for horseback riding, hiking, biking and picnicking on the trails. Enjoy travel and new experiences? Me too...
  • I wanna be your friend and lover Mature black man in Windsor Howdy, my name is Samuel and I am a mature gentleman looking for a lady who is smart, funny and outgoing. I am 52, widower after 28 years, no kids. I am into riding my bike, the gym, and fishing on weekends. There is just one thing missing - maybe it's you! Do you like d...
  • FEELING H0RNY? I'm Your Dirty Little Secret ๐Ÿ˜ˆ CAM SEX BUDDY! ๐Ÿ‘๏ธโ€๐Ÿ—จ๏ธ๐Ÿ’ฆ I'm horny and bored ๐Ÿ˜ˆ so I set up my sex cam ๐Ÿ‘๏ธ‍๐Ÿ—จ๏ธ๐Ÿ’ฆ I specialize in kinky fetishes. Seriously, I like vanilla sex but I also like to taste all the flavors too! ๐Ÿ˜ˆ Join my cam (online now) and tell me your kinky secrets and deepest sexual desires and I'll share mine with you. T...
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  • 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...
  • Hey guys, I am looking for someone exciting and funny! Is that you? Cassie seeks charming and manly guy! I want someone sexy and fun. Clever and sweet seeking charming and manly guy. Please text me if you fit this description, or just hit me up me if you like my pics! Cassie89ooh I enjoy dining out, movies, hiking, travel, other cultures and sports. Did I mention ...
  • Mature Retail Manager looking for Serious Relationship Retail manager seeks serious relationship in Windsor My lifestyle doesn't make it easy for me to meet people. I have recently moved here from Montana and I would love to meet someone who is light-hearted, fun, carefree but also responsible and intelligent. My name is Mandi. I'm 41 years old and 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...
  • Local Librarian wants to let her hair down Woman seeking woman in Windsor Hey, I'm Josephine and I am a 32 year old librarian. Even though I am not a typical looking librarian I am pretty good at what I do and I love working around books as well as digital media. I am an avid reader and I would love to read you a bed time story. I must conf...
  • Tall, fit Butch... Butch for Femme in Windsor Not sure about how this is supposed to go, so here I am just saying I am looking for a date. I am romantic and thoughtful and I will bring you your favorite flowers and take you on picnics. I have a nice home, own my car and I have a good job. I don't need anything but yo...
  • 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...
  • 24 y/o Bartender Wants No Strings Fling Hi! I am Kimberly and I am 24! I have a loveless marriage. My job is fun and I love my customers. Some of them flirt but they are just my customers. I want to meet a sexy guy who will be kind and attentive and loving! You must be out there somewhere! Contact me me if you think you are a good fit.&n...
  • 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,...
  • Let's Play Cock, Paper, Scissors!... Gay Man Looking for Fun in Windsor Now that I got your attention. Hi I'm Graham, a gay man here in Windsor and I'm looking for a man who likes to play sexually charged games. I'm 28 years old, black hair, brown eyes, 6'0, well endowed, (8+inches) hispanic, single, love to party, no pets, ...
  • RATE MY PICS XXX Let's Swap Pics and Sext Online! Let's Swap X-Rated Pics Online I wanna play a game. Here it is: I really just wanna send you my dirty pics. I love it when men get off to me and all I want in return is a rate of my pics and how good your orgasm is. Wanna play Look me up: RateMyPicsX  It's free and I do reply to fre...
  • 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...
  • Naughty & Nice Rubs... She's Naughty and I'm Nice! Windsor Massage Girls Here in the Windsor area we have formed a team to please even the most demanding men of taste. We are Naughty and Nice or Carine and Inga. Sort of like the good cop/bad cop routine except we are here to make you feel good. We apperciate how life can wear on you guys and so we ...
  • BBW Lesbian in Windsor Sucker for love BBW Lesbian in Windsor Hey ladies, My name is Joanne and I suck at love! Ok, what I mean is, I love to suck. Definitely a 'boob' woman and if you got em I like em. Big, small or medium, it doesn't matter. I'm ready to spoil your body! Message me @JoanneBBWfem. Serious dates only please. Send y...
