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The Diddy Diaries

The Diddy Diaries: The Downfall of Sean Combs is a raw, unflinching look at the dramatic collapse of one of hip-hop’s biggest moguls. For decades, Sean "Diddy" Combs seemed untouchable—a figure who rose from the streets to become a titan of the music, fashion, and entertainment industries. His Bad Boy Entertainment label defined a generation of hip-hop, and his entrepreneurial spirit made him a household name. But beneath the surface of this glittering success lay darker currents—currents that have

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All Episodes

12:10

The Billionaires Playboy Club: A Memoir By Virginia...

The Diddy Diaries ·

2025/10/30

Virginia Roberts Giuffre’s unpublished memoir The Billionaire’s Playboy Club recounts her recruitment into Jeffrey Epstein’s world as a 16-year-old working at Mar-a-Lago, where she says Ghislaine Maxwell lured her in with promises of opportunity and travel. The manuscript describes how she became trapped in Epstein’s orbit, allegedly forced into sexual encounters with powerful men, including Prince Andrew, and ferried across his properties in New York, Florida, and the Virgin Islands. Giuffre paints

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43:02

Mega Edition: Judge Kaplan Warns Prince Andrew Not...

The Diddy Diaries ·

2025/10/30

In 2021, Judge Lewis A. Kaplan of the U.S. District Court for the Southern District of New York allowed Virginia Giuffre’s civil lawsuit against Prince Andrew to proceed, rejecting the Duke’s attempts to have the case dismissed. Andrew’s legal team had argued that Giuffre’s 2009 settlement agreement with Jeffrey Epstein protected him from liability, but Kaplan ruled that the document’s language was too vague to guarantee immunity for the prince. The judge also rejected efforts by Andrew’s attorneys

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44:08

Mega Edition: Recapping The Second Week Of The...

The Diddy Diaries ·

2025/10/30

During the trial's second week, jurors heard from a dozen new witnesses who painted a picture of Combs as both violent and controlling. Notably, former Danity Kane singer Dawn Richard testified that she witnessed Combs assaulting his ex-girlfriend, Casandra “Cassie” Ventura, including an incident at a restaurant in West Hollywood where he allegedly punched her in the stomach—a claim she said occurred in the presence of celebrities like Usher and Ne‑Yo. Richard also recounted a disturbing moment

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47:17

Mega Edition: Recapping The Second Week Of The...

The Diddy Diaries ·

2025/10/30

During the trial's second week, jurors heard from a dozen new witnesses who painted a picture of Combs as both violent and controlling. Notably, former Danity Kane singer Dawn Richard testified that she witnessed Combs assaulting his ex-girlfriend, Casandra “Cassie” Ventura, including an incident at a restaurant in West Hollywood where he allegedly punched her in the stomach—a claim she said occurred in the presence of celebrities like Usher and Ne‑Yo. Richard also recounted a disturbing moment

en

14:59

Did Diddy 'Poison' Jamie Foxx?

The Diddy Diaries ·

2025/10/30

Recent rumors have surfaced suggesting that Sean "Diddy" Combs may have been involved in an incident leading to Jamie Foxx's hospitalization in April 2024. These speculations propose that Combs, during a party, allegedly provided Foxx with a drink containing a harmful substance, resulting in serious health complications. The exact motive behind this purported act remains unclear, with some sources hinting at personal disputes or professional jealousy.In his Netflix special released in October 2024,

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13:38

Diddy And The Motion In Further Support Of The...

The Diddy Diaries ·

2025/10/30

In the case of United States v. Combs (24-cr-542), Sean Combs' legal team filed a reply memorandum reinforcing their request for the government to disclose the identities of the alleged victims in the indictment. They argue that withholding this information impedes Combs' ability to prepare an effective defense, as it prevents thorough investigation and the opportunity to challenge the credibility of the accusers. The defense contends that knowing the identities is essential for locating potential

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11:31

Victim Number 2 AKA Jane Doe And The Uphill Battle To...

