PODCAST · comedy
This Square Room
by Square Room Studios
This Square Room is a weekly podcast bringing laughter and lightheartedness with a fun mix of witty banter, hilarious stories, and offbeat humor. Hosts Jo & Des dive into amusing everyday situations, absurd scenarios, quirky observations and push boundaries with everyday topics —and push each other’s buttons all while keeping the vibe entertaining and hilarious! See more at thissquareroom.com
Episodes
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Free Me Baby #279
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...
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#278 - Unpopular Opinions
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...
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#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…
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#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…
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#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…
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#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...
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#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...
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#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...
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#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...
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#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...
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#269 - Choke Me Out
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…
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#268 - Surprise Golden Shower
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...
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#267 - Go Suck Yourself
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…
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#266 - Gooning Addiction
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…
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#265 - This Is What You Want, Right?
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...
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264 - It Wasn't Me
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...
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#263 - Close Your Mouth
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…
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#262 - Below The Belt
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...
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#261 - Break It Off
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…
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#260 - Totally Killer
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…
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#259 - Hard R
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"…
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#258 - Am I Wrong?
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...
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#257 - Guilty AF
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…
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#256 - F*cked, Sucked & Ducked
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…
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#255 - The Price Has Increased
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...
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#254 - Black Card Revoked
Jo becomes an investigative journalist this week when an interesting story (allegedly) falls into her lap. Des might get his 'Black Card' revoked if he can't remember all of the staple black sayings. And the due discuss dating, advice and age gaps. Is age really just a number? Listen now! 0:00...
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#253 - Head Game
Jo confronts Deswayne about not having her back when it came to a man. They talk about the kinks Disney characters would have, pleasuring themselves, and why certain people should never give certain people the benefit of the doubt and more in this episode! 0:00 Intro 1:00 Disrespectful Head Game...
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#252 - Bad Boy
This week Jo and Des are back and talking about everything from the birds and the bees to being on the "Down Low" Join them and decide if Des truly can give "sexy eyes" or if Jo is just a hater plus so much more! 0:00 Intro 0:30 Des’ News 3:54 All Gingers Are Black 7:23 The Birds And Bees 9:45...
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#251 - White-The-Hell?!
Des and Jo react to questions that white people have always wanted to ask black people. They also discuss their first crushes, the why having a separate bedroom from your spouse is ideal and why being petty just might be the right thing to do in certain situations. 0:00 Intro 0:41 Kool-Aid Man…
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#250 - Sounds About WHITE
This week, the duo decide which “White People Phrases” are their favourite. Des asks Jo how she would deal with a friendship dilemma and the two give advice on how to get off of an emotional rollercoaster and end a toxic relationship. 0:00 Intro 0:23 Sounds about White 19:52 Fake Friend 28:09...
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#249 - Culture Clash
Jo and Des take a deep drive into why Jamaican men seem take pride in being womanizers and reflect on where they may have gone wrong culturally. They also discuss f*cking vs making love and their perfect dates. 0:00 Intro 1:16 F*cking vs making love 12:25 Perfect Date 23:41 Culture Clash 28:04...
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#248 - BDSM 101
This week Jo and Des invite Saintless onto the podcast to discuss his experience and knowledge of the world of BDSM. Follow Saintless on TikTok @saintlesschoir and on https://www.youtube.com/ @saintlesschoir 0:00 Intro 4:55 Des BDSM 12:29 First BDSM Experience 16:31 Kink Community 17:41 Extreme...
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#247 - Touch Of The Tism
Embarrassing intimate stories, unsolicited advice and an autism diagnosis. What more could you want in an episode? 0:00 Intro 0:18 Partner vs Child 7:47 Call Me Daddy 10:00 Sh*tty Soda 13:50 Doggy Style 18:48 Making A Movie 21:56 Embarrassing Sex 35:28 Spinning The Block 37:12 Unsolicited Advice...
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#246 - Scratch N Sniff
This week is all about phoning a friend because Jo and Des need some outside opinions for some of the interesting things discussed in this episode. Things get a little smelly this week when they discuss a sensitive area, Des tries to talk Jo out of an important decision, and they test their…
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#245 - Power Hour 2
Join Des and Jo for another chaotic power hour. One shot, every minute for an hour. What could possibly go wrong?
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#244 - X-Rated Bucket List
What's on your x-rated bucket list? Find out what's on Des and Jo's lists in this episode and find out their opinions on putting in extra effort in a relationship. 0:00 Intro 1:49 XXX Bucket List 20:51 Missing The Spark
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#243 - Clutching My Rosary
This episode is just as spooky as it is silly. Jo and Des discuss dreams, ghosts, Idiots and more. 0:00 Intro 1:00 Diddy Krueger 5:27 Sex Sleep Demons 6:54 Sleep Twitching 8:36 Sleep Apnea 12:29 Crazy Baby 19:29 Ghost Jo 21:35 Astral Projecting 23:03 Family Ghost 33:55 Haunted Houses 42:08 Dream...
