Winnipeg, Manitoba Alternative Sex Ads - BDSM, Trans & Swingers

Browse Winnipeg, Manitoba alternative sex ads to meet kinky locals looking for BDSM, domination & fetish, transgender sex, or swingers & threesomes hookups near you. It's free to search these alternative classifieds, or post your own ad!

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Show Ads In: Winnipeg | Brandon

  • October 24th, 2026
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Winnipeg I will help you unwind and create a cozy environment for you! I am 36DD, 7" and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle <3    Transgender World Profile Username: GayleTG...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I've always been a submissive male at heart, craving the touch of a strong Dominant Female Mistress to guide me into submission. My name is Stanton, and I'm from Winnipeg, Manitoba. I'm on the lookout for a powerful woman who can force me into my rightful place and teach me how to properly please ...
  • Seeking Local Man for Raunchy Shemale Fun in WinnipegSeeking Local Man for Raunchy Shemale Fun in Winnipeg Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm Else and I'm ready to show you a good time. I'm a horny shemale seeking a local man for some steamy encounters that will leave you begging for more. I love getting down and dirty, so if you're in...
  • October 23rd, 2026
  • Join Bea for an Unforgettable Swinging ExperienceJoin Bea for an Unforgettable Swinging Experience Hey there, I'm Bea from Winnipeg, Manitoba. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We're always up for trying new things and meeting like-minded individuals who share our passion for adventure. You can find us in the swingers dat...
  • Kinky Mistress Seeking Submissives for BDSM FunKinky Mistress Seeking Submissives for BDSM Fun I'm Sharra, a dominant woman from Winnipeg who loves to explore all kinds of kinks and fetishes. Whether you're into whippings, domination, submission, roleplay, spankings, age play, crossdressing, or humiliation, I'm your girl. I enjoy pushing boundaries and trying new things in the world of BDSM...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Benny, a submissive male from Winnipeg, Manitoba, looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. I can be found on FreeSexAds.com Alt profiles under username bennywi84923. I have always had a deep desire to expl...
  • Explore Love and Adventure with ZenaExplore Love and Adventure with Zena Hey there, I'm Zena, a fun-loving transgender gal from Winnipeg, Manitoba. I love exploring new places in the city like The Forks or Assiniboine Park. Let's grab a coffee at Fools & Horses or go for a stroll along the river at St. Vital Park. I enjoy being part of the LGBTQ community because it a...
  • Interviewing for new submissive for evenings and/or weekendsInterviewing for new submissive for evenings and/or weekends Domme Woman for sub male in Winnipeg I need a new male subbie who can come 'do' stuff around My house in exchange for some ass beating and gentle torture. This is not a game, but it is fun. We/we will need something in writing so We/we understand each other's places and we will need to come to a mu...
  • Exploring Kinky Fetishes with Robinet in WinnipegExploring Kinky Fetishes with Robinet in Winnipeg My name is Robinet and I am a woman who loves to explore all kinds of kinky fetishes. From BDSM to roleplay, I am always eager to try new things and push my boundaries. I enjoy being a Dominatrix and taking control, but I also love being submissive and letting go. I have a particular fondness for...
  • Domme looking for male sub who wants to be ownedDomme looking for male sub who wants to be owned Domme for male sub in Winnipeg I am Mistress Danielle. FemDom is My lifestyle, not something I do merely for fun. I have an opening in My dungeon for a submissive male. Send your photo along with an explanation of your kinks and fetishes and how you believe you can serve Me.  This is a seriou...
  • Transgender Temptation in WinnipegTransgender Temptation in Winnipeg Hey there, I'm Ellene from Winnipeg, Manitoba. I'm a curvy, Filipino transgender woman who loves embracing my true self and being part of the LGBTQ community. If you're looking for someone who is confident, fun-loving, and open-minded, then look no further! I enjoy exploring local spots like The ...
  • Mistress Savannah in Winnipeg // Domme seeking new subMistress Savannah in Winnipeg // Domme seeking new sub Strict Mistress for sub in Winnipeg I am a strict Mistress, currently accepting applications for subs. My time is precious to Me and I won't waste it on people who are not serious about this. I am tall, slender and have long silky hair. My calm demeanor doesn't give away My desire to strongly punis...
