Windsor, Ontario Sex Ads and Adult Classifieds

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  • January 21st, 2025
  • Mark, 33 Love country music and driving my truckMark, 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 Dodge ram 1500 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 want...
  • Breast Obsessed Little Boob Boy...Breast Obsessed Little Boob Boy... Need Mezmerizing Mammaries in Windsor Controlled by Cleavage, nipples, areolas, breasts, boobies, tits, hypno, highly suggestible, kinks, fetishes all types. I'm Lenny a 5'9, about 160 pounds, 22 year old single male in Windsor here for magic milk bag fantasies. If you have boobies I'm interested! ...
  • Independent Woman in early 40Independent 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...
  • So Easy A Cave Man Could Do It!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 ...
  • Young Female in Windsor is Curious...Young Female in Windsor is Curious... Windsor Bi-curious Babe I'm Darlene, 26 living here in Windsor all my life and am finding myself bi-curious. I've always wondered what it must be like to be with a woman. I see women who are hot all the time and have certain sexual feelings for them, but I never acted on it. Except maybe a few time...
  • Caramel Complexion male seeking night of pleasureCaramel Complexion male seeking night of pleasure Hey guys! I'm a gay man, looking for someone to discreetly play with. Hookups are great but an ongoing FWB would be even better. I'm age 31, 6'2 and have a thick.. well, you'll find out ;) Let's swap pics first and then meet up in Windsor.  CaramelSurprise31...
  • Beautiful Krystale 25 Windsor visiting nowBeautiful Krystale 25 Windsor visiting now Beautiful 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 Age: 25 Location: Windsor Sex: Shemale Seeking: Man ...
  • WE CAN HOST OR COME OVER πŸ’₯WindsorπŸŒŸπŸ˜‰WE CAN HOST OR COME OVER πŸ’₯WindsorπŸŒŸπŸ˜‰ Sexy and Playful Windsor Swinger Ready to Explore Your Wildest Fantasies! 😘πŸ”₯ Hey there, I'm Shari from Windsor, and my husband and I are a fun-loving swinging couple looking to connect with like-minded individuals who share our passion for the swing lifestyle. We love the thrill of meeting ne...
  • New Body New MeNew Body New Me M2F post-op in Windsor Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head 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 me. Message me online Natasha...
  • Hot stuff hoping for her sugar daddyHot stuff hoping for her sugar daddy Hot Stuff for Sugar Daddy in Windsor Hello gentlemen, I'm Kayte. I’m sexy, flirtatious, sweet & fun loving with a very wild edge. I am 5'4" with silky black hair. I am your ultimate hot girl next door, but with a very down to earth vibe. Let me spoil and mesmerize you!  Exclusive su...
  • Hot Brunette Mature WomanHot 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...
  • Big Tits, Looking for Real Fun in WindsorBig Tits, Looking for Real Fun in Windsor Big Tits, Seeks Fun Guy in the Windsor Area I can entertain you and make you laugh! I have a bubbly personality, big tits that love to be touched and I like to show off. I just like to kick back and have fun. I am light hearted and fun, intelligent and also street smart. Would like to meet similar...
  • Hi Guys!! 32 y/o Trans looking for someone fun!Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Windsor for Man Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you will be pr...
  • New in Windsor. Lesbian Bondage Anyone?New in Windsor. Lesbian Bondage Anyone? My name is Michelle and I am ready to meet the girl of my dreams to explore the world of bondage and light BDSM in a safe and erotic setting. Send me a private message if you would like to swap pictures, chat and meet up. 5'5", 134lbs, light hair. Let's see where this leads us!! Username: Na...
  • James is My Name and F#cking Your Brains Out is My Game!James is My Name and F#cking Your Brains Out is My Game! Don't underestimate this Italian/Lebanese twink from Queens. Well endowed top boy (and bottom) will make you tap out and take you to the limit tonight or any other night! I got the endurance to back up my claim and a whole lot of tricks up my sleeve for the right guy. I prefer older bears, but if yo...
