Calgary Men Seeking Men Classifieds

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  • August 14th, 2026
  • Smoke and Leather! Smoke and leather go together. I'm Toby, 32yrs, 6'0, 200 pounds, extra large, living in the Calgary area, a hairy thug, def top gay man wanting to pound gay, bisexual and bi-curious men. Just be ready to pleasure me while I chain smoke. I don't care if you smoke or not just be damned grateful that y...
  • KINKY KENNY FOR HOT MALE-ON-MALE 😈 Horny Man Wanted in Calgary 😈 I'm Kenny, a horny gay man from Calgary who is on the hunt for some wild and kinky adventures with a local area guy. I love getting down and dirty, exploring all kinds of sexual acts and fetishes. I enjoy giving and receiving blowjobs, rimming, playing with dildos, ...
  • Irish eyes are smiling in Calgary Hey guys, I am Sean, 27, fit, fun, and freshly landed in town with a cheeky grin. I'm a fun fella, moved here to the Calgary area recently and looking for fun lifestyle and fit guys to hang out with. Go ahead and message me and check out my profile @IrishSean27.  I’m a laid-back gentlema...
  • I'm Troy in Calgary - Bi-Curious Looking to Experiment... Bi-curious in Calgary Hi guys, I'm Troy here in Calgary divorced after 10 years and am entertaining the idea that I might like the gay lifestyle. So, here I am on this site looking for a special kind of man who isn't going to go too fast with me. (is patient) Woman say I'm well hung, but ...
  • Curious Married Guy Seeking Discreet Connection πŸ€«πŸŒ™ That is the truth, the whole truth and nothing but the truth. I am married and I have had over the last few years sexual feelings towards other men. Discretion is therefore paramount. Therefore I would be looking to chat to someone who understands my position fully and would not in any way attempt t...
  • Athletic Guy Looking for a Fun Gym Buddy πŸ’ͺπŸ”₯ A bit about me: I'm quite healthy and fitness oriented, I love working out. I'm 180cm tall and generally a pretty chilled person. I'd love to meet other men who like living healthy, confident and maybe even looking for similar things as me. Fitness enthusiasts, gym rats, and healthy eaters. I enjoy ...
  • Hung Black Male Calgary for male action Wants hot male for male sex in Calgary. All races welcome. Want some hot male-on-male action? Well, look no further because DeAndre is here to satisfy all your dirty desires. Private message me @DeAndreXXX24. I love hot dates with hot guys, any race. Pretty much top because I prefer being in charge...
  • VirginAss88, Never Been With a Man... I like having fun. I'm very honest perosn, very brave and interilligent. Love it here in Calgary and all the possibilities it offers for a guy like me. don't like the idea of bar pickups and would rather ease into this thing. Must be descreet and honest. Message me here. VirginAss88...
  • I BREAK TWINKS and turn them into MY SEX PUPPETS! Big top bone thug gonna wreck you and make you twinks tap out! Looking for sissie boi to use and abuse here in the Calgary area. All is fair and shit as they say. Needless to say I'm the dominant and controlling type in any situation. Your gonna get the big one rough and deep honey! No screamers ple...
  • Small, smooth body big heart Smooth 19 years old in Calgary Hey guys, I am Jon and I am 19 years old, smooth, slight build but fit. I like to do karaoke, dance and travel. I love to explore the male body and enjoy sex anytime, anywhere! I'm a passionate and attentive bottom only plus I can cook a great meal! Check out my profi...
  • August 13th, 2026
  • Mature Wealthy Man Looking for Twink Boy Toy... Hello boys I'm Tony 48 years old and been out for 10 years now and take good care of myself. I'm from Cleveland originally, but moved to Calgary to start over again after my divorce. I don't really have any baggage with the kids being grown up and off to college. I plan to retire very soon and want ...
  • SUGAR DADDY πŸ­πŸ‘¨β€πŸ¦° πŸ’¦Looking 4 Play Boy M4M Hey there babe, I'm a 25 year old male who is searching for another guy to play with and spoil. I'm strong and muscular, I drive a beautiful car, I can take you to do things you've always desired πŸ€‘ It turns me on so damn much to find a cute little man to play with and take care of. Let me be D*dd...
  • Chill Bearded Guy Seeking a Cool Dude πŸ»πŸ˜‰ I'm quite relaxed and very easy going, quite funny and have a beard! I work Monday to Friday and I'm looking to meet new people. I'd like to see where things go. Let's chat and see what we can come up with!  I suppose I just like more assertive guys but not in an obnoxious way. Like someone wh...
  • Jon Boy seeking Calgary Top Male to Pleasure πŸ‘…πŸ†πŸ’¦ Kink friendly bottom male Hey, thanks for checking my ad. I'm Jon Boy, looking for a hot gay man who's ready to play with me and let me explore all kinds of naughty fun as I pleasure you. Recently out gay male, age 21, seeking other gay, bisexual or bi-curious guys for some wild male-on-male action...
  • πŸ’¦Male for Male – NSFW Only: You Dom, I Submit. Period. πŸ˜ˆπŸ–€  The advertisement is not intended for casual greetings. This is: You top. I bottom. You  take. I give. You tell me what to do. I do it. Simple. Dirty.  Hot. View My Gay Dating Profile Here - ❀️✨ I completely submit to all things kinky while being body-positive and ready to sur...
  • SciFi lovin' guy getting lonely in Calgary I love SciFi TV and movies. I am Will. I am 31, tall and muscular with light brown hair, grey eyes and tan skin. I work and I have a nice home and car. I never seem to have time to get out and mingle. I need a friend with benefits! Send me a private message to @WillSciFiFan if you want to swap ...
  • Looking for Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!... S&M for Sissys in Calgary I am a gay male, bit of a thugish/bear into all sorts of BDSM, Fetish, Kink and some role play. I host and am seeking sissibois, twinks and queens for some extra sensual and painful fun. Your welcome, my pleasure! I have all the tools necessary in my Calgary dungeon to...
  • 🌢️Male Seeking Male – β€œWhat Are You Into?” Everything. Now Come Over. πŸ‘πŸ–€  You have me as your hidden secret while I am your deepest sexual desire which will cause you to  have morning soreness and a pleased expression 😘 I enjoy oral fixation while practicing roleplay and light  dom/sub games with an interest in power dynamics and extended filthy nights ...
  • August 12th, 2026
  • πŸ’ͺπŸ† I'm All Tha Chocolate You Could Need πŸ’ͺπŸ† Hey I'm new to dating sites but I'm ready to give it a try and see who might message me. I'm wanting to get out and have some fun. Yes I'm black and yes I have a thick πŸ† but I'm so much more than that. Also I want you to know that I love all shapes and sizes of men, I just want someone I can conn...
  • Macho, Macho Man... Are you one of the Village People? I'm a 40 year old macho man looking for bottom man in Calgary. Be ready to be rode hard and deep. I'm 6'2, muscular, hairy, blue eyes, black hair, full 8in, and full of fire. I'm gonna make you tap out boy! I'll pick you up on my Harley and take you for a ride you'...
  • πŸ‡¨πŸ‡¦Male Seeking Male – Calgary, Alberta – Prairie Boys & Private Pleasures πŸŽπŸ™οΈ  Howdy, Calgary kings 😏 I’m a 32-year-old tatted,  thick-thighed power bottom who loves country music, cold beer, and hot, sweaty nights with dominant men  who aren’t afraid to get a little rough. I’m based in Mission and have a view of  the skyline—and...