Diddy: Did He Do It? The Sex Crimes Trial of Sean "Diddy" Combs

With court on pause for the holiday weekend, Did He Do It? goes deep on Cassie Ventura—the pop sensation turned pivotal witness at the center of the Diddy trial. Nate Oliver traces Cassie’s rise from small-town Connecticut to the top of the charts, her whirlwind romance with Diddy, and the dark spiral into control and abuse that would later rock the music world. Then, relive the week’s most explosive testimony as Cassie faces her past in the courtroom, exposing secrets, scandals, and the true cost of survival. Unlock an ad-free podcast experience with Caloroga Shark Media! Get all our shows on any player you love, hassle free! For Apple users, hit the banner on your Apple podcasts app. For Spotify or other players, visit caloroga.com/plus [http://caloroga.supportingcast.fm/]. No plug-ins needed! Subscribe now for exclusive shows like 'Palace Intrigue,' and get bonus content from Deep Crown (our exclusive Palace Insider!) Or get 'Daily Comedy News,' and '5 Good News Stories’ with no commercials! Plans start at $4.99 per month, or save 20% with a yearly plan at $49.99. Join today and help support the show! We now have Merch! [https://caloroga.com/merch]  FREE SHIPPING! Check out all the products like T-shirts, mugs, bags, jackets and more with logos and slogans from your favorite shows! Did we mention there’s free shipping? Get 10% off with code NewMerch10 Go to Caloroga.com Get more info from Caloroga Shark Media [https://caloroga.com] and if you have any comments, suggestions, or just want to get in touch our email is info@caloroga.com

Day 15 delivers pure courtroom fireworks as rapper kid Cuddy takes the stand, recounting a firebombed Porsche, break-ins, and Diddy’s chilling threats over Cassie. Diddy’s ex-assistant spills secrets of “freak off” setups and private jet violence, while Cassie’s makeup artist reveals black eyes and busted lips hidden from the world. Hotel managers and FBI agents expose the wild, oil-soaked aftermath of Diddy’s parties and a digital trail of control. As the jury reels and Memorial Day break looms, Nate Oliver unpacks every jaw-dropping twist from the most explosive day yet on Did He Do It? Unlock an ad-free podcast experience with Caloroga Shark Media! Get all our shows on any player you love, hassle free! For Apple users, hit the banner on your Apple podcasts app. For Spotify or other players, visit caloroga.com/plus [http://caloroga.supportingcast.fm/]. No plug-ins needed! Subscribe now for exclusive shows like 'Palace Intrigue,' and get bonus content from Deep Crown (our exclusive Palace Insider!) Or get 'Daily Comedy News,' and '5 Good News Stories’ with no commercials! Plans start at $4.99 per month, or save 20% with a yearly plan at $49.99. Join today and help support the show! We now have Merch! [https://caloroga.com/merch]  FREE SHIPPING! Check out all the products like T-shirts, mugs, bags, jackets and more with logos and slogans from your favorite shows! Did we mention there’s free shipping? Get 10% off with code NewMerch10 Go to Caloroga.com Get more info from Caloroga Shark Media [https://caloroga.com] and if you have any comments, suggestions, or just want to get in touch our email is info@caloroga.com

