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!

Home / Dating

Show Ads In: Winnipeg | Brandon

  • November 6th, 2026
  • OKAY I Admit It! I'm Feeling a Little Frisky in Winnipeg Where's My Boy Toy in Winnipeg Ramona, 22 years old here in Winnipeg and in need of some male company. I have an itch that only you can scratch. Hmmm, what do I want cause you guys come in all kinds of flavors and sizes. It's like being a kid in a big candy store. I know, why don't you tell me what...
  • Half Asian female wanting affection in Winnipeg I am half Asian with a dark complexion. I am here with my sister studying and I am lonely. I would like to meet a nice lady I can be friends with and hang out for fun and hopefully sex. I am from a conservative family so please be discreet. Send me a private message to MelodySingF Usernam...
  • Confident Ebony Swinger Queen Seeking Fun Connections ๐Ÿ”ฅ๐Ÿท 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...
  • Single Mom ๐Ÿ‘— With One Free Night a Week Being a Mother takes up most of my hours.Yet on one evening each week, it belongs to her. ( MESSAGE ME NOWโœ‰๏ธ_) What draws me isn’t noise or mess. A quiet kind of power does - effortless banter, sparks that grow without effort, calm excitement that simply happens What counts is judgment. W...
  • Professional Wants to Settle down in Winnipeg... Gay Man for Commited Relationship Hi, I'm Hal a nurse practitioner ultimately looking for gay marriage in Winnipeg. I'm not too particular about race, religion or political bent really. As long as you are a loving and caring person. If you have a hot temper do not contact. I'm over that crap! Willi...
  • Black/Ebony Transsexual - Your New Addiction โ€“ One Taste and Youโ€™ll Beg for More ๐Ÿ‘๐Ÿ’‹  Warning: I’m addictive ๐Ÿ˜˜ 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...
  • 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 ...
  • Ebony TS Playmate for Men Who Know What They Want ๐Ÿ–ค๐Ÿ†  If you are the type of person who does not want to waste time with games or small  talk… we are already off to a good start ๐Ÿ˜˜ I am a sexy, curvy TS  babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like  a dream and be read...
  • 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'VE GOT A GLORY HOLE FETISH - CUM 'N GO! Winnipeg Glory Hole! Hi all you sexy guys in Winnipeg I'm Riley, and the other girl here is Harper a neighbor who likes to join in the glory hole fun sometimes. We have a club house that has a glory hole set up that's pretty nice actually. Our boyfriends like to watch, but you'll never see them. I ...
  • Tall, fit Butch... Butch for Femme in Winnipeg Not sure about how this is supposed to go, so here I am just saying I am looking for a date. I am romantic and thoughtful and I will bring you your favorite flowers and take you on picnics. I have a nice home, own my car and I have a good job. I don't need anything but y...
  • 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...
  • DIVORCED๐Ÿ‘ฉMOM/MILF Hey Love I am an older cute girl Horny for sex ,& I love to kiss and suck your dick. Bareback, Anal, Greek, GFe ,bbjs, kiss I love getting my pussy licked while I suck cock. I can host, but, willing to travel. ๐Ÿ˜˜ I have nasty videos for sell๐Ÿ’‹ I'm 42 Years ๐Ÿ…ณ๐Ÿ…ธ๐Ÿ†…๏ฟฝ...
  • 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...
  • Let's indulge ourselves in something extraordinary... Hello there boys I'm Tawana a 24 year old ebony female seeking a sexy man for some hot NSA in Winnipeg. I'm actually from here and prefer a man who lives here instead of a long distance thing. Mostly because when I'm hot and ready and I need you I'm gonna need you now, and not whenever you can get h...
  • 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 ...
  • ๐Ÿ†๐Ÿ‘…always ready for fun!! Hey sweetheart,๐Ÿฅฐ Just text & call me ๐Ÿ‘ป Hello dear โœ… I am availableI am an independent ,sexy girl โœ… I am always ready to play ๐Ÿ’‹๐Ÿš˜ I can host or go to your place/home/hotel/casino/anywhere.๐Ÿ’• Message me here or text me ...
  • 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...
  • 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...
