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
Friday Oct 31, 2025
Friday Oct 31, 2025
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 Surviving in a Haunted House
5:16 Halloween Duo
6:51 Creepy Old Man
10:18 Ghost Ancestors
16:05 Feeling Pervy
17:45 Summoning Susan
24:14 Couples Costume
30:22 New Man
Friday Oct 31, 2025
Friday Oct 31, 2025
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 Hit Below The Belt
Friday Oct 31, 2025
Friday Oct 31, 2025
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
4:17 Intense AI
10:08 Ex’s Clothing
12:05 Flirting or Friendly?
18:27 Break Up
Tuesday Oct 07, 2025
Tuesday Oct 07, 2025
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
Wednesday Oct 01, 2025
Wednesday Oct 01, 2025
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 Long Distance Relationships
21:22 Venom Is Here
26:37 Hard R
Saturday Sep 27, 2025
Saturday Sep 27, 2025
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
Friday Sep 19, 2025
Friday Sep 19, 2025
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 Twins
39:48 First Time Drunk
Friday Aug 29, 2025
Friday Aug 29, 2025
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
Tuesday Jul 22, 2025
Tuesday Jul 22, 2025
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 Bad hygiene
39:40 Lower Your Expectations
Friday Jul 18, 2025
Friday Jul 18, 2025
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
19:00 Des is a Stud
20:55 Caught in Drama
35:50 Dating Advice
43:08 Age Ain't Nothing But A Number
48:40 Hot Water Incident
57:31 The Last Of Us
58:54 Tory Lanes