A selection of our members looking for casual hookups near Winnipeg
Heyyy 😘 I’m Emma , a cheeky, fun-loving trans girl who loves to laugh, flirt, and keep things exciting. I’ve got a soft heart, a playful side, and maybe a little bit of sass too 😏
I’m into good vibes, late-night chats, and someone who can make me smile as much as I plan on making them blush. If you’re sweet, adventurous, and don’t mind a bit of mischief, we’ll get along just fine 💋
Interests: Toys, Watching, Massage, Lace, Threesomes, Cuckold, Roleplay, Fetish & Kink, BBW / BHM, Discreet Meets, Video Chat, BDSM, Outdoor Fun, Erotic Fiction, Lingerie, en Femme, Full Time, Stealth, Transfan, Ladyboy, Dairy Queen, en Homme, F2M, M2F, Intersex, Queer, TS-Friendly, Transman, Crossdress, Trans, Pegging, Anal, Leather / Latex, LGBTQIA+, Oral
Join Casual Meetupz to message DelightfulPrince853af6
I'm 64yrs old, single, looking to find a connection, hopefully it would into something that we both can enjoy,,,,
I'm happy when there is a real connection with a woman. I enjoy having fun where both parties agree upon.
Interests: Anal Sex, Discreet Meets, Hookups, Friends With Benefits, A Relationship, Online, Friendship, Outdoor Fun, Short-term Fun, Open to Whatever
Join Casual Meetupz to message Canuk
I would describe myself as a lover and independent.
I'm 56 years old, living in the Ottawa region. I'm interested in meeting a man aged between 47 and 86.
Interests: Toys, Spanking / Whipping, Fetish & Kink, Sub, Dungeon Parties, BDSM, Erotic Fiction, Foot Fetish, Breast Play, Pegging
Join Casual Meetupz to message GenerousHero
Hey down for body massage
Hey down for body massage.
Interests: Toys, Fisting, Latex, Cuckold, Bondage & Discipline, Roleplay, Spanking / Whipping, Fetish & Kink, S&M, Dom, Sub, CBT, Medical Play, Dungeon Parties, BDSM, Erotic Fiction, Foot Fetish, Trampling, Pony Play, Breast Play, Chasity, Collaring, Contract, Electro-Play, Wax Play, gags, suspenders, Pegging, Findom
Join Casual Meetupz to message RadiantTraveler
Let's MEET up!
Easygoing, trustworthy and like giving massages. Love cooking and the outdoors and have a she orgasms first policy.😆😅
Interests: Clubs, Parties & Socials, Massage, Fetish & Kink, Discreet Meets, MILF, Hookups, A Relationship, Friendship, Short-term Fun, Dirty Talk, Edging, Feet, Nylons, Oral
Join Casual Meetupz to message picklejuice
Couple seeking another woman for play and more
We are a couple that's started to explore deeper sexual fetishes and want to continue that exploration and share our love and intimacy with another female
Interests: Anal Sex, Threesomes, Discreet Meets, Hookups, Friends With Benefits, A Relationship, Friendship, Outdoor Fun, Short-term Fun
Join Casual Meetupz to message MagneticDreamer669ede
Submissive eager cross dresser looking to play and explore!!
I'm 39 years old cross dresser who is extremely submissive with no boundaries! I love to cater to fetishes and fantasies and willing to do anything! I love wearing stockings and heels for you! I'm a total bottom who just wants to get you off! I'm looking for hook ups in winnipeg, I love all shapes and sizes, male, female, everything in between and couples. While I prefer the submissive role I can also take the reigns as a dominant master.I'm also looking for other trans CDs to just hang out with for fun girl times. One last thing, any CD trans or women out there wanting to help with makeup and give tips for that. I would love to meet!
Interests: Toys, Watching, Clubs, Parties & Socials, Massage, Soft Swap, Full Swap, Threesomes, Cuckold, Roleplay, Fetish & Kink, Exhibitionism, Discreet Meets, Hookups, Group Meets, Friends With Benefits, Friendship, BDSM, Outdoor Fun, Erotic Fiction, en Femme, Full Time, Stealth, Transfan, Ladyboy, Transwoman, M2F, Intersex, Pre-Op, Queer, TS-Friendly, Transman, Crossdress, Trans, Short-term Fun, Transexual, Intergender, Dirty talk to me, Strip on webcam, Send naked pics, Video themselves, Swinging, Open to Whatever
Join Casual Meetupz to message MrskellyWinnipeg
I'm a Naked Man and I never wear clothes unless it's absolutely necessary however I am most comfortable wearing only speedos because I am being entirely true to myself and you when I do this
Wearing only speedos because I am my truest self and I am being who I am for you
Interests: Fetish & Kink, Switch
Join Casual Meetupz to message NakedManJon777
Looking to explore, fun couple .
Let's meet and find out. Be real not fake people please
Interests: Soft Swap, Full Swap, Threesomes, Cuckold, Fetish & Kink, Discreet Meets, Hookups, Friends With Benefits, Online, Friendship, Couples, Short-term Fun, Swinging, Open to Whatever
Join Casual Meetupz to message Peachandbull
Would you like to explore your deepest and wildest fantasies
I’m a dominant mistress looking for a loyal submissive.
