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  • May 7th, 2026
  • FtM seeking Princess Bride in Winnipeg FtM seeking Woman in Winnipeg Hi, I'm Andy, age 33, FtM mixed-race transgender man living in Winnipeg. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a messa...
  • 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 ...
  • 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...
  • New to this place, Andrew, 36. Man Seeks Woman in Winnipeg Ok, what do guys say on these things? I want to meet a kind, friendly and fun lady to hang out with and have fun with, and maybe more. I am tall and somewhat muscular build with dark brown hair and brown eyes. I enjoy my work as a business analyst. Want to know more? I'l...
  • I'm a Steamroller Baby! Hi ladies, James here nice to meet you! Let's hop on my bike, put our knees to the breeze and do whatever the hell we please! I'm good with my hands, still a bit of an outlaw at heart, 35 years old, lived here most of my life, blonde hair, blue eyes, 6'1, around 220 pounds, muscular, love women, hug...
  • Daniel 28, Plumber, recently new to area 28 y/o Man New to the Winnipeg Area For Dating I am fairly a plumber by trade. I am looking for new people to meet in the Winnipeg area and I would love to meet a nice lady I can talk to and listen to and maybe more. What do you enjoy doing? I like trying new things so don't be shy. I like camping,...
  • 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...
  • 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...
  • Sweet Guy with a Naughty Side πŸ˜‡βž‘οΈπŸ˜ˆ Searching for My Queen Winnipeg Hey there, lovely ladies of Winnipeg! My name is Romeo and I'm on the hunt for my very own Juliet. Are you ready to be swept off your feet by a modern-day romantic? Look no further because I'm right here waiting for you. Swap pics & contact info WinnipegI may not have a balcony to profess m...
  • Blue Eyed BDE... Some say I should be in porn, but I have a profession that doesn't mesh with that, (EMT) plus I wouldn't want my future kids to ever see it. Hi ladies I'm Chad, 31 years old, not too serious, blonde hair, blue eyes, 6'0, 190 pounds, size 11" real uncut thick burrito type, I'm very oral both giving a...
  • Sweet Guy, Dirty Mind, Zero Pressure πŸ˜‡Winnipeg😈  Hi beautiful. At twenty-nine years old I maintain my fitness while being humorous and charming yet slightly  mischievous. When I look at you my eyes show weakness while my laughter makes your stomach ache  πŸ˜ View My Dating Profile and Pictures - My approach to romance includes p...
  • Flirty Fun, Endless Kisses & No Judgments πŸ’‹ Winnipeg  The person I am today is a relaxed yet passionate man who balances his gentlemanly nature with  flirtatious tendencies by sending sweet messages during mornings and provocative messages at night. 😈 I enjoy tasty  food with slow kisses and unexpected plans that typically lead to in...
  • How do I look? / M4W in Winnipeg Man for Woman in Winnipeg Check out my profile and tell me how I look. I am Sam. I'm a model, age 32 and told I am darn hot looking. Hit me up and check out my profile @SamWinnipeg. Send your pics for mine. I'm available evenings and weekends.  Sorry guys, no men or couples. I appre...
  • 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...
  • Chill Dude Needs His BBW Queen... Hi ladies I'm Mike from here in Winnipeg, age 30, 6'0, 190 pounds, Italian, French, Norwegian mix, tatted, well endowed, muscular, journeyman plumber, who loves lots of curves and passion in his woman. I don't meet many women in my line of work and bar pickups are not usually the right way to find a...
  • May 6th, 2026
  • Looking for the bride of my dreams Winnipeg Contractor Seeks Wife This is Erik and I am a local resident and own a contracting business. I love distressed property rehab and I'm always looking for rehab projects. I am looking for a bright intelligent woman who can make me smile. When not working, I love the outdoors and I am an avid...
  • Nascar fan looking for lady to have fun with Nascar Fan for Lady in Winnipeg If you are looking for someone legit, hit me up for a date. I am a down to earth guy who likes to chill on weekends and do fun stuff. I enjoy dining out, concerts, live theater, strolls at the park, hiking, movies, sports and much more. I hope you have a good sense o...
