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 21st, 2026
  • Ebony TS Playmate for Men Who Know What They Want πŸ–€πŸ†  If you are the type of person who does not want to waste time with games or small  talk… we are already off to a good start 😘 I am a sexy, curvy TS  babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like  a dream and be read...
  • BANNED ON FACEBOOK... Wanna see the pics that got me kicked out? BANNED ON FACEBOOK. WANNA SEE MY PICS? Hey there. I'm Kimberly, my profile is in Facebook jail for posting my hot pictures.  WTF?! So here I am. Want to see the pics that got me kicked out? Look me up: KimberlyX69 My pics and videos are free. No need to pay for anything. Just ...
  • Submissive and Need a Dominant Sir in Windsor Our Little Kinky Secret in Windsor Allow me to introduce myself, I am Chelsea here in Windsor looking for a Master to give me what a real woman needs. I am into domination, humiliation, bondage, roleplay, gags, whips, toys and am still exploring my fetishes. I'm a professional woman working in the ...
  • Mature 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 ...
  • πŸ†πŸ‘…always ready for fun!! Hey sweetheart,πŸ₯° Just text & call me πŸ‘» Hello dear βœ… I am availableI am an independent ,sexy girl βœ… I am always ready to play πŸ’‹πŸš˜ I can host or go to your place/home/hotel/casino/anywhere.πŸ’• Message me here or text me ...
  • 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...
  • πŸ’‹πŸ”₯ Double Trouble With Ava & Skye What the poster wants you to know: Take a break from the stress of everyday life… and step into something a little more exciting, playful, and unforgettable with us 😘✨ 😍😍 Sexy curvy BRUNETTE and her flirty BLONDE bestie πŸ’‹ fun, open-minded, and always bringing good vibes and pl...
  • 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...
  • 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...
  • I’m a Sexy and Naughty T-Girl Here in Windsor. Windsor T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Windsor area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your  worries and st...
  • 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,...
  • SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS! Shemale Profiles Black Shemales | Asian Shemales | Crossdressing Friends...
  • 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...
  • SWINGERS SEX NETWORK Locals Join Free! LOCAL SWINGERS FORUM Swingers, Swaps, Threesomes, Groups & Sex Clubs! Local Swingers | Pic Exchange | Sext with Members  1. Signup Free for instant access2. Chat up hot locals & swap pics 3. Arrange local swing hookups!   KenNKat:&...
  • Anything Goes Kinky Swinger Couple in Windsor Wants to Meet You!... Windsor Swingers 4 Kinky Play Hi kink fans in the Windsor area we are Josh and Eileen (in our early 30's)  looking for men, women or couples interested in exploring the world of BDSM with us. We have our own fetishes, and would especially love to hear about any of yours that you may have. Not...
  • Redwingz Looking for Princess Charming Windsor Lesbian For Fun Hi I'm Lucy (Redwingz) here in Windsor looking for a sexy partner who isn't scared to have a little fun. I like the outdoors, walks in the park, the beach, camping, fishing, DIY projects, motorcycle rides and lots of affection. Open to trying new things. To get hold of me re...
  • 🍻πŸ”₯ Wild Nights With Mason What the poster wants you to know: Take a break from the stress of everyday life… and come enjoy fun, flirtation, laughter, and unforgettable chemistry with a confident guy who knows how to enjoy the moment 😏✨ 😍😍 Mason here… athletic build, charming smile, and always down ...
  • Windsor - Let’s Make Some Mischief… And Maybe a Mess πŸ˜‰  Hey gorgeous 😏 I’m a 35-year-old guy from Windsor with a cheeky smile, strong  hands, and an even stronger craving for adventure — both in and out of bed. My intention is  to meet a woman who possesses confidence because I seek someone to flirt with and share laughter ...
  • Windsor Cougar Could be a Cubs Delight Tonight!... Cougar on the Prowl in Windsor Hi there you sexy cubs I'm Joan and I'm gonna spoil you tonight! My den or yours, let's get wild in the sheets till I've had my fill. If you are a cub between 18 and 30 and live in the Windsor area then I've got something for you. Maybe you thought school was ou...
  • Looking for Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!... S&M for Sissys in Windsor I am a gay male, bit of a thugish/bear into all sorts of BDSM, Fetish, Kink and some role play. I host and am seeking sissibois, twinks and queens for some extra sensual and painful fun. Your welcome, my pleasure! I have all the tools necessary in my Windsor dungeon to...
  • Professional Wants to Settle down in Windsor... Gay Man for Commited Relationship Hi, I'm Hal a nurse practitioner ultimately looking for gay marriage in Windsor. I'm not too particular about race, religion or political bent really. As long as you are a loving and caring person. If you have a hot temper do not contact. I'm over that crap! Willin...
  • 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...
  • Down to earth mamma with dirty sense of humor Ok, so this is my first time doing this. Yeah I know, everyone has to have a first time, so here goes: My name is Sue and I love movies, food from around the world and traveling. I have only be living here in the Windsor area for 3 months and have not had a chance to meet many people yet. I want to ...
  • Caught My Boyfriend Cheating... Now it's MY TURN! Looking for some hot NSA revenge sex with the right guy in Windsor. Must be STD free and have your own place or arrange for a room. I will not give you my real name or address here. I'm a 24 year old, 5'7, slender, blonde haired, blue eyed female seeking a sexy man. We'll have to chat first and meet...
  • 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...
  • πŸ”₯ Bi Babe Seeking Man or Adventurous Couple πŸ’„ W4M Fun & Threesome Vibes I cannot wait to hear back from you... I’m a bi girl looking to meet a guy or a couple that want’s to connect and see where things lead. Let’s have some fun and see where the night takes us. If you are looking for W4M πŸ’‹ dating, bi woman for threeso...