Interests: Toys, Latex, Cuckold, Bondage & Discipline, Roleplay, Spanking / Whipping, Fetish & Kink, S&M, Dom, Dungeon Parties, BDSM, Erotic Fiction, Foot Fetish, Pony Play, Chasity, Electro-Play, Wax Play, Pegging, Findom
Join Casual Meetupz to message Peacfulpoeticer
Looking for a connection
I'm 61 and would come fully dressed smooth and ready to provide you with everything you want. I'm interested in meeting a transgender person or a couple or a woman or a man aged between 40 and 68. I drink socially and I don't smoke. I’m very submissive no reciprocal required. Love my ass slapped.
Interests: Clubs, Parties & Socials, Discreet Meets, Hookups, Group Meets, Friends With Benefits, A Relationship, Short-term Fun, Swinging
Join Casual Meetupz to message Dani
Jane - Looking for a submissive man
Here for fun and pleasure, just a mistress searching for a sub.
Interests: Fetish & Kink, A Relationship, Erotic Fiction, Pegging
Join Casual Meetupz to message Jane
Young couple open-minded and looking to explore new possibilities
I'm 37 years old, living in the Winnipeg region. I'm interested in meeting a couple or a woman aged between 27 and 47.
Interests: Social Events, Clubs, Parties & Socials, Soft Swap, Full Swap, Clubs, Parties, Threesomes, Cuckold, Bukkake, Discreet Meets, Hookups, Group Meets, Friends With Benefits, Video Chat, Outdoor Fun, Couples, Swinging, Open to Whatever
Join Casual Meetupz to message Elmwoodcouple
I’m neurodivergent, medically complicated, and on disability. I love music, board games, TV, and movies. I prefer low-key dates like dinner, karaoke, and board game cafés. I’m a sub through and through. I have 2 roomies so meetups at my place don't work
Music is a huge part of my life, and I’m always happy to talk about favourite artists, musicals, TV shows, movies, or whatever niche interest has captured your attention lately. I also love board games and am always up for a board game café outing. Since getting around can be challenging for me, I tend to prefer lower-key activities over high-energy adventures. A great dinner, karaoke, or a night spent with a movie at home sounds like a pretty fantastic date.Because I’m neurodivergent, I often reply to messages immediately—not because I expect you to do the same, but because if I don’t answer while I’m thinking about it, there’s a decent chance I’ll accidentally forget.I’m polyamorous and have a strong preference for a Dom(me)/sub dynamic. I’m very much the sub, though compatibility, communication, and mutual respect matter more to me than fitting a specific label. Must be vaccinated, and I ask for a full STI panel before anything sexual—just for mutual care and peace of mind.
Interests: Threesomes, Fetish & Kink, Friends With Benefits, A Relationship, Friendship, BDSM, Couples, Short-term Fun, Local Only, New Friends / Platonic, Polyamory, Throuple, Foursome
Join Casual Meetupz to message LilSweetChaos
I’m pretty laid back guy looking for fun times. Open to pretty much anything.
I enjoy simple things doesn’t have to be anything fancy. Enjoy being outdoors in the summer.
Interests: A Relationship
Join Casual Meetupz to message Easy going
I'm 24 years old, living in the Winnipeg region.
I'm 24 years old, living in the Winnipeg region. I'm interested in meeting a woman aged between 18 and 34. Open to anything including making friends 😁
Interests: Bondage & Discipline, Sub, Friends With Benefits, Switch, Chasity, Pegging, New Friends / Platonic
Join Casual Meetupz to message Femboy
I'm 39 years old, living in the Belling region.
I'm 39 years old, living in the Belling region.
I'm interested in meeting a man aged between 30 and 86.
Interests: Toys, Bondage & Discipline, Dom, BDSM, Chasity, Collaring, Pegging
Join Casual Meetupz to message mistresscan
Couple ventures into the wild and loves every second of it!
If you're really interested, you know where to find us 🥾We just relit this profile today. Happy, healthy, secure happy and in love couple seek the same for same room adventures Seeking like minded souls to connect on multiple levels. Passion for life a must.If your name matches ours..sexycouple we're going to hit like no matter where you are :) and if you're in Streetsville (our home town) we're definitely going to hit like just for fun
Interests: Groups, Watching, Clubs, Parties & Socials, Massage, Soft Swap, Full Swap, Group Meets, Couples, Dirty talk to me, Strip on webcam, Send naked pics, Video themselves, Tell naughty stories
Join Casual Meetupz to message sexycouple
Looking for hookups with sexy females
I'm a good looking guy with high sex drive. I have quite a bit of kinks so message me to find out.
Interests: Groups, Threesomes, Cuckold, Discreet Meets, MILF, Outdoor Fun, Couples, Mature, Short-term Fun, Anal, Curves, Oral, Petite, Open to Whatever, Local Only, Available This Weekend
Join Casual Meetupz to message BraveRebel