  • Single Female Wants to Explore Fetishes... I'm Dani, a sexually adventurous woman who is looking for a fetish playmate in Windsor who is able and willing to go with me on this kinky journey. In past non-kinky relationships I have always played a more dominant role (for some reason) however I have changed my mind and I am keen to switch to mo...
  • Spanish Speaking Handsome Guy Hola a mis chicos. Estoy buscando a un hombre que esté en forma y musculoso que le guste jugar y comer. Me encanta cocinar. ¿Quieres que te prepare la cena? ¡Lo haré! Golpéame. @ChicoGuapo32 Hello my guys. I am looking for a man who is fit and muscular who likes to...
  • Hey Swingers Get Some Sexxy Melt in Your Mouth Hot Chocolate!... Windsor Black Gurl 4 Threesome! This is Joanna right here in Windsor you want big ebony titties and thick thighs? Then you know you want some of this! Need a sexy man and a woman tonight to make me holla. Maybe a regular hookup if it feels right. Send me pics if you live here. No visitors or long d...
  • ๐Ÿ”ฅ Sexy MILF Next Door Ready for Late Night Hookups ๐Ÿ’„ | W4M Dating & Casual Fun Mature.  Curvy in the right places. I am a real MILF. I want to meet men who like experience. I like chemistry and simple fun. I do not want drama. If you want W4M dating, a casual fling, a mature woman, or a local MILF who is looking for some private fun, you found her๐Ÿ˜˜ I know what I want ...
  • Vivacious Redhead Bi-curious in Windsor... Hey ladies, I'm Bi-curious Lisa and new to this. I am excited and nervous at the same time. I want a hot encounter with another female to see what it's all about. Might have to take it slow at first, so please be patient with me. I am thinking a woman knows what a woman wants better than a man. I co...
  • 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...
  • 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...
  • 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!...
  • Good girls don't, but I DO! Tania Needs Hot Man in Windsor You can call me a good girl all you want... but that won't change my horny ways. I need more! I need to be touched, I need to be filled, I need to be spanked! Any men in Windsor who feel me on this? Let's get together and see about some NSA tonight and if it works out...
  • Sugar Magnet Looking for His Sugarbaby in Windsor... Hi, I'm Matthew a semi-retired Real estate developer recently divorced seeking my sugarbaby for sexy good times and companionship. I have a yacht, penthouse and nice cars, but still something BIG is missing... YOU! I admit, I'm not the best looking guy, but you could do worse. Do you like to travel?...
  • Windsor๐Ÿ’‹ TS Tina โ€“ Your Naughty Escape, Anytime, Anywhere ๐ŸŒŽ๐Ÿ”ฅ Hey sexy… Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world ๐Ÿ˜˜ I possess the right amount of softness while maintaining the perfect playful demeanor and I always welcome men who understand how to treat a genuine wild wom...
  • ๐ŸคŽ Ebony Ready to Meetup for Fun Tonight ๐ŸคŽ Windsor Username: @JazziVibes Dating Profile: Yes Pics Available: 15 Video Chat: Yes Messenger: Yes Message me directly if you’re serious ๐Ÿ’ฌ Hey baby… So I am Jazzi from Windsor , I’m a dark chocolate, curvy babe with a personality that is full of life. I need a man that can talk ...
  • ๐Ÿ–ค Inked Girl ๐Ÿ–ค I'll do anything for a Real Man Username: @RavenInk Dating Profile: Yes Pics Available: 16 Video Chat: Yes Messenger: Yes Message me..  if you’ve got the right energy ๐Ÿ’ฌ I'm Raven here in Windsor. Tattoos, attitude and a little bit of a soft spot for confident men that can handle a strong, sassy woman. Long nigh...
  • 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...
  • Ebony W4W - ๐ŸŒ™ Movie Night or Makeout Session? You Decide ๐Ÿ˜˜ ๐Ÿ“ Windsor Ebony Lesbian Seeks her Queen, or Princess ๐Ÿ‘ธ๐Ÿ˜‰ A soft playful cutie like me is looking for a girl to play with tonight. Netflix and  chill? More like kiss and thrill๐Ÿ‘„ .  I can meet up with you to watch a late night  movie, buy some extra snacks and maybe sneak som...
