Winnipeg, Manitoba Sex Ads and Adult Classifieds

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Show Ads In: Winnipeg | Brandon

  • July 11th, 2026
  • Scads of Ads Here, But I'm SPECIAL - That's What Momma ALWAYS Tells Me... Single and Special in Winnipeg I'm Rhianna still a bit of a goth at heart and trouble always seems to find me somehow. For now I still call Winnipeg home, but would like to see more of the world and find a hot guy. A guy who is SPECIAL just like me ๐Ÿ˜Š If you are a fun lovin rebel in need of a spe...
  • Single Mom Seeking Adult Conversation ๐Ÿ’ฌ๐ŸŒน Mummy life is chaotic! Life is chaotic. And sometimes all I want to do is talk to an actual adult, have an adult conversation. Well that’s where you come in! I am 30 (ish) mom of 2 and I believe I am a lovely human being. Yes really. And I’m after a lovely man to share it all with. Messa...
  • Oh, Cumsy Me! Winnipeg Petite Girl 4 NSA I'm Victoria here in Winnipeg and was just sitting here thinking naughty things about you and accidentally had an orgasm and squirted all over the place! Now I have to clean up so I can get dirty again. I'll be ready for you when you get here. Don't you worry about t...
  • 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...
  • New in Winnipeg. 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. Attractive, fun, slim build, light hair. Let's see where this leads us!! Us...
  • Carmel skinned beauty waiting for you in Winnipeg Woman seeking woman in Winnipeg I am Brandi and I am busty and attractive. I am carmel colored from a mixed background and I am looking for the woman of my dreams. I am passionate and love sex. I'm seeking a fun-loving woman in the area who wants to enjoy the fun things in life. If you meet that d...
  • Roses are Red, Violets are BOOBS! Woman Seeking Boob Man in Winnipeg I'm Violet! Just a girl living here in Winnipeg all my life except for a short time in Tucson, AZ. I'm 23 years old, big natural titties, redish hair, blue eyes, big sexual appetite and love to have a man treat me to a long blissful booby rub. That gets me ho...
  • ๐Ÿ‘ Thick & Tempting ๐Ÿฏ Seeking a King to Devour Me ๐Ÿ‘‘๐Ÿ”ฅ Hey there! My name is  Chelsey and I'm a Curvy Cutie..  I am a 26 year old BBW thick girl looking to meet a hot man for some sexy hookups and dating ๐Ÿ’‹๐Ÿ’‹๐Ÿ’‹ If you are into bigger women like myself, then we might have something special. I enjoy being dominant in bed and taking c...
  • Chill Bearded Guy Seeking a Cool Dude ๐Ÿป๐Ÿ˜‰ 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...
  • Femme looking for Femme Femme for Femme in Winnipeg 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 tw...
  • Join Me for an Episode of The Hung and The Restless! Endowed Winnipeg Gay Man Seeks Hookup I'm a gay man living in the Winnipeg area with 10+ thick inches of uncut restless pleasure. I'm Matt 28 years old, 6'0, 200 pounds, muscular, black hair, brown eyes and take care of myself. I'm top, but can be versatile depending on you. You will find me warm a...
  • Jon Boy seeking Winnipeg 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 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...
  • Are You Uber Horny? I AM - Maybe We Can Work This Whole Thing Out Together!... Nympho Seeking NSA in Winnipeg I am Tory, a 24 year old, brunette living in the Winnipeg area, 5'5, medium build, told that I'm fun, easy to be around, a good conversationalist and have a sexy relaxed vibe. Do you live here locally, find me attractive and love big playful titties? Then I might...
  • Age 47 Regular Guy with a Lot to Offer!! Man Seeking Woman for Dates in Winnipeg Hey, Richard here. I just want to say hi to you and hope you might check out my profile and see if you want to go out for a date. I am just a regular guy looking for a regular gal. I've been single too long. I keep busy and have a great life but It's time to ...
  • Confident Domme Seeking a Submissive Woman ๐Ÿ–คโ›“๏ธ Some relationships are all about chemistry. Some are about trust, control and the subtle thrill of giving up control to someone else. I’m a confident lesbian Domme and I adore the dynamic of being the dominant partner to a sweet and lovely female sub who enjoys being guided, disciplined, spank...
  • ๐ŸŽฎ๐Ÿ“ธ Gamer / Streamer Girl Seeking Chill Vibes & Creative Fun ๐Ÿ’‹ Hey there ๐Ÿ˜˜ I am a gamer chick in Winnipeg 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 ...
  • 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...