  • ๐Ÿ’™ Unwind With Nico ๐ŸŒฟ I am Nico, a fully qualified massage therapist as well as an experienced companion. Nice, charming, warm and friendly. I do love giving massages, although I'm here for dating and some fun.. I can be just a little bit naughty ๐Ÿ˜... Handsome Feel free to message me here - let's connect! โœจ Pr...
  • 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 ...
  • Looks Innocent. Absolutely Isnโ€™t. ๐Ÿ˜‡๐Ÿ˜ˆ Sweet in Public, Unfiltered in Private A grin slips out, then comes the quiet reply - thank you, yes, and sweetness stays visible here ๐Ÿ’•Still, once the curtains shut, I refuse to trim who I am. Message Me Here ๐Ÿ’ฌ  Something about quiet sparks, long stares, one talk that grows soft then j...
  • Nikki Needs a Man Who Can Keep Up ๐Ÿ˜˜๐Ÿ”ฅ Username: @NikkiAfterDark Dating Profile: Yes Pics Available: 14 Video Chat: Yes Messenger: Yes Message me directly if you’re serious ๐Ÿ’ฌ I'm Nikki from Winnipeg and I'm feeling a little bit spicy tonight. I don't really feel in the mood for chatting but I'd love to flirt with you, sedu...
  • ๐”น๐”น๐”น๐• ๐”พ๐”ฝ๐”ผ๐ŸŒฎ๐Ÿ’ฆ LATINA๐ŸŒฎ100% new girl๐ŸŒˆ๐Ÿ”žLATINA๐Ÿ’– Winnipeg Hey there, I'm Rene from  Winnipeg . I'm a fun-loving girl who's always up for trying new things in the bedroom. I love to explore my fantasies and play with different kinks. Are you ready to join me on a wild ride of pleasure and excitement? ๐Ÿ˜‰ When it comes to sex, I enjoy getting a li...
  • Jaw Dropping Hot Lesbian Desires to meet her Princess in Shining armor I am tall and light chocolate. I am elegant and slender with short afro hair. I look like a Bond Villain but I am truly very sweet.  Why not give me a chance? I am also fun. Message me @MilkChocolateFemme if you like a taste of hot chocolate! MilkChocolateFem in Winnipeg Username: @MilkChocol...
  • Petite TS Doll Looking for a Fun Sugar Daddy ๐Ÿฌ๐Ÿ’‹ 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...
  • Oh, Cumsy Me! Winnipeg Petite Girl 4 NSA I'm Victoria here in Winnipeg and was just sitting here thinking naughty things about you and accidentally had an orgasm and squirted all over the place! Now I have to clean up so I can get dirty again. I'll be ready for you when you get here. Don't you worry about t...
  • Winnipeg๐Ÿ’– Sweet & Seductive GFE Seeking a Real Man Are you looking for that spark that feels real? I am a GFE woman looking for a man that would like to take things slow and get to know each other. Perhaps you are looking for some W4M dating or a Girlfriend Experience. Or maybe you are looking for a local MILF that is looking to get intimate with so...
  • 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...
  • Winnipeg Musician wants to funk you up! Gay Musician 4 Fun in Winnipeg! I'm Gig (real name) living and working here in Winnipeg. I'm a cross between Little Richard and Prince baby! Not the serious type and love to party. (music, sex, 420 and drinks) I'm always down for some music playin and singing. But, I'm really here for the men....
  • Send Me Sext Messages Lonely, Send Sext Messages & Pics I am a friendly and outgoing 22 year old woman who is new to Winnipeg. I am not shy in the traditional sense but it is not easy to meet people these days, especially at the moment. I enjoy all things fun and great sex. I take care of myself and like showing off...
  • Mature sexy nurse seeking to share fun times with Handsome fella Mature Nurse Seeks Fun Times in Winnipeg I am a nurse and work long hours but I need to relax and spend time with a sexy, fun playmate. I am looking for a guy who is available to date and has patience and is kind. SeXXXyNurse See my profile and send a PM. Any race Any age (18+) Clean and ...
  • 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...
