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Episodes

June 14, 2025

Saturday 6/14. King Nights, Raids, and Kanye — Diddy’s Trial Turns In…

Day 30 explodes with insider revelations as Diddy’s former assistant details the secret logistics and tense aftermath of “king nights,” while a federal agent describes the raid that uncovered mountains of evidence in Diddy’s ...

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June 13, 2025

Friday 6/13 Day 30. “I Wish I Could Forget” — Jane’s Final Testimony,…

On Day 30, Jane’s harrowing redirect lays bare the psychological warfare and violence at the heart of the Diddy trial. She recounts how “hotel nights” blurred together in a haze of drugs, coercion, and humiliation, and descri...

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June 12, 2025

Thursday 6/12 Day 29. “Captivated and Consumed” — Jane’s Final Cross,…

Day 29 finds Jane still under fierce cross-examination as Diddy’s defense zeroes in on money, jealousy, and her role in the “hotel nights.” Jane pushes back, revealing the emotional chaos, manipulation, and fear that kept her...

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June 11, 2025

Wednesday 6/11 Day 28. “How Much Does My Body Cost?” — Jane’s Cross-E…

Day 28 brings the trial’s most intense cross-examination yet as Jane faces Diddy’s legal team. The defense presses her on money, text messages, and her role in arranging “hotel nights,” but Jane pushes back, exposing the surv...

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June 10, 2025

Tuesday 6/10 Day 27. “A Very Terrible Day” — Jane’s Breaking Point an…

Day 27 delivers raw emotion as Jane returns to the stand, recounting the chaos, coercion, and psychological warfare of her final months with Diddy. From violent fights and “hotel nights” to chilling threats over sex tapes and...

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June 9, 2025

Monday 6/9 Day 26. The Weight of Truth — Jane’s Harrowing Testimony a…

As the trial resumes after the weekend, Nate Oliver revisits the explosive testimony from last week, focusing on Jane’s graphic account of relentless sexual coercion, drug-fueled "freak offs," and psychological control. With ...

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June 8, 2025

Sunday 6/8. Bonus: Inside the “Freak Off” Machine — Power, Secrecy, a…

With the courtroom dark for the weekend, Nate Oliver pulls back the curtain on the infamous “freak off” parties at the heart of the Diddy trial. Through chilling testimony from Cassie, assistants, hotel staff, and male escort...

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June 7, 2025

Saturday 6/7. “Broken, Exhausted, and Desperate to Escape” — Jane’s S…

On Day 25, the trial’s focus shifts to Jane, whose graphic testimony reveals a world of relentless sexual coercion, drug-fueled “freak offs,” and psychological manipulation. Jane recounts how Diddy orchestrated hotel nights, ...

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June 6, 2025

Friday 6/6 Day 25. “I Still Wake Up Screaming” — Bongolan’s Balcony T…

Day 25 erupts as Bryana Bongolan faces fierce cross-examination, standing firm on her story of being dangled over a 17-story balcony by Diddy. She reveals new threats, chilling flashbacks, and the lifelong trauma she and Cass...

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June 5, 2025

Thursday 6/5 Day 24. “I Thought I Was Going to Die” — Balcony Terror,…

Day 24 is a gut punch as Cassie’s friend Bryana Bongolan tells the jury how Diddy dangled her over a 17-story balcony and hurled her onto a table in a fit of rage. Forensic experts replay the infamous hotel assault video, whi...

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June 4, 2025

Wednesday 6/4 Day 23. Cash, Cover-Ups, and Celebrity Fallout — Diddy’…

Day 23 delivers explosive courtroom revelations as former hotel security supervisor Eddy Garcia exposes Diddy’s desperate attempts to erase damning surveillance footage. Financial insiders reveal the inner workings of Diddy’s...

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June 3, 2025

Tuesday 6/3 Day 22. “Brainwashed by Fear” — Mia’s Final Stand and Did…

Day 22 delivers a courtroom marathon as Mia, Diddy’s ex-assistant, endures a brutal cross-examination and reveals the psychological warfare behind her years of silence. Hotel managers and forensic experts expose the aftermath...

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June 2, 2025

Monday 6/2 Day 21. Secrets, NDAs, and the Price of Silence — Diddy’s …

As the Diddy trial resumes, Nate Oliver digs into the untold details from last week’s testimony. Hear how former insiders described a world ruled by fear, ironclad NDAs, and threats of financial ruin for anyone who spoke out....

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June 1, 2025

Sunday 6/1 Bonus: The Rise and Fall of Sean “Diddy” Combs. A biograph…

With the courtroom on pause, Nate Oliver takes you on a deep, documentary-style journey through the life of Sean “Diddy” Combs. From Harlem tragedy to hip-hop royalty, from Bad Boy’s chart-topping heyday to billion-dollar bus...

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May 31, 2025

Saturday 5/31 “We All Lived in Fear” — Mia’s Devastating Testimony Sh…

Saturday’s episode plunges into the most harrowing day yet as Diddy’s former assistant “Mia” delivers hours of gut-wrenching testimony. Mia recounts a world of sleep deprivation, drug-fueled chaos, and relentless psychologica...

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May 30, 2025

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Clint Eastwood is more than a movie star—he’s a myth, a mayor, a meme, and maybe the last great American icon. In this cinematic biography told one film at a time, we break down the legend behind the lens. From spaghetti West...

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May 30, 2025

Friday 5/30 Day 20:.“You Don’t Just Leave Puff” — Mia Breaks Down, Na…

Day 20 detonates in court as “Mia” delivers gut-wrenching testimony about years of sexual assault, sleep deprivation, and psychological torment at Diddy’s hands. Cassie’s stylist Deonte Nash reveals savage beatings, threats t...

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May 29, 2025

Thursday 5/29 Day 19. “Look What Y’all Made Me Do” — Diddy’s Violence…

Day 19 explodes with graphic testimony as Cassie’s stylist Deonte Nash describes Diddy’s brutal beatings, threats, and blackmail—yanking Cassie by the hair, forcing “freak offs,” and panicking only at the sight of her blood. ...

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May 28, 2025

Wednesday 5/28 Day 18. “I Was Petrified” — Diddy’s Ex-Assistant Unlea…

Day 18 erupts as Capricorn Clark, Diddy’s former right hand, takes the stand and exposes a world of guns, threats, and gut-wrenching violence. Clark details being forced at gunpoint to confront kid Cuddy, watching Cassie get ...

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May 27, 2025

Tuesday 5/27 Day 17. Courtroom Reignites — Kid Cudi, “Freak Offs,” a…

After a holiday break, Did He Do It? returns as the Diddy trial resumes with new witnesses poised to shake the case. Nate Oliver previews the insiders set to testify, then dives deep into last week’s most explosive moments: k...

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May 26, 2025

Monday 5/26 Day 16. Witness Profile: Kid Cudi — From Man on the Moon …

With court still closed, Did He Do It? dives into the life and legacy of kid Cuddy—hip-hop innovator, mental health advocate, and now a star witness in the Diddy trial. Host Nate Oliver traces Cuddy’s rise from Cleveland to g...

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May 24, 2025

Saturday 5/24 Witness Profile: Cassie Ventura — From Pop Star to Sta…

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...

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May 23, 2025

Friday 5/23 Day 15. Kid Cudi's Bombshell & Diddy’s “Freak Off” Fallout

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...

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May 22, 2025

Thursday 5/22 Day 14. Guns, Sex Toys & Trauma Bonds — Diddy’s Mansion…

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 abuse...

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