Winnipeg, Manitoba Sex Ads and Adult Classifieds

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Show Ads In: Winnipeg | Brandon

  • October 12th, 2026
  • I Melt for Men Who Lead πŸ–€ Winnipeg A woman who really needs to be dominated and disciplined!! I move and do whatever you want, I aim to please and do whatever it is that I'm told (NOTHING IS OFF LIMITS FOR YOU). What holds my attention? Peaceful firmness, lively drive, even just the quiet sense that choices slip into place without ef...
  • Italian Couple Wants Single Man For Threesome in Winnipeg Couple Seeks Male Companion in Winnipeg Buonjourno we are Mario and Gabriella new here in Winnipeg. Not only are we Italian, but we are from Italy. From a small town of Livorno near to Pisa. We are in the swinger lifestyle and lately have need of a man to join in with us for some adult fun. Our eng...
  • Attractive 48 yr old seeking younger man in Winnipeg for fun and excitement Older Woman (age 48) for Younger Man in Winnipeg 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 Winnipeg 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 ...
  • Ebony Queen New Here in Winnipeg Hello, my name is Andrea and I am half ebony and half Texan by birth! I am lonely and new here in Winnipeg 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....
  • 🌟 Handsome JOHN Seeking a Spark 🌟 LET'S PLAY SOME Hello there, lovely ladies of Winnipeg! My name is Johann and I am on the lookout for that special someone who can ignite a fire in my heart. πŸ’–Swap pics & contact info I have a passion for exploring the great outdoors, whether it's hiking through the mountains or relaxing by the lake. οΏ½...
  • Tantalizing Tina with a HUGE W33NAH! Winnipeg Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Winnipeg men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!  About me:...
  • Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Winnipeg Look no further honey, I'm Franny an Ebony trans woman here in Winnipeg to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it and they don't have t...
  • 🎢 Concert Vibes & Bedside Rides - Winnipeg  Cute Lesbian Girl in Winnipeg seeks her lovely playmate!! Oh beautiful πŸ’– I would love to meet at a local show, dance a little too close  and make out in the parking lot like teenagers? In reply I'm 28, femme leaning switch  and I like high energy chemistry. It's about time someone...
  • Sexy Asian Girl Sayo for American Guy in Winnipeg Hello. I am Sayo. I am a hot and sexy Asian girl. I would like to meet an American guy for relationship and dating. I am a great cook so why not get your appetite up and come for dinner? I give good massages and like romance. Send me your pictures for mine also. Message me @SayoYung to chat or for a...
  • I’m willing to lie about how we meet... I am a 32yr old half Hawaiian, Samoan, and half German. Born and raised right here in Winnipeg. I'm 5'11" 190 pounds and have brown hair and hazel eyes. I’m a Disney obsessed, official Netflix movie rater. I’m also a cereal connoisseur and to top it all off I'm an 80’s pop music Lo...
  • 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...
  • Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Winnipeg? Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love all sorts...
  • πŸ’– Sweet, Seductive & Craving Her – Ebony Babe Looking for a Good Time 😘 Winnipeg Ebony Lesbian Lover Seeking Woman!!πŸ˜‰ I am a thick, chocolate colour πŸŽ‚πŸ€Ž  , 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...
  • Petite TS Doll Looking for a Fun Sugar Daddy πŸ¬πŸ’‹ Hi babe... I'm a tiny trans girl, very sexy and feminine. I love to have fun and I'm a very loving girl, I have a lovely sweet smile. I love to be worshiped and pampered by a dominant confident man, who always takes care of his girl, and knows how to please her. HMU HERE BABE!! I am pretty affectio...
  • Nice but Naughty 30 year old seeking affection and a good time I am half Latina and half European and have moved here recently. I am lonely, trying to assimilate and I would like to meet a very nice man who wants to play and enjoy life together. Text me for a date! (Naughty30luv) I'm naughty but nice, love a good time, party friendly, have recent pics to share...
  • πŸΉπŸ˜‰ At Tavern United Winnipeg Not Ready to Go Home Yet I'm currently drinking away at Tavern United in Winnipeg 🍸 🎢 and it's not even late πŸ˜„ πŸ”₯.My name is Karen, I am a single 25 year old woman. I live in Winnipeg Manitoba, Canada. I like to meet new people, especially the confident, fun going guys. I am an easy going girl who like to have fu...
  • Trans Playmate Sex Kitten... Ebony trans woman in Winnipeg wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I am...
