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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  • November 22nd, 2025
  • VirginAss88, Never Been With a Man... I like having fun. I'm very honest perosn, very brave and interilligent. Love it here in Windsor and all the possibilities it offers for a guy like me. don't like the idea of bar pickups and would rather ease into this thing. Must be descreet and honest. Message me here. VirginAss88...
  • 38 yr old Lonely woman seeking passion in Windsor Successful Business Woman for Female in Windsor I am Julia, 30 and a successful business owner. I have a flexible schedule so I've decided it is time to begin dating again after a long time being single and focused on work. I have my own money so I don't need anything but your time and affection. I...
  • !!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Windsor Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Windsor to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enjoy 24/7 Online Chat M...
  • Strict Shemale Dominatrix in Windsor - @DesireeTransDomme Powerful African-Queen Dominatrix in Windsor I am full-time professional Domme Desiree. My Windsor area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you will learn to...
  • ๐Ÿ’– Sweet, Seductive & Craving Her โ€“ Ebony Babe Looking for a Good Time ๐Ÿ˜˜ Windsor Ebony Lesbian Lover Seeking Woman!!๐Ÿ˜‰ I am a thick, chocolate colour ๐ŸŽ‚๐ŸคŽ  , in my mid-20s, with soft curves and  smooth skin, and a wicked little smile. I am playful, affectionate and very into women,  especially if they know how to tease and please.  It should be ...
  • Aimee in Windsor... I'm bisexual but I love women... Aimee here in Windsor looking for a lesbian who is Fun loving ,caring, sexy ,freaky, lovergirl like me. I'm always up for an adventure if it's sexual, travel, food or you name it. I"m 30 years old, brunette, blue eyes, high sex drive, employed and have a cat. I will be happy to answer any questions ...
  • Newly Out Looking for love Newly Out Lesbian in Windsor I have only been out for a few months and I am totally new to the dating scene. I have no idea even what to say or where to start! I will tell you a little about me. I am a youth worker and I have a college education. I am 26 and sort of tomboyish but I do wear make up ...
  • Looking for a Smooth Operator in Windsor... Let's See How You Operate! Hi all I'm Arlene a busy surgical nurse here in Windsor looking for a guy who is smooth like Southern Comfort. Not brash and overly cocky and overly sure of himself. I need that silent strong masculine energy in my life that tells me I'm a woman and makes me glad to be so...
  • I am a hot lil sissy living in Windsor - HMU!... Black Sissy Boi in Windsor Checking this out online, never been at this before. I'm Charles a black male, 155, five foot 5, w long and skinny as you can see in my hot profile pics. Just looking for a little sexy adventure here in the Windsor vicinity. Click here for more of me......
  • Tall Dark handsome long hair and long everywhere 31 Black Male for M4M in Windsor I am Dajuan, age 31 black male, and I am tall and long as in exceptionally well endowed. You may be shocked but you will not be disappointed. I am from Jamaica and I am here in Windsor looking for men who want a hot, sexy date. I'm clean, disease free, no addictions, a...
  • 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....
  • I'm a Horny Shemale ๐Ÿ˜ˆ๐Ÿ’‹ Looking For Sex Tonight!! Sexy Shemale๐Ÿ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App ๐Ÿ“ฒ I'm a Transgender and I'm looking for a naughty man with a nice cock here in near me.. Who is wanting to share some sexy fun with me. I've been really horny and hard!! I love taking cock and giving it, what are...
  • 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...
  • Jon Boy seeking Windsor Top Male to Pleasure ๐Ÿ‘…๐Ÿ†๐Ÿ’ฆ 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...
  • I'm Troy in Windsor - Bi-Curious Looking to Experiment... Bi-curious in Windsor Hi guys, I'm Troy here in Windsor divorced after 10 years and am entertaining the idea that I might like the gay lifestyle. So, here I am on this site looking for a special kind of man who isn't going to go too fast with me. (is patient) Woman say I'm well hung, but ...
  • Femme looking for Femme Femme for Femme in Windsor Hi, thanks for looking at my ad. My name is Kari. I'm femme, looking for femme. I love make-up and dresses and I want to share my world with a hot chick who likes the same. I recently upgraded my car, so let's go for a ride! I am currently studying dentistry and work two...
  • Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Windsor Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me!  Check my personal profile @FtMJared29 and say hi!&nb...
  • 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...
  • Still unpacking but looking for a date New Girl in Windsor Looking to Date My name is Charlene and I literally just moved here last week. I am barely unpacked yet and I am so wanting to get out and meet people! I love the movies and popcorn and music and dancing and having fun! Go ahead and hit me up for a date, or a drink or something!...
  • 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...
  • 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 -...
  • A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Windsor area and are interested then drop me a line and introduce yourself. You can ...
  • The Ultimate Swingers' Fantasy - Fuck Me WHEREVER, HOWEVER You Want! ๐Ÿ‘„ Any Fantasy, Anywhere, Any Time - Sexy Couple Wants to Make Your Dreams Cum True- Username: @FantasyWoman54- Location: Windsor- Swingers Profile: Yes - Hotwife Pics: 44TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Baby Tell Me, What's Your Fantasy? Is it...
