This Square Room

This Square Room

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

July 22, 2025 56 mins

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

14:09 Jo’s 4 way

33:09 Ba...

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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 Intro

1:29 Oysters/ Boogers

3:17 Pimples and feet

5:24 Black Card

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June 6, 2025 73 mins

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


18:04 Shallow

20:00 Disney Kinks

20:29 Villain Kinks

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May 27, 2025 74 mins

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 Scary Baby

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May 3, 2025 57 mins

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

3:07 Dirty Shows/Music

5:00 Crushing

12:25 White-The-Hell

29:52 Separate Rooms

33:44 5am Problems

44:38 Role Reversal

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April 22, 2025 54 mins

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 Emotional Rollercoaster

3...

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April 20, 2025 84 mins

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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April 19, 2025 107 mins

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 ...

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April 9, 2025 60 mins

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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April 1, 2025 69 mins

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 o...

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March 31, 2025 118 mins

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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March 13, 2025 59 mins

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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March 9, 2025 54 mins

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

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February 26, 2025 59 mins

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

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February 21, 2025 65 mins

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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February 4, 2025 84 mins

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 Cheati...

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January 29, 2025 43 mins

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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January 29, 2025 51 mins

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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October 15, 2024 33 mins

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 Q...

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October 8, 2024 51 mins

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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