  • Unleash Your Wildest Desires with Goldia!Unleash Your Wildest Desires with Goldia! Hey there, I'm Goldia from Winnipeg, Manitoba. I have a unique fetish that I absolutely love - golden showers! There's something so thrilling and taboo about exploring this kink, and I can't get enough of it. But that's not all - I'm also friendly, open-minded, and always eager to try new things. ...
  • Explore Your Wildest Desires with JoleenExplore Your Wildest Desires with Joleen Hey there, I'm Joleen from Winnipeg, Manitoba! I have a unique fetish that I absolutely adore - I love indulging in foot worship. There's something so sensual and intimate about having my feet pampered and adored. It's a feeling like no other! I'm a friendly and open-minded individual who loves t...
  • Mistress has opening for a male submissive training in Winnipeg areaMistress has opening for a male submissive training in Winnipeg area Mistress Seeks submissive male in Winnipeg Mistress seeks submissive male for training in Winnipeg. Are you a sub and available evenings or weekends? Some weekdays are available upon request. Our first few meetings will decide if we can work together and we will come to a written agreement after di...
  • Explore Your Wildest Desires with ValeryeExplore Your Wildest Desires with Valerye Hey there, I'm Valerye from Winnipeg, Manitoba! I have a unique fetish that really gets me going. I love indulging in foot worship 🦶 and being adored from head to toe. There's something so sensual and intimate about it that just drives me wild. I'm a friendly and open-minded person who loves ...
  • Want to Fuck My Wife? LetWant to Fuck My Wife? Let's Swap in Winnipeg Wife Swaps in Winnipeg Attractive, adventurous and athletic couple in the Winnipeg area seeks swinger hookups for social activities and the explore the local swinging lifestyle. He is Thomas, age 29, a self-employed graphic artist. Fit and trim, loves sex!  She is Heather, age 27, employed a...
  • Submissive Male Seeks Dominatrix for Kinky Fetishes and BDSM FunSubmissive Male Seeks Dominatrix for Kinky Fetishes and BDSM Fun I never knew how much I craved being dominated until I discovered my submissive side. My name is Irvine and I am a willing and eager submissive male located in Winnipeg, Manitoba. I am seeking a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to properly please ...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Winnipeg Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me!  Check my personal profile @FtMJared29 and say hi!&n...
  • Gorgeous, Passable Trans in Winnipeg 😍Gorgeous, Passable Trans in Winnipeg 😍 Gorgeous Passable Trans MtF for Man in Winnipeg 😍 I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned!  I'm k...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Winnipeg Beautiful Brandi. If you're attracted to the female form then you will want to message me @ BrandiTS27. I'm pre-op, tall, slim and beautiful with 8.5 inches for top or bottom. I love oral sex!! Kink friendly, have toys to explore all your naughty fa...
  • Explore Your Wildest Desires with Cloris from Winnipeg!Explore Your Wildest Desires with Cloris from Winnipeg! Hey there! My name is Cloris and I have a unique fetish that I absolutely love. It's all about exploring different kinks and fetishes, and I'm always open-minded to trying new things. I find it exciting to push boundaries and discover what really turns me on. I'm particularly intrigued by Femdom ...
  • Euphoric Trans Beauty Seeking Connection in WinnipegEuphoric Trans Beauty Seeking Connection in Winnipeg Hey there, I'm Dorie from Winnipeg, Manitoba. I'm a proud transgender woman with a bubbly personality and a passion for life. I love being part of the LGBTQ community and embracing my true self every day. If you're looking for someone who is genuine, caring, and loves to laugh, then look no further!...
  • Kinky Fetish Fun in Winnipeg, ManitobaKinky Fetish Fun in Winnipeg, Manitoba My name is Roxana and I am a woman who loves to explore all things kinky and taboo. I have always had a wild side and I am looking for someone who can keep up with me. I enjoy BDSM, roleplay, domination, submission, and so much more. I love the feeling of being in control as a Dominatrix, but I...