  • I Need a Body Rub Followed by a Naughty Rub!I Need a Body Rub Followed by a Naughty Rub! Hey gents I'm Lauren, 24, hard worker, large boobs, brown hair, blue eyes and 5'5, and I want a full body massage if you live in the Windsor area. About me: Sucker for a good long massage, a major turn on! About you: sensual stong hands, stamina, know the female anatomy and be a quick learner of toy...
  • πŸ™ŒπŸ€MY BF and I INVITE YOU INTO OUR BED πŸ›οΈ πŸ˜πŸ™ŒπŸ€MY BF and I INVITE YOU INTO OUR BED πŸ›οΈ 😍 Windsor Swinger Couple Looking for Some Flirty Fun! 😘πŸ”₯ Hey there, I'm SexySally from Windsor. My husband πŸ’ 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 lif...
  • Cerco signore americano di lingua italiana a WindsorCerco signore americano di lingua italiana a Windsor Bellezza italiana Cerco uomo di lingua italiana a Windsor Mi chiamo Erina e vengo da Roma. Se si può nder stand questo si prega di testo me così possiamo incontrare. Voglio un gentiluomo americano di lingua italiana per amore a lungo termine. Sono nuovo a questo, quindi per favore sii...
  • Country Boy Male for MaleCountry Boy Male for Male Country Boy Male for Male in Windsor I am a regular cowboy hat wearing, guitar playing dude who wants to meet a guy who is authentic and down to earth. I am into fishing and horse riding and I love baseball and beer. I'm a good ol' country boy who likes the company of a nice man. Come and say hi a...
  • SEPARATED MOM 🧸 Seeking NSA Hookups in WindsorSEPARATED MOM 🧸 Seeking NSA Hookups in Windsor Separated mom for sex hookup in the Windsor area This is my first time trying adult classifieds. I'm pretty shy at first but I open up quickly after getting to know someone. I have an active imagination and fantasy life. I'm a kinky, naughty girl 😈 looking for some hot fun to let off this sexual...
  • Intense, vibrant and dark haired beauty, WLTM handsome fun guyIntense, vibrant and dark haired beauty, WLTM handsome fun guy Intense Dark Haired Beauty in Windsor Hey, I'm Janey and I'm still looking. I'm kind of bored and need new friends and maybe some romance. I have dark hair, soft skin, sultry eyes and a great smile to make you happy. How about you? Why not call and let's see where things go? Message me now #J...
  • Local guy looking for country music fanLocal guy looking for country music fan This feels a little Brokeback, but I am a country music fan and I love to listen to all types of country music. Looking for a dude I can be comfortable with and who likes that music too. Call or text Jason. Username: @JasonMuzik9Location: Windsor, OntarioAge: 24Instagram: YesFacebook: YesText:...
  • looknsee - BBW - Brings a Lot to the Table in Windsor...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...
  • COLLEGE CUTIE AGE 23 - seeks Windsor sex hookup 😈COLLEGE CUTIE AGE 23 - seeks Windsor sex hookup 😈 Naughty Coed Candace 4 Down & Dirty Fun 😈 Hey, I'm Candace. I'm a college coed who loves to get down and dirty. While I'm taking a temporary break from my school studies, I'm all about exploring my sexuality and trying new things in the bedroom.  I'm always up for some fun. πŸ₯° Some of...
  • Single Female Wants to Explore Fetishes...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...
  • Butch tomboy looking for beautiful femmeButch tomboy looking for beautiful femme Butch Tomboy for Femme in Windsor My name is Toni and I am tall with short hair in a sort of spike and I work out regular. I love running and hiking and biking and photography. Dog lover, mom to 2 bulldogs, Smiley and Ranger. When I go out into nature I find myself at peace and I want a partner who...
  • I WANT TO CHEAT-ONLINE NOW 🟒I WANT TO CHEAT-ONLINE NOW 🟒 HEY BABE πŸ‘„ I'm here for a discreet and sexy affair I'm tired of my husband. He just doesn't make me happy anymore. I really want to get out and see what kind of sneaky fun I can have. Do youlike the idea of us getting out together and not telling anyone? I know I do, I'm wet ...
