main
Home
Recent EpisodesLatest ArticlesFrom the BlogPopular Categories
ExploreLibraryEventsSubmit a show
blackpodcastdirectory
Sign up
blackpodcastdirectory
Log inSign up
blackpodcastdirectory

The #1 directory for discovering Black podcasts.

Discover

  • Browse All Shows
  • Categories
  • Trending
  • New Episodes
  • FAQs

Company

  • Submit a Show
  • About
  • Advertise
  • Contact
  • Terms
  • Privacy
THESTAYUP

Podcast news, creator spotlights & picks

© 2022-2026 Black Podcast Directory. All rights reserved.

Made with 🖤 for podcast lovers!

TYPE
Home
Explore
Library
Profile
Shows›This Might Not Go Well
This Might Not Go Well
NewsEntertainment News

This Might Not Go Well

B Brezzy, Slick Grayson & Jamie Toxx·257 episodes·Bi-weekly

0 followers

The conversations you wish you could have on social media—without the filter. Join B Brezzy, Slick Grayson, and Jamie Toxx as they tear into the most relevant, controversial, and can't-miss topics in culture, music, social debates, and politics.

From the hottest Hip-Hop beefs to the toughest generational issues, nothing is off-limits. Get ready for vibrant, no-holds-barred opinions and a dose of essential weekly toxicity.

You might disagree, but you'll definitely be entertained. This Might Not Go Well... and that's the point.Follow us on Twitter -@Thismightnotgo1 and Instagram - @ThisMightNotGoWell B Brezzy - Twitter - @Brezzy_Papi and Instagram | @Brezzy_PapiSlick Grayson - Twitter - @ThatGuy_LJ and Instagram - @King__LawJamie Toxx - Instagram - @Respectfully_AG

Episodes

Latest Episode

Episode 242 | "freeze the World..."

April 29, 2026 · 3h 38m

Sorry for the break, but we are back!!!! Join us for Episode 242, where we'll cover the latest news and events! This week, well discuss topics such as deed theft in NYC, DV4D officially charged with murder, our thoughts on the Michael Jackson movie, Ice Spices incident at McDonald's, Offset vs. Lil Tjay, Slick Graysons new perspective on J. Cole, Gucci Mane being robbed by Pooh Shiesty, Chris Brown announcing a tour with Usher, Drake's "Iceman" album rollout, Complex's list of the 100 hottest rappers right now, the NBA playoffs, the NFL draft, and the WNBA's new player deals. Plus More! Check us out on Feedspot's Black Podcasts List HERE. Check out Heart of Moisture's product HERE. In this weeks Toxic Service Announcement, well explore topics such as Jada Pinkett Smith's comments on marriage, girls frequently lying in bed, what you would do if a girl trapped herself in your car trunk, and the logic behind why a girl might get upset if a guy gets angry at their partner. Dont miss our entertaining "Choose One" segment, where we ask: Would you rather date a partner with a crazy ex or a partner with a bad child? Tune in to this episodeyou wont want to miss it! Song Of the Week Kehlani - Shoulda Never Big Sad 1900 - Midnight in Vegas As always, #THISMIGHTNOTGOWELL. Tune in! - Brezzy, Toxx & Slick Also, remember to join our Patreon page for exclusive content, such as access to our Discord server and special toxic segments. Follow us on all social media HERE . This Might Not Go Well Podcast E: Thismightnotgowell@ Check Out Our New Episode Below!

Details

More Episodes

Episode 241 | "heaven Sent..."