  • Successful Sex Genius! Clever Lesbian in Winnipeg Inventor of the Hindlick Manuever, Jodi here in Winnipeg. I have impressive credentials such as a sexy vibe, perky tits, great complexion, 24 yrs old, blonde hair, blue eyes, 5'6, 120 pounds, dirty mind, love oral and toys, love kink and fetish, and open minded. You ...
  • Nigel 56, Winnipeg new here Male 56 seeks woman in Winnipeg Howdy gals, I am Nigel and I am back on the market after a settlement with an ex and my subsequent relocation. lol. That's life. Now, to find my true one and only love. I am lighthearted and friendly and I love to laugh and be made to laugh. I've been single over a y...
  • exciting black guy waiting for you Exciting black guy in Winnipeg I am Herman. I am an active and fit, age 32, black male and I am excited to meet you! Looking for lovely lady of any age but not too young to understand my humor and not too old to keep up ;) I am fit and fast to run with and muscular. Tall and attractive. Want to wor...
  • Tall Athletic Guy Seeking a Cute Partner in Crime ๐Ÿ’ช๐ŸŒ™ Im an Ebony ๐Ÿซ 6'2" athletic guy that is very active during the day. Im looking for a good wind down at night with some great people. Im looking for a girl that is fun, playful, confident, and can be her self. ( Feel Free to Hit Me Up Here ) Im open to just about anything! Dinner? Trying out a ne...
  • Sexy and Flirty Gillian Ready to Play ๐Ÿ˜˜โœจ Hey there, I'm Gillian, a naughty little vixen from Winnipeg looking for some no strings attached fun. I love exploring all kinds of fantasies and kinks, so let's get playful together ๐Ÿ˜‰๐Ÿ’‹Swap Pics & HMU for some sexy fun!!When it comes to sex, I'm open to trying anything once. Whether it's ...
  • 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 Winnipeg 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 to...
  • Handsome Butch looking for Fem Beauty Butch Lesbian for Fem Beauty in Winnipeg My name is Mikayla but my buddies call me Mikey. I am 28, soft butch woman, working full time and love to ride my motorcycle. I am interested in meeting a beautiful soul who likes to feel the cool breeze in her hair from the seat of a motorcycle heading down...
  • Cute TS Sugar Baby Seeking Male๐Ÿ’ŽAria Username: @AriaSweet Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Pics Available: 18 Message me if you like feminine Transsexual ๐Ÿ’ฌ Hello, I am AriaTS here in Winnipeg. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied by a man ...
  • F/M seeking love and fun Female to Male Trans Man in Winnipeg 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 ot...
  • Bi, Sweet & Curious ๐Ÿ’• Looking for a Man or Woman or Both haha!! Winnipeg My Bi-Curiosity pulls me toward someone who listens like they’re really here. Talking feels easier when laughter doesn’t need to be loud. A spark grows best if it’s left alone, not pushed under pressure. Nights work best when they unfold without warning. Being seen matters more tha...
  • Winnipeg Musician wants to funk you up! Gay Musician 4 Fun in Winnipeg! I'm Gig (real name) living and working here in Winnipeg. I'm a cross between Little Richard and Prince baby! Not the serious type and love to party. (music, sex, 420 and drinks) I'm always down for some music playin and singing. But, I'm really here for the men....
  • Winnipeg Fetish Lover seeking hot, kinky fun! Winnipeg Fetish Lover for Hot, Kinky Fun! I am a seriously fun woman who has a naughty side. I have never put an advert on here before, so I hope I am doing this right. I just turned 28 and I am about 5' 6" with a curvy body and slender legs that go on forever and look great in stockings. I love k...
  • 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 ...
  • Get Over Here Boy! Single and Sexy in Winnipeg Baby! Hannah here in Winnipeg looking for a friend with benefits. Hey just so you know I'm not just another piece of ass. That's not why I'm here, to just add to your body count. At the same time I will not tie you down in a relationship you don't want either. Let's be c...
  • Cute TS Sugar Baby With a Sweet Personality ๐ŸŒธ๐Ÿ’• Hi I’m a trans girl, looking for a nice and confident guy. I like to look pretty and be the centre of attention, so you would need to be confident and also respect women. I love going out with friends and love to be social and have fun and laugh. I also love to be romantic and to be hugged, ki...
  • 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 Winnipeg area for 3 months and have not had a chance to meet many people yet. I want to...
  • INSTA ACCOUNT LOCKED 30 DAYS for TOS violations. Wanna Swap Pics Insta Account Locked for TOS Violations I guess they don't like nude pics anymore or maybe my pics are just too hot for Instagram. Don't worry, the show and free pictures are still going on. What's wrong with nudity and sex anyway All I want is to hear whether you like what I post or not. It helps ...
