This Square Room artwork

This Square Room

224 episodes - English - Latest episode: 5 months ago - ★★★★★ - 6 ratings

We’re tired of having to always be politically correct, so we say what we mean, even if it’s taboo. Hosts Jonel and Deswayne 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. See more at thissquareroom.com

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Episodes

#122 - Nice Guys Finish Last

August 10, 2021 12:38 - 1 hour - 182 MB

Do nice guys always finish last and why exactly does this happen? Why exactly don't women always feel comfortable around "nice guys"? Celebrities such as Ashton Kutcher, Mila Kunis and Jake Gyllenhaal have admitted not not bathing everyday. In the movie of your life are you the actor or the director? Is it racially motivated to tell someone their skin looks like chocolate?

#121 - Don't F With The Family

August 03, 2021 11:00 - 1 hour - 182 MB

Sometimes poor sleep schedules and X-rated dreams go hand in hand. This week we discuss being "regular" and if the internet ruined pop culture. Also, when is it appropriate to date someone who once dated your family member? And what impact is an Only Fans career having on the children of single mothers?

#120 - Ugly People Need Love Too

July 27, 2021 11:00 - 1 hour - 168 MB

This week we finally address what a "Toronto accent" is and why we absolutely hate it. We also discuss what the most attractive occupation, if it's okay to ask a new partner for an STD test or not and we share some our most spooky experiences.

#119 - It's Okay To Cry

July 20, 2021 14:56 - 1 hour - 190 MB

This week in This Square Room, we discuss if men are treated fairly when it comes to receiving unconditional love and having the freedom to express their needs and feelings? We also talk petty revenge, Jonel and Deswayne's weird habit, when a friend is off limits and if we think cardboard beds will help prevent athletes from hooking up at this year's Olympics.

#118 - Lingerie Is Overrated

July 13, 2021 12:15 - 1 hour - 175 MB

Has lingerie become overrated or does it still have the desired effect? Who is to blame if an entanglement/ side chick relationship doesn't work out? Do minorities who live in a first world country feel obligated to consistently financially support their family overseas?

#117 - Threesome Gone Wrong... Again

July 06, 2021 11:37 - 1 hour - 182 MB

This week in This Square Room, the usual craziness continues. Is there a 'normal' way to get dressed when you get out of the shower? If you see you friend's significant other out in public cheating, do you tell your friend or mind your business? And we encounter a threesome gone wrong...again. Listen now to find out how.

#116 - For The D

June 29, 2021 11:00 - 1 hour - 184 MB

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 to fund the lifestyle of their ex? Also in this episode; LGBTQ+ Fictional Characters, #FreeBritney, Epic Celebrity Children names, Michael B Jordan & Subway cancelled, and The end of Only Fans.

#115 - What Are You Doing Step Bro?

June 22, 2021 11:00 - 1 hour - 173 MB

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.

#114 - Getting Destroyed

June 15, 2021 12:43 - 1 hour - 181 MB

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 we miss the most from our childhood.

#113 - Sleeping With Other People

June 08, 2021 11:20 - 1 hour - 169 MB

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 man who allows his girlfriend to sleep with other people considered a cu*k or is it just a relationship/lifestyle?

#112 - No Frame, No Game

June 01, 2021 11:51 - 1 hour - 168 MB

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 separate car accidents within a couple weeks of one another. If there was an app that told you your soul mate would you use it and are heterosexual relationships more successful when the man is less attractive? And the group discuss things that Gen Z will miss out on that millennials got to expe...

#111 - Secret Fantasy

May 25, 2021 11:00 - 1 hour - 182 MB

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 someone "what they're wearing" via text/phone sexy or corny, and if washing your legs and feet in the shower is necessary or overrated. How do you let go of someone you once cared about? What is the reason behind hypocrisy in the Church? And when is it appropriate to snitch on someone?

#110 - Alter Egos And Childhood Memories

May 18, 2021 11:00 - 2 hours - 226 MB

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.

#109 - The Problem With Men

May 11, 2021 11:00 - 1 hour - 216 MB

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

#108 - Orgasm Shart

May 04, 2021 11:00 - 1 hour - 201 MB

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 share 'paranormal' experiences they had last week.