Mar 27 · 3h 30m

Join us for Episode 241, where we will cover the latest news and events! This week, well discuss Joe Kent's resignation, NYC Mayor Mamdani's estate tax, Michael B. Jordan winning Best Actor at the Oscars, Dwight Howards drug scandal, Jack Harlows new look that shocked the internet, Larussell's new song that caused backlash, the Tyrese vs. Tank Verzuz battle, Jay-Z's announcement of three concert performances, the WNBA's new deals with players, Dr. Dre officially becoming a billionaire, the NBA playoff picture, Bam Adebayo's record-setting game with 83 points, a wild NFL free agency, and our thoughts on Claressa Shields vs. Rolly Romero, along with B. Brezzy winning the Basketball Fantasy League. Plus More!Check us out on Feedspot's Black Podcasts List HERE.Check out Heart of Moisture's product HERE.In this weeks Toxic Service Announcement, well explore topics such as cuddle parties, freestyling while watching adult films, the scenario of a girl saying your performance in bed is bad during intimacy, and what it means if a girl gives you a nickname early onit could be a red flag! Dont miss our entertaining "Choose One" segment, where we ask: Would you rather date someone who checks your phone every day or someone who disappears for days at a time? Tune in to this episodeyou wont want to miss it! Song Of the WeekDomani - Forever Lasting 2EBK Jaaybo - Run That Bag To MeAs always, #THISMIGHTNOTGOWELL. Tune in! - Brezzy, Toxx & SlickAlso, remember to join our Patreon page for exclusive content, such as access to our Discord server and special toxic segments.This Might Not Go Well Podcast   E: Thismightnotgowell@gmail.comCheck Out Our New Episode Below!https://linktr.ee/Thismightnotgowell

Episode 240 | "magic City Wings..."

Mar 17 · 1h 22m

Join us for Episode 240, where we will cover the latest news and events! This week, we'll discuss the attack on Iran, Jasmine Crockett's lack of support during her election campaign, the trailer for "Scary Movie 6," and the announcement of Spotify's Hip-Hop Next leaders. Well also review Bruno Mars' album "The Romantic," Jay-Z's response to Michael Eric Dyson's comments on the Kendrick Lamar and Drake beef, and Lil Yachty's controversial take on old-school hip-hop. Additionally, NBA player Luke Kornet's protest over the Atlanta Hawks' Magic City theme night and Jayson Tatum's return to the basketball court are on the agenda. We'll look at the surprising developments in the NFL off-season and the conclusion of fantasy basketball as well. Plus More!Check us out on Feedspot's Black Podcasts List HERE.Check out Heart of Moisture's product HERE.In this weeks Toxic Service Announcement, we'll explore Lena The Plug's meltdown after her husband, Adam 22, suggested she take on the "1000 Men Challenge," Ayisha Diaz's clapback at Slick Grayson regarding monthly allowances, and the discussion on men's insecurities when women earn more money. Well also share a food truck interaction that could ruin a relationship. Don't miss our entertaining "Choose One" segment, where we ask: Would you rather wake up bald and have your hair grow throughout the day or wake up with a full head of hair that slowly falls out? Tune in to this episodeyou wont want to miss it! Song Of the WeekBruno Mars - Why You Wanna FightKarri - Oakland Pt. 2As always, #THISMIGHTNOTGOWELL. Tune in! - Brezzy, Toxx & SlickAlso, remember to join our Patreon page for exclusive content, such as access to our Discord server and special toxic segments.Follow us on all social media HERE.   This Might Not Go Well Podcast    E: Thismightnotgowell@gmail.com Check Out Our New Episode Below! https://linktr.ee/Thismightnotgowell

Episode 239 | "phat Gusset..."

