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

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  • July 26th, 2026
  • 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...
  • Tantalizing Temptress ElyssaTantalizing Temptress Elyssa Hey there! I'm Elyssa from Winnipeg, Manitoba, and I have a unique fetish that I absolutely adore. I love exploring the world of Femdom - being in control and dominating a willing submissive is such a thrilling experience for me. I'm friendly, open-minded, and always up for trying new things. I ...
  • Embrace Your True Self with AlydaEmbrace Your True Self with Alyda Hey there! I'm Alyda, a transgender woman from Winnipeg, Manitoba. I may not fit society's idea of "normal," but that's what makes me unique and special. I love embracing my true self and being part of the LGBTQ community. It's all about authenticity and self-love, right? 😊 I'm looking for som...
  • 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...
  • 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...
  • Hot Shemale Anjela Looking for Local Man to Fuck and SuckHot Shemale Anjela Looking for Local Man to Fuck and Suck Are you looking for a raunchy shemale who knows how to have a good time in the bedroom? Look no further because I'm Anjela, a sexy shemale from Winnipeg, Manitoba, seeking a local man for some wild fun. I love getting down and dirty with a man who can handle my huge throbbing cock. I enjoy being...
  • 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...
  • 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 ...
  • Elegantly Transformed: Seeking Connection in WinnipegElegantly Transformed: Seeking Connection in Winnipeg Hey there, I'm Kassey from Winnipeg, Manitoba! I'm a curvy transgender woman who loves embracing my true self and connecting with others in the LGBTQ community. Whether it's exploring The Forks for a romantic stroll, grabbing a coffee at Little Sister Coffee Maker, or enjoying a night out at Club ...
  • Join Teena for a Wild Ride in WinnipegJoin Teena for a Wild Ride in Winnipeg Hey there! I'm Teena, 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. We love meeting like-minded individuals who share our passion for excitement and adventure. You can find us on swingers dating...
  • 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...
  • Naughty Shemale Kia Seeking Local Man for Wild Fun!Naughty Shemale Kia Seeking Local Man for Wild Fun! Looking for a hot man in Winnipeg who can handle a wild shemale like me, Kia. I love getting down and dirty, so if you're into some raunchy fun, I'm your girl... err, shemale! I enjoy being both a top and a bottom, giving blowjobs, getting my ass pounded, sucking cock, and making sure we both have...
  • 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...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun Are you a powerful Dominant Female Mistress looking for a submissive male to serve you in every way? Look no further, because I am Douglas from Winnipeg, Manitoba, and I am ready to submit to your every command. I can be found on FreeSexAds.com Alt profiles under username douglaswin20624. I crav...
  • Swinging Couple in Winnipeg, New to the LifestyleSwinging Couple in Winnipeg, New to the Lifestyle Swinging Couple in Winnipeg We are a swinging couple in Winnipeg, Manitoba. New to the lifestyle but eager to learn and explore the swingers world! About Him He is Jeff, a former military, larger, fit, age 29. He works out daily, loves trucks, camping, hunting, fishing and all the usual guy thing...
  • MISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissiveMISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissive Mistress Kim Winnipeg Dominatrix Message Me Online: MistressKim4subWinnipeg Flogging...prostate...nipple play...force by... paddling...dress up play..humiliate... strap on...must obedience......
  • Explore Your Wildest Desires with ArlieExplore Your Wildest Desires with Arlie Hey there! My name is Arlie and I have a unique fetish that I absolutely love. I am from Winnipeg, Manitoba and I enjoy exploring all kinds of kinks and fetishes. I am friendly, open-minded, and always up for trying new things. My fetish involves Femdom, where I take control and dominate my partn...
  • Tempting Joline: Explore My Unique FetishTempting Joline: Explore My Unique Fetish Hey there! I'm Joline from Winnipeg, Manitoba. I have a unique fetish that I absolutely adore. It's all about role-playing as a powerful Femdom, taking control and dominating my partner. I love the feeling of power and authority it gives me, and the excitement of exploring different kinks and feti...
  • Sexy Shemale in Winnipeg Looking for Hot FunSexy Shemale in Winnipeg Looking for Hot Fun Are you ready to explore your wildest fantasies with a sexy shemale? Look no further, because I'm here to make all your dreams come true. My name is Tierney and I'm a naughty tranny looking for a local man who can handle all of me. I love getting down and dirty, so if you're into some raunchy fun...
  • FtM seeking Princess Bride in WinnipegFtM seeking Princess Bride in Winnipeg FtM seeking Woman in Winnipeg Hi, I'm Andy, age 33, FtM 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 message @AndyFtM...