Day 14 explodes with bombshell evidence as Homeland Security agents parade Diddy’s arsenal—guns with defaced serials, stashes of drugs, and a gold box of MDMA—before a stunned jury. A top trauma psychologist exposes how abusers trap their victims, while a former assistant spills on secret hotel setups and the wild demands of Diddy’s inner circle. With the courtroom buzzing and Kid Cudi set to testify next, Nate Oliver breaks down every jaw-dropping twist from the most shocking day yet on Did He Do It? Unlock an ad-free podcast experience with Caloroga Shark Media! Get all our shows on any player you love, hassle free! For Apple users, hit the banner on your Apple podcasts app. For Spotify or other players, visit caloroga.com/plus [http://caloroga.supportingcast.fm/]. No plug-ins needed! Subscribe now for exclusive shows like 'Palace Intrigue,' and get bonus content from Deep Crown (our exclusive Palace Insider!) Or get 'Daily Comedy News,' and '5 Good News Stories’ with no commercials! Plans start at $4.99 per month, or save 20% with a yearly plan at $49.99. Join today and help support the show! We now have Merch! [https://caloroga.com/merch]  FREE SHIPPING! Check out all the products like T-shirts, mugs, bags, jackets and more with logos and slogans from your favorite shows! Did we mention there’s free shipping? Get 10% off with code NewMerch10 Go to Caloroga.com Get more info from Caloroga Shark Media [https://caloroga.com] and if you have any comments, suggestions, or just want to get in touch our email is info@caloroga.com

Day 13 blows the lid off Diddy’s empire as a former assistant reveals “freak off” secrets, Cassie’s mother testifies about blackmail and bruises, and a male escort known as “The Punisher” details wild, candlelit scenes with Diddy watching from the shadows. Homeland Security agents parade seized guns for the jury, and the courtroom reels from stories of threats, fear, and control. With celebrity names swirling and the gallery packed, Nate Oliver unpacks every jaw-dropping moment from the trial’s most shocking day yet on Did He Do It? Unlock an ad-free podcast experience with Caloroga Shark Media! Get all our shows on any player you love, hassle free! For Apple users, hit the banner on your Apple podcasts app. For Spotify or other players, visit caloroga.com/plus [http://caloroga.supportingcast.fm/]. No plug-ins needed! Subscribe now for exclusive shows like 'Palace Intrigue,' and get bonus content from Deep Crown (our exclusive Palace Insider!) Or get 'Daily Comedy News,' and '5 Good News Stories’ with no commercials! Plans start at $4.99 per month, or save 20% with a yearly plan at $49.99. Join today and help support the show! We now have Merch! [https://caloroga.com/merch]  FREE SHIPPING! Check out all the products like T-shirts, mugs, bags, jackets and more with logos and slogans from your favorite shows! Did we mention there’s free shipping? Get 10% off with code NewMerch10 Go to Caloroga.com Get more info from Caloroga Shark Media [https://caloroga.com] and if you have any comments, suggestions, or just want to get in touch our email is info@caloroga.com

Day 12 explodes with bombshell testimony as Danity Kane’s Dawn Richard and model Kerry Morgan take the stand, exposing the terror and violence at the heart of Diddy’s empire. Richard claims she saw Diddy beat Cassie, threaten witnesses, and rule by fear-while Morgan reveals her own assault and the chilling control Diddy held over Cassie’s life. Celebrity names fly, the courtroom is packed, and prosecutors unveil new evidence of drugs, burner phones, and blackmail. As the defense fights back, Nate Oliver unpacks every jaw-dropping moment from the wildest day yet on Did He Do It? Unlock an ad-free podcast experience with Caloroga Shark Media! Get all our shows on any player you love, hassle free! For Apple users, hit the banner on your Apple podcasts app. For Spotify or other players, visit caloroga.com/plus [http://caloroga.supportingcast.fm/]. No plug-ins needed! Subscribe now for exclusive shows like 'Palace Intrigue,' and get bonus content from Deep Crown (our exclusive Palace Insider!) Or get 'Daily Comedy News,' and '5 Good News Stories’ with no commercials! Plans start at $4.99 per month, or save 20% with a yearly plan at $49.99. Join today and help support the show! We now have Merch! [https://caloroga.com/merch]  FREE SHIPPING! Check out all the products like T-shirts, mugs, bags, jackets and more with logos and slogans from your favorite shows! Did we mention there’s free shipping? Get 10% off with code NewMerch10 Go to Caloroga.com Get more info from Caloroga Shark Media [https://caloroga.com] and if you have any comments, suggestions, or just want to get in touch our email is info@caloroga.com