Winnipeg, Manitoba Sex Ads and Adult Classifieds

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Show Ads In: Winnipeg | Brandon

  • October 31st, 2026
  • 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...
  • Single Female Wants to Explore Fetishes... I'm Dani, a sexually adventurous woman who is looking for a fetish playmate in Winnipeg who is able and willing to go with me on this kinky journey. In past non-kinky relationships I have always played a more dominant role (for some reason) however I have changed my mind and I am keen to switch to m...
  • I'm the Girl Your Mum Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Winnipeg for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man who lives n...
  • 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 ...
  • 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...
  • Italian hot woman looking for love Adriana Hot Italian Woman i guys!  my name is Adriana and I am from originally from Italy. I moved here recently and want to meet a nice friendly, fun guy. I own my own private cozy place. I am friendly and a fun girl. Message me. See you soon! ~ Adriana in Winnipeg...
  • Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹  Warning: I’m addictive 😘 View My Ebony TS Profile here - I possess more than attractive features. I am a complete  TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and  thick thighs and soft lips and a hidden secret th...
  • Sweet Southern Girl Missing a Gentleman πŸ‘πŸŒ™ Hi there… I’m Savannah. I’m a native Southern belle through and through, so I truly believe in all the old-fashioned values of being a kind, courteous, and chivalrous person, while also always looking and feeling beautiful. Message Me and Let's Plan!!  I am a friendly, lovin...
  • Czech Beauty new in Winnipeg Ahoj, lásko. Rád bych se s vámi setkal a hledal jsem vás. Kdy se s tebou m?ΕΎu setkat? Jsi tam venku? Kontaktujte m?. Hello, my love. I know you are out there somewhere. I would like to meet you and have been looking for you.  I like texting and sharing sexy thought...
  • 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 ...
  • 🌟 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...
  • COLLEGE CUTIE AGE 23 - seeks Winnipeg sex hookup 😈 Naughty Coed Candace 4 Down & Dirty Fun 😈 Hey, I'm Candace. I'm a college coed who loves to get down and dirty. While I'm taking a temporary break from my school studies, I'm all about exploring my sexuality and trying new things in the bedroom.  I'm always up for some fun. πŸ₯° Some of...
  • OLDER BABES for YOUNGER MEN!! Older Women for Younger Men Sexy older babes show younger men how to truly please a woman! Women Join Free | Men Join Free | View Photos  1. Join Free for instant access 2. Chat or sext with members 3. Arrange local hook ups! More&nbs...
  • 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:...
  • Discreet meet only in the Winnipeg area!!! I am Jamali here in Winnipeg for a while doing some work for a tech company so I can't get too involved with anyone. I'd like to get out and experience this town, the party vibe and the men in it. I'll be going home in a few months. If you are iinterested in an Asian-Indian man then come check me ou...
  • Help - I'm a Nymphomaniac AND an Insomniac - There is Only One Cure! I'm sort of a reverse Sleeping Beauty story. lol I need lovin to put me to sleep and give me those feel good endorfins. I want to find a sexy man to hookup with when the need strikes me. Of course you can let me know when the need hits you too. This isn't a one way street after all. I'm 29 years old...
  • Curious Bi Girl Looking for Lifestyle Friends πŸ˜‰βœ¨ Hi, I'm a bi sex girl looking to meet some friendly people that are open to the alt scene and are looking for some fun. I'm a very friendly person, very confident and have a wicked sense of humour, which should soon come through. Message or Text Me Here -  I'm a cute cuddly sweetie looking for...
  • πŸ’•πŸ”₯ 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 😘✨ Hailey and Jade are two friends who are looking for someone to have a good time with. They're a brunette and a ...
  • Bi-curious and Want to Try it Out... Hi, I'm Gary, 42 years old, divorced, curious but cautious, well endowed, (I'm told) medium build, 5'10, 180 pounds, ex Navy and need to keep this discreet for now. If you live in Winnipeg, are patient and know the in's and out's so to speak then I'd like to hear from you.  I don't know why I'...
  • DON'T MASTURBATE ALONE! Let Me Get You Off! LET'S GO CAM-TO-CAM! Don't Masturbate Alone... Get Off With Me! Want to chat live cam to cam before you hook up? Talk about anything. Share your wildest fantasy! Ask me anything. Me and my girlfriends are home alone and we enjoy getting naughty on cam. Join My Cam Free! Avai...