  • Fun and Sexy Girl in Windsor ๐Ÿ’œ Sweet as HONEY ๐Ÿฏ Bad as SIN ๐Ÿ˜ˆ๐Ÿ’‹ FuN gIrL just arrived here and needing to get out ๐Ÿฅ‚๐Ÿฅณ So I’m currently in a new city and looking to meet a nice guy to maybe hang out and see where the night goes. I LOVE to talk, have fun, drinks, etc. As long as you have a nice face, a beautiful smile and maybe a bit of a cheeky persona...
  • Low-Key TS Sugar Baby ๐ŸŒ™ Soft Vibes, Selective Energy in Windsor I’m a TS sugar baby who keeps things calm, classy, and intentional. Evenings without noise, talks that flow naturally - these mean something to me. Confidence shows in stillness, not noise. Soft in manner, sharp in choices. Comfortable standing out, never trying too hard. ๐Ÿ˜Œ๐Ÿ’„Let's Link Up...
  • ๐ŸŽฎ๐Ÿ“ธ Gamer / Streamer Girl Seeking Chill Vibes & Creative Fun ๐Ÿ’‹ Hey there ๐Ÿ˜˜ I am a gamer chick in Windsor who streams content while enjoying smoke sessions and late-night activities and good energy vibes ๐Ÿ”ฅ๐Ÿ’จ. My free time consists of watching movies and cuddling with others and developing fresh content concepts ๐ŸŽงโœจ. - MY GAMING PROFILE AND PIX -...
  • 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...
  • Seasoned, Sensual & Seriously Interested ๐ŸŒนโœจ 47, grounded, and beautifully comfortable in my skin. I am a lesbian woman who wants to meet lesbian women who wish to establish deep emotional bonds through purposeful conversations. I love to experience dinner laughter and living room dance sessions and meaningful kisses. Someone who shows confide...
  • I'm a woman that can't get enough at home. I get can't enough at home. Will you help me have an orgasm? I'll show what's like to get off. I do party's, are or some you know, tying the knot? No group is too big, I'm always wet for more, love to do a gang bang all night.  >>> CONTACT ME & MEET ME<<< More FREE Adult...
  • ๐Ÿ”ฅ Your Best Kept Secret in Windsor ๐Ÿ”ฅ 28year old male! The following scenario exists in my mind. Your eyes meet mine when you want to remain hidden yet my presence stays with you throughout the entire day. Your connection with me causes you to slow down during your morning walk while you encounter various joyful experiences. I want to p...
  • Swinging Suburban Housewives of Windsor๐Ÿ”ฅ๐Ÿ”ฅ Double Penetration And Double Creampies- Username: @GeraSwingersCouple- Location: Windsor, Ontario- Swingers Profile: Yes- Hotwife Pics: 11TEXT DIRECT FOR BOOKING INFORMATION- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials I want two men to cum in my pussy and Ass at one time. Ca...
  • TS Tina โ€“ Your Seductive Fantasy in Windsor ๐Ÿ”ฅ Your dream TS girl Tina has arrived to create a hot experience while she will help you discover your most intense sexual fantasies. I create a perfect combination of wild and warm sensations through my soft touch and my playful nature. I find men who understand how to handle a woman with confidence ...
  • Sexy and down for fun? Look no farther.................. Black hair hottie, from Windsor. In need of a date, come see me. I love to swing, and am always up for some fun. I'd love to hear from someone that's sexy and down for fun. Hit me up on my profile, I would like a real man to hit me up. >>> CONTACT ME & MEET ME<<< More FREE Ad...
  • Please don't tell my husband My husband can't know about this, his dick is not big enough. I need something bigger to fill me up. This needs to be a NSA date, I don't care if you're involved with someone, fuck you could bring her with you. I'm bi but don't tell .............  >>> CONTACT ME & MEET ME<<&...
  • ๐Ÿ’‹โœจ Two Bi Girls โ€ข Open-Minded & Curious in Windsor โœจ๐Ÿ’‹ Two bi girls who share our confidence and fun nature bring their love for positive vibes and playful attraction and amazing evening experiences to the table. Chemistry exists in every aspect of our lives because we find it through both confident men and attractive women who understand how to maintai...