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
7 days ago
7 days ago
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
4:05 Too Much Tongue
6:38 AI Girlfriend
9:27 Rose Toy
11:54 Old School Mentality
16:24 Non-Binary
19:50 Don’t Mean To Offend
24:28 Someone Stabbed Santa
31:48 Realistic Dreams
34:13 Spiritually Humbled
40:25 Giving Up Gooning
41:19 Impossible Commercial
46:29 Petty Coworker
Thursday Dec 18, 2025
Thursday Dec 18, 2025
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
11:32 First Dates
16:27 Smashing The Homies
17:53 Sugar Mama
20:53 Scammers
23:17 Storage Jackpot
25:32 Dirty Talk Gone Wrong
29:54 Surprise Golden Shower
34:26 Choked Out
35:49 How To Know If She Loves You
Thursday Dec 11, 2025
Thursday Dec 11, 2025
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 In the shower
10:39 Siri
11:51 Des’ Phone Update
13:39 Long Lost Son
16:38 Poetry
18:12 Buying Friends Gifts
22:16 Number Of Partners
26:14 Top OF Countries
29:07 Sucking Yourself
Saturday Dec 06, 2025
Saturday Dec 06, 2025
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 Broken Phone
9:28 Gooner4Life
28:46 Workplace War 2
34:52 Buffalo Wing Soda
38:17 Bad News
39:28 Imaginary Breakup
45:37 Charity Not Desperation
Saturday Nov 22, 2025
Saturday Nov 22, 2025
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
13:55 Moving Too Fast
18:36 Rejection
21:57 Communication Fail
24:56 Dive Head First
26:47 Petty Communication
31:10 That’s Not Your Friend
Wednesday Nov 12, 2025
Wednesday Nov 12, 2025
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
0:47 Happy Birthday
2:38 Gaslighting
5:54 Inappropriate Lyrics
8:46 Change Your Life
10:13 Batman Theory
12:24 Body Enhancements
15:12 Lyrics
16:21 Origin Story
20:13 Terrified In The Water
21:45 Grass Soda
30:53 Situationships
40:32 Getting in a Fight
45:55 Workplace War
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