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

May 15th, 2026

Swinging 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...

Sexy 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...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Winnipeg Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

Spark the Flame: Seeking Connection in Winnipeg Hey there, I'm Marja, a proud transgender woman from Winnipeg, Manitoba. I may not fit society's mold of what a woman should look like, but my unique journey has given me a deep appreciation for authenticity and self-love. Being part of the LGBTQ community has allowed me to embrace my true self an...

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...

Jasmin 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...

Want 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...

Explore 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 ...

Join Collie for a Sensual Adventure in Winnipeg Hello there! My name is Collie 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. We enjoy meeting new people who share our passion for excitement and pleasure. You can find us in the swingers dating pr...

Submissive 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...

Passion 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 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...

Kinky 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...

Kinky 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...

Hot 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...

Kinky Fetish Fun in Winnipeg, Manitoba My name is Ricki and I'm a kinky fetish lover looking for some wild and adventurous playmates in Winnipeg, Manitoba. I have a passion for exploring all kinds of naughty kinks and fetishes, from BDSM to roleplay to age play. I love the thrill of domination and submission, whippings and spankings, a...

Join Morganne for an unforgettable swinging experience! Hey there, I'm Morganne 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...

Sexy 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...

Mistress 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...

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...

Explore Kinks and Fetishes with Sue from Winnipeg Hey there, I'm Sue 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 into BDSM, role-playing, or something even more taboo, we're always up for trying new things. You can find us in the swingers dating ...

Passionate Swingers Seeking Playmates Hello there, I'm Rosaline 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 believe that life is too short to not indulge in the pleasures of the flesh. That's why we have embraced the swinger...

Submissive 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...

Unleash 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...

F/M seeking love and fun Female to Male Trans Man in Winnipeg My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I let it gr...

Submissive 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 ...

Experience 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...

Submissive Male Seeks Dominatrix for Kinky Adventures I'm Timothy, a submissive male from Winnipeg looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave being told what to do and how to please my Mistress properly. Some of the submissive kinks and fetishes I enjoy include roleplay, spankings, age...

Seeking 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...

Hot Shemale Dani Seeking Local Man for Wild Fun Are you looking for a sexy shemale to fulfill all your wildest fantasies? Look no further, because I'm here to satisfy all your desires. My name is Dani and I am a naughty shemale from Winnipeg, Manitoba, seeking a local man for some mind-blowing sex and fun. I love getting down and dirty with a ...

Join Kristy for a Wild Ride in Winnipeg! Hey there, I'm Kristy 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 pro...

27 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...

Explore Your Wildest Desires with Leon from Winnipeg! Hey there, fellow kinksters! Are you ready to dive into a world of passion and pleasure? Well, look no further because I'm Leon, your go-to guy for an unforgettable experience. Allow me to introduce you to my unique fetish - the alluring world of feather tickling! 🪶 Let me tell you why I ador...

Looking for Love in All the Right Places Hey there! My name is Lorne, and I'm a transgender individual from Winnipeg, Manitoba. 🌈 I wanted to put myself out there and see if I can find someone special who appreciates me for who I am. So, here's a little bit about me: Physically, I have a curvy body type that matches my vibrant person...

Join Ranique for an Unforgettable Swinging Experience! Hey there, I'm Ranique from Winnipeg, Manitoba. My husband and I are a friendly and open-minded couple who love to explore all sorts of kinks and fetishes. Whether you're new to the scene or a seasoned swinger, we guarantee a fun and exciting time together. You can find us in the swingers dating p...

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...

Mistress Leila, Mature Mistress for sub in Winnipeg Mistress Leila Winnipeg Female Domination Mistress Leila is a strict and sensual FemDom with a decided taste for the extreme! I am accepting submissive male and female applicants. I enjoy foot worship, slave training, strap-ons and total control. See all the possibilities and lots more pics on my p...

Winnipeg Strap On Sex Hookups Winnipeg Strap On Dating Profiles Browse strap-on profiles of women and men who enjoy hot role reversals!   ...

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...

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. ...

Hot Shemale in Winnipeg Looking for a Wild Time Are you ready to have the time of your life with a sexy shemale like me? My name is Selina and I am on the hunt for a local man who can handle all of my naughty desires. I love getting down and dirty, exploring every inch of your body and making you scream with pleasure. From top to bottom, I know...

Hot Shemale Debby Looking for Wild Fun Are you ready to experience the ultimate pleasure with a sexy shemale like me, Debby? I'm a naughty tranny who loves to play dirty and fulfill all your wildest fantasies. From top to bottom, I know how to please a man in every way possible. I enjoy everything from giving sloppy blowjobs to gettin...

Unleash Your Wildest Desires with Tabbatha from Winnipeg Hello there, I'm Tabbatha, a sultry and adventurous swinger from Winnipeg, Manitoba. My husband and I are a dynamic duo of fun-loving, open-minded, and kink-friendly individuals who are always up for exploring new horizons in the world of pleasure. We are seeking like-minded couples or singles to ...

Embrace 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...

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Mistress 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...

Superior 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...

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...

May 14th, 2026

Naughty Shemale Seeking Local Man for Wild Fun in Winnipeg Are you looking for a sexy shemale to fulfill all your wildest fantasies? Well, look no further because I am here to satisfy all your desires. My name is Tracey and I am a horny shemale looking for a man who can handle me in the bedroom. You can find me on FreeSexAds.com Shemale Profiles at tracey...

Sexy 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...