This Square Room

Square Room Studios
  • 4.9 (15)
  • COMEDY
  • UPDATED WEEKLY

This Square Room is where conversations go left—fast. Hosts Jo & Des dive into unfiltered, chaotic discussions, questionable takes, and moments that probably shouldn’t have made it out of the room. It’s funny, unpredictable, and always one comment away from spiralling. New episodes weekly. See more at thissquareroom.com

  1. APR 16

    #277 - STFU

    Sometimes people just need to know when to shut the F up! This week Jo holds Des accountable and requests an explanation for something that he said. Des also seeks help from YOU and addresses his mommy issues. 0:00 Intro 0:50 Holding Des Accountable 14:44 Des Needs Our Help 29:47 Mommy Issues 38:12 STFU 47:22 Mom Only Sells Fans 49:29 Zodiac Unlocked

    59 min

  2. APR 8

    #276 - Intrusive Thoughts

    In this episode, Jo and Des fight against their intrusive thoughts. Des finds out that he might have been secretly tracked plus an update, and Jo and Des discuss who cares more about their public image, who’s more romantic and who is deserving of the “princess treatment”. 0:00 Intro 1:04 I’m Being Tracked 10:40 Public Image 24:13 Who’s More Romantic? 27:17 Intrusive Thoughts 29:35 Princess Treatment 37:22 Des Relationship Update

    50 min

  3. MAR 28

    #275 - Not My Booty!

    This week we find out just how much of a freak one of our hosts is (or isn’t). Jo and Des discuss eating the booty like groceries, micro-peens, how much wood a woodchuck can actually chuck, the joy of missing out and more. 0:00 Intro 0:35 Eat It Like Groceries 15:14 MircoPeen 20:24 Baby Milestones 23:54 How Much Wood? 28:18 Blow Up The Family 34:04 Woodchuck song 35:19 Loneliness Epidemic 42:19 JOMO

    53 min

  4. FEB 22

    #274 - Trouble In Paradise

    There’s trouble in paradise for Deswayne as he opens up about a new speed bump in his relationship. The duo also chat about work dynamics, sibling rivalries and the usual nonsense that we all know and love. 0:00 Intro 1:03 Glory Hole 7:07 Hazardous Waste 10:05 Working With Family 16:26 Sibling Rivalry  22:33 Caught Stealing 30:21 Sibling Fantasy 39:04 Potluck Gatekeeper 45:44 Adding A Third In The Relationship

    1h 19m
  5. #273 - Overstayed Welcome

    FEB 3

    #273 - Overstayed Welcome

    This week we find out what Jo and Des will do when someone overstays their welcome. The duo reminisce on old "funny-not-so-funny" memories, and Deswayne has an epiphany. 0:00 Intro 0:42 Once a hoe always a hoe 2:00 No Longer Green 3:45 RolePlay 26:30 Overstayed Welcome 28:00 Not-So-Funny School moments 46:05 Listener Question 53:38 Deswayne’s Dream

    1h 3m
  6. #272 - Family Affair

    JAN 21

    #272 - Family Affair

    Blood isn't always thicker than water, and what happens in the family can sometimes ruin lives. This week, Jo and Des expose shocking secrets, discuss colourism, doing too much in relationships, what went down in Des' DMs, what the name of a Toronto-based super hero would be and more. 0:00 Intro 0:28 Toronto Superhero 2:52 Assassinate My Dream 11:02 Skin Tone 18:40 6 Wives 24:44 Fire Drills 27:05 Old Friends & Old Flames 31:17 Family Affair 48:53 Doing Too Much 54:34 It Goes Down In The DMs 1:02:38 Cheating Rag Doll

    1h 7m
  7. #271 - F Buddy Contract

    JAN 15

    #271 - F Buddy Contract

    This week Jo, Des and the OG roommates get a blast from the past!
They discuss a friends with benefits contract, the first time dipping your toe into adult activities, hypocritical church goers, strange habits and more. 0:00 Intro 0:26 CockPit 7:53 CocoNUT 10:02 67 12:53 FWB Contract 22:17 First Time For Everything 26:36 Messy Bessy 41:52 Jumping To Conclusions 45:38 Fred Is Free 55:22 Sinners

    1h 2m
  8. #270 - Too Late To Say Sorry?

    JAN 6

    #270 - Too Late To Say Sorry?

    Is it too late to say sorry? This week we have an emotional confrontation but not before Jo and Des chat about Daddy issues, marriage proposals, who really hold the power in a relationship and more! 0:00 Intro 0:55 Resolutions 3:50 Say No To Proposals 7:26 On Who’s Terms? 11:16 Family Photo Redemption 15:55 Family Disappointment 18:46 Born Again 21:49 Daddy Issues 27:28 Role Play Gone Wrong 32:46 Too Late To Say Sorry

    47 min
See All (277)

4.9
out of 5
15 Ratings

About

This Square Room is where conversations go left—fast. Hosts Jo & Des dive into unfiltered, chaotic discussions, questionable takes, and moments that probably shouldn’t have made it out of the room. It’s funny, unpredictable, and always one comment away from spiralling. New episodes weekly. See more at thissquareroom.com

Information

  • Creator
    Square Room Studios
  • Years Active
    2019 - 2026
  • Episodes
    277
  • Rating
    Explicit
  • Copyright
    © Square Room Studios
  • Show Website
    This Square Room