  • Explore Your Wildest Desires with KendreExplore Your Wildest Desires with Kendre Hey there! My name is Kendre and I have a unique fetish that I absolutely love. I am from Winnipeg, Manitoba and I am always looking to explore new kinks and fetishes with open-minded individuals. My fetish involves wearing latex clothing and exploring the world of Femdom. I find it exhilarating...
  • Male sub looking for Mistress in WinnipegMale sub looking for Mistress in Winnipeg Male sub seeking Mistress in Winnipeg I am new in town. My name is Jon-boy. I had to leave my old Dominatrix behind and while I miss Her guidance and affection, I would love to find a new Mistress I can serve. If you are looking for a new sub or another sub to add to your list I would love to be co...
  • Sexy Shemale Looking for Hot Fun in WinnipegSexy Shemale Looking for Hot Fun in Winnipeg Hey there, I'm a naughty shemale named Hayley who's on the hunt for a local man to satisfy all my wildest desires. I love getting down and dirty, exploring every inch of your body and making you scream with pleasure. If you're into a kinky shemale who knows how to have a good time, then look no furt...
  • Join Jennie for a Wild RideJoin Jennie for a Wild Ride Hey there, I'm Jennie from Winnipeg, Manitoba. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. We love meeting like-minded individuals who share our passion for excitement and adventure. You can find us in the swingers dating profiles under the membe...
  • INTERACTIVE MAP: Kink Tracker in the Winnipeg Area!INTERACTIVE MAP: Kink Tracker in the Winnipeg Area! Winnipeg Alt & Kink Hookups Meet locals to explore the alternative lifestyles scene in the Winnipeg area. Meet members for friendship or to begin exploring the tantalizing world of kink! View our interactive map below to meet local Alt members who want to meet locals to explore various kinks an...
  • Experience Female Domination with Mistress Ashlee in WinnipegExperience Female Domination with Mistress Ashlee in Winnipeg Are you ready to submit to a powerful and demanding Femdom like myself? My name is Ashlee, and I am here to fulfill all of your deepest desires and fantasies. As a Dominatrix, I thrive on control and love exploring a wide range of kinks and fetishes with my submissive male counterparts. From stra...
  • Seeking Local Man for Raunchy Shemale Fun in WinnipegSeeking Local Man for Raunchy Shemale Fun in Winnipeg Hey there! Are you ready to have the time of your life with a sexy shemale named Arlyne? I'm looking for a man who can handle all of my wildest desires and fantasies. When it comes to sex, I love it all - from deepthroating to getting my tight ass pounded. I'm a versatile shemale, so I can be your t...
  • Tempting Candy from WinnipegTempting Candy from Winnipeg Hey there! My name is Candy and I have a unique fetish that I absolutely love. I am fascinated by the world of Femdom and would love to explore it with a submissive male. It's such a thrilling experience for me to take control and dominate in the bedroom. I am friendly, open-minded, and always ea...
  • Explore the Passionate Swinging Lifestyle with Elsey from WinnipegExplore the Passionate Swinging Lifestyle with Elsey from Winnipeg Hey there, I'm Elsey, a fun-loving and open-minded swinger from Winnipeg, Manitoba. My husband and I are always up for some kinky play and we love to explore new experiences in the lifestyle. You can find us on FreeSexAds.com Swingers Lifestyle Profiles under username elseywi20668. We are a c...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there! I'm Paloma, a proud transgender woman from Winnipeg, Manitoba. I may not fit society's standards of beauty, but I embrace every part of myself with confidence and grace. Being part of the LGBTQ community has taught me the importance of self-love and acceptance, and I wouldn't have it an...
  • DOMME AVAILABLE for private Femdom and DISCIPLINEDOMME AVAILABLE for private Femdom and DISCIPLINE Experienced Dominatrix for Winnipeg Submissive Experienced Dominatrix seeks submissive, ready and willing to learn discipline from a loving but strict Mistress. Contact me @ WinnipegDommeX if you are available and willing to serve my needs. Available For: Discipline  Corporal Punishment ...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Winnipeg? Hey, I am Jasmin, 8" with a great body and busty. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for hot dates and see where it goes!  Hit me up @SweetJasminT...