  • Busty chocolate Beauty loves milk chocolate treats Busty Chocolate Bunny in Winnipeg Hey gals, I am Bunny and I am dark chocolate in complexion and big busted. I am a foodie and I love all foods! I watch all kinds of food shows from all over the world! Hit me up @BustyBunnyXXX Hope to speak to a food/dining loving lady soon!  Username: ...
  • Click here - Add to Cart. Winnipeg Single Dad for Fun That's my mom in the pic with me BTW. I'm Jonah here in Winnipeg a single working dad age 31 with a three legged cat and hope to find a woman for some NSA fun who has a big purse to get lots of snacks into the movie theatres. I'm not afraid to talk about Bruno, or yell Y...
  • Bite Me Butches! Winnipeg Lesbian for Butches Deena here in Winnipeg daring all you bad butches to come get me! I'm fiesty and kitty has claws. You aint gonna get this easy like you think. Yeah sure, I'm a little sarcastic, brutally honest and sexually hostile, but that sort of foreplay leads to explosive sex and y...
  • πŸ˜‡ πŸ† 😍TRANNY COUPLE -Winnipeg- SHEMALE SWINGERSπŸ˜‡ πŸ† 😍 Hey babe, are you interested in Shemale or Transsexual Sex? How about a shemale couple looking for you to join? If you want to have some sex and swing with us.. You MUST be willing to do whatever we say. Do you want to play with our cocks and boobies at the same time?. Swap TS Nudes & Conta...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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....
  • Hot Girl Wants To Hang Out With Woman in Winnipeg 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 ...
  • Sexy and Flirty Gillian Ready to Play 😘✨ 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 πŸ˜‰πŸ’‹Swap Pics & HMU for some sexy fun!!When it comes to sex, I'm open to trying anything once. Whether it's ...
  • 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...
  • Beauty Queen from India looking for love My name is Manju and I came from India in 2002. I am a college graduate and I work in retail. I am looking for someone who is exciting and fun, but honest and trustworthy. If that is you please message me Manju in Winnipeg so we can get together. I look forward to meeting you!...
  • TS Sugar Baby πŸ’Ž Femme, Flirty & Looking for the Right Man in Winnipeg I’m a transgender sugar baby who loves femininity, attention, and being appreciated by a confident man who knows exactly what he wants.. Confidence speaks louder than words. Gentle touches matter more than grand gestures ever could. Let's Link Up Babe - Fond of the sugar dynamic. Getting pamp...
  • 38 yr old Lonely woman seeking passion in Winnipeg Successful Business Woman for Female in Winnipeg 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. ...
  • 24 y/o Bartender Wants No Strings Fling Hi! I am Kimberly and I am 24! I have a loveless marriage. My job is fun and I love my customers. Some of them flirt but they are just my customers. I want to meet a sexy guy who will be kind and attentive and loving! You must be out there somewhere! Contact me me if you think you are a good fit.&n...
  • 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...
  • Curvy BBW With a Big Heart πŸ’•πŸ”₯ Hi! Well, I suppose an introduction is in order. My name is Brianna, and I am a lovely beautiful curvy girl that believes that the most beautiful qualities of a human being are confidence and kindness. I am a very affectionate, playful and loving person, and strive to make everyone feel as comfortab...
  • Cunning Linguist... Oral Expert Seeks Woman in Winnipeg Hi, I'm Calvin a single male in Winnipeg looking for a single woman who is funloving and passionate. I am orally gifted and speak fluent English and have an accent. My greatest oral talent however is in my long tongue - my whiskers are soft and tickly, but n...
  • 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 ...
  • 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 ...
  • October 30th, 2026
  • 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...
  • 🀎 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...
  • Big Tits, Looking for Real Fun in Winnipeg Big Tits, Seeks Fun Guy in the Winnipeg Area I can entertain you and make you laugh! I have a bubbly personality, big tits that love to be touched and I like to show off. I just like to kick back and have fun. I am light hearted and fun, intelligent and also street smart. Would like to meet simila...
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Winnipeg I'm queen Delilah a trans woman here in Winnipeg 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 positi...
  • New to the Winnipeg 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 Winnipeg Sono nuovo qui in questa città e mi piacerebbe incontrare un bel gentiluomo per anda...
  • 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...
  • 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...
  • 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 Winnipeg about 3 years ago from London to work in the tech industry and do rather well despite the sky-high prices ...
  • 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...