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

  • February 27th, 2026
  • Passionate Swingers Seeking Playmates in WinnipegPassionate Swingers Seeking Playmates in Winnipeg Hello there, I'm Rosalie from Winnipeg, Manitoba. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We are active members on FreeSexAds.com Swingers Lifestyle Profiles under the username rosaliewin71433. We are always u...
  • A Sensual Journey: Seeking Connection in WinnipegA Sensual Journey: Seeking Connection in Winnipeg Hey there, I'm Delinda, a free-spirited transgender woman from Winnipeg, Manitoba. I love embracing my true self and being part of the LGBTQ community. It's empowering to live authentically and share my journey with others. I'm looking for someone who appreciates authenticity and enjoys deep conv...
  • Explore Your Desires with Cacilia from Winnipeg! Hey there! 👋 Are you ready to dive into a world of excitement and exploration? Well, look no further because I'm Cacilia, your friendly and open-minded companion from Winnipeg, Manitoba. Let me tell you a little secret – I have a unique fetish that adds an extra spark to my life! Now, this m...
  • 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...
  • Passion Seekers in WinnipegPassion Seekers in Winnipeg Hello there, I'm Abbey, and my husband and I are fun-loving, open-minded, and kink friendly swingers from Winnipeg, Manitoba. We love to explore our sexuality and connect with like-minded individuals who share our passion for the swinging lifestyle. You can find us in the FreeSexAds.com Swingers L...
  • 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 Fantasies with Jenn from Winnipeg!Explore Your Wildest Fantasies with Jenn from Winnipeg! Hey there, I'm Jenn, a fun-loving female swinger from Winnipeg, Manitoba. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. Whether you're a seasoned swinger or just curious about the lifestyle, we'd love to meet you! You can find us on swingers datin...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Alex, a submissive male from Winnipeg, Manitoba. I'm on the lookout for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username alexwin19483. I have a variety of kin...
  • Exploring Kinky Fetishes with Carroll in WinnipegExploring Kinky Fetishes with Carroll in Winnipeg I've always had a wild side when it comes to exploring fetishes and kinks. My name is Carroll, and I'm based in Winnipeg, Manitoba. I love diving into the world of BDSM, domination, submission, and roleplay. There's nothing more thrilling than indulging in some naughty fun with like-minded individ...
  • Unleash Your Desires with Martainn from WinnipegUnleash Your Desires with Martainn from Winnipeg Hey there! 👋 Are you ready to dive into the world of excitement and exploration? Look no further, because I'm here to introduce you to a fetish like no other! My name is Martainn, and I hail from the beautiful city of Winnipeg, Manitoba. Let me tell you about my unique passion – it's called...
  • Explore Your Desires with Missy from WinnipegExplore Your Desires with Missy from Winnipeg Hey there! My name is Missy, and I have a unique fetish that I can't wait to share with you. 💋 I'm a friendly and open-minded woman from the beautiful city of Winnipeg, Manitoba. Let me tell you a little secret - I have a passion for role-playing! It's my way of escaping reality and diving int...
  • Passionate Swingers Looking for Playmates in WinnipegPassionate Swingers Looking for Playmates in Winnipeg Hello there, I'm Shela from Winnipeg, Manitoba. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We are active members of the swinging lifestyle community and love meeting new people who share our passion for pleasure...
  • Well Endowed Shemale for Man in WinnipegWell Endowed Shemale for Man in Winnipeg Hung Shemale for Man in Winnipeg I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest uncens...
  • February 26th, 2026
  • Transgender Temptress Seeking Connection in WinnipegTransgender Temptress Seeking Connection in Winnipeg Hey there, I'm Eileen, a transgender woman from Winnipeg who is looking to meet someone special. I love being part of the LGBTQ community because it allows me to express my true self and connect with others who understand and support me. I enjoy spending time at local cafes like Fools & Horses o...