  • Tom, 42, wants single minded woman Hello ladies, I am Tom, age 42 in Winnipeg. I have a good job, a new truck and I own my house. Life is pretty good and I'm ready to take the next step toward finding love. Could you be who I'm looking for? We'll never know unless you message me.  I am not looking for someone who is going to gi...
  • Dinner, Drinks… and You in the Driver’s Seat? πŸ·πŸ’‹πŸ‘ Winnipeg Hey there, lovely ladies of Winnipeg! My name is Baily and I'm on the lookout for that special someone to light up my world. πŸ’«Swap pics & contact info I may not be a prince charming, but I can promise you plenty of laughs, good times, and maybe even a little bit of romance along the way....
  • 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 ...
  • 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...
  • Joker and a Smoker... I'm a 30 year old, 6'1, 200 pound hardcore biker living in Winnipeg and I go by the handle of Joker. Looking for my sexy road queen who preferably smokes too, or at least doesn't mind that I do. All this anti-smoking shit brings out the rebel in me, and if you're like me then we'll get along gr...
  • Nerdy Tech Guy With a Fun Side πŸ€“πŸ’¬ The first time you meet me, I think you would describe me as the smart quiet guy until the playful man comes out. I work in the tech industry and am a huge movie and game fanatic. I love to have long conversations in the dead of night about everything from travel to the most useless piece of trivia ...
  • I wanna be your friend and lover Mature black man in Winnipeg Howdy, my name is Samuel and I am a mature gentleman looking for a lady who is smart, funny and outgoing. I am 52, widower after 28 years, no kids. I am into riding my bike, the gym, and fishing on weekends. There is just one thing missing - maybe it's you! Do you like ...
  • Chill Bearded Guy Looking for a Fun Connection πŸ»πŸ˜‰ I'm a relaxed 30 something. Fair amount of face hair, cheeky sense of humour and love to laugh at the most unexpected moments. By day, I'm a working parent and by night, I love to socialise. Let's plan something fun and go out! Im a pretty chill girl who just loves to hang out and talk. Im a respon...
  • Sugar Magnet Looking for His Sugarbaby in Winnipeg... Hi, I'm Matthew a semi-retired Real estate developer recently divorced seeking my sugarbaby for sexy good times and companionship. I have a yacht, penthouse and nice cars, but still something BIG is missing... YOU! I admit, I'm not the best looking guy, but you could do worse. Do you like to travel?...
  • Male who is a little bit bad but loves to show his woman a good time!! Hey there, lovely ladies of Winnipeg, My name is William 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 enj...
  • Shy 41 yr old guy Shy But Romantic in Winnipeg Hey ladies, I am Bryan, 41 and I am a little shy when it comes to meeting women. I am romantic and thoughtful and looking for a kind hearted woman. They tell me I'm handsome. I'll let you be the judge of that. what I do know is that I like to have fun and I'd love to me...
  • Tall Athletic Guy Seeking a Cute Partner in Crime πŸ’ͺπŸŒ™ Im an Ebony 🍫 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...
  • 🍻πŸ”₯ Wild Nights With Mason 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 a confident guy who knows how to enjoy the moment 😏✨ 😍😍 Mason here… athletic build, charming smile, and always down ...
  • Widower seeking affection in Winnipeg Winnipeg Widower Seeking Affection Hello ladies, my name is Jonathan and I am seeking some female company for fun times and affectionate days. It has been a while and I have to face that I'm lonely. I am 52 and still look in my late thirties (I am told) and I am fit and healthy. I love riding horse...
  • Hey ladies, I am Roger, 49 and looking for real love Man Seeking Woman for Dating in Winnipeg Hi, my name is Roger. I'm here seeking a woman for dating and friendship - hopefully a lot more! I am 49, a professional with no kids and no personal entanglements. I am local to this area and have lived here for 22 years. I would love to meet a kind a funny...
