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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

23:25

The Mega Edition: The Prosecution And Their Charging...

The Diddy Diaries ·

2025/10/27

In this filing, the government submits its proposed jury instructions, also known as “requests to charge,” ahead of Sean Combs’ upcoming trial. These instructions lay out how the jury should interpret the law as it applies to the charges in the Third Superseding Indictment, including conspiracy, racketeering (RICO), drug trafficking, sex trafficking, and related offenses. The government requests standard instructions on presumption of innocence, burden of proof, credibility of witnesses (including

en

22:21

The Mega Edition: The Prosecution And Their Charging...

The Diddy Diaries ·

2025/10/27

In this filing, the government submits its proposed jury instructions, also known as “requests to charge,” ahead of Sean Combs’ upcoming trial. These instructions lay out how the jury should interpret the law as it applies to the charges in the Third Superseding Indictment, including conspiracy, racketeering (RICO), drug trafficking, sex trafficking, and related offenses. The government requests standard instructions on presumption of innocence, burden of proof, credibility of witnesses (including

en

11:11

How Diddy Fought Off Two Counts Of Sex Trafficking

The Diddy Diaries ·

2025/10/27

In one of the most high-profile federal trials in recent memory, Sean “Diddy” Combs was acquitted on two counts of sex trafficking after the government failed to meet the heavy burden of proof required under federal law. Prosecutors had attempted to portray Combs as the mastermind of a sprawling criminal enterprise, relying heavily on emotionally charged testimony, salacious details, and a sweeping RICO framework. But the defense dismantled the case piece by piece—pointing out inconsistencies in

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18:11

Clayton Howard Blasts Diddy AND Cassie Ventura In An...

The Diddy Diaries ·

2025/10/27

Clayton Howard, a former male escort and frequent participant in Diddy’s private sex parties known as “freak-offs,” has filed a lawsuit accusing both Sean “Diddy” Combs and Cassie Ventura of sex trafficking, coercion, and abuse. According to his claims, he was recruited to perform sex acts under the guise of high-end parties, only to find himself drugged, manipulated, and transported across state lines for increasingly degrading and violent encounters. He alleges that Diddy exercised complete

en

11:48

Clayton Howard Blasts Diddy AND Cassie Ventura In An...

The Diddy Diaries ·

2025/10/26

Clayton Howard, a former male escort and frequent participant in Diddy’s private sex parties known as “freak-offs,” has filed a lawsuit accusing both Sean “Diddy” Combs and Cassie Ventura of sex trafficking, coercion, and abuse. According to his claims, he was recruited to perform sex acts under the guise of high-end parties, only to find himself drugged, manipulated, and transported across state lines for increasingly degrading and violent encounters. He alleges that Diddy exercised complete

en

9:43

The Billionaire's Playboy Club: A Memoir By...

The Diddy Diaries ·

2025/10/26

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

11:38

The Billionaire's Playboy Club: A Memoir By...

The Diddy Diaries ·

2025/10/26

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

11:09

The Billionaire's Playboy Club: A Memoir By...

The Diddy Diaries ·

2025/10/26

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

12:11

The Billionaire's Playboy Club: A Memoir By...

The Diddy Diaries ·

2025/10/26

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

49:10

Mega Edition: Prince Andrew Gets Tagged As A "Sex...

The Diddy Diaries ·

2025/10/26

Prince Andrew first earned the nickname “Randy Andy” back in the late 1970s and 1980s when British tabloids latched onto his reputation as the monarchy’s playboy prince. His love life became constant tabloid fodder — actresses, models, and socialites were all part of his orbit, and the press leaned into it with sensational headlines. Andrew seemed to enjoy the attention at the time, often photographed at nightclubs or on yachts surrounded by women. The nickname stuck because it fit the image — the

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40:02

Mega Edition: Denise George And Her Side Of The...

The Diddy Diaries ·

2025/10/26

In her interview with The Times, Denise George portrayed herself as the lone crusader working for the people of the U.S. Virgin Islands who would not be intimidated by the legacy of Jeffrey Epstein. She described the private island known as “Hell Island” and the systemic abuse of young women that took place there, and explained how her office pursued justice for the victims even while facing massive political and financial pressure.In her Bloomberg interview, George reflected on her aggressive legal

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32:26

Mega Edition: Prince Andrew And The Royal Lodge Saga...

The Diddy Diaries ·

2025/10/26

Prince Andrew’s Royal Lodge controversy stems from the fallout of his disastrous ties to Jeffrey Epstein and the long shadow of that scandal. After his 2019 BBC Newsnight interview, which spectacularly backfired, Andrew was stripped of his public roles, military titles, and royal patronages. Once a senior working royal, he became an isolated figure whose financial situation—and entitlement to royal housing—were both thrown into question. Yet, despite his exile from public life, Andrew has continued

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39:47

Mega Edition: Prince Andrew Can't Sweat. Unless...

The Diddy Diaries ·

2025/10/26

In his now-infamous 2019 BBC Newsnight interview, Prince Andrew claimed he was unable to sweat at the time Virginia Giuffre alleged they danced together at a London nightclub in 2001. He attributed this to a “peculiar medical condition” caused by “an overdose of adrenaline in the Falklands War.” However, photographs later surfaced showing Andrew attending parties in Saint-Tropez during the early 2000s, visibly perspiring under the Mediterranean sun. These images directly undercut his bizarre defense

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11:41

Clayton Howard Blasts Diddy AND Cassie Ventura In An...

The Diddy Diaries ·

2025/10/26

Clayton Howard, a former male escort and frequent participant in Diddy’s private sex parties known as “freak-offs,” has filed a lawsuit accusing both Sean “Diddy” Combs and Cassie Ventura of sex trafficking, coercion, and abuse. According to his claims, he was recruited to perform sex acts under the guise of high-end parties, only to find himself drugged, manipulated, and transported across state lines for increasingly degrading and violent encounters. He alleges that Diddy exercised complete

en

10:27

Clayton Howard Blasts Diddy AND Cassie Ventura In An...

The Diddy Diaries ·

2025/10/26

Clayton Howard, a former male escort and frequent participant in Diddy’s private sex parties known as “freak-offs,” has filed a lawsuit accusing both Sean “Diddy” Combs and Cassie Ventura of sex trafficking, coercion, and abuse. According to his claims, he was recruited to perform sex acts under the guise of high-end parties, only to find himself drugged, manipulated, and transported across state lines for increasingly degrading and violent encounters. He alleges that Diddy exercised complete

en

12:04

Clayton Howard Blasts Diddy AND Cassie Ventura In An...

The Diddy Diaries ·

2025/10/26

Clayton Howard, a former male escort and frequent participant in Diddy’s private sex parties known as “freak-offs,” has filed a lawsuit accusing both Sean “Diddy” Combs and Cassie Ventura of sex trafficking, coercion, and abuse. According to his claims, he was recruited to perform sex acts under the guise of high-end parties, only to find himself drugged, manipulated, and transported across state lines for increasingly degrading and violent encounters. He alleges that Diddy exercised complete

en

11:24

Clayton Howard Blasts Diddy AND Cassie