This Square Room

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We’re tired of having to always be politically correct, so we say what we mean, even if it’s taboo. Hosts Jonel and Hugh-Gene 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 i…

This Square Room


    • May 28, 2025 LATEST EPISODE
    • every other week NEW EPISODES
    • 1h 23m AVG DURATION
    • 252 EPISODES


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    Latest episodes from This Square Room

    #252 - Bad Boy

    Play Episode Listen Later May 28, 2025 74:53


    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 13:54 Sexy Eyes 25:30 Teenage Stalker 45:14 DL BF 49:24 Dying Wish 59:52 Tory Lanes 1:03:26 Bad Boy

    #251 - White-The-Hell?!

    Play Episode Listen Later May 3, 2025 57:07


    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

    #250 - Sounds About WHITE

    Play Episode Listen Later Apr 22, 2025 54:06


    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 35:47 Love The Way You Lie

    love the way you lie
    #249 - Culture Clash

    Play Episode Listen Later Apr 20, 2025 84:57


    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

    #248 - BDSM 101

    Play Episode Listen Later Apr 19, 2025 107:58


    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 Lead 1:17:17 Beginner Advice

    #247 - Touch Of The Tism

    Play Episode Listen Later Apr 9, 2025 60:14


    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

    #246 - Scratch N Sniff

    Play Episode Listen Later Apr 1, 2025 69:47


    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 Pinch and Roll 15:28 Pregnancy Scare 30:04 Spin The Block 39:57 Once A Cheater 55:05 Fatherhood 101 57:27 Possessed By Peter  

    #245 - Power Hour 2

    Play Episode Listen Later Apr 1, 2025 118:03


    Join Des and Jo for another chaotic power hour. One shot, every minute for an hour. What could possibly go wrong?

    #244 - X-Rated Bucket List

    Play Episode Listen Later Mar 13, 2025 59:51


    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

    #243 - Clutching My Rosary

    Play Episode Listen Later Mar 9, 2025 54:40


    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

    #242 - The Full Tea

    Play Episode Listen Later Feb 27, 2025 59:33


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

    #241 - No Nut Nathan

    Play Episode Listen Later Feb 21, 2025 65:45


    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

    #240 - Dirty Laundry

    Play Episode Listen Later Feb 5, 2025 84:12


    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 Update 1:11:29 Old Tea

    #239 - Puff Puff Pass

    Play Episode Listen Later Jan 30, 2025 43:59


    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.

    #238 - 2nd Time's The Charm

    Play Episode Listen Later Jan 30, 2025 51:04


    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.

    #237 - Hear Me Out

    Play Episode Listen Later Oct 15, 2024 33:31


    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

    #236 - Keep It In The Family

    Play Episode Listen Later Oct 8, 2024 51:51


    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

    #235 - Love Letter & A Bad Wig

    Play Episode Listen Later Oct 3, 2024 69:16


    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  

    #234 - Crazy Pu$$y

    Play Episode Listen Later Sep 24, 2024 61:28


    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 bedroom 49:50 Liar liar 54:32 Embarrassing Dance

    #233 - Hook, Lime & Stinker

    Play Episode Listen Later Sep 17, 2024 54:11


    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 results 7:45 Where's My Hug? 15:36 Club Hook Up 21:33 Big Head Bickering 28:59 Embarrassing s*x 37:00 Go “Fishing” 42:09 Family Issues 50:39 Eel Story

    #232 - Truth Hurts

    Play Episode Listen Later Aug 14, 2024 72:12


    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

    #231 - Petty Problems

    Play Episode Listen Later Aug 1, 2024 50:44


    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.

    #230 - Free Fred

    Play Episode Listen Later Jul 20, 2024 53:41


    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.

    #229 - F***ed The Dog

    Play Episode Listen Later Jul 19, 2024 55:47


    Jonel and Deswayne play Guilty or Not Guilty in this amusing episode of This Square Room.

    #228 - Spit On That Thang

    Play Episode Listen Later Jul 13, 2024 57:59


    Liar liar pants on fire, Jonel and Deswayne confront a listener who they believe might be hiding something. Des went M.I.A. and has some explaining to do. Everybody has heard of "Hawk Tuah", but is it overrated?

    #227 - Kinky Superpower

    Play Episode Listen Later Jun 26, 2024 44:31


    Is physical or emotional cheating worse? Is age truly nothing but a number? What is the best way to communicate with someone when you are frustrated and have reached your breaking point? Is living with your parents in your mid-twenties a red flag? Jo and Des answer all of these questions and more plus reach to an interesting story about a shocking kinky superpower.

    #226 - Pee-A-Boo Pen*s

    Play Episode Listen Later Jun 19, 2024 63:49


    Des has a would you rather question that he can personally relate to and Jo shares her search for the best strip club in North America. The discuss what to do if you embarrass yourself in front of someone you are trying to make a good impression on and Des shares some shocking news.

    #225 - Ball It Up

    Play Episode Listen Later Jun 11, 2024 61:25


    This week Deswayne faces a rude awakening when he thinks he may have bad breath. Jo and Des answer a listener question that leaves Jo feeling confused and uncomfortable. Des opens up about ending a friendship and the duo react to a TikTok trend.

    #224 - Near Death Experience

    Play Episode Listen Later Jun 5, 2024 48:15


    Fraud, Family betrayal and Fried chicken--this episode has it all. Jonel share a devastating financial loss and Deswayne shares an even more devastating physical and emotional loss in this week's episode.