Mar 2 · 1h 34m

Join us for Episode 239, where we will cover the latest news and events! This week, we discuss the passing of Mexico's cartel leader "El Mencho," the Tourette's scandal at the BAFTAs, an NYC snow fight involving the NYPD, Deen The Great's unlucky streak, Shia LaBeouf's wild Mardi Gras experience, Bonnie Blue confirming her pregnancy after the 400 man challenge, and the nasty turn in the feud between 50 Cent and T.I. Well also review Spotify's Hip Hop Next Leaders list and Baby Keem's album "Ca$ino." Additionally, well wrap up the Winter Olympics and discuss the NBA MVP race, which is looking dimmer as the new rules result in many ineligible players. Is Floyd Mayweather going broke after announcing Mayweather vs. Pacquiao 2? Tune in for all this and more!Check us out on Feedspot's Black Podcasts List HERE.Check out Heart of Moisture's product HERE.In this weeks Toxic Service Announcement, we explore a fun fact about panty sizes, Cam Newton's belief that baby mamas lose their value in dating, and the idea that every man suffers from performance anxiety in the heat of the moment. Ayisha Diaz claims that men need to give her $40,000 to $60,000 a month to date her. Don't miss our entertaining "Choose One" segment, where we ask: Would you rather throw away your last bite or only be able to drink half of your beverage? Tune in to this episodeyou wont want to miss it! Song Of the WeekBaby Keem - Good LFirtsAdotfrmDaO - Get GroovyAs always, #THISMIGHTNOTGOWELL. Tune in! - Brezzy, Toxx & SlickAlso, remember to join our Patreon page for exclusive content, such as access to our Discord server and special toxic segments.Follow us on all social media HERE.

Episode 238 | "saint Blowentine..."

Feb 23 · 1h 23m

Join us for Episode 238, where we'll cover the latest news and events! This week, we discuss the passing of Civil Rights Activist Jesse Jackson and Rapper Lil Poppa. Also, the bay plaza takeover as many youths stapede through the mall, Michael Jordan's viral picture after his team nascar wins race, DJ Vlad's Tory Laez tweet stirs the internet, Stephen A Smith make a case for presidency, J COle annouce the Fall Off World tour, Drake is the number 1 selling for 11 years, LaRussell's take on Lil Wayne's music cuase backlash, Gene Simmons does't want rappers apr tof the Rock & Roll Hall of fmae, NBA All Star weekend recap, kevin Durant's burner tweet, Chris Paul's retirement, Adam SIlver annouce a ew "No More Tnaking" rule will be coming next NBA season, and Floyd mayweather vs Mike Tyson annouced. Plus more!Check us out on Feedspot's Black Podcasts List HERE.Check out Heart of Moisture's product HERE.In this weeks Toxic Service Announcement, we explore a newly established holiday for men called "Steak and Blowjob Day." Cam Newton shares his thoughts on platonic relationships, and we discuss whether it's appropriate to buy a Valentines Day gift for the mother of your children. We also tackle the question of whether you should ask a girls friend out after she has rejected you. Dont miss our entertaining "Choose One" segment, where we ask: Would you rather live somewhere with the most extreme seasons or in a location with a constant temperature of 98 degrees? Tune in to this episodeyou wont want to miss it! Song Of the WeekJ Cole - Bombs in The Ville/Hit The Gas21 Savage - Dog $hitAs always, #THISMIGHTNOTGOWELL. Tune in! - Brezzy, Toxx & SlickAlso, remember to join our Patreon page for exclusive content, such as access to our Discord server and special toxic segments.Follow us on all social media HERE.

Episode 237 | "young Ho..."

Feb 16 · 1h 27m

Join us for Episode 237, where we'll cover the latest news and events! This week, we discuss the passing of James Van Der Beek, Shaenae Curry, and DJ Young Slade. It's Valentine's Day weekend, and we hope everyone is in the spirit of love. We'll talk about NYC Mayor Mamdani's millionaire tax, the SAVE America Act, Falcons rookie James Pearce Jr.'s arrest, the Glorilla vs. Brorilla controversy, Cardi B's breakup with Stefon Diggs, our predictions on a Verzuz battle between 50 Cent and T.I., and Tony Yayo catching Ja Rule on a plane. We'll also review J. Cole's album "The Fall Off", Ella Mai's album "Do You Still Love Me?", and the announcement of Baby Keem's new album. Additionally, we'll discuss NBA All-Star Weekend, Bad Bunny's Super Bowl halftime performance, the controversy it stirred, and the recent leak of a new Drake song. Plus more!Check us out on Feedspot's Black Podcasts List HERE.Check out Heart of Moisture's product HERE.In this weeks Toxic Service Announcement, we dive into the new trend of "Young Ho," Paige Hurd confronting Michael Rainey Jr. for unfollowing her on Instagram, the topic of "lesbian money", and the idea that dates are better after intercourse. Don't miss our entertaining "Choose One" segment, where we'll ask: Would you rather have an unlimited gift card to your favorite restaurant or clothing store? Tune in to this episodeyou won't want to miss it! Song Of the WeekZeddy Will & Ayanna Ife - StrutSexyy Red & Key Glock - Hang With a Bad BitchAs always, #THISMIGHTNOTGOWELL. Tune in! - Brezzy, Toxx & SlickAlso, remember to join our Patreon page for exclusive content, such as access to our Discord server and special toxic segments.Follow us on all social media HERE.

