Winnipeg, Manitoba Sex Ads and Adult Classifieds

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Show Ads In: Winnipeg | Brandon

  • October 28th, 2026
  • No Strings in Winnipeg - Hot and Sultry, Looking for Affection Thanks for opening my ad. I've been neglected for far too long and am in need of affection. Things are complicated so no strings only please. That is likely to change at some point in the future. My hair goes down to my lower back and I have soft skin. My height is 5'8" and I am slender but curvy i...
  • Older woman seeking mature gentleman for long term relationship Older Woman Seeks Mature Man Seeking gentle fun, soft cuddles and long walks in the park. I am a romantic at heart and love a good laugh. Prefer relationship. Go ahead, don't be shy, message me or call @OlderSexySuzie. We can enjoy life together! ...
  • BIG n CUTE BBW for Male in Winnipeg ๐Ÿ‘๐Ÿ”ฅ Brianna BBW for Winnipeg Male Cute, flirty and playful BBW seeking a nice man in the Winnipeg area. ๐Ÿ‘ I'm curvy in all the right places. I like to dress nice and I'm classy in public. But I love getting down and dirty in the bedroom! I'm a hot, naughty girl who wants it all. I love exploring sex...
  • Roses are Red, Violets are BOOBS! Woman Seeking Boob Man in Winnipeg I'm Violet! Just a girl living here in Winnipeg all my life except for a short time in Tucson, AZ. I'm 23 years old, big natural titties, redish hair, blue eyes, big sexual appetite and love to have a man treat me to a long blissful booby rub. That gets me ho...
  • Fun Redhead With Freckles Seeking Trouble ๐Ÿ”ฅ๐Ÿ˜‰ My name is Emily, and I am a very mischievous, freckled redhead with an unmistakable grin. And the fact that I’m rather good with a certain breed of handsome man only makes things worse. Visit My profile and See My Pix I love to have fun. Funny guys and unexpected moments turn me on. Whether ...
  • 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...
  • Fabulous Filipina woman wants wonderful man Filipina Woman Seeking Passionate Man Hey guys, my name is Amina and I am full Filipina, just moved here to Winnipeg. I want to meet a kind and passionate man so please only message me if you are serious and fun and want pleasure! I am open minded. Hit me up @Amina4Passion to chat online and a...
  • Cute TS Sugar Baby Seeking Male๐Ÿ’ŽAria Username: @AriaSweet Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Pics Available: 18 Message me if you like feminine Transsexual ๐Ÿ’ฌ Hello, I am AriaTS here in Winnipeg. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied by a man ...
  • 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...
  • TS Sugar Baby ๐Ÿ’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...
  • 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 ...
  • Road Head Sally Drivin' Hard in Winnipeg Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Winnipeg. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or par...
  • 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...
  • I want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Winnipeg area. Click here and come see me anytime!...
  • Strict Shemale Dominatrix in Winnipeg - @DesireeTransDomme Powerful African-Queen Dominatrix in Winnipeg I am full-time professional Domme Desiree. My Winnipeg area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you will learn ...
  • Lets Go Playah! Winnipeg Boys Come Out and Play! Mindy here in Winnipeg ready to play with a man who has skills. This game ain't for sissies or mommas boys. I know what I want and you know what you want so this whole thing should be uncomplicated and simple. You know the game, it's straight forward and goes as fol...
  • What songs make you dance? Are you the Stayin Alive type? the Twerker type? Currently looking for a Winnipeg girl and I love a girl with rythm and groove who knows how to get down. I am not the shy type and some would say extroverted. I love a good time as much as anyone, but also enjoy chillin and bein with my boo. If this i...
  • College Blonde Looking for Some Fun ๐ŸŽ“๐Ÿ˜‰ My name is Paige. I go to school and I'm a future teacher. I just wanna spice up my life and meet some new people. I'd love to meet a confident guy that could make me laugh. Want to party??  I’m pretty social, quite playful and quite adventurous – depending on my mood. Fun times ha...
  • 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 ...
  • Chunky Monkey looking for Hunky Tomboy Chunky Monkey Fem for Hunky Tomboy I am nice and curvy but not heavily overweight. I am looking for a chick who is handsome and butch but with some feminine qualities. Like it's ok if you cry at a movie! lol. I am 21, work full time and drive my own vehicle. I am looking for the right gal to make m...