#107 - Shave Her Kitty

April 27, 2021 11:00 - 1 hour - 213 MB

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...oral? And find out if we feel it's better to live in the present or to focus on your future plus some interesting news stories that will make you say "what?!"

#106 - Cut The Sh*t

April 20, 2021 17:07 - 1 hour - 219 MB

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 isn't then we throw it back to early 2000s sex bracelets and their meanings. If you propose to someone and they say no, is the relationship over? The group plays another round of "who's most likely to" that ends in tears.

#105 - Eating Booty Takes Talent

April 13, 2021 12:39 - 1 hour - 193 MB

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 ultimate question is, does eating booty take talent or can anyone be good at it on their first try?

#104 - Choking The Chicken

April 06, 2021 11:26 - 1 hour - 188 MB

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 Who's most likely to reveals how everyone in This Square Room really feels about one another.

#103 - Dancing With The Devil

March 30, 2021 11:00 - 1 hour - 205 MB

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 okay to take a platonic friend out to dinner if you're in a relationship? And what would be the first thing each of us would do if we woke up in the other's body? The answer may or may not surprise you.

#102 - Do You Ever Get Horny?

March 23, 2021 14:44 - 1 hour - 179 MB

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 truly gets aroused, as many people believe that she does not. Hugh-Gene and Deswayne share some great personal stories and Is it acceptable to take back a gift that you got someone while you were dating?

#101 - Steak And BJs

March 16, 2021 14:36 - 1 hour - 177 MB

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 "different" that we are getting to the point of neglecting those who were once considered "normal"? Would we still try to pursue our crush if we found out they were homeless? And at what point did we realize that our best friend was actually our BEST friend?

#101 - Steak And Blowjobs

March 16, 2021 14:36 - 1 hour - 177 MB

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 "different" that we are getting to the point of neglecting those who were once considered "normal"? Would we still try to pursue our crush if we found out they were homeless? And at what point did we realize that our best friend was actually our BEST friend?

#100 - Slept With A Stalker

March 09, 2021 12:00 - 1 hour - 223 MB

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 other men, and how humanity would react if we had actual proof of aliens on earth. In other news, many things are being "cancelled" right now including some beloved old school cartoons like Tom & Jerry, Pepe Le Pew and even author Dr. Seuss, but are they all actually deserved?

#99 - High Value Man, Low Value Woman

March 02, 2021 19:16 - 1 hour - 221 MB

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 also discuss if gender reveals are transphobic, Demi Lovato thinks so, what does TSR think? Also in this episode, a crazy would you rather scenario, but the real question is...is it enough to stump Hugh-Gene?

#98 - Who's The Best In Bed?

February 23, 2021 14:53 - 1 hour - 189 MB

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 this chapter of our lives and why? Listen to our latest episode right now to hear our answers!

#97 - Devil Dick

February 16, 2021 22:27 - 1 hour - 221 MB

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 thing? Are microchips in the brain the next big thing or is that taking things a step too far? This week we also discuss controversial topics including some sketchy experiences on an all inclusive resort, the most dangerous situation we've been in, and issues of discrimination against women by th...

#96 - Be Yourself Bro

February 09, 2021 12:54 - 1 hour - 213 MB

This week has certainly been an interesting one. We had Gorilla Glue girl, Lil Uzi's 24 Million diamond implant and a French orgy and so much more. We discuss whether or not we think jobs should be able to regulate what an employee posts on social media or fire someone because of something like Only Fans. And we learn an important lesson about staying true to who you are even when you may be tempted not to, listen now to weigh in on the conversation!

#95 - Creepy Fanboy

February 02, 2021 17:53 - 1 hour - 197 MB

This week Jonel has an interesting story to share of an old 'fan' who tracked her down in an unusual way. Is it true that all men are useless until they're 33? JLo seems to think so but Deswayne and Hugh-Gene seem to think otherwise. And should you be expected to split the bill evenly with your friends or to pay for someone's dinner if it's their birthday? TI & Tiny are under fire with some crazy allegations and we also discuss what to do if your partner has a crush on someone else, publi...