    #223 - The Cum Back

    Play Episode Listen Later May 31, 2024 53:09


    After a hiatus Jonel and Deswayne are back and Jonel shares a spicy experience that no one would expect!

    #222 - Hotel Happy Time

    Play Episode Listen Later Nov 21, 2023 70:32


    This week Jonel shares a juicy story of a recent experience she had involving an ex-friend, and ex-lover and some EXtremely cringy details.

    #221 - Standing On The Toilet

    Play Episode Listen Later Nov 21, 2023 70:00


    Things are spooky this week and its not just Jonel and Deswayne's appearances. People are standing on toilets when using the bathroom, women are fed up of sub-par dates and have created a list of places to never take a woman on a first date, and Des has some insight as to why some men won't take "no" as an answer.

    #220 - Am I The A Hole?

    Play Episode Listen Later Oct 11, 2023 68:31


    This episode is all about getting into other peoples business from Des' juicy personal stories, listener questions, Am I the Asshole stories and more.

    #219 - Know Better, Do Better

    Play Episode Listen Later Oct 3, 2023 60:06


    This week Jonel and Deswayne try smelling salts. Then they discuss and answer the questions "Can people change for the better?" and "Do relationships have double standards or are more people just pettier than they would like to admit?"

    #218 -”Guys Who Look Like You”

    Play Episode Listen Later Sep 15, 2023 52:50


    We are celebrating Jonel's birthday this week, but Deswayne is angry and has a lot to get off of his chest. Jo exposes her DM's and the duo try unique chips that taste like a woman and a man's private parts.

    #217 - Maybe Baby

    Play Episode Listen Later Aug 16, 2023 67:11


    This episode has long lost family, alleged babies, mothers with no boundaries and lots of bananas, and more. Enjoy!

    #216 - Lock Them Up

    Play Episode Listen Later Aug 2, 2023 85:28


    This get HOT this week! Plus Jonel and Deswayne talk about family drama, fake news, crazy stories and more!

    #215 - Elephant In The Room

    Play Episode Listen Later Jul 29, 2023 75:15


    Jonel and Deswayne are back and so is the drama. Jonel is involved in a one-sided rivalry and Deswayne has found himself with front row seats to a love triangle. They discuss the "Elephant In The Room" Jason Luv, Lena The Plug and Adam22 and Deswayne shares the details of his recent vacation.

    #214 - Crossing The Line

    Play Episode Listen Later Jun 22, 2023 82:41


    This week Jonel and Deswayne talk about things that shouldn't be embarrassing --but are, your pet seeing you naked, keeping secrets and things get serious when Deswayne's personal boundaries are violated.

    #213 - Where's Mateo?

    Play Episode Listen Later Jun 8, 2023 68:53


    Deswayne makes a shocking reveal and the search for Mateo continues this week, and Jonel and Deswayne talk long distance relationships, play games, roast each other and more.

    #212 - ThighMuffs

    Play Episode Listen Later Jun 3, 2023 79:03


    Grab your 'thighmuffs' because this weeks episode is an interesting one. Des goes dumpster diving, AI music the new wave, PDA is underrated and more!

    #211 - Came In My Own Mouth

    Play Episode Listen Later May 23, 2023 73:48


    This week, the duo talk about kinks that people discovered that they never expected they would be into, Deswayne's indiscriminate activities that he's ashamed of and react to some interesting videos.

    #210 - Code Black

    Play Episode Listen Later May 2, 2023 71:12


    We have a 'Code Black' this week and yes, it's probably exactly what you think it is. Jonel and Deswayne also discuss women who have done some 'crazy' things for men, their most awkward intimate experiences and more.

    #209 - Fighting Children

    Play Episode Listen Later May 1, 2023 75:17


    What would it take for you to get into a physical altercation with a 7 year old? Because in This Square Room we are ready to throw hands! Jonel and Deswayne also share stories of when people chose to stop being friends with them and why, and we find out what lengths Deswayne will go to to save Jonel's life.

    #208 - Dungeons, Dragons and Disaster

    Play Episode Listen Later Apr 19, 2023 73:14


    Jonel and Deswayne do another drink taste-test debunk speculation about themselves, and chat about vulnerability, Yeonmi Park, Aliens building the pyramids and other theories.

    #207 - We Outside!

    Play Episode Listen Later Apr 8, 2023 85:15


    #206 - Relationsh*t

    Play Episode Listen Later Mar 30, 2023 97:30


    Jonel and Deswayne have some explaining to do, and they apologize in a BIG way. Jonel shares the exciting details of her recent travels and Deswayne opens up about some relationship problems that he's facing. Plus a juicy story from a listener.

    #205 - Power Hour

    Play Episode Listen Later Mar 17, 2023 93:23


    Jonel and Deswayne are celebrating St. Patricks day by doing a Power Hour! That's one shot (of an adult beverage) every minute for an hour straight. Find out if they make it in this chaotic episode now!

    #204 - Come As You Are

    Play Episode Listen Later Mar 11, 2023 96:38


    This week Deswayne answers questions that women have been too scared to ask men and more.

    #203 - Mother Sucker

    Play Episode Listen Later Feb 28, 2023 81:27


    A discussion about polarizing public figures has Jonel and Deswayne at odds this week, and an interesting story of a unique relationship between a man and his mother bring them back together for a good laugh.

    #202 - Sexy Trauma

    Play Episode Listen Later Feb 22, 2023 89:06


    This week Jonel and Deswayne learn some new naughty words and Deswayne shares his second experience at an adult club and more

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