The Diddy Diaries ·

2025/10/30

It is an uphill battle for "Jane" to maintain her anonymity in the Sean "Diddy" Combs trial due to the extraordinary public interest and media scrutiny surrounding the case. The combination of Combs’ celebrity status, the severity of the charges—racketeering, sex trafficking, and related offenses—and the cultural weight of the #MeToo movement has turned this trial into a national spectacle. Every courtroom development is being live-blogged, dissected on social media, and aggressively pursued by

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13:37

How The Prosecutions Failure To Produce Victim 3 As A...

The Diddy Diaries ·

2025/10/29

The prosecution’s decision not to call Victim 3 to testify in the Sean “Diddy” Combs RICO trial significantly weakened their case by leaving a critical firsthand account absent from the courtroom. Victim 3 was repeatedly referenced throughout the trial as a key figure whose experiences could have directly corroborated the government’s allegations of a pattern of criminal conduct within the alleged enterprise. Without her testimony, the prosecution lost an opportunity to vividly illustrate the

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13:45

The Billionaires Playboy Club: A Memoir By Virginia...

The Diddy Diaries ·

2025/10/29

Virginia Roberts Giuffre’s unpublished memoir The Billionaire’s Playboy Club recounts her recruitment into Jeffrey Epstein’s world as a 16-year-old working at Mar-a-Lago, where she says Ghislaine Maxwell lured her in with promises of opportunity and travel. The manuscript describes how she became trapped in Epstein’s orbit, allegedly forced into sexual encounters with powerful men, including Prince Andrew, and ferried across his properties in New York, Florida, and the Virgin Islands. Giuffre paints

en

11:11

The Billionaires Playboy Club: A Memoir By Virginia...

The Diddy Diaries ·

2025/10/29

Virginia Roberts Giuffre’s unpublished memoir The Billionaire’s Playboy Club recounts her recruitment into Jeffrey Epstein’s world as a 16-year-old working at Mar-a-Lago, where she says Ghislaine Maxwell lured her in with promises of opportunity and travel. The manuscript describes how she became trapped in Epstein’s orbit, allegedly forced into sexual encounters with powerful men, including Prince Andrew, and ferried across his properties in New York, Florida, and the Virgin Islands. Giuffre paints

en

16:20

Inside the Cover-Up: How Power, Money, and Silence...

The Diddy Diaries ·

2025/10/29

Jeffrey Epstein built his empire on manipulation—preying on vulnerable girls who society would later dismiss as “unreliable.” His entire scheme was designed so that when the truth came out, the victims’ credibility could be attacked and the public would fall for it. Even after his death, that same defense is still being used by his allies, lawyers, and media sympathizers. The people who demand “proof” and mock survivors are doing Epstein’s work for him, playing right into the strategy he set in

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14:09

From Wall Street to Washington: The Push to...

The Diddy Diaries ·

2025/10/29

In Washington, U.S. Senator Elizabeth Warren has officially urged the nation’s top banking regulators — the Federal Reserve Board, the Office of the Comptroller of the Currency (OCC) and the Federal Deposit Insurance Corporation (FDIC) — to launch public and private investigations into Staley’s conduct while he was at J.P. Morgan Chase & Co. and later Barclays PLC. Warren’s letter alleges that Staley helped shield Epstein’s access to the banking system by intervening when internal red flags

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15:27

The Duke and the Devils: Epstein, Weinstein, and...

The Diddy Diaries ·

2025/10/29

The fact that Prince Andrew hosted Jeffrey Epstein, Ghislaine Maxwell, and Harvey Weinstein together at a shooting party at his Royal Lodge estate is nothing short of grotesque. You’ve got a convicted pedophile, his notorious fixer, and one of Hollywood’s most infamous sexual predators all rubbing shoulders with a royal — and this wasn’t some random social accident. It was a deliberate gathering of privilege, power, and moral decay. The timing makes it even worse: Epstein would be arrested just

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24:27

Mega Edition: The Governments Motions In Limine In...

