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

November 30th, 2025

Transgender 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 ...

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 ...

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...

Well 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...

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...

Male 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...

Hot 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...

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...

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...

Kinky Dominatrix seeks puppy to train DOMINATRIX SEEKS PUPPY TO TRAIN  Are you the submissive little puppy I have been looking for? I am A Power Domme looking for the one to meet my needs. I am on this site, because I know too often you seek an escape... with someone you can relinquish your power to. I know there's a lot of pressu...

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...

Tempting 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....

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...

Join 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...

Raunchy Shemale Marta Looking for Hot Fun in Winnipeg Hey boys, I'm Marta, a sexy shemale in Winnipeg looking for a local man who can handle all my dirty desires. I love being both top and bottom, giving sloppy blowjobs and getting my tight ass pounded hard. I want to play with your cock, ride you until we both cum, and gag on your throbbing dick. Let'...

Phebe's Kinky Femdom Delights in Winnipeg Hello there, submissive souls of Winnipeg! I am Phebe, your strict and alluring Dominatrix ready to take control of your every desire. Are you ready to explore your deepest kinks and fetishes with a powerful Mistress like me? Look no further, for I am here to guide you through a world of dominatio...

Explore 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 ...

Explore Your Desires with Derrek Hey there, I'm Derrek from Winnipeg, Manitoba. I have a unique fetish that I absolutely love - I enjoy being tickled! It's such a fun and playful experience for me. I'm a submissive guy who would love to spend time with a Dominant woman who enjoys exploring this kink with me. I'm friendly, open-m...

Kinky Fetish Fun in Winnipeg! I'm Carolyn, a naughty girl from Winnipeg looking for some kinky fun. I love exploring all sorts of fetishes and kinks, from BDSM to roleplay to domination and submission. I enjoy whippings, spankings, and age play. I'm always up for trying new things and pushing boundaries. If you're into the sa...

Explore Your Wildest Fantasies with Jeni from Winnipeg Hey there! I'm Jeni, a female swinger from Winnipeg, Manitoba. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. We love to meet like-minded individuals who are looking to spice things up in the bedroom. You can find us in the swingers dating profiles...

Join Audie from Winnipeg for an Unforgettable Swinging Adventure! Hey there, fellow swingers! My name is Audie and I'm writing this ad to introduce myself and my amazing husband, let's call him Max. We're a friendly and open-minded couple from the beautiful city of Winnipeg, Manitoba. If you're looking for some excitement and exploration in the swinging world, y...

Kinky Fetish Seeker in Winnipeg, Manitoba My name is Sharyl and I'm a naughty little vixen looking to explore all my wildest fantasies with someone who can handle my insatiable desires. I have a passion for BDSM, domination, and submission - nothing gets me going like a good spanking or some intense roleplay. 🖤 I love being a Mistress...

Elegantly 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...

Mistress 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...

Passionate Swingers Seeking Playmates in Winnipeg Hey there, I'm Celle, and my husband and I are on the lookout for some sexy playmates to join us in our wild adventures. We're a fun-loving couple from Winnipeg, Manitoba who are open-minded, kink-friendly, and always up for some naughty fun. 💋 You can find us on FreeSexAds.com Swingers Lifest...

Join 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...

Explore Your Desires with Arlena! Hey there, naughty ones of Winnipeg! It's your girl Arlena here, ready to take you on a wild ride through the world of fetishes. Let me tell you a little secret - I have a unique fetish that gets my heart racing and my imagination running wild. I won't spill all the beans, but let's just say it i...

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...

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...

Passionate 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...

Kacie's Kinky Fetishes and Desires I'm Kacie, a naughty little vixen from Winnipeg, Manitoba, looking for someone to explore my wildest fantasies with. I have a passion for BDSM, domination, and submission. There's nothing that gets me going more than being tied up and spanked until I beg for mercy. 🖤 I love playing the role o...

Submissive 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...

Debonair 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.&...

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...

Brandi 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...

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...

Join 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...

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...

Explore 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...

Join 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...

Submissive 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...

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 ...

DOMME 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 ...

Passionate Swingers Seeking Playmates in Winnipeg Hello there, I'm Rosemarie from Winnipeg, Manitoba. My husband and I are fun-loving, open-minded, and kink friendly swingers looking to spice things up in the bedroom. We believe that life is too short not to explore our deepest desires and fantasies. You can find us on FreeSexAds.com Swingers Li...

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

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...

Sexy Shemale Vivian Looking for Hot Fun in Winnipeg Are you ready for a wild time with a naughty shemale like me? My name is Vivian and I am seeking a local man in Winnipeg who can handle all my dirty desires. I love to play both top and bottom, giving and receiving pleasure in every way possible. From blowjobs to anal play, I am up for anything th...

Domme 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...

Unleash Your Desires with Shelly - The Sensual Swinging Queen! Hey there, fellow pleasure-seekers of Winnipeg! Are you ready to embark on an unforgettable journey into the world of swinging? Well, look no further because Shelly is here to make all your wildest fantasies come alive. 🔥 My husband and I are more than just your average couple. We're a friendl...

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...