  • Hot Shemale in Winnipeg Ready to Play and FuckHot Shemale in Winnipeg Ready to Play and Fuck I'm a sexy shemale named Terri looking for a local man who can handle all my desires. I love being both a top and bottom, giving blowjobs, getting my ass pounded, sucking cock, and making you cum hard. I enjoy sloppy gagging sessions and riding your throbbing dick until we both reach explosive or...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Galen, a submissive male from Winnipeg, Manitoba. I'm on the hunt for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. You can find me in the FreeSexAds.com Alt profiles under username galenwin64976. I have a variety of subm...
  • 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...
  • Discover Your Deepest Desires with Ruthe!Discover Your Deepest Desires with Ruthe! Hey there! My name is Ruthe, and I'm here to introduce you to a whole new world of pleasure. Are you ready to embark on an exciting journey with me? Well, let me tell you a little bit about myself and what makes me unique. I'm a friendly and open-minded woman from Winnipeg, Manitoba. I believe th...
  • A Night of Magic Awaits YouA Night of Magic Awaits You Hey there, I'm Kacie from Winnipeg, Manitoba. I'm a curvy transgender woman who loves exploring the vibrant LGBTQ community in our city. Whether it's grabbing a coffee at Fools & Horses or dancing the night away at Club 200, I always have a great time embracing who I am with my fellow queer friend...
  • 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 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...
  • 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...
  • 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...
  • Unleash Your Wildest Desires with Shane and Hubby in WinnipegUnleash Your Wildest Desires with Shane and Hubby in Winnipeg Hey there, I'm Shane, a sexy and adventurous swinger from Winnipeg, Manitoba. My husband and I are the epitome of fun-loving, open-minded, and kink-friendly individuals who love to explore all the pleasures that life has to offer. We are always looking for like-minded couples or singles to join us...
  • Submissive Male Seeks Dominatrix for Kinky Fetishes and BDSMSubmissive Male Seeks Dominatrix for Kinky Fetishes and BDSM I never knew how much I craved being a submissive male until I discovered the world of kinks and fetishes. My name is Kenyon, and I am from Winnipeg, Manitoba. I am on the hunt for a Dominant Female Mistress or Dominatrix who can force me into submission and show me how to properly please a Mistre...
  • Experienced Femdom Mistress Chere in Winnipeg, ManitobaExperienced Femdom Mistress Chere in Winnipeg, Manitoba Are you ready to submit to a powerful and demanding Dominatrix? Look no further, for I am Mistress Chere, a skilled Femdom with a passion for exploring all things kinky and taboo. 🖤 I take pleasure in a wide range of fetishes, including strap-ons, pegging, whippings, spankings, crossdressing, ...
  • 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 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 ...
  • Join Adeline for an Unforgettable Swinging Experience in WinnipegJoin Adeline for an Unforgettable Swinging Experience in Winnipeg Hello there, I'm Adeline from Winnipeg, Manitoba. My husband and I are friendly, open-minded individuals who love to explore kinks and fetishes. We enjoy meeting new people and creating unforgettable experiences together. You can find us on swingers dating profiles under the member name adelinewi...
  • Explore Your Wildest Desires with AllynExplore Your Wildest Desires with Allyn Hey there, I'm Allyn from Winnipeg, Manitoba! I have a unique fetish that drives me wild - I absolutely love incorporating food into my intimate moments. There's something so sensual and exciting about exploring different tastes and textures in the bedroom. I'm a friendly and open-minded person ...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there, lovely people of Winnipeg! My name is Mariellen, and I'm a proud transgender woman who's ready to embrace life and find someone special to share it with. 💕 So, let me tell you a bit about myself. I have a curvy body that loves dancing to the beat of my favorite tunes. 🎵 With my r...
  • Kinky Fetish Fun in Winnipeg!Kinky Fetish Fun in Winnipeg! I'm Gwenneth, and I'm a woman who loves to explore all kinds of kinks and fetishes. Whether you're into BDSM, domination, submission, roleplay, spankings, or even age play, I'm your girl! I enjoy pushing boundaries and trying new things in the bedroom. From whippings to crossdressing to humiliatio...
