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PODCAST

This Square Room

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

comedy improv

All Episodes

01:24:57

#249 - Culture Clash

This Square Room ·

2025/04/20

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 Jamaican Me Crazy 1:16:19 Family Values

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01:47:58

#248 - BDSM 101

This Square Room ·

2025/04/19

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 Kinks 19:03 Consensual Non Consent 22:19 Sub Frenzy 27:36 Being Fetishized 32:25 Vore 36:12 3-some Sabotage 42:22 Power vs Control 53:32 Role Reversal 1:04:54 Egalitarian kink 1:10:54 Forever

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01:00:14

#247 - Touch Of The Tism

This Square Room ·

2025/04/09

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 56:02 Touch of Tism

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01:09:47

#246 - Scratch N Sniff

This Square Room ·

2025/04/01

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 friends loyalty. And this gets paranormal when Des shares an recent incident that happened in his family.Watch the Video Episode and Visit our socials here: https://linktr.ee/thissquareroom 0:00 Intro 0:26

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01:58:03

#245 - Power Hour 2

This Square Room ·

2025/04/01

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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59:51

#244 - X-Rated Bucket List

This Square Room ·

2025/03/13

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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54:40

#243 - Clutching My Rosary

This Square Room ·

2025/03/09

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 meanings 51:09 Idiots

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59:33

#242 - The Full Tea

This Square Room ·

2025/02/27

This weeks Deswayne spills his dirty laundry and gets into the nitty gritty of a friendship that blew up.

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01:05:45

#241 - No Nut Nathan

This Square Room ·

2025/02/21

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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01:24:12

#240 - Dirty Laundry

This Square Room ·

2025/02/05

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 Intro 1:10 Game Night 2:19 Cheating 3:16 Behind the scenes 8:27 TRASH 12:18 Dirty Laundry Game 26:21 Dumster 28:58 More Dirty Laundry 38:18 Hooking up in friends bed 46:56 Announcement 53:29 Fred

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43:59

#239 - Puff Puff Pass

This Square Room ·

2025/01/30

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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51:04

#238 - 2nd Time's The Charm

This Square Room ·

2025/01/30

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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33:31

#237 - Hear Me Out

This Square Room ·

2024/10/15

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 Out 11:54 Ghosting Friends 17:40 Fred Update 21:34 Listener Question 22:56 Snooping on your partner 27:40 Catching A Cheater

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51:51

#236 - Keep It In The Family

This Square Room ·

2024/10/08

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 41:36 Uglies 46:17 Cineplex Lawsuit 48:39 Turned tables

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01:09:16

#235 - Love Letter & A Bad Wig

This Square Room ·

2024/10/03

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 Broken Electronics 27:30 Not petty 33:35 Listener Question 45:26 Coma 51:44 Memory Lane

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01:01:28

#234 - Crazy Pu$$y

This Square Room ·

2024/09/24

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 Zoey 101 16:54 Suite Life 17:49 On My Block 21:47 Drake & Josh 22:46 Say No To Drugs 34:40 Trafficked 39:32 Listener Question 40:55 Bad Pu$$y 45:37 Average sex 47:29 Overthinking in the

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54:11

#233 - Hook, Lime & Stinker

This Square Room ·

2024/09/17

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 up experience, the most embarrassing thing that has happened to them while being intimate, family issues and a wild news story. 00:00 Intro 00:42 Yapper Poll 2:53 Pillow F’er 4:52 Yapper Poll

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01:12:12

#232 - Truth Hurts

This Square Room ·

2024/08/14

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 36:00 Fred Update 43:12 Listener Question 45:18 Low Value Women

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50:44

#231 - Petty Problems

This Square Room ·

2024/08/01

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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53:41

#230 - Free Fred

This Square Room ·

2024/07/20

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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269 results

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