Winnipeg, Manitoba Sex Ads and Adult Classifieds

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Show Ads In: Winnipeg | Brandon

  • February 2nd, 2026
  • Naughty but nice girl next door Naughty Girl Next Door I want you! At least I want someone like you...I want love, and friendship and fun dates and mystery drives. Please don't be shy. Come and say hello! Send me a message @NaughtyGirlTrish69  I'm a naughty girl of many interests. Internet junkie, social mediaholic, pa...
  • Young, Dutch, sexy and cute would like to meet you Hallo, ik ben nieuw in de Verenigde Staten uit Nederland en ik ben op zoek naar liefde. Als je eenzaam bent en wilt samenkomen, stuur me dan een sms en laat het me weten.  @KiesMij27 Hello, I am new to the United States from Holland and I am looking for love. If you are lonely and want to get ...
  • Super sexy busty woman looking for love and appreciation Super Sexy, Busty Woman in Winnipeg Hello. My name is Lyla. I am new to this area and looking forward to exploring more. Would like to date genuine, honorable and funny man. I love sexy and being sexy and being admired by a gentleman. View my profile pics BustyLylaX...
  • Hey Ya'll Its a 3-Way Booty Call! Try an Ebony Threesome With Me! Vera here in Winnipeg looking for a few good swingers! Or, at least one good couple. LOL  If you like hot chocolate and a big booty here I am. I got some hefty hooters too that will make your mouth water and hypnotize you so I can take advantage of you. Hit it a...
  • 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...
  • Oil Me Up and Rub Me Down Baby! Desperate - Need Massage in Winnipeg! Cindy here in the Winnipeg 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 pro...
  • Tall Dark handsome long hair and long everywhere 31 Black Male for M4M in Winnipeg 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 Winnipeg looking for men who want a hot, sexy date. I'm clean, disease free, no addictions,...
  • Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the W...
  • Swingers - Estella Wants Threesome - Live La Vida Loca! Hi Winnipeg Swingers I am Estella looking for some real fun - Estoy Muy Caliente muchachos y muchachas! I have a need only you two can fill. You don't have to be super models or anything just come with a sexy attitude and that makes it all good in my book.  I prefer a hispanic or white couple ...
  • Love to Make Love! Grab hold of my big titties baby, spank me, and just do me already! I am here in Winnipeg scoping out this site looking to meet new people and have some NSA fun. Some of my interests include music, sports, and fashion. If you are interested and want to talk don't be afraid to approach me. Click...
  • The Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Winnipeg Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, gay, bisexua...
  • Calling all Swingers and Boobsters in Winnipeg Cali Needs Threesome in Winnipeg Hi I'm Cali a single girl 24 years old with extra large boobs here in Winnipeg 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 b...
  • Divorcee looking for exclusive arrangement with generous gentleman Divorcee Seeks Exclusive Arrangement with Sugar Daddy Hi, I'm a recent divorcee seeking an exclusive arrangement with a Winnipeg sugar daddy! I am am 26 years old, love sex and pleasing my partner. I am looking for someone open to all types of fun and adventure! I'm classy enough to take to a busin...
  • Young Female in Winnipeg is Curious... Winnipeg Bi-curious Babe I'm Darlene, 26 living here in Winnipeg 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 ti...
  • Cuckhold Bull in Winnipeg Available for Couples... Hello, I'm Ryan and live in Winnipeg offering my unique service as a Cuckhold bull. I have the physical credentials and am attractive. I stand 6'0, good shape, 9"+ inches, thick and uncut, single, black hair, blue eyes and I am a very easy going guy.  Respect and attentiveness are my watchword...
  • Tired of Fakes and Game players? Want hot juicy and tight? Real Winnipeg Girl, Hot, Juicy & Tight 100% real Winnipeg girl and very skilled! My tantalizing curves and sexy eyes will have you mesmerized in seconds.  Enjoy my silky skin, luscious legs and sensual breasts.  I love to tend to your needs. I promise a safe, sexy and secure env...
  • Looking for Older Gentleman 🍭 Winnipeg Area Seeking Winnipeg Sugar Daddy Exclusive Arrangement I am 24 and looking for mature. I have a good sense of fun and a smooth, hot body. My long hair is chocolate brown and my skin is very soft! I want to meet a cool guy who likes to have fun. Send me a private message for my pics and contac...