Episode 236 | "the Fall Off Pod..."

Feb 9 · 1h 22m

Join us for Episode 236, where we'll cover the latest news and events! This week, we discuss the passing of Catherine O'Hara, Grady Demond Wilson, and Michael "5000" Watts. Also, NYC Mayor Mamdani opened the David Dinkins Building in honor of Black History Month. Well discuss Pusha T and Jay-Z's names mentioned in the Epstein files, Glorilla's family drama, and Nicki Minaj's defense of her support for President Trump. Additionally, we'll touch on Don Lemon's viral arrest, Ray J opening up about his health issues, the 2026 Grammy winners, and a review of the Hit Boy vs. Mike WiLL Made-It Verzus. J. Cole released "Birthday Blizzard" ahead of "The Fall Off" album, and well discuss the NBA trade deadline shaking up the basketball world. Plus, we'll announce our Super Bowl picks and talk about Shakur Stevenson dominating his boxing match. Plus more!Check us out on Feedspot's Black Podcasts List HERE.Check out Heart of Moisture's product HERE.In this weeks Toxic Service Announcement, we dive into women complaining about a $7 parking ticket on dates, Tamar Braxton's cheating text, a girlfriend expressing concerns about a lack of sparks in her relationship after her partner nursed her back to health, and whether you would prefer to be naked or in pajamas if being robbed. Dont miss our entertaining "Choose One" segment, where well ask: Would you rather be popular but never find love, or have an ideal marriage but be poor? Tune in to this episodeyou won't want to miss it! Song Of the WeekTrevor Jackson - Strong EnoughDababy - Pop That ThangAs always, #THISMIGHTNOTGOWELL. Tune in! - Brezzy, Toxx & SlickAlso, remember to join our Patreon page for exclusive content, such as access to our Discord server and special toxic segments.Follow us on all social media HERE.

Episode 235 | "first 100 Days..."

Jan 26 · 1h 32m

Join us for Episode 235, where we'll cover the latest news and events! This week, we discuss the new policies NYC Mayor Zohran Mamdani is implementing in New York City, President Trump's lawsuit against JPMorgan Chase CEO, Stephen A. Smith's consideration to run for president, the "Sinners" movie leading the charge in Oscar nominations, Nicki Minaj vs. Don Lemon, the cancellation of "The Vince Staples Show" after low viewership, the Destination Smokehouse tenderism scandal, A$AP Rocky's new album, the Verzuz battle between Hit-Boy and Mike Will Made It, rapper Toosii's decommitment from Syracuse, the CAA gambling ring, Jeanie Buss's comments on LeBron James, NBA All-Star selection snubs, and fantasy league punishments. Plus more!Check us out on Feedspot's Black Podcasts List HERE.Check out Heart of Moisture's product HERE.In this weeks Toxic Service Announcement, we dive into some NYC sexual myths, a new dating app that requires men to pay for women's preparation, the idea that women with friendly kids are promiscuous, the notion that successful women should not get married, and our preferences between bougie and hood women. Dont miss our entertaining "Choose One" segment, where well ask: Would you rather date Bonnie Blue for a week or eat only hot dogs for a year? Tune in to this episodeyou won't want to miss it! Song Of the WeekGunna - wgftWale - Jane FreestyleLekan - Come ThruAs always, #THISMIGHTNOTGOWELL. Tune in! - Brezzy, Toxx & SlickAlso, remember to join our Patreon page for exclusive content, such as access to our Discord server and special toxic segments.Follow us on all social media HERE.