  • Tempting Adventures Await with Auguste from WinnipegTempting Adventures Await with Auguste from Winnipeg Hello there! My name is Auguste and I am a female swinger from Winnipeg, Manitoba. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. Whether you're looking to spice things up or try something new, we are always up for an exciting adventure....
  • Explore KierstenExplore Kiersten's World of Pleasure Hey there, I'm Kiersten from Winnipeg, Manitoba. My husband and I are a friendly and open-minded couple who love to explore kinks and fetishes. We are always up for trying new things and pushing our boundaries in the world of swinging. You can find us in the swingers dating profiles under the memb...
  • Explore Your Deepest Desires with AdrienneExplore Your Deepest Desires with Adrienne Hey there! My name is Adrienne, and I'm here to share something exciting with you. Are you ready to dive into a world of pleasure and exploration? Well, look no further because I've got just what you need! Let me introduce myself - I'm a friendly and open-minded woman from Winnipeg, Manitoba. And...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Eddie, a submissive male from Winnipeg, Manitoba. I'm on the hunt for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a Mistress. I can be found on FreeSexAds.com Alt profiles under username eddiewinn79802. I have a variety of subm...
  • Explore Kinks and Fetishes with Corina in WinnipegExplore Kinks and Fetishes with Corina in Winnipeg Hey there! I'm Corina, a female swinger from Winnipeg, Manitoba. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. Whether you're into BDSM, role-playing, or something more unique, we're always up for trying new things. You can find us on s...
  • 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...
  • 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...
  • 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...
  • Unleash Your Wildest Desires with Ursa from Winnipeg! Hey there, fellow adventurers! I'm Ursa, and together with my incredible hubby, we're here to make your wildest dreams come true. We're a friendly and open-minded couple hailing from the heart of Manitoba - Winnipeg! Allow me to introduce us properly. My husband, let's call him Jake (because why ...
  • Join Luanna for a Sensual Adventure in WinnipegJoin Luanna for a Sensual Adventure in Winnipeg Hello there! My name is Luanna and I am a female swinger 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 enjoy meeting new people who share our passion for excitement and adventure. You can find us on swingers...
  • 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...
  • Submissive Male Turner Seeks Dominatrix for Kinky Whippings and HumiliationSubmissive Male Turner Seeks Dominatrix for Kinky Whippings and Humiliation I'm Turner, 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 turnerwin85575. I enjoy kinks like roleplay, spanki...
  • 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...
  • Young ebony submissive waiting to please the right Young ebony submissive waiting to please the right 'Sir' Submissive Ebony Woman for Sir Call or text me! Contact me for my recent pics and contact info. No drama, no games, these are my own 100% real pics MY GALLERY - @desireeXXsub...
  • 27 y/o Sexy Hung Crossdresser in Winnipeg27 y/o Sexy Hung Crossdresser in Winnipeg Hung Crossdresser for Male in Winnipeg Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a sexy...
  • Tempting and Adventurous Joyce from Winnipeg, ManitobaTempting and Adventurous Joyce from Winnipeg, Manitoba Hey there! My name is Joyce, and I'm here to share something exciting with you. Are you ready for a unique adventure? Well, let me tell you about my fetish – it's quite intriguing! I've always had a fascination with role-playing. It's like stepping into another world where fantasies come to lif...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Looking for a guy who can handle a shemale like me? Well, look no further! I'm Jewelle, and I'm ready to show you a good time. I'm a top who loves to dominate and take control in the bedroom. If you're into getting your ass pounded hard by a throbbing cock, then I'm your girl... err, shemale! I...
  • Sexy Shemale in Winnipeg Looking for Hot FunSexy Shemale in Winnipeg Looking for Hot Fun Are you ready to have the time of your life with a horny shemale? I'm Lorita, and I'm on the hunt for a local man who can handle all of my desires. When it comes to sex, I love it all - from passionate kissing to rough anal play. I want to be your top or bottom, give you mind-blowing blowjobs, and...