The Diddy Diaries ·

2025/10/29

The U.S. government's motions in limine in the case against Sean "Diddy" Combs seek to shape the evidentiary landscape for the upcoming trial. Prosecutors aim to introduce corroborative materials such as text messages, diary entries from a former employee, and a 911 call to support the testimonies of alleged victims. They argue that these pieces of evidence are crucial to demonstrate patterns of behavior and to counter anticipated challenges to the credibility of witnesses. Additionally, the

en

23:11

Mega Edition: The Governments Motions In Limine In...

The Diddy Diaries ·

2025/10/29

The U.S. government's motions in limine in the case against Sean "Diddy" Combs seek to shape the evidentiary landscape for the upcoming trial. Prosecutors aim to introduce corroborative materials such as text messages, diary entries from a former employee, and a 911 call to support the testimonies of alleged victims. They argue that these pieces of evidence are crucial to demonstrate patterns of behavior and to counter anticipated challenges to the credibility of witnesses. Additionally, the

en

21:43

Mega Edition: The Governments Motions In Limine In...

The Diddy Diaries ·

2025/10/29

The U.S. government's motions in limine in the case against Sean "Diddy" Combs seek to shape the evidentiary landscape for the upcoming trial. Prosecutors aim to introduce corroborative materials such as text messages, diary entries from a former employee, and a 911 call to support the testimonies of alleged victims. They argue that these pieces of evidence are crucial to demonstrate patterns of behavior and to counter anticipated challenges to the credibility of witnesses. Additionally, the

en

10:39

Fourth Of July Jane Doe And Her Allegations Made...

The Diddy Diaries ·

2025/10/29

On November 19, 2024, a plaintiff identified as Jane Doe filed a personal injury lawsuit in the U.S. District Court for the Southern District of New York against Sean Combs and several associated entities, including Bad Boy Entertainment and Daddy's House Recordings Inc. The case, docketed as 1:24-cv-08813 and presided over by Judge John G. Koeltl, involves allegations of personal injury under 28 U.S.C. § 1391. The plaintiff has requested permission to proceed anonymously, filing a motion to use the

en

11:46

Fourth Of July Jane Doe And Her Allegations Made...

The Diddy Diaries ·

2025/10/29

On November 19, 2024, a plaintiff identified as Jane Doe filed a personal injury lawsuit in the U.S. District Court for the Southern District of New York against Sean Combs and several associated entities, including Bad Boy Entertainment and Daddy's House Recordings Inc. The case, docketed as 1:24-cv-08813 and presided over by Judge John G. Koeltl, involves allegations of personal injury under 28 U.S.C. § 1391. The plaintiff has requested permission to proceed anonymously, filing a motion to use the

en

10:43

Fourth Of July Jane Doe And Her Allegations Made...

The Diddy Diaries ·

2025/10/29

On November 19, 2024, a plaintiff identified as Jane Doe filed a personal injury lawsuit in the U.S. District Court for the Southern District of New York against Sean Combs and several associated entities, including Bad Boy Entertainment and Daddy's House Recordings Inc. The case, docketed as 1:24-cv-08813 and presided over by Judge John G. Koeltl, involves allegations of personal injury under 28 U.S.C. § 1391. The plaintiff has requested permission to proceed anonymously, filing a motion to use the

en

12:37

2004 White Party Jane Doe And Her Alleged Run In With...

The Diddy Diaries ·

2025/10/28

Sean "Diddy" Combs is facing a new lawsuit from a woman identified as "Jane Doe," who alleges that in 2004, at the age of 17, she was sexually assaulted during one of Combs' renowned Fourth of July White Parties in the Hamptons. According to the lawsuit, the plaintiff, then an aspiring model, was invited to the exclusive event, where she was introduced to Combs. She claims that after being offered a drink, she became disoriented and was led to a secluded area, where the alleged assault occurred.This

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