  • Hot chick needs female distraction Will you be my much needed distraction? Hello! I am Lucy and I am so wanting to get out and meet someone who can take my mind off things! Are you caring and a good listener and a good kisser? If you are, hit me up with recent pics and a message @JuicyLucyX I look forward to talking with y...
  • Hot trans chick with nice boobs Hot trans chick in Winnipeg. 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 t...
  • Shiny blue eyes and 34 years old. Man for Woman Dating in Winnipeg Hi, I am Brandon and I am 34. I am excited to meet a loyal and loving woman who can complete my world. If you would like to say hi, come and see my proflie and message m @BRANDON34M me for pics and contact info. Username: @BRANDON34MLocation: Winnipeg, ManitobaAge:...
  • PeeWee's Looking for a BIG Adventure! Hi, I'm Herman, and me and my little friend are looking for some excitement in Winnipeg tonight. If you are up for an adventure we are too! We aren't too picky, just hope you like Tequila and dancing. Please be motherly and kind. Can you come out and play?. If so click here to come out and see ...
  • HEY BOY - Tap into THIS Phat Booty! I ain't playin, I need a man to plunge into my juicy juice and give it to me hard! I got a phat booty and cannot lie cause we need a real man, and only a real man will do. I'm Natalie, 5'6, mixed race, 36D cup, 42 hips and a phat ass baby! If you live in Winnipeg and need a booty call like I do then...
  • 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 Winnipeg for most of my life. I am a city worker so a ...
  • 29 Year old lady seeking secret rendezvous I am presently separated but I need to keep things discreet. If you don't mind, we should keep things secret and naughty. I like fantasy play and will try fetish stuff. I haven't put an ad on here before, but, hey, if you don't try, you never know! Send me a message! @Rendezvous29Winnipeg Send me y...
  • BBW Lesbian in Winnipeg Sucker for love BBW Lesbian in Winnipeg Hey ladies, My name is Joanne and I suck at love! Ok, what I mean is, I love to suck. Definitely a 'boob' woman and if you got em I like em. Big, small or medium, it doesn't matter. I'm ready to spoil your body! Message me @JoanneBBWfem. Serious dates only please. Send ...
  • I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
  • Sexy Honey I am a totally real, down to earth, fun girl! I am looking for open-minded, playful, sweet, tender, fun guy to make me laugh! SEXXXYHONEY Call or PM   Message me and send your recent pic for mine Talk on phone required first before meeting in person No strings...
  • Vibrant and Intense 26 year old wants to meet sexy dude Hi! My name is Angelina. My body is in great shape and I like to exercise and stay fit. I am fun-loving and down to earth. Would like to meet same in the perfect guy. I love swapping pictures and sext messages on mobile so don't be shy. I think swapping pics is the perfect way to set the tone for a ...
  • 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...
  • Hot stuff hoping for her sugar daddy Hot Stuff for Sugar Daddy in Winnipeg 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 s...
  • Fun Loving Couple in Winnipeg Seeks Female for Threesomes... Swingers in Winnipeg Seeks Female Hi, we are Jordan and Riley, a sort of a younger swinger couple in Winnipeg looking to explore threesomes with the right girl who is open to sex with a man and a woman at the same time. We look forward to experimenting with some wild fantasies we have and welcome a...
  • Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Winnipeg 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!&n...
  • Tainted Love - Beyond Compare! Kinky Trans Woman in Winnipeg Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Winnipeg. What kind of kink? You'll have to contact me to find out. I'm open to all sorts of fetish play if you are. I need a hookup with an open minded man. The sort of man who appreciates wha...
  • I am a hot lil sissy living in Winnipeg - HMU!... Black Sissy Boi in Winnipeg 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 Winnipeg vicinity. Click here for more of me......
  • Nervous and new to this! It's my first time posting an ad of this sort. Not even sure what you want to know. I can start with my name, which is Rose. I love to travel and have been all over the place! I have a wall in my home which is dedicated to all the postcards I have sent myself from all the places I have been to. Una...