  • Cerco signore americano di lingua italiana a Winnipeg Bellezza italiana Cerco uomo di lingua italiana a Winnipeg 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 si...
  • Tattooed Alt Girl Seeking a Chill Guy ๐Ÿ–ค๐ŸŽถ Well I've got black hair, loads of tattoos and I LOVE music. So i suppose you could say that my lifestyle is quite alternative. My name is Raven and I'm a chill, alternative, down to earth, honest and true girl. I'm all for just taking it easy and having fun. Sometimes I just want to have a good nig...
  • Looking for Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!... S&M for Sissys in Winnipeg 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 Winnipeg dungeon ...
  • Corporate Girl ๐Ÿ’ผ Who Hates Boring Men๐Ÿ˜ก Boardroom by Day. Trouble After Dark. ๐Ÿ–ค๐Ÿธ I live in heels, deadlines, and calendar invites ๐Ÿ“…I need some sexy fun haha!! But after work???? I want nothing to do with work, corporate life, titles, or men who talk like a resumes! ( message me ๐Ÿฅ‚๐Ÿ”ฅ) I’m into confidence without t...
  • ๐ŸŒถ๏ธMale Seeking Male โ€“ โ€œWhat Are You Into?โ€ Everything. Now Come Over. ๐Ÿ‘๐Ÿ–ค  You have me as your hidden secret while I am your deepest sexual desire which will cause you to  have morning soreness and a pleased expression ๐Ÿ˜˜ I enjoy oral fixation while practicing roleplay and light  dom/sub games with an interest in power dynamics and extended filthy nights ...
  • YOUNGER COUPLE ( 18+) LOOKING 4 SOME EXTRA FUN ๐Ÿ”ฅ๐Ÿฅต๐Ÿ˜‰ Hey there, I'm CONNIE from Winnipeg. My hubby and I are a swinging couple who love to explore our sickest fantasies.. Do you want to hear more about what we're down to do? I want to make love with like minded individuals and fuck hard!! The thrill of wife swaps, threesomes, and the swing lifestyle t...
  • Winnipeg๐Ÿ’– Sweet & Seductive GFE Seeking a Real Man Are you looking for that spark that feels real? I am a GFE woman looking for a man that would like to take things slow and get to know each other. Perhaps you are looking for some W4M dating or a Girlfriend Experience. Or maybe you are looking for a local MILF that is looking to get intimate with so...
  • July 10th, 2026
  • ๐Ÿ’•๐Ÿ”ฅ Double the Trouble With Hailey & Jade 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 two sexy women ๐Ÿ˜˜โœจ Hailey and Jade are two friends who are looking for someone to have a good time with. They're a brunette and a ...
  • Looks Innocent. Absolutely Isnโ€™t. ๐Ÿ˜‡๐Ÿ˜ˆ Sweet in Public, Unfiltered in Private A grin slips out, then comes the quiet reply - thank you, yes, and sweetness stays visible here ๐Ÿ’•Still, once the curtains shut, I refuse to trim who I am. Message Me Here ๐Ÿ’ฌ  Something about quiet sparks, long stares, one talk that grows soft then j...
  • Gay Russian Bear New to Winnipeg... My English is not so good yet. I am Vlad from Moscow, Russia and want to find gay young man for sex in Winnipeg. I am 34 years old, 6'2, 210 lbs, blue eyes, big size penis, not cut, stay in good shape and love good party.  I am here for 3 years, engineer and single, but still no car. If you ar...
  • Maybe YOU could be teacher's pet?! Winnipeg Lesbian Seeking Life Companion Hi, I'm Jen, mixed race lesbian female 34-years-old, 5'7, 150 pounds, working in the Winnipeg 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 s...
  • 22F - Winnipeg ๐Ÿ˜ˆloves to get fucked ๐Ÿ’‹Tight Wet Pussy๐Ÿงก๐Ÿ’›๐Ÿ’š๐Ÿ’™ Hey there, I'm Yevette from Winnipeg. 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 ...
  • My Husband and I are Into Cuckhold and Need a Bull in Winnipeg... We are professionals here in Winnipeg 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 firs...
  • Sports loving Female : Rare, grab me while you can! Hello! I am Colleen and I love baseball, soccer, football and pool. Yes, I am for real! I even play on a local team! You want to try and beat me at my own game, ha ha! I like to have fun and spend my weekends playing pool or watching sports. If you are into that go ahead and message me! Sporty_Coll...
  • Lookin' for a Playmate? Let's Make a Playdate!... Sexy Winnipeg Hottie For NSA Busy student wants a hot and sexy man (preferably a little older and mature) to spend some quality time with in Winnipeg. I'm a 22 year old white female college student studying hospitality management and love to get out and find a release once in a while with more matu...