  • Irish eyes are smiling in Winnipeg Hey guys, I am Sean, 27, fit, fun, and freshly landed in town with a cheeky grin. I'm a fun fella, moved here to the Winnipeg area recently and looking for fun lifestyle and fit guys to hang out with. Go ahead and message me and check out my profile @IrishSean27.  I’m a laid-back gentlem...
  • Smokin' Hot Lesbian in Winnipeg... I'm Kat, 27yrs old, 140 pounds, black hair, brown eyes, dirty minded, tatted, love to smoke and I don't care what they say about smoking here in Winnipeg or anywhere. If you are a single lesbian or bisexual OK with smoking or are a smoker yourself then maybe we should chat. I love sex and smoking, a...
  • Looking for Mr. Goodbar... Just out, and just out of the Marines, now a college student and 22 years old gay male living in Winnipeg Looking for experienced well endowed older man to give it to me. I'm 5'11, 180 pounds, blue eyes, brown hair, 7in cut, and in great shape. This is a little awkward, I'm new so be patient with me...
  • 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....
  • Amazing kisser looking for lips to practice on Lipstick Lesbian Loves Kissing Do you love kissing? I do! I love it!! It is such a turn on! My favorite parts to kiss are my neck and my face and my lips and my whole body! I am Kimberley, 22 and a part time waitress. I'm eager to meet you!! Send me a private message to @LipstickLesbianKim User...
  • I've Been Naughty and Need a Spanking!... If you are a sexy disciplinarian man in the Winnipeg area and have a strong hand I NEED a spanking to get my juices flowing. (oops! I meant to say to pay for the bad things I've done!)  I'm an Italian/French girl 22 years old w medium build, and an appetite for punishment and erotic NSA encount...
  • ๐Ÿ TS Treat in Winnipeg, Manitoba ๐Ÿ‡จ๐Ÿ‡ฆ โ€“ Prairie Heat with a Wild Side ๐Ÿ˜˜๐ŸŒพ  Hey cutie ๐Ÿ’‹ As a confident trans girl from Winnipeg I will bring you hot unforgettable fun  during your cold nights. My name is 33 and I have a caramel complexion with juicy thighs and  a playful personality that understands when to behave and when not to behave ๐Ÿ˜ˆ. My TS FuckBo...
  • BBW's - Heavy Hotties With Huge Sexual Appetites!... BBW's for Men in Winnipeg There are thousands of local chubby cherubs looking for men just like you in the Winnipeg area. They want fun, romance and want to meet you. Come check out their naughty pics and profiles. Click Here for More!       Other Sites of Interest: BBW's...
  • 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 ...
  • ๐Ÿ’ช๐Ÿ† I'm All Tha Chocolate You Could Need ๐Ÿ’ช๐Ÿ† Hey I'm new to dating sites but I'm ready to give it a try and see who might message me. I'm wanting to get out and have some fun. Yes I'm black and yes I have a thick ๐Ÿ† but I'm so much more than that. Also I want you to know that I love all shapes and sizes of men, I just want someone I can conn...
  • Beach Lover Looking for a Chill Guy ๐ŸŒŠโ˜€๏ธ Hi, I’m Kayla. If you love the water like I do, you will probably get to know me pretty well. I am a very easy going person who loves to live a sun filled drama free life.. I am quite a down to earth, fun loving person. I love to chat and I enjoy a conversation that may go in many different di...
  • Caught My Boyfriend Cheating... Now it's MY TURN! Looking for some hot NSA revenge sex with the right guy in Winnipeg. Must be STD free and have your own place or arrange for a room. I will not give you my real name or address here. I'm a 24 year old, 5'7, slender, blonde haired, blue eyed female seeking a sexy man. We'll have to chat first and mee...
  • Winnipeg Fetish Lover seeking hot, kinky fun! Winnipeg Fetish Lover for Hot, Kinky Fun! I am a seriously fun woman who has a naughty side. I have never put an advert on here before, so I hope I am doing this right. I just turned 28 and I am about 5' 6" with a curvy body and slender legs that go on forever and look great in stockings. I love k...