Episode 234 | "the Christian Dior Pastor..."

Jan 19 · 1h 17m

Join us for Episode 234, where we'll cover the latest news and events! This week, we discuss the Minnesota ICE protest, Governor Hochul's State of the State address, the Golden Globe Awards, and Mero's announcement as the new Hot 97 morning host. Well also talk about Durski's mega-church skit that shook up the internet, Kai Cenat's new endeavors, Bruno Mars' new single, and Fetty Wap's release from jail. Additionally, J. Cole has announced the release date for his album, "The Fall Off," while the competition heats up between Ja Morant and Vince Williams. Rich Paul's comments on his podcast have caused some trouble for the Los Angeles Lakers, and we'll recap the divisional round of the NFL playoffs. Plus more!Check us out on Feedspot's Black Podcasts List HERE.Check out Heart of Moisture's product HERE.In this weeks Toxic Service Announcement, we dive into the drama between Summyah and DJ Akademiks, a woman who dropped her gym partner after failing to introduce her, another woman stating her fianc has to wait while she dates other men, and the concept that male protection is a privilege, not an inconvenience. Dont miss our entertaining "Choose One" segment, where well ask: Would you rather have 10 wishes but cant wish for money or $10 million? Tune in to this episodeyou won't want to miss it! Song Of the WeekTy Dolla $ign - Mixed EmotionsTim Duzit - Bush GirlsAs always, #THISMIGHTNOTGOWELL. Tune in! - Brezzy, Toxx & SlickAlso, remember to join our Patreon page for exclusive content, such as access to our Discord server and special toxic segments.Follow us on all social media HERE.

Episode 233 | "captain Save-a-ho..."

Jan 12 · 1h 48m

Join us for Episode 233, where well cover the latest news and events! This week, we discuss President Trumps attack on Venezuela, Zohran Mamadanis inauguration speech in NYC, inappropriate use of Grok on X, TIs upcoming comedy special, Celina Powell exposing Offset in a new video, the clash between Cam Newton and Natalie Nunn, Drakes lawsuit regarding Stake, and our thoughts on a potential J. Cole's album release. Well also talk about Doechi vs. Adin Ross, Lets Rap About It Podcasts freestyle diss against 50 Cent regarding squatter rights, Trae Young being traded to D.C., Brandon Jennings standing by his claim that Canadian basketball players are soft, Zion Williamsons exposure by an OnlyFans girl, Kyree Walker being cleared to return to college, and a recap of Shedeur Sanders' first NFL season. Plus more!Check us out on Feedspot's Black Podcasts List HERE.Check out Heart of Moisture's product HERE.In this weeks Toxic Service Announcement, we discuss how bottle service is unfair to Black men, one woman's experience of how she humbles men on dates, and women stating their men need to make $100,000 a month to date them. We will touch on how barbershop haircut prices are climbing, and why self-control in singleness is essential for young men. Dont miss our entertaining "Choose One" segment, where well ask: Would you rather live without any entertainment or without social interaction? Tune in to this episodeyou won't want to miss it! Song Of the WeekJabari - No troubleDoecii - Girl, Get UpLil Uzi Vert - What You SayingAs always, #THISMIGHTNOTGOWELL. Tune in! - Brezzy, Toxx & SlickAlso, remember to join our Patreon page for exclusive content, such as access to our Discord server and special toxic segments.Follow us on all social media HERE.

Author / Network

B

B Brezzy, Slick Grayson & Jamie Toxx

You May Also Like

Club 520 Podcast

Club 520 Podcast

iHeartPodcasts and The Volume

Grits and Eggs Podcast

Grits and Eggs Podcast

Deante’ Kyle

Here's The Thing

Here's The Thing

KevOnStage ThatChickAngel

THESTAYUP

Podcast news, creator spotlights & picks

No spam. Unsubscribe anytime.