  • 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 ...
  • Latina Mom Heat πŸ”₯ Sweet Smile, Dangerous Curves in Windsor Latina Mother by day, freaky by night 😈 Living between duty and wanting more. During morning hours, tasks fall into place without effort. When darkness arrives, another version emerges - light on her feet, slight smile, just enough curiosity. 😌✨ MY LATINA MILF DATING PROFILEπŸ“© Warmth flow...
  • 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...
  • Hot Girl Wants To Hang Out With Woman in Windsor Are you cute and fun? I'm lonely and looking for good times with someone special. Just send me a message @HotGirl4XXXFun and I will send my recent pictures. πŸ”₯ Please send your pics and contact number. Let's text and go from there. Local fem girl looking for local female friend (butch or fem) to ...
  • Chill Bearded Guy Seeking a Cool Dude πŸ»πŸ˜‰ I'm quite relaxed and very easy going, quite funny and have a beard! I work Monday to Friday and I'm looking to meet new people. I'd like to see where things go. Let's chat and see what we can come up with!  I suppose I just like more assertive guys but not in an obnoxious way. Like someone wh...
  • Fit Gym Girl Seeking a Workout Partner πŸ’ͺπŸ˜‰ I spend most of my free time at the gym. Ashley: athlete, people person and the bubbliest person you will ever meet. Very energetic person. Confidence, health and a good attitude are a few of my favorite things. So if you're a confident, healthy and happy man looking for a good friend then lets giv...
  • Stop Buffin Your Muffin Without ME! Latina lesbian 28 years old, 5'7, 140 pounds, 38C, tatted, pierced and always ready for some hot action in Windsor. I don't want to miss out on anything so let me flick the bean for you for twice the fun! I'm good with my hands and tongue ladies. I'm Lena and I'm just here for the sexy gurls, I cann...
  • Englishman Without His Butler... It's a hard life for an Englishman not to have his butler in America, but I have learned to adjust. The really hard adjustment is not having a good woman and best friend. Moved here to Windsor about 3 years ago from London to work in the tech industry and do rather well despite the sky-high prices a...
  • Alex's Huge Throbbing Cock in Windsor πŸ’¦πŸ’¦ New to the scene, willing to try anything! Thanks for checking my ad. I'm new to this. My name is Alex (hmu @AlexThrobbingCock4u) and I love fucking and getting my huge throbbing cock stroked and sucked to completion. I'm single but not totally out yet so please be discreet. At the same time, I'm a...
  • 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...
  • Princess Mai Rules Windsor! Cruel to be Kind in Windsor Come bow down before Princess Mai of Windsor and I will rule over you. I will control your life, your comings and goings, and who you can or can't talk to you sneaky little bitch! When I text you better answer and be at my service. It is your duty and pleasure to appease...
  • Russian sweetie looking for sexy love Sweet Russian Woman in Windsor Hello. I am new to Windsor and would like to make some friends and meet nice people. I am looking for a wonderful guy to go to dinner with. I hope you don't mind my accent. I am working on it but I speak good English. Would you like to meet me? If so, text me onl...
  • Late Night Wine & Trouble? πŸ·πŸ˜‰ Looking for a Fun Guy Tonight Windsor Girlie Seeking Man or couple.. let's go have fun! Sometimes nights can be so quiet. I'm 28yo girlie and love to live life, be fun, flirt and always be up for a laugh. I want chemistry, lots of fun, excitement and lots of conversation with playing involved. Love the initial spark and lust of...
  • 🍻 Fresh Out of a Relationship.. Just Want a Fun Night Username: @RyanOutTonight Private Meetups: YesPhone Chat: YesVideo Chat: YesPics Available: 16 πŸ’¬I'm ready for a night outπŸ˜‰HMU Hi.. My name is Ryan and I'm from Windsor. Recently come out of a relationship and I'm not looking for anything too serious. I need to get out and about, get some ex...
  • September 20th, 2026
  • Nikki Needs a Man Who Can Keep Up 😘πŸ”₯ Username: @NikkiAfterDark Dating Profile: Yes Pics Available: 14 Video Chat: Yes Messenger: Yes Message me directly if you’re serious πŸ’¬ I'm Nikki from Windsor and I'm feeling a little bit spicy tonight. I don't really feel in the mood for chatting but I'd love to flirt with you, seduc...
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Windsor I'm queen Delilah a trans woman here in Windsor searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandalous position...
  • 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...
  • 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...
  • Looks Innocent. Absolutely Isn’t. πŸ˜‡πŸ˜ˆ Sweet in Public, Unfiltered in Private A grin slips out, then comes the quiet reply - thank you, yes, and sweetness stays visible here πŸ’•Still, once the curtains shut, I refuse to trim who I am. Message Me Here πŸ’¬  Something about quiet sparks, long stares, one talk that grows soft then j...
  • Tattooed Student 😈 Who Dates Older Men Inked. Curious. Not Into Boys. πŸ–€βœοΈ   Yes, I’m a student. Yes, I’m tattooed.And no, I’m not into guys my age. ( MESSAGE ME NOWβœ‰οΈ_) I like men who are settled, confident, and don’t get weird about ambition or ink. Experience is attractive. Calm is sexy. Tryin...
  • 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...
  • Italian single girl looking for love Ciao amore mio! Sono nel mercato per trovare un bell'uomo muscoloso e carino. Se sei carino e in forma mandami un testo per una data! (AngelicaXOXO) Hello, my love! I am in the market for finding a handsome man who is muscular and cute. If you are cute and fit send me a text for a date! (Angel...
  • 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...
  • Hot trans chick with nice boobs Hot trans chick in Windsor. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! Want to...