  • Handsome, tall and tanned guy wants to meet shy woman Shy Guy for Shy Gal in Winnipeg Male, 34 looking for gal, 26+ age. I'm a bit on the shy side so if you are also, that's a plus. I warm up once I start to feel comfortable. I have many interests and like new experiences. I want to meet a mature woman for fun, laughter and more. Check out my profile ...
  • Super hot guy waiting for girl of my dreams Black Man for Romantic Woman in Winnipeg Dark chocolate man with romantic nature. My name is Dwayne and am 6 feet 3 and well built. I am into sports and I love watching football. Life is good and all but I want to meet a beautiful woman for passion and adventure. Check out my profile @DwayneSeeking...
  • Dr Freakin'furter - Mine's Bigger Than Yours! White T-girl here and I'd bet mine is bigger than yours. We'll just let it be our little intimate surprise when the time comes. No one needs to know our business, Let's just keep it discreet. If you live in the Winnipeg area come see if you measure up! Click here for explicit photos. Look ...
  • 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...
  • Redwingz Looking for Princess Charming Winnipeg Lesbian For Fun Hi I'm Lucy (Redwingz) here in Winnipeg 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 ...
  • Bi Swinger Vibes 😏 Open to Couples Who Play Together in Winnipeg My Bi-Curiosity drives me toward men and couples who truly enjoy each other's SEXY company. Bold by nature, I lean into depth when exploring how love plays freely. Confidence matters here - especially willingness to engage without hesitation. Attention flows best when shared without holding back. Th...
  • Confident Femme Dom 😈 Strap-On Friendly | Winnipeg I’m a DOM woman who enjoys leading, setting the tone, and exploring power dynamics with men who are curious, respectful, and open-minded. Direction cuts through noise because assertiveness holds nothing back. Leading feels natural here, especially during moments when roles shift smoothly....
  • Playful Dove Ready to Fulfill Your Wildest Fantasies 😘πŸ”₯ Winnipeg Hey there, sexy! My name is Dove and I'm a flirty little vixen from  Winnipeg . I love to explore my sexuality and try new things in the bedroom. Are you ready to join me on a wild ride of pleasure and excitement? πŸ˜‰ Swap Pics & HMU @dovesh47968   I'm seeking a sexy man!! 😍πŸ₯°οΏ½...
  • 🧁 🍰 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...
  • Ebony W4W - πŸŒ™ Movie Night or Makeout Session? You Decide 😘 πŸ“ Winnipeg Ebony Lesbian Seeks her Queen, or Princess πŸ‘ΈπŸ˜‰ A soft playful cutie like me is looking for a girl to play with tonight. Netflix and  chill? More like kiss and thrillπŸ‘„ .  I can meet up with you to watch a late night  movie, buy some extra snacks and maybe sneak so...
  • TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy – Let’s Make It a Reality πŸ’‹  πŸ“ Location: Winnipeg πŸ’– Seeking: Fun, Exciting, &  Discreet Connections Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good  vibes, great chemistry, and unforgettable nights.. I'm in my early 20's and I'...
  • πŸ’―real gfe serviceπŸŽ€kissπŸŽ€bbbjπŸŽ€squirtingπŸŽ€rimπŸŽ€cimπŸŽ€b2bπŸ’Ž Winnipeg πŸ’Ž Hey there, I'm Cher from Winnipeg, and I am looking for a sexy and adventurous playmate to explore all of our kinks together. I love nothing more than getting down and dirty in the bedroom, trying out new positions and pushing boundaries. If you want to see more of me before our encounter, check out...
  • Sexy and Flirty Jackelyn Ready to Play 😘πŸ”₯ Hey there, I'm Jackelyn from Winnipeg, Manitoba. Looking for some no strings attached fun with a like-minded individual who is up for exploring all our fantasies together. πŸ’‹Swap Pics & HMU for Some Fun!!I love to get a little kinky in the bedroom πŸ˜‰. Some of my favorite positions include do...
  • πŸ’Ž Adorable Sugar Baby πŸ’Ž Seeking his Generous King πŸ‘‘ πŸ“  Location: Winnipeg    Seeking: A kind/dominant daddyπŸ‘‘  A Little about Me: Hello everyone! I am a sweet, fit blonde with a flirty nature  and an appreciation for the good things in life. I enjoy being pampered, looked after and treated  like a king. If you ...
  • 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...