This Square Room

Is ghosting sometimes the RIGHT thing to do? Do people truly want you to be honest with them? After a breakup do you truly miss you ex or do you miss feeling wanted? This week Jo and Des continue their unpopular opinion debates with these topics and more. Des gets called out on his indiscretions and shares a personal situation that he’s recently had to handle. 0:00 intro 0:50 Ghosting Is Sometimes...

Des and Jo find themselves on very opposite sides of some wild unpopular opinions. 0:00 Intro 0:47 Boob or Nip 4:36 Cereal Is A Soup 7:47 Jesus Didn’t Suffer More Than Black People 12:54 Play Fighting Is A Gateway For DV 20:32 Toxic Relationships 24:43 Work Wife/Husband Is Cheating 31:10 Not Everyone Deserves Unconditional Love 39:12 Sharing A Room With A Couple 51:48 Don’t Do It On My Bed 54:34 D...

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

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 Treatme...

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 JO...

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...

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

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...

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

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...

For Deswayne, Tis the Season to be petty. From intimate encounters to hunting down people who have wronged Santa, this episode has it all. So keep your tongue in your mouth as you watch or listen to our final episode for the year 2025.                   0:00 Intro 0:55 Petty Christmas 2:35 School Is In Session 4:05 Too Much Tongue 6:38 AI Girlfriend 9:27 Rose Toy 11:54 Old School Mentality 16:24 N...

Jo and Des argue over whether or not they would pleasure themselves if they had the ability and if they would have a sugar mama if the opportunity presented itself. They also chat about first dates, dirty talk gone wrong, embarrassing moments in the bedroom and more. 0:00 Intro 0:16 Quan Millz 11:32 First Dates 16:27 Smashing The Homies 17:53 Sugar Mama 20:53 Scammers 23:17 Storage Jackpot 25:32 D...

If you had the opportunity to pleasure yourself, would you take it? Jo and Des seem to disagree on how they would go about things. This week they discuss peeing in the shower, having multiple personalities, some interesting statistics and more! 0:00 Intro 0:57 Multiple Personalities 7:23 Peeing In the shower 10:39 Siri 11:51 Des’ Phone Update 13:39 Long Lost Son 16:38 Poetry 18:12 Buying Friends G...

Has Deswayne's addiction to gooning gone too far? How do you deliver bad news and is it possible to break up with someone who didn't even know they were dating you? Jo relives an encounter with a bird and Des has broken yet another phone.   0:00 intro 0:47 Bird Story 4:32 Pigeons 6:36 Another Broken Phone 9:28 Gooner4Life 28:46 Workplace War 2
 34:52 Buffalo Wing Soda 38:17 Bad News 39:28 Imaginar...

This week, Des and Jo may give some questionable advice--but this is what you want, right? Unhinged, unfiltered, and a little ridiculous. Jo and Des are here to deliver the good, the bad and the petty.           0:00 Intro 0:30 She’s Just Not That Into You 3:44 Work Gossip 8:44 Pickle Soda 12:58 Baby Mamas 13:55 Moving Too Fast 18:36 Rejection 21:57 Communication Fail 24:56 Dive Head First 26:47 P...

Jo realizes that "It wasn't me" is one of the most gaslighting lines ever, as she and Des talk about life changing surgeries, lyrics that they never realized we're very suggestive, and situationships. They also try some more crazy sodas and Des tells a story of a new rival in his life.       0:00 Intro 0:47 Happy Birthday 2:38 Gaslighting 5:54 Inappropriate Lyrics 8:46 Change Your Life 10:13 Batma...

This week, as their final halloween costume of the year, Jo and Des challenge their inner pinhead...sort of. Des channels his inner perv--yup, you read that right-- and has a unique strategy when it comes to being trapped in a real life haunted house. The duo talk ghost encounters, couples costumes and when to cut ties with a potential new boo.       0:00 Intro 0:43 Costume Catastrophe 3:13 Surviv...

Halloween has become a time of year for looking hot and hooking up, and Des has a story all about it! Jo brings up the proper use for hand soap and the duo discuss trust and trust issues. And a hilarious story from a viewer sparks a conversation about clapping back at family members.       0:00 Intro 2:16 Dating On Halloween 5:10 Halloween Hottie 14:04 Hand Soap Scandal 20:13 Trust Issues 32:37 Hi...

This week, Jo and Des take the law into their own hands, as they determine if artificial intelligence has finally crossed the line or not. Does a breakup truly count if only one person agrees to it? When does being friendly flirting become cheating? And is it okay to keep an ex's clothing after the relationship has ended?       0:00 Intro 0:32 Des’ New Do 2:43 ChatGPT 3:46 Male Loneliness Epidemic...

This week Jo and Des are taking you back to the 80's as they decide which iconic TV killers they could survive against. Then they discuss how they would ruin each others lives if they woke up in each others bodies and Des losing something very important.       0:00 Intro 2:17 Killer Hitlist 16:00 Ruin My Life 20:52 M.I.A. 25:43 All Dogs Go To Heaven

What goes up, must come down.... right? This week in This Square Room we talk PC culture and the hypocrisy behind which cultures and actions are appropriate to imitate and which ones are not. They discuss the pros and cons of long distance relationships, real life Venom and using the "Hard R"         0:00 Intro 2:18 What Goes Up, Must Come Down 4:18 Mispronunciation 5:02 Off Limits Accents 13:32 L...

In This Square Room, when people frustrate us, we cannot be held responsible for any petty actions that may follow. This week Jo and Des ask each other the question, "Am I Wrong?", give advice they are completely unqualified for and then some.         0:00 Intro 2:00 Catch Me Outside 5:30 Shared Room Showdown 17:24 Wedding Woes 35:50 Unqualified Advice 43:05 Call It Out 48:14 Petty Party Planning

This week Jo and Des play guilty or not guilty, talk about a first date fumble and Des tells the hilarious story of his son's first time getting drunk.         0:00 Intro 1:18 Guilty or Not Guilty 2:43 Kiss of Death
 11:16 Dumbbell Dummy
 14:00 Oh baby 18:40 Truth Hurts 1 9:34 Cake-Tastrophy 22:54 Man Vs Egg 27:13 Let Them Have Cake 29:34 Date Gone Wrong
 33:59 Women are the problem 38:15 Name Twi...

Road Trip! This week Jo and Des take a little road trip and get lost, find love in the club and miss a connection all in one eventful weekend.     0:00 Intro
 2:23 Hair Color 6:54 Montreal Trip 7:32 Lost in Montreal
 16:21 Road Trip
 19:04 After Hours
 23:38 Des Finds A Girl 29:16 Jo Finds A Man
 46:52 F’ed Sucked Ducked 50:24 Un-Justifiable

This week Jo is in over her head as she gets herself into a sticky situation and she shares all of the juicy details. Des is shocked at the list of names that are illegal in the US and the duo discuss why you should (or shouldn't) lower your expectations when it comes to dating.   0:00 Intro 1:08 Spidey v Cap 4:23 Illegal Names 6:32 Santa Claus 9:33 Illegal names cont’d 12:16 USA official language...