#94 - Sexual Tension

January 26, 2021 13:05 - 1 hour - 172 MB

There is some unexpected tension this week in This Square Room and you'll never see it coming. Do we keep a spank bank full of old memories or are our imaginations just not good enough? Why did oral on women used to be such a taboo topic in heterosexual couples? And how would we describe each other to someone we haven't met before? Listen now for all of this and more!

#93 - We're Related?!

January 19, 2021 12:00 - 1 hour - 184 MB

Someone has started hacking chastity cages and demanding random from the users. Actor Armie Hammer is allegedly a cannibal and Azealia Banks boiled her cat, yes you read that correctly. We also have an interesting listener submitted story and a very interesting familial connection is revealed in This Square Room. We also discuss some disturbing news involving Jojo Siwa and also new developments with Porn Hub.

#92 - The Problem With Women Is...

January 12, 2021 12:00 - 1 hour - 208 MB

This week things get heated over... a Tik Tok? Some viral Tik Tok's spark an interesting and controversial conversation. We also talk about threesomes, second hand embarrassment and answer some funny listener submitted questions.

#91 - Outstanding C0CK

January 05, 2021 12:40 - 1 hour - 147 MB

New Year, same This Square Room. The gang is back together this week and we haven't missed a beat. We talk about embarrassing stories when people underperformed in the bedroom. And are baths with your partner the new way to keep the intimacy alive? A body builder has legally married his s*x doll, but that might not be the weirdest thing about him. And one of our listeners shares a story that sparks an interesting conversation and a lot of curiosity about one amazing c0ck.

#90 - Goodbye 2020

December 29, 2020 12:00 - 1 hour - 136 MB

This week we highlight some of our favorite moments in 2020. All episode's mentioned in this episode are noted below. Jonel's picks for; Favorite Jonel Moment - Episode #54 Favorite Hugh-Gene Moment - Episode #79 Favorite Deswayne Moment - Episode #76 Favorite News story - Episode #66 Hugh-Gene's picks for; Favorite Jonel Moment - Episode #46 Favorite Hugh-Gene Moment - Episode #87 Favorite Deswayne Moment - Episode #86 Favorite News story - Episode #85 Deswayne's picks for; ...

#89 - Allergic To The D?

December 22, 2020 12:00 - 1 hour - 151 MB

If celebrities have candles that smell like their genitals then why can't we? Is it possible to be allergic to someone's baby batter? And is it ever okay to marry your 3rd cousin? This week is Christmas and we share some Christmas memories...or a lack there of.

#88 - My Strange Fetish

December 15, 2020 12:00 - 1 hour - 194 MB

It's just Jonel and Hugh-Gene this week and things get weird. Jonel shares a traumatizing story of something that happened to her this week and the duo discuss strange fetishes. A well known politician was caught at an orgy and things get unexpectedly deep in This Square Room.

#87 - Rebound

December 08, 2020 14:32 - 1 hour - 162 MB

Is being someone's rebound always a bad thing? Does dating someone who's fresh out of a relationship either mean they are just trying to get their mind off of their ex, or they are trying to make their ex jealous? Or is there actual potential to date someone who is recently single? Also, Deswayne got front row seats to some celebrity breakup drama and spills the tea and we discuss a woman who was caught cheating who is now in an interesting situation.

#86 - Three's A Crowd

December 01, 2020 12:00 - 1 hour - 167 MB

A three some usually sounds like a great idea, but sometimes the aftermath can be less than ideal. This week we talk about a recent threesome, the biggest fight we've each had with a close friend, and what pre-pandemic activity we miss the most.

#85 - Relations Not Relationships

November 24, 2020 12:00 - 1 hour - 166 MB

This week the gang realize that they may have been mis-pronouncing common words all along. Covid may be trying to ruin the holidays but we have some unique ways to still feel close to people while distancing. *wink wink* Is it wrong to avoid a relationship but still have relations with someone you know has feelings for you? And Hugh-Gene has started to become known for never backing down from a question, so can one of our listeners finally stump him? Tune in right now to hear all of this ...

