Winnipeg, Manitoba Sex Ads and Adult Classifieds

Winnipeg, Manitoba 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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Show Ads In: Winnipeg | Brandon

  • August 13th, 2026
  • Winnipeg 💓full service+bbj, european girl 📲HMU Swap Pics & HMU and Check Out My Profile 💎 NEW GFE & PSE Open-minded BBJ 69 DFK CIM COF DATY  💎 Nuru Massage 💜 Body to body 💜 Shower Together 💜 aim to please 💎Fun Playful warm and cheerful with pure body. 💎I provide a very erotic, sensual massage session. ...
  • Breast Obsessed Little Booby Boy... Need Mezmerizing Mammaries in Winnipeg Controlled by Cleavage, nipples, areolas, breasts, boobies, tits, hypno, highly suggestible, kinks, fetishes all types. I'm Lenny a 5'9, about 160 pounds, 22 year old single male in Winnipeg here for magic milk bag fantasies. If you have boobies I'm interested...
  • I BREAK TWINKS and turn them into MY SEX PUPPETS! Big top bone thug gonna wreck you and make you twinks tap out! Looking for sissie boi to use and abuse here in the Winnipeg area. All is fair and shit as they say. Needless to say I'm the dominant and controlling type in any situation. Your gonna get the big one rough and deep honey! No screamers pl...
  • 🖤 Fetish Ad: Soft Control & Worship Energy Quiet Confidence. Intentional Attention. 👠🖤 Fascinated by small things. What others pass by fast.Stillness between breaths. A hand reaching just to settle. Things said quietly, without rushing ahead. HMU FIRST, I'LL REPLY😈😈 Confidence shows best when quiet, while focus lands better if ...
  • European Lady seeks sensual gentleman European Lady in Winnipeg My name is Karena and would like to meet a kind gentleman for dinner and dating. I am mature and I originate from Europe and moved here recently. Serious callers only and I am willing to please you.  Check my website pics and contact info KarenaXX86...
  • Young, Fun, Perfect body and 36DD looking for nice gent to date Young, Fun, Perfect Body and 36DD 26 yr old looking for fine looking man, with fit physique. Must enjoy sex! I like being active and enjoying life. I'm giving online dating another try. My Pics and Contact Info 36DDblonde Send your photos and mobile# for mine. Tell me a little about yourself...
  • Winnipeg ❤️‍🔥 Sexy Ebony with Tattoos & Zero Patience for Weak Vibes  📍Winnipeg Dominant Ebony Lady - Seeking Man ABOUT ME: I'm a bit sassy, I have tattooes, I'm in my 20's and I'm looking for some sexy fun. That's why I made this w4m ad in the first place. I work as an event planner. So I know where all the good parties and events are.. 🎉🍾 WANT T...
  • Mature Blonde Seeking a Confident Gentleman 💎🌹 Hi! I'm Claire.. Local Winnipeg 45yr old mature woman, seeking confident male who know's how to have fun!!. I'm a very attractive blonde and I like men who are self-confident and have respect and a little bit of charm. Now I have reached an age in life where I would like to spend more time with nice...
  • Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Winnipeg for Man Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you will be p...
  • Keep Calm and Pet the Kitty... Angie here in Winnipeg with a special pubic service announcement to keep calm and pet the kitty should you have an emergency. Come closer and listen to her purr... closer now... closer now! Ahhh that's it right there, kiss the nice kitty! That's how we stay safe at night around here. Safety minded s...
  • Wife Swap in Winnipeg Anyone? Swingers Seek Sexy Swap in Winnipeg Hi we are Dave and Lisette here in Winnipeg. Admittedly we are pretty new to the swinger lifestyle and don't want to cross any boundaries, but we would really like to find a couple around our age to swap partners with. You don't have to be married like us, just i...
  • Chill Bearded Guy Seeking a Cool Dude 🍻😉 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...
  • Don't Worry I Bite! Feisty redhead trans in Winnipeg full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to control ...
  • No Boring Guys Allowed... Let’s Make This Exciting😉 The one with the purple hair 💜Hey you… yeah, you 😏. You better like your women confident, sexy, and  playful – and if you are, you might just be what I am looking for.  I am  fun, adventurous and surprise-packed – the kind of woman who can talk as much or as l...