  • 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...
  • 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 ...
  • 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...
  • Passionate Swingers Seeking Playmates in WinnipegPassionate Swingers Seeking Playmates in Winnipeg Hello there, I'm Marlo, a fun-loving and open-minded swinger from Winnipeg, Manitoba. My husband and I are always up for some naughty adventures and we're looking for like-minded individuals to join us in our steamy escapades. We're kink-friendly and love exploring new fantasies together. You ca...
  • INTERACTIVE MAP: Transexual Tracker in the Winnipeg Area!INTERACTIVE MAP: Transexual Tracker in the Winnipeg Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Winnipeg area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free for ...
  • 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...
  • Hot Shemale in Winnipeg Looking for a Wild TimeHot Shemale in Winnipeg Looking for a Wild Time Are you ready to have some naughty fun with a sexy shemale named Silva? I'm on the hunt for a local man who can handle all of my desires and fantasies. When it comes to sex, I love it all - from giving blowjobs to getting my tight ass pounded. I'm a top, bottom, and everything in between. I enjoy ...
  • Kinky Fetish Seeker in WinnipegKinky Fetish Seeker in Winnipeg I'm Lucky, and I'm a kinky fetish seeker from Winnipeg, Manitoba. I love exploring all sorts of naughty kinks and fetishes to fulfill my wildest fantasies. Whether it's BDSM, domination, submission, roleplay, spankings, or even age play, I'm always up for trying something new and exciting. I en...
  • Join Larisa for some steamy fun in Winnipeg!Join Larisa for some steamy fun in Winnipeg! Hey there, I'm Larisa 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 excitement and adventure. You can find us o...
  • 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...
  • 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...
  • Submissive Male Seeks Dominatrix for Kinky HuntSubmissive Male Seeks Dominatrix for Kinky Hunt My name is Hunt and I am a submissive male from Winnipeg, Manitoba. I am 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. You can find me in the FreeSexAds.com Alt profiles under username hunt60407. I have al...
  • TS M2F Top in WinnipegTS M2F Top in Winnipeg TS Top Seeking Man in Winnipeg I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body.  Non op functional, nice big ladystick for your pleasure! 😈  Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks and...
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  • Unleash Your Desires with Joey from Winnipeg!Unleash Your Desires with Joey from Winnipeg! Hey there, I'm Joey from Winnipeg, Manitoba. I have a unique fetish that I absolutely love - I adore being tickled! The sensation of someone's fingers dancing across my skin drives me wild. I'm a submissive guy who loves to be at the mercy of a Dominant woman who knows how to push my buttons in al...
  • Spark a Connection with HanniSpark a Connection with Hanni Hey there! I'm Hanni, a fun-loving transgender cutie from Winnipeg, Manitoba. I may not fit society's mold, but that's what makes me unique and fabulous. Being part of the LGBTQ community has given me a sense of belonging and empowerment that I cherish every day. If you're looking for someone who ...
  • 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...
  • 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...
  • 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...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Winnipeg Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very feminin...
  • 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...
  • 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...
  • Join Bridgett for an Unforgettable Swinging ExperienceJoin Bridgett for an Unforgettable Swinging Experience Hello there! My name is Bridgett and I am a female swinger from Winnipeg, Manitoba. My husband and I are a friendly and open-minded couple who love to explore kinks and fetishes with like-minded individuals. We enjoy trying new things and creating unforgettable memories together. You can find us ...
  • Explore Kinks and Fetishes with Brenna from WinnipegExplore Kinks and Fetishes with Brenna from Winnipeg Hey there, I'm Brenna from Winnipeg, Manitoba. My husband and I are friendly, open-minded swingers who love to explore all kinds of kinks and fetishes. Whether you're new to the scene or a seasoned pro, we're always up for trying something new and exciting. You can find us in the swingers dating p...
  • 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...
  • July 25th, 2026
  • 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...
  • 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...
  • Join Maggie for a Wild Ride in Winnipeg!Join Maggie for a Wild Ride in Winnipeg! Hey there, I'm Maggie from Winnipeg, Manitoba. My husband and I are friendly, open-minded, and 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 dating prof...
  • Submissive Male Seeks Dominatrix for Kinky Fetish Fun<br>Submissive Male Seeks Dominatrix for Kinky Fetish Fun
    I'm Kenyon, a submissive male from Winnipeg, Manitoba, looking for a Dominant Female Mistress or Dominatrix to force me into submission. I want to learn how to please a Mistress properly and explore all kinds of kinky fetishes and BDSM activities. I enjoy whippings, domination, submission, rolepl...
  • 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...