  • No Strings in Windsor - Hot and Sultry, Looking for Affection Thanks for opening my ad. I've been neglected for far too long and am in need of affection. Things are complicated so no strings only please. That is likely to change at some point in the future. My hair goes down to my lower back and I have soft skin. My height is 5'8" and I am slender but curvy i...
  • 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...
  • Black Circus Dick Looking To Top A Fags Hole In Windsor. 12 inch, uncut, black, monster, circus dick looking for a power bottom that knows how to take it long and hard in {CIty}. I like a nice fat ass that I can watch bounce while I go at it all night long. I can host or travel. I'd love to see you bent over my bed as you watch yourself in my mirror as I ...
  • Genuine, yoga and jogging woman seeks limber man Woman Enjoys Yoga and Jogging, Seeks Man I am Joy. I really am! It's my real name and I love meeting new people. I am currently single and looking for a real chill guy to hang with and have fun. Send me a Private Message! @ItsPureJoy31 Include your pics for mine. ...
  • Lesbians in Windsor Message Me ๐Ÿ˜ป๐Ÿ’ฆ๐Ÿ‘… (W4W) Ladies whowant lesbian sex NO MEN Please.. Looking for a sexy lady to play with tonight, W4W Women only please, I'm strickly lesbian. I love pussy. i'm local and ready to play.. So if you're a lady who wants to play with another sexy lady, hit me up.  ...
  • Iโ€™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...
  • your place or ours? ๐Ÿ  SWINGERS SEEKING SEX PARTNERS in Windsor๐Ÿ˜˜ Hey there, I'm Judie from Windsor. My husband and I are a fun-loving swinging couple who love to explore our fantasies and indulge in the playful side of life. We adore the thrill of wife swaps, threesomes, and all the excitement that comes with the swing lifestyle. View our nudes!What I love m...
  • Latina lovely looking for love Hello, my future love. I am waiting to meet you and have been looking all over. When can I see you? Are you out there? Please contact me.  ChicaLatina24 Hola, mi futuro amor. Estoy esperando conocerte y he estado mirando por todas partes. ¿Cuándo puedo verte? ¿Estás...
  • 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...
  • Ebony Queen New Here in Windsor Hello, my name is Andrea and I am half ebony and half Texan by birth! I am lonely and new here in Windsor and I would love to meet someone who can show me around and give me a tour. I'm always down for a good time! Please message me (AndreaEbonyQueen) for a meeting....
  • 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...
  • Email Windsor Shemalesโค๏ธโ€๐Ÿ”ฅ I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...
  • Open to anything, that involves dick. I love more than one dick at a time, tie me up and invite some friends. I love it in the ass. You can face fuck me. I don't want any of my holes not used. Use any way you want, I'll let your wife use a strap on with me....  >>> CONTACT ME & MEET ME<<< More FREE Adult Cla...
  • ๐Ÿ’ฆMale for Male โ€“ NSFW Only: You Dom, I Submit. Period. ๐Ÿ˜ˆ๐Ÿ–ค  The advertisement is not intended for casual greetings. This is: You top. I bottom. You  take. I give. You tell me what to do. I do it. Simple. Dirty.  Hot. View My Gay Dating Profile Here - โค๏ธโœจ I completely submit to all things kinky while being body-positive and ready to sur...
  • 22F - Windsor ๐Ÿ˜ˆloves to get fucked ๐Ÿ’‹Tight Wet Pussy๐Ÿงก๐Ÿ’›๐Ÿ’š๐Ÿ’™ 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...
  • 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...
  • Ebony TS Playmate for Men Who Know What They Want ๐Ÿ–ค๐Ÿ†  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 ๐Ÿ˜˜ 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...
  • ๐Ÿ‘๐Ÿ‘๐Ÿ‘ Tight backdoor action ๐Ÿ‘ Deep Anal Sexiness ๐Ÿ‘๐Ÿ‘๐Ÿ‘ 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...
  • Vers, Masculine, Muscled, Looking For A Good Fucking - Host Or Travel Looking for a someone who wants to meetup on the regular. I can host or travel. You need to be discreet just like I am. I have a high level job and I don't need my personal life out there. Age is not an issue, prefer confident men who know what they want int he bedroom. Vers here and LOVES to suck c...
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  • 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...
  • 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 ...
  • PENTHOUSE PARTY For Insane Swingers Fun - Cum With Us! GOING FAST - BOOK NOW! ๐Ÿ’‹๐Ÿ”ฅ๐Ÿ˜ˆ Party Favors & All Night Sex Drives- Username: @SwingersBalls2004- Location: Windsor, Ontario- Swingers Profiles: Yes- Party Pics: 27TEXT DIRECT FOR BOOKING INFORMATION- Video Chat: Yes- Messenger: YesPics & Socials We're looking for more swinging couples to join us in a swingers party...
  • Simple Fun 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...
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  • Tatted Dad Looking For His Boy Around Windsor 35, hairy, brown hair, brown eyes, 5 ft 10, about 7.5 inches cut. Hippie type guy looking for his "boy" to smoke with. Prefer younger guys but can go older for the right guy. Hey, a hot guy is a hot guy, regardless of age. Mostly top here, but very oral and loves to eat a hot ass. Send me a message ...
  • 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...