  • 💯real gfe service🎀kiss🎀bbbj🎀squirting🎀rim🎀cim🎀b2b💎 Winnipeg 💎 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...
  • Hot and kinky MILF looking for some fun in Winnipeg Winnipeg MILF For Kinky Hookup! Hi all you sexy Winnipeg guys, I Georgia and I am an slightly off beat working professional mom of two. MILF. Just looking for some sexy fun and to explore my (and yours?) kinks and fantasies, FWB. I am into men, but possibly women or even a hot couple depending...
  • Fit Gym Girl Seeking a Workout Partner 💪😉 I spend most of my free time at the gym. Ashley: athlete, people person and the bubbliest person you will ever meet. Very energetic person. Confidence, health and a good attitude are a few of my favorite things. So if you're a confident, healthy and happy man looking for a good friend then lets giv...
  • DOM Woman-Led Energy 😈 Strap-on Sex | Winnipeg I’m a confident woman who enjoys taking the lead. I love being in control and I love pegging! Men who follow without chasing tend to fit well here. Respect matters more than charm or history. Authority feels lighter when shared, yet still claimed. Pace shifts depending on who's moving. Heat bu...
  • Sexy hung and big busted Hung and Busty Shemale in Winnipeg Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine. Username: @Tammy39TLocation: Winnipeg, ManitobaAge: ...
  • Selena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too! See my pictures @SelenaIsTrans and send me a message to set up a date. I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
  • George, 31, long beard to tickle you with Bearded Man for Non-Bearded Lady in Winnipeg Hey ladies, I am George and I am 31. I have been growing my beard for 3 years and it is nice and long. If you like bearded dude let me know and send me a private message @BeardedGeorge. I'm fun loving, athletic, Alpha type guy, comfortable in my skin, as...
  • Naughty boys check me out... good thing I LOVE naughty boys! Kara here, I will make your fantasies come true in Winnipeg! I have a bubbly personality, enjoy intimate dinners, shopping, and I love as much as I receive. I dress to impress, love to snuggle, STD free, classy, and ready to satisfy the needs of my man anytime. People who know me would say that I ha...
  • 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...
  • EXPLORE YOUR KINKS WITH THE STRAP-ON QUEEN!!! Winnipeg Boys Deeply Love My Strap On Fetish Your gonna meet BigBen my favorite strap on! (shown in the pic attached) I'm Sandra a bi-sexual fetish friendly hot bitch who definitely wants to do it freaky and rough to men, women and couples in Winnipeg tonight. I specialize in strap on, pegging, Bon...
  • Well Endowed Shemale is beautiful Winnipeg 32 Well Endowed Shemale in Winnipeg I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures and p...
  • Glamorous TS Sugar Baby Ready to Be Spoiled 💎💋 Hi handsome… I’m a beautiful trans sugar baby that loves the luxuries in life and I’m searching for a confident man who will treat me like the queen I am. I am very soft and feminine with a playful edge and you will always have a smile on your face when we talk. View My TS Sugar B...
  • 27 Yr Old Columbian needs affection 27 Year Old Columbian Hottie Have you got what it takes to please me? I have what it takes to please you, and I know it! If you are serious about being serious and you want love and affection I am the girl for you. View my pics and contact info @Alejandra27...
  • Jon Boy seeking Winnipeg Top Male to Pleasure 👅🍆💦 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...
  • Just Give Me a Man - Any Nationality Will Do! Mina Needs a Man in Winnipeg! I'm Willamina here in the Winnipeg area, but go by Mina with friends and family. If you are a fun loving, passionate, stable, sexy guy with morals then you have my attention! I find all types of men attractive, so I can't tell you what kind of man I am looking for exac...
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Winnipeg boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I'm se...
  • Late Night Drive Energy 🚗🌃 30yr old male seeking lovely lady  Hey gorgeous 😏 I’m a 30-year-old guy from Winnipeg with a cheeky smile, strong  hands, and an even stronger craving for adventure — both in and out of bed. My intention is  to meet a woman who possesses confidence because I seek someone to flirt with and share laughter...
  • 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...
  • Black Circus Dick Looking To Top A Fags Hole In Winnipeg. 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 ...