  • COLLEGE CUTIE AGE 23 - seeks Winnipeg sex hookup ๐Ÿ˜ˆ Naughty Coed Candace 4 Down & Dirty Fun ๐Ÿ˜ˆ 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. ๐Ÿฅฐ Some of...
  • Nerdy Guy Seeking a Cute Dude ๐Ÿค“๐Ÿ’ฌ A bit of background I'm usually quite pretty much invisible, but I'll be a bit more noticeable once I'm awake. Tech kind of person among a few other things. Self-proclaimed self-styled pop culture geek and obsessive love of cinema and video games. Wide awake at late hours of the night having empty c...
  • Fit Swinging Couple in Winnipeg, New to the Swingers Lifestyle & Ready to Explore! Swinging Couple in the Winnipeg, Manitoba Area Hello sexy people! We are a swinging couple in the Winnipeg area. We are new to the swingers lifestyle but eager to learn and experience the passion! We assure we can give passion as well as we receive it! About Jeff Jeff is former military, stocky, ...
  • ๐Ÿ”ฅ Confident Woman Into Pegging ๐Ÿ”ฅ W4M Dominant Dating Energy ๐Ÿ˜ˆ Are strong women a turn on? Good. I’m a pegging-friendly dominant woman seeking man who wants to experience role reversal, trust and playful submission. If you’re looking for some W4M fetish dating, female led relationship, pegging curious man, dominant w...
  • 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...
  • October 27th, 2026
  • Help! Single and Got That Tingle! Itchy in Winnipeg Hey there boys I'm Natalie here in Winnipeg looking for a handy man to take care of some of my feminine needs. Are you talented enough to scratch my itch? Must be skilled, but might take on the right apprentice who has potential. I'll have to keep you on call, because a girl never...
  • I'm Top Bitch! Get a Taste of Femdom! I'm Mistress TopBitch here in Winnipeg, and I'm going to pound and drain your worthless asses of all self-respect, and you're going to fucking love every damn second of it! Strap-ons and pegging lesbians are my speciality. (among other things) If you are all filled with fear ...
  • 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...
  • 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...
  • Young, Free and Single but I want to be with Mr. Right. You have got be out there somewhere! I am lonely and I would love to find a funny and happy-go-lucky guy who can be my best friend and lover. I'm hoping you look good in a cowboy hat and jeans! Send me a text to @LonelyinWinnipeg so we can get familiar!  LonelyinWinnipeg...
  • I am Caroline and I am lonely Caroline Seeks Female in Winnipeg  Hey ladies, I'm Caroline. I have only been living in the Winnipeg area a couple months and as you can imagine I have not had much chance to meet other women. If you are lesbian, bisexual or bi-curious and want to meet me please send me a message and see ...
  • Winnipeg Grandma Loves Breast Play! Hi ladies I'm Millie looking for a special woman in Winnipeg. I need a lesbian to take me to heaven and play with my huge titties (bigger than my head) all night long! I'm kind of kinky, so maybe some torture, bondage, slapping and of course massage for the girls. Of course we can't forget about kit...
  • Asian Beauty likes a nice massage My name is Aiko and I am from Japan. I like to meet a girl who likes massage to give and receive. I am attractive and sensual. I want to meet you. I am shy at first but very willing. Please message me online for my photos and more information.  Kisses ๐Ÿ‘„ AikoFemme Username: @Aik...
  • British T-girl Seeking Classy Gentleman in Winnipeg... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Winnipeg and am financially independent and looking for a gentleman who is like-minded, equally solvent and has excep...
  • Looking for someone fun & exciting! Angela26Winnipeg ๐Ÿ’‹ Looking for a very exciting man in the Winnipeg area who can make me laugh and who enjoys long walks and romantic dinners. I know it sounds cliche but I do love long walks in the park!  ๐Ÿ’‹ Send me a message and if you want to go for a walk with me, let me know. (Angela26Winnipeg)...
  • I'm the Girl Your Mother Warned You About!... Ok, but I'm not All bad! What? Just because I want some fun and sexy playtime riding the weenie? Well then just spank me already and give it to me hard and teach me a lesson I'll never forget! Punish me and pound me like you mean it. Is it hot in here, or is it just me? Your mother was right and I n...
  • 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...