  • DONDON'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! Av...
  • Macho, Macho Man... 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'...
  • Windsor Grandma Loves Breast Play!Windsor Grandma Loves Breast Play! Hi ladies I'm Millie looking for a special woman in Windsor. I need a lesbian to take me to heaven and play with my huge titties (bigger than my head) all night long! I'm kind of kinky, so maybe some torture, bondage, slapping and of course massage for the girls. Of course we can't forget about kitt...
  • 2 ASAINSπŸ‘­πŸ’Žbj/gfe/rubs2 ASAINSπŸ‘­πŸ’Žbj/gfe/rubs Asian GirlsπŸ’Ž18+Nuru - Suck - Lick ❀️ My Profile - Learn more about me. Do you want to feel the soft touch and body of a hot and petite ASIAN girl?? How about two asian ladies, who know how to make you feel good in all the right places.. Let them rub, kiss and lick you. All ov...
  • Selena Trans girl cute looking for loveSelena 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 and send message for date....
  • Attractive 48 yr old seeking younger man in Windsor for fun and excitementAttractive 48 yr old seeking younger man in Windsor for fun and excitement Older Woman (age 48) for Younger Man in Windsor Area Thanks for looking at my ad. I am willing to travel for the right guy but I prefer within 25-50 miles of the Windsor area. I am blonde (Yes, natural!) and I am cute, with a small frame and long legs. I love music and dancing and sex! Hit me up wi...
  • Sexy young lesbo wanting to date sameSexy young lesbo wanting to date same Hi I'm Melodie! I am 19 and have been out to my family for 3 years. They are so cool and don't care as long as I am happy. My mom suggested I put an ad out online so here goes! I am into clubbing but also like peace and quiet. I work in a Dentist office but get Friday, Saturday afternoon and Sunday...
  • Intoxicating-Stacked Blonde Beauty in Windsor...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...
  • Cute and Angelic European Lady seeking class and handsomenessCute and Angelic European Lady seeking class and handsomeness I am Amelia and I am European. I am financially independent and looking for a gentleman who is like-minded, equally solvent and has exceptional taste in food, wine and a very good time. Contact me! AngelicLace...
  • I just want to enjoy life and practice safe sexI 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...
  • Latina from Pasadena New in townLatina from Pasadena New in town New in Windsor. 5' 5", age 28 Latina Chica just moved here from Pasadena. Wants to meet sexy chick for dating and fun. Text or PM me @SofiaChica28...
  • Quirky Fun Loving Lesbian Couple in Windsor...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...
  • Mature Mom likes oral funMature Mom likes oral fun 43 year old mom for fun hookups in Windsor area I am 43 year old mom who loves a bit of tongue, I also like fun and laughter. Hit me up for sexy chat and maybe a date! Look me up: HotMomforSexyM My personal contact. No STDs Send your pics No strings Local area only ...
  • Calling all Swingers and Boobsters in WindsorCalling 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 ...
  • Hello! My name is Alexis in WindsorHello! 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...
  • Want to touch my amazing...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...
  • Attractive, Dark haired and Slender - Brunette28XWindsorAttractive, Dark haired and Slender - Brunette28XWindsor I am tall, slender with dark hair and deep brown eyes. My interests include running, hiking, biking and horse riding. I am an account manager and I have just moved here. I am looking for local friends with a view to dating and possibly more. Send your photo for mine. Hit me up for a date and send m...
  • Lonely black girl from WindsorLonely 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...
  • British T-girl Seeking Classy Gentleman in Windsor...British T-girl Seeking Classy Gentleman in Windsor... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Windsor and am financially independent and looking for a gentleman who is like-minded, equally solvent and has except...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Windsor AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you! Private Message ...
  • Daniel 28, Plumber, recently new to areaDaniel 28, Plumber, recently new to area UK Man New to the Windsor Area For Dating I am from the UK and I am 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. If you would like to say hello send me a message @PipeManLee....
  • Italian hot woman looking for loveItalian 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...
  • Twisted Sister - Loves to Ride.... and be Ridden!Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Windsor boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I'm sex...