  • 🔥 Your Best Kept Secret in Winnipeg 🔥 28year old male! The following scenario exists in my mind. Your eyes meet mine when you want to remain hidden yet my presence stays with you throughout the entire day. Your connection with me causes you to slow down during your morning walk while you encounter various joyful experiences. I want to p...
  • Super Sexy Good Girl Needs Another Cock To Suck, Are You Man Enough?? 😘🥵 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...
  • 💃✨ Trans Swinger Couple Seeking Fun Vibes ✨💃 A confident trans person who loves to play with others seeks to experience the excitement of mutual attraction and curious relationships through open-minded encounters. The group members work to establish common interests which they maintain through defined limits to achieve comfortable social bondi...
  • 🔥 TS Yessica – Verified & Ready in Winnipeg 🔥 TS Yessica shows her confident and playful personality when she meets new people because she shows them her authentic self. 😘 You have discovered your perfect trans escort who will create unforgettable experiences while providing an outstanding encounter. I dedicate my free time to people who gen...
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  • 🖤⛓ Fetish Swingers • Power & Play in Winnipeg ⛓🖤 couple shares an adventurous nature with open-mindedness because they find pleasure in kink-friendly relationships and they enjoy making bold connections. The BDSM interactions between participants include playful control games which create an electric atmosphere because all participants unders...
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  • Twink Boi⚡ Not Here for Small Talk in Winnipeg ⚡ This isn’t casual. It’s clear. You lead. I follow. You take control. I surrender. Simple. Intense. Electric. ❤️✨Your belief in your current role and your search for someone who knows their responsibilities exactly aligns with my own perspective. Message Me here -  Discretion ...
  • 🔥 Manly Vibes & Late Night Energy in Winnipeg 🔥 I am seeking a self-assured man who resides in Winnipeg and possesses particular objectives while making active efforts to reach his aspirations. I seek to meet people who have chemistry interests like mine and who desire to create authentic relationships during our evening exploration. I seek to sp...
  • 🔥 Two Women • Swingers Room Energy • Seeking One Bold Man 🔥 We’re two confident, flirty women who love slipping into the swingers room and seeing where the chemistry takes us 😘 We thrive on group vibes, shared tension, and that electric moment when everyone knows it’s about to get wild. Message us and let’s see if you can handle both of ...
  • Woman Seeking Man 😈 Check out my dating profile I’m a DOM woman who enjoys leading and being in charge, setting the tone, and exploring power dynamics with a man who is curious, respectful, and open-minded. - I want you to let me take charge -.. Then maybe you can boss me around some!  I want to direct our porn and choose the posi...
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  • Fuck Me Like Your Bitch Won't Let You. (Ass Up/ Face Down/ Anon) I'm not looking for small talk. I'll be ass up, face down, and ready for you to fuck my brains out. Looking for someone that knows how to destroy an asshole. 100% anonymous, I don't care to see your face. All I want is a deep hard fucking until you blow your load all over my guts. The deeper and har...
  • Swinging Suburban Housewives of Winnipeg🔥🔥 Double Penetration And Double Creampies- Username: @GeraSwingersCouple- Location: Winnipeg, Manitoba- Swingers Profile: Yes- Hotwife Pics: 11TEXT DIRECT FOR BOOKING INFORMATION- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials I want two men to cum in my pussy and Ass at one time. ...
  • 💎 Confident TS Sugar Baby in Winnipeg 💎 I enter any space with my confident trans woman presence which immediately makes me the center of attention. I find great happiness when people express their admiration and appreciation for me while they actively provide me with care. I find complete happiness when someone else handles everything be...
  • PENTHOUSE PARTY For Insane Swingers Fun - Cum With Us! GOING FAST - BOOK NOW! 💋🔥😈 Party Favors & All Night Sex Drives- Username: @SwingersBalls2004- Location: Winnipeg, Manitoba- 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 par...
  • 💋✨ Two Bi Girls • Open-Minded & Curious in Winnipeg ✨💋 Two bi girls who share our confidence and fun nature bring their love for positive vibes and playful attraction and amazing evening experiences to the table. Chemistry exists in every aspect of our lives because we find it through both confident men and attractive women who understand how to maintai...