  • Island Girl With a Playful Smile πŸŒΊπŸ˜‰ Hi! My name is Leilani. Well, I am very relaxed, very island and I love to laugh. I love to have fun in the sun. I like to meet confident guys. Open to good energy and a laid back vibe. Friendly, curious and here to get to know you! I'm new to Winnipeg from the island and I want to get out and have ...
  • 🍁 TS Treat in Winnipeg, Manitoba πŸ‡¨πŸ‡¦ – Prairie Heat with a Wild Side 😘🌾  Hey cutie πŸ’‹ As a confident trans girl from Winnipeg I will bring you hot unforgettable fun  during your cold nights. My name is 33 and I have a caramel complexion with juicy thighs and  a playful personality that understands when to behave and when not to behave 😈. My TS FuckBo...
  • Quirky Fun Loving Lesbian Couple in Winnipeg... Lesbian Couple Seeks Equal Partner Hi out there in Winnipeg 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 ...
  • 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...
  • I'm Troy in Winnipeg - Bi-Curious Looking to Experiment... Bi-curious in Winnipeg Hi guys, I'm Troy here in Winnipeg 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, bu...
  • Hey Swingers - Come Give Granny Some Sugar!... Try This Hot Granny For A Threesome! Hi I'm Eva looking for a younger couple for a threesome in Winnipeg. As they say age is just a number and I'm a young at heart sexy granny still in her sexual prime. I'm Eva, 63, 5'5, 130 pounds, 36D cup, strawberry blonde hair, blue eyes and rarin' to go honey!...
  • 🧁 🍰 Thick BBW: Naughty, & Ready to Please 🍭 🍬 Let’s Make This Fun! Heya babe do you seek the embrace of a bbw goddess in Winnipeg? Look no further! With my irresistible curves and insatiable appetite for pleasure, I'll fulfill your deepest desires. Picture running your hands along my soft, chubby frame, reveling in the warmth and sensuality. Let's escape reality to...
  • πŸ˜»πŸ’‹Sexy Kitten Seeking MaleπŸ’‹πŸ˜» Cute Little Lady Seeking Male in Winnipeg HMU Username: @LateNightCutie❀️ Dating Profile: Yes Pics Available: 12 Video Chat: Yes Messenger: Yes Send me a text and let's meetup.. No small talk for me tonight. I just want a guy that can keep up with me. I want someone who is confident and h...
  • 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...
  • Flirty thirty-something Lesbian wants party goer Flirty Feminine Lesbian to Party in Winnipeg Ok, maybe not always partying but I do love dancing so much. I can dance for you if you like! My name is Selina and I am half Spanish. I speak both English and Español and love to travel when possible! I work from home and my schedule is flexible....
  • Athletic Guy Looking for a Fun Gym Buddy πŸ’ͺπŸ”₯ A bit about me: I'm quite healthy and fitness oriented, I love working out. I'm 180cm tall and generally a pretty chilled person. I'd love to meet other men who like living healthy, confident and maybe even looking for similar things as me. Fitness enthusiasts, gym rats, and healthy eaters. I enjoy ...
  • Totally new to this kind of thing! I use a couple of apps to do dating but I am never tried this site before. I am hoping I came to the right place. Are you my Mr. Right? I hope you are not my Mr. Wrong! My name is Lisette and I am 26 and single and I love to go to the beach and the movies. Check out my profile page and send me a mes...
  • Small, smooth body big heart Smooth 19 years old in Winnipeg Hey guys, I am Jon and I am 19 years old, smooth, slight build but fit. I like to do karaoke, dance and travel. I love to explore the male body and enjoy sex anytime, anywhere! I'm a passionate and attentive bottom only plus I can cook a great meal! Check out my prof...
  • Newly Out Looking for love Newly Out Lesbian in Winnipeg 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...
  • πŸ”₯πŸ”₯πŸ”₯ WANT TO JOIN US IN SOME SWINGING SEX??? πŸ”₯πŸ”₯πŸ”₯ Hey there, I'm Heidi from the beautiful Winnipeg. My husband and I are a fun-loving swinging couple who love exploring our fantasies with like-minded individuals. Swap Pics & Contact Info There's something so exhilarating about the swing lifestyle - the thrill of meeting new people, the exc...
  • πŸ’ŒDISCREET AFFAIRπŸ’Œ I'm in Winnipeg  and I just really need to get out and have some sex. I am married, so I need to be discreet. I'm willing to travel and even play in the backseat of the car.. I love giving bjs. Let's cheat together babe. πŸ˜‰  View Profile - Browse Pix CHEATING WIFE - AFFAIR  ...