  • Hello guys, looking for a boy friend So, my name is Talia from the Winnipeg area and I am completely new to this online hookup stuff. I have never put an ad in a website before so I hope I am doing this right! If you would like to speak with me or arrange a date you can check out my profile @Talia4bf here and let's swap some sexy ...
  • Hookup With Winnipeg TS Sugar Baby Now! ๐Ÿ’Œ Want to Hookup and Find Winnipeg Shemales? RADE PIX - MESSAGE - BROWSE PROFILES This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you're interested in ๐Ÿ˜‰.. Do you want to meet local shemales who want to fuck and have some sexy fun? I da...
  • Shy girl looking for first date Shy girl for lesbian hookup in Winnipeg It is so hard to meet people at the moment and I am really wanting a date. No strings unless we hit if off. I am careful with socializing, so don't worry about me not being safe. I'm a lipstick lesbian femme, looking for fun chick to hang out with and see whe...
  • 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...
  • SciFi lovin' guy getting lonely in Winnipeg I love SciFi TV and movies. I am Will. I am 31, tall and muscular with light brown hair, grey eyes and tan skin. I work and I have a nice home and car. I never seem to have time to get out and mingle. I need a friend with benefits! Send me a private message to @WillSciFiFan if you want to swap ...
  • ๐Ÿ†๐Ÿ’ฆ Canada Shemale I Need to Date a Sexy Man๐Ÿ†๐Ÿ’ฆ Canada Shemale ReadyNeeding sex here in Canada Canada ๐Ÿ“ฒ  Transsexual Dating App  I'm new to Canada from America, but I need a sexy man to date and have some sexy fun..  I'm a transsexual or sometimes reffered to as a Shemale and I have a nice big cock for you.. Would you like to ...
  • Mature Retail Manager looking for Serious Relationship Retail manager seeks serious relationship in Winnipeg My lifestyle doesn't make it easy for me to meet people. I have recently moved here from Montana and I would love to meet someone who is light-hearted, fun, carefree but also responsible and intelligent. My name is Mandi. I'm 41 years old and I...
  • November 5th, 2026
  • 2 ASAINS๐Ÿ‘ญ๐Ÿ’Žbj/gfe/rubs Do you want to feel the soft touch and body of a hot and petite ASIAN girl?? How about two asian ladies, who know how to make you feel good in all the right places.. Let them rub, kiss and lick you. All over your body, check them out here, we're waiting. โค๏ธ My Profile - Learn more about me. ๏ฟฝ...
  • Couple of Kinky Girls Looking for fun!! ๐Ÿ˜˜๐Ÿ”ฅWinnipeg Hey there, I'm Noelyn from Winnipeg and my husband and I are a sexy swinging couple looking to add some spice to our already steamy relationship. We love the thrill of meeting new people, exploring new fantasies, and indulging in all the pleasures that the swinging lifestyle has to offer. ๐Ÿ“ฉSwap P...
  • Irresistible woman desiring to be wanted Hello, I am originally from Portugal and would love to meet a handsome, funny guy to do to movies and dinner with. I am new to this online dating scene but hopefully, you will be nice! Please message me @IberianLady1 Olá, sou natural de Portugal e adoraria conhecer um tipo bonito e engra&cce...
  • 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...
  • Minnie the Muff Diver... Winnipeg's Minnie Loves Oral I'm Minnie a petite lesbian single girl living here in Winnipeg. Wanting to find a woman who is either lesbian, bisexual, or bi-curious for a steady hookup. Preferably a woman who loves oral since I love oral. (giving and recieving) I'm 21 years old, 4'11, 100 pounds we...
  • Tall Athletic Guy Seeking a Cute Partner in Crime ๐Ÿ’ช๐ŸŒ™ Im an Ebony ๐Ÿซ 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...
  • Thick Latina Looking for a Confident Man ๐Ÿ”ฅ๐ŸŒน Hi guys, it's Camila. I am 22 years old, curvy and latina. I think that confidence is probably the most sexy quality a man can have. I'm really into confident men with a great sense of humor who know how to have fun and live life without over thinking things. My Pix - Message Me  I'm a very af...
  • 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...
  • 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...
  • Email Winnipeg Shemalesโค๏ธโ€๐Ÿ”ฅ I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...