  • Ebony πŸ’Ž Strong πŸ’Ž Male Seeking Female My name is Donovan, I'm here in Winnipeg and I'm looking for a hot woman to be my eye candy and trophy woman. Let me pamper you and take you out. I love to laugh and have a great time. I know how to treat a lady, so don't you worry πŸ˜‰. - My Profile- My Pictures ...
  • May 5th, 2026
  • 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...
  • 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...
  • 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...
  • Sailing nut wants to meet lady sailor Male for Female Date Wanted in Winnipeg Do you like going out on boats and sailing into the sunset? If you do, give me a call and we can check out the water together. My name is Lewis and I love the water. I do have lots of other interests including coffee shops, microbrews, dining out, music, work...
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  • Blue Collar Guy Who Loves Curves πŸ”§πŸ”₯ I am an average guy with fairly average values. I believe in hard work and the simple things in life. Like to expect the same from others. Very frank and honest. Looking for the same in a woman - a woman who can look after herself, but is also comfortable in her own skin. I'm around if you want to c...
  • I Need a Winnipeg MILF Who's Got That Sexpertise! Winnipeg Man Needs Experienced Woman Hi all you hot mommas out there in Winnipeg. I'd love to meet someone to hookup with on a regular basis. FWB style. Young women my age seem to be sort of squirrely and awkward in bed. (just my experience) I picture a MILF as being more focused and educated on ma...
  • Chivalry Isn’t Deadβ€”But I Might Be After One Good Ride πŸ˜πŸ‘ an looking for a hot woman to be my eye candy and trophy woman. Let me pamper you and take you out. I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very into oral and eating that kitty. I'm a damn good lover and know how to use my cock! I want us both to use each o...
  • HOPELESS ROMANTIC SEEKING FEMALEπŸ’₯πŸ’₯ I'm a hopeless romantic at heart, always looking for ways to show my affection and make you feel like the queen that you are. πŸ’– I believe in chivalry and treating a lady right, so get ready for some old-fashioned charm mixed with a modern twist. Swap pics & contact infoSo if you're ready...
  • Nice Guy? Yep. Push-Over? Only When You’re Behind Me πŸ˜‰πŸ’¦ I'm a hopeless romantic at heart, always looking for ways to show my affection and make you feel like the queen that you are. πŸ’– I believe in chivalry and treating a lady right, so get ready for some old-fashioned charm mixed with a modern twist. Swap pics & contact infoSo if you're ready...
  • Gym, Goals & Good Energy πŸ‹πŸ½β€β™‚οΈπŸ“ˆ Hi I am a Single 25 years old straight white male.I'm in Winnipeg and I would love to meet and amazing woman who wants to feel a real man! πŸ˜‰ I love lots of foreplay, kissing we don't need to rush anything.. Maybe go out and have some fun, see where the night takes us??  - My Profil...
  • 🌟 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...
  • Ken, 42, lonely for you Male for Female Winnipeg Hi there! My name is Ken and I am 42 and looking for a real nice woman in the Winnipeg area. Send me a message and check my profile @Ken42seeksWoman for my recent pictures and contact info. Let me know about you. I enjoy skiing, hiking, boating, travel, gaming and reading. ...
  • 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 ...
  • Hey, any SteamPunkers out there in Winnipeg?... Hi, I'm Brad T. from Winnipeg born and raised. I love everything SteamPunk and am searching for a local woman who appreciates the romanticism of the late Victorian era. I'm 30 years old, love sci-fi, SteamPunk, conventions and events, travel and work. I have a dynamite job working with younger autis...
  • May 4th, 2026
  • Tall & Peggable πŸ˜ˆπŸ’‹ Looking for My Boss Babe Hi I am a Single 32 years old straight white male.I'm in Winnipeg and I would love to meet and amazing woman who wants to feel a real man! πŸ˜‰ I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very oral i love to give as much as receive. I love to make her cum all o...
  • Late Night Drive Energy πŸš—πŸŒƒ 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...