  • Chocolate D'Light Body Rubs in Winnipeg... Winnipeg's Black Lesbian Masseuse Hi ladies I'm Lola an ebony masseuse in Winnipeg offering both erotic and theraputic body rubs for women. Just tell me which one you want, happy ending or not. I'll be pleased to go either way. I want you to be satisfied and come back for more. I host and have...
  • Looking for my sexy ride or die man Hi gents, Gina here I'm a tatted 26 year old biker chick at heart who is into more mature men, and I live by the biker's code. I am loyal, love the feel and freedom of riding and always give my road king the sex, affection, attention and space he needs. Take me for a ride sometime? A good ride alway...
  • Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Winnipeg 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 and show you wha...
  • πŸ’œ Cute TS Girl Looking for the Right Guy 😘 Just moved to Winnipeg😊 Gorgeous, very sweet and easy to get to know. I am a trans girl seeking to meet men that are confident and know what they are looking for, yet are also looking for some friendship with a new person. I enjoy going out for cocktails and having a good time, flirting with the ...
  • Southern belle new to Winnipeg 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...
  • Winnipeg Latina beauty wants love Buscando a un hombre que sepa lo que quiere La gente dice que estoy caliente. Buscando a un hombre que sepa lo que quiere y no tenga miedo de conseguirlo. Escríbeme @ belleza_latina...
  • WinnipegπŸ’‹ TS Tina – Your Naughty Escape, Anytime, Anywhere 🌎πŸ”₯ Hey sexy… Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world 😘 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...
  • Let’s Flip the Scriptβ€”You Lead, I’ll Moan πŸ˜πŸŽ€Winnipeg Hey there, lovely ladies of Winnipeg, My name is Wells and I'm on the hunt for someone special to explore this beautiful town with. πŸ’«Swap pics & contact info  I'm a thrill-seeker at heart, always on the lookout for my next adventure. Whether it's hitting the slopes together or enjoy...
  • Karaoke queen loves singing with her Knight-ess Carmel Karaoke Queen in Winnipeg You love to sing karaoke? Good!! Me too!! My name is Carmel and I adore singing. I am not shamed to say I am probably not so good but after a drink or two you probably won't care! I love singing modern pop, 60's and 70's disco, and even some modern rap. Message me w...
  • Confident Ebony Swinger Queen Seeking Fun Connections πŸ”₯🍷 Hello, I am a beautiful, confident ebony woman. I am a full figured woman, very charming and very playful. I love the swinging lifestyle. I find that the swinging lifestyle is a very positive atmosphere. Everyone is very open-minded and everyone is here to have fun. I look for good chemistry with re...
  • Tall, Dark, Handsome Lesbian My name is Selena and I am tall, dark haired, in my 40s and still in my sexual prime! I have Latin heritage and I am fiery but kind. I do not have a bad temper but I am passionate. Age doesn't matter as much as personality and spirit. Any race, any height/weight. I love all body types as long as you...
  • 🀎 Ebony Ready to Meetup for Fun Tonight 🀎 Winnipeg Username: @JazziVibes Dating Profile: Yes Pics Available: 15 Video Chat: Yes Messenger: Yes Message me directly if you’re serious πŸ’¬ Hey baby… So I am Jazzi from Winnipeg , I’m a dark chocolate, curvy babe with a personality that is full of life. I need a man that can talk...
  • No Beer Goggles Required! Renee 4 NSA in Winnipeg Hi guys I'm Renee from here in Winnipeg looking for a no strings situation. Don't go out to the bars looking for a hookup when you can actually see what you're getting when you come visit my profile page. Those bars are so dark and with a few drinks we tend to make bad ...
  • Sophisticated Black/White mixed Lady wanting Gentleman friend in Winnipeg My name is Janette and I am 32. Some men have been intimidated by my 36D breasts, with big sensitive nipples, but I am hoping there is a man out there who can cope with them! I am passionate and responsive and give pleasure just as freely as I receive. Don't be afraid, I don't bite... too hard! Mes...
  • 😈😈 WANT TO HAVE GROUP SEX???? 😈😈 Howdy y'all! My name is LINDA, and my husband and I are a swinging couple based in Winnipeg.. We love the thrill and excitement of the swinging lifestyle - meeting new friends, exploring our fantasies, and indulging in all kinds of kinky play. πŸ’‹ Let's Have Some Group SexI am a playful and adventu...
  • Single Mom Seeking Adult Conversation πŸ’¬πŸŒΉ 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...
  • Jon Boy seeking Winnipeg Top Male to Pleasure πŸ‘…πŸ†πŸ’¦ 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...