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#242 - The Full Tea
This weeks Deswayne spills his dirty laundry and gets into the nitty gritty of a friendship that blew up.
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#241 - No Nut Nathan
In this week's episode, the hosts talk about party planning, out of body experiences, trouble in the bedroom and more! 0:00 Intro 0:33 Feb Blues 6:02 The search is over 11:02 Des’ Party 28:08 No Nut Nathan 40:40 Denying Pleasure 44:33 Inside Out 45:04 Dirty Do-Over 52:27 Scary dreams
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#240 - Dirty Laundry
This week Jo and Des are truly airing it all out. They play (Extra Dirty) Dirty Laundry and air out secrets they've never spoken about on the podcast, break some new and exciting news, talk about the recent games night video and also play a fun drinking game. Prepare for an unhinged episode. 0:00...
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#239 - Puff Puff Pass
Jo has learned a new magic trick and tries it on Des. Simp's deserve justice and someone is getting high and it's not who you would expect. And E-LIE-JAH is back and Deswayne isn't happy about it.
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#238 - 2nd Time's The Charm
We're back with a late upload, but better late than never right? In this episode Deswayne discusses a friend who wants a second chance and some drama that went down between some other friends. The duo also discuss what they would do if they woke up in the body of the opposite gender.
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#237 - Hear Me Out
Hear us out! This week Jo and Des participate in the hear me out trend where they share fictional characters that they are attracted to. They also discuss getting ghosted by a friend and how to be sneaky and catch someone doing something they shouldn't be doing! 00:00 Costume Reveal 01:37 Hear Me...
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#236 - Keep It In The Family
Should some secrets stay private? This week, Jo and Des literally swap places as they discuss secrets, theories, movies and more. 00:00 Costume Reveal 02:13 Pen!s theory 04:07 Starbucks 05:26 Moan Talking 07:09 Strangers Secrets 14:28 Lies 19:49 Movies 27:07 Listener Question 34:52 Melendez Bros...
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#235 - Love Letter & A Bad Wig
This week Jo and Des are kicking off spooky season with a throw back that's sure to make you laugh. Jo reads a special letter written to Deswayne, they take a trip down memory lane, Des shares about his family reunion and more. 00:00 Wayne’s World 03:02 Love Letter 13:55 Family Reunion 22:12…
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#234 - Crazy Pu$$y
Are the crazy ones actually better in bed? This week Jonel and Deswayne talk about being an alpha, why being average in bed is better than being great, drugs, a real life trafficking story and more. 00:00 Intro 00:30 Alpha Female 03:30 Crazy S*x 09:30 Pain In The Balls 11:45 Multiple Rounds 14:37...
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#233 - Hook, Lime & Stinker
Jo & Des have found themselves at odds this week as they bicker and take shots at each other because of recent poll results-- let's hope none of this goes to their heads! In this episode duo are thrown for a loop when they discuss the woman equivalent of "Where's my hug?" an absolutely crazy hook...
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#232 - Truth Hurts
This week Des learns some unexpected news about Jo. Jo and Des find themselves at odds as they discuss the ugly truth of how society views women, and they both get passionate about "Fred" and Deswayne's petty prodigy. 00:19 Hello Kitty 3:53 Adult movie posters 18:38 Jo's Toys 25:40 Petty Prodigy...
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#231 - Petty Problems
Pettiness prevails in this weeks episode as Jo and Des discuss a recurring sore spot for Deswayne and the duo find themselves on opposing sides of a conversation.
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#230 - Free Fred
Jo and Des discuss the Paris Olympics, Trump, give some advice to hopefully free a man in an unfortunate situation and more in this episode.
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ABOUT THIS SHOW
This Square Room is a weekly podcast bringing laughter and lightheartedness with a fun mix of witty banter, hilarious stories, and offbeat humor. Hosts Jo & Des dive into amusing everyday situations, absurd scenarios, quirky observations and push boundaries with everyday topics —and push each other’s buttons all while keeping the vibe entertaining and hilarious! See more at thissquareroom.com
HOSTED BY
Square Room Studios
CATEGORIES
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Frequently Asked Questions
How many episodes does This Square Room have?
This Square Room currently has 273 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is This Square Room about?
This Square Room is a weekly podcast bringing laughter and lightheartedness with a fun mix of witty banter, hilarious stories, and offbeat humor. Hosts Jo & Des dive into amusing everyday situations, absurd scenarios, quirky observations and push boundaries with everyday topics —and push each...
How often does This Square Room release new episodes?
This Square Room publishes regularly with 273 episodes available. Check the episode list for the typical release schedule.
Where can I listen to This Square Room?
You can listen to This Square Room on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts This Square Room?
This Square Room is created and hosted by Square Room Studios.
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