  • Mistress seeks Winnipeg male sub for BDSM and trainingMistress seeks Winnipeg male sub for BDSM and training Mistress seeking male sub in Winnipeg I am Mistress Velvet Sky. I use a variety of toys on My boys. You will be My submissive boy toy. I have a contract that We/we will mutually agree to in writing. We/we can hash this out if we decide to enter a Dom/sub relationship. I am not a game player, so ple...
  • Kinky Fetish Fun in WinnipegKinky Fetish Fun in Winnipeg I'm Mollee, a naughty little vixen from Winnipeg who loves exploring all kinds of kinks and fetishes. I can be found on FreeSexAds.com Alt profiles under username mollee67134, so come find me if you want to dive into some wild experiences together. I have a passion for BDSM, domination, and subm...
  • Hot Shemale in Winnipeg Looking for FunHot Shemale in Winnipeg Looking for Fun Are you looking for a wild time with a sexy shemale? Look no further, because I'm Cara and I'm ready to fulfill all your dirty fantasies. I'm seeking a local man who can handle my insatiable appetite for pleasure and fun. Whether you want me to be your top or bottom, I'm down for anything that get...
  • Explore MariaExplore Maria's Seductive World Hey there, I'm Maria from Winnipeg, Manitoba! I have a unique fetish that gets me all excited - I love playing with balloons! There's something about the way they feel and sound that really gets me going. I love the sensation of them against my skin and the anticipation of them popping. I'm a fri...
  • Join Andee for an Unforgettable Swinging ExperienceJoin Andee for an Unforgettable Swinging Experience Hey there, I'm Andee from Winnipeg, Manitoba. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We're always up for trying new things and meeting like-minded individuals who share our passion for adventure. You can find us in the swingers ...
  • Explore Your Wildest Desires with MolliExplore Your Wildest Desires with Molli Hey there! I'm Molli from Winnipeg, Manitoba, and I have a unique fetish that I absolutely adore. I love indulging in role-playing scenarios where I can take control and dominate my partner. It's thrilling to explore power dynamics and push boundaries in a safe and consensual way. I'm a friendly ...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Winnipeg Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship.&...
  • New Body New MeNew Body New Me M2F post-op in Winnipeg Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion with me. Message me online Natash...
  • Passion Seekers Ready to Play in WinnipegPassion Seekers Ready to Play in Winnipeg Hello there, I'm Katharyn, a sexy and adventurous swinger from Winnipeg, Manitoba. My husband and I are fun-loving, open-minded, and kink friendly. We love exploring new experiences and pushing our boundaries in the swingers lifestyle. You can find us on FreeSexAds.com Swingers Lifestyle Profiles...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Winnipeg Hi! I'm Brandi, new TS in the Winnipeg area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hiding in my pa...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I love being a submissive male, and my name is Axel. I'm from Winnipeg, Manitoba, and I am on the hunt for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. I can be found on FreeSexAds.com Alt profiles under username axelwinn93712...
  • Passion Seekers in WinnipegPassion Seekers in Winnipeg Hey there, I'm Beverlee, a fun-loving and open-minded swinger from Winnipeg, Manitoba. My husband and I are always on the lookout for new experiences and exciting adventures in the lifestyle. We are kink-friendly and love to explore our deepest desires with like-minded individuals. You can find u...
  • MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES]MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES] Meet Local Freaks to Work Out Your Kinks! Your guide to the Winnipeg bondage, femdom and fetish scene We live the kink lifestyle. We love the power, the submission and the kinky pleasures. Come meet local kinksters for friendship or passion.  thebdsmguide.com BDSM Femdom ...
  • FeliceFelice's Kinky Desires Are you ready to explore some wild fetishes and kinks with me? My name is Felice, and I'm a naughty girl from Winnipeg, Manitoba who loves to indulge in all sorts of taboo pleasures. From BDSM to roleplay, I'm always up for trying something new and exciting. I have a particular fondness for domi...