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This Square Room - Podcast

This Square Room

We’re tired of having to always be politically correct, so we say what we mean, even if it’s taboo.
Your hosts have a comedic perspective on the world as they discuss ANYTHING and EVERYTHING and push boundaries with everyday topics —and push each other’s buttons.
Anything can happen in This Square Room.

Society & Culture Comedy Improv
Update frequency
every 7 days
Average duration
83 minutes
Episodes
256
Years Active
2019 - 2025
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#116 - For The D

#116 - For The D

What exactly is the entrance to chaos you ask? You may regret finding out the answer. What are some of the wildest things people have done for the D and should it be the norm for someone to continue …

01:38:53  |   Tue 29 Jun 2021
#115 - What Are You Doing Step Bro?

#115 - What Are You Doing Step Bro?

One of our listeners shares a juicy story involving a step-sibling.

Hugh-Gene may have met Ric Flair, Jonel is afraid of having children and Deswayne finally has "the talk" with his son.

01:32:31  |   Tue 22 Jun 2021
#114 - Getting Destroyed

#114 - Getting Destroyed

Tinder, wet dreams, turn ons & turn offs... this episode has it all.
Jonel puts her foot in her mouth (metaphorically) and we find out who would choose to live forever if it was possible, and what w…

01:37:01  |   Tue 15 Jun 2021
#113 - Sleeping With Other People

#113 - Sleeping With Other People

The group share stories of stolen cars, crack head billionaires, and vacation injuries, then play a fun game of "Turn on or Turn off" where things get weird.

How often do we wash our pants? And is a …

01:30:43  |   Tue 08 Jun 2021
#112 - No Frame, No Game

#112 - No Frame, No Game

Should a grown man always have a bed frame or is just a mattress good enough? Is it okay to wear bonnets and head scarves outside of the house?
Deswayne shares the story of the time he got into two …

01:30:08  |   Tue 01 Jun 2021
#111 - Secret Fantasy

#111 - Secret Fantasy

This week in This Square Room we share our secret fantasies and try to figure out if it is true that fantasies are usually opposite to the type of person we are in real life. We consider if asking so…

01:37:32  |   Tue 25 May 2021
#110 - Alter Egos And Childhood Memories

#110 - Alter Egos And Childhood Memories

This week we talk alter egos, admitting when we're wrong, the dumbest things we did as kids, and ranked our favourite childhood TV shows.

02:01:15  |   Tue 18 May 2021
#109 - The Problem With Men

#109 - The Problem With Men

This week the gang discuss being petty, if ignorance = bliss, and issues women have with dating men...and things get interesting.

01:55:54  |   Tue 11 May 2021
#108 - Orgasm Shart

#108 - Orgasm Shart

Is it normal to feel like you need to poop when you're about to climax or is it just us?
he group discuss some funny--but gross intimate experiences involving poor hygiene and Jonel and Deswayne sha…

01:47:48  |   Tue 04 May 2021
#107 - Shave Her Kitty

#107 - Shave Her Kitty

Is shaving your partners intimate area off limits in your relationship and why is sex so taboo in North America yet not as big of a deal in Europe?
Is the male equivalent of getting flowers, getting…

01:54:22  |   Tue 27 Apr 2021
#106 - Cut The Sh*t

#106 - Cut The Sh*t

This week Deswayne is officially initiated into the This Square Room gang, and it may make you cringe.
Canada has been voted the best country in the world, but someone feels very strongly that it is…

01:57:18  |   Tue 20 Apr 2021
#105 - Eating Booty Takes Talent

#105 - Eating Booty Takes Talent

It's a #WhiteBoySummer and it might be a good thing.
OnlyFans Leak, fake money at a strip club and "cheating respectfully" are just some of the interesting topics in today's conversation.
And the u…

01:43:31  |   Tue 13 Apr 2021
#104 - Choking The Chicken

#104 - Choking The Chicken

OnlyFans never ceases to amaze us, and are butt cracks in style this summer?
This week it's m*sturbation 101 as the guys answer questions about their time behind closed doors.
Later a fun game of W…

01:40:54  |   Tue 06 Apr 2021
#103 - Dancing With The Devil

#103 - Dancing With The Devil

Has Lil Nas X gone too far with his latest music video?
King Bach is the latest person to be cancelled and Beyonce was recently robbed.
Should a man pay for everything in a relationship and is it o…

01:49:49  |   Tue 30 Mar 2021
#102 - Do You Ever Get Horny?

#102 - Do You Ever Get Horny?

Jonel's creepy fanboy is back and refuses to take no for an answer.
The gang learn what "death grip" means and assesses if anyone may suffer from it before getting to the truth of whether Jonel ever…

01:36:06  |   Tue 23 Mar 2021
#101 - Steak And BJs

#101 - Steak And BJs

Happy (late) Steak and BJ day!
The internet is attempting to cancel Eminem, but is that even possible?
And are we as a society trying so hard to be inclusive of everybody who was once considered "d…

01:34:57  |   Tue 16 Mar 2021
#100 - Slept With A Stalker

#100 - Slept With A Stalker

100 episodes in the books!
This week we cover some interesting topics including a crazy story about a listener who slept with her best friends stalker, why straight men don't seem to confide in othe…

01:59:34  |   Tue 09 Mar 2021
#99 - High Value Man, Low Value Woman

#99 - High Value Man, Low Value Woman

Things get hot this week during a debate about what makes a woman high or low valued compared to/and when trying to find a man. Inspired by Kevin Samuels and his growing popularity & viral clips.
We…

01:58:30  |   Tue 02 Mar 2021
#98 - Who's The Best In Bed?

#98 - Who's The Best In Bed?

This week we have a lot of questions for each other.
Who do we think is the best in bed in This Square Room?
What would you do if your partner left your for your parent?
What title would we give th…

01:41:13  |   Tue 23 Feb 2021
#97 - Devil Dick

#97 - Devil Dick

Take notes everyone! Because this week we reveal a secret way to slide into someone's DM that will likely always get you a positive response.
What exactly is devil dick and is it necessarily a bad t…

01:58:09  |   Tue 16 Feb 2021
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