#84 - I Was Rejected

November 17, 2020 12:00 - 1 hour - 150 MB

This week we each share an embarrassing story of our first time being rejected by another person. Also we discuss what's up with Wish and their weird way of advertising and we find out that someone in This Square Room may not be cleaning themselves properly in the shower, but why? And in a surprising turn of events, we get a surprising update about not nut November. Later, we discuss how to make friends of the opposite gender without having them think you're hitting on them, and we get int...

#83 - In Love With My Best Friend

November 10, 2020 12:00 - 1 hour - 170 MB

As no nut November continues we check in with the boys. Has Deswayne finally gotten the hang of things? It seems like everyone has been struggling because allegedly some CNN news anchors are watching adult videos at work, even Jonel is surprised to be caught with with an unexpected celebrity's adult photos and videos on her phone. Also, what is the best way to tell your best friend that you're in love with them? Tune in to this week's episode now to hear all of this plus more.

#82 - No Nut Fail

November 03, 2020 12:00 - 1 hour - 157 MB

Today is election day, who do we think will win? We're officially out of "Sober October" and have entered "No Nut November", but there's one little problem. One of us has already failed! Is it too late for redemption? Later in the episode we discuss the sexiest and least sexy names, and Hugh-Gene is faced with a very hard decision... or is it?

#81 - Strange and Unusual Punishment

October 27, 2020 11:00 - 1 hour - 152 MB

This week we share some of the strange and memorable punishments we received as kids, answer some questions submitted by listeners and share some interesting stories. Thanks for tuning in!

#80 - Women Put Pressure On Men?

October 20, 2020 11:00 - 1 hour - 153 MB

This week it's Hugh-Gene's birthday and he chooses to celebrate it by giving Jonel and Deswayne an experience that they will never forget. Is passing away while climaxing awesome or traumatic? Why do men feel like women put pressure on women when it comes to relationships and commitment? Do women 'play games' in the beginning of a new relationship so they don't scare their new potential partner away? And why do women push for men to be monogamous but then treat sex like a chore when they a...

#79 - Never Will I Ever

October 13, 2020 11:00 - 1 hour - 113 MB

What is something that you know for certain that you will never experience in your life? This week we share ours and get to know Hugh-Gene on a deeper level, along with finding out how what each of us will do if we won the lottery and more.

#78 - Toxic Media

October 06, 2020 11:00 - 1 hour - 158 MB

Social Media can be a toxic place, but does it have any redeeming qualities? This week we discuss some of the interesting things going on in pop culture including R Kelly, Naya Rivera, Cardi B Tory Lanez and more. And Miss Rona has paid the White House a little visit, and we share our thoughts about President Trump having Covid-19.

#77 - Heartbroken

September 29, 2020 11:00 - 1 hour - 167 MB

This week we say goodbye to Laser Quest and discuss a very unique world record. We have a heated debate on what we think the truth is with the Megan Thee Stallion and Tory Lanez situation, and one of us shares a personal story of heartbreak.

#76 - Threesome Gone Wrong

September 22, 2020 12:20 - 1 hour - 139 MB

This week one of us shares a story of a three way encounter gone absolutely wrong. How would you have handled this situation if it were you? We also discuss the problem with kissing during sex if you're not in a relationship with the person? Do men hold on to ancient views of masculinity in today's dating world, and how does that affect heterosexual relationships? Also, what did Joe Budden allegedly did WHAT with his dog? Listen now to find out.

#75 - Friends With Benefits

September 15, 2020 13:22 - 1 hour - 156 MB

Who has the grossest feet in This Square Room? And are these feet worse than Odell Beckham Jr's alleged foot fetish? This week we talk about setting boundaries with a friend with benefits, ours thoughts on public hair, strange virtual school stories and an experience that one of us has with a real life terrorist.

#74 - Spin The Bottle

September 08, 2020 11:00 - 1 hour - 158 MB

This week, the boys discover something new about their bodies and the crew discuss their first kiss and getting suspended from school. Another white celebrity has said the n-word, but WHICH n-word did they actually say? There's a trend in the US with gun laws, rape laws and custody laws... how do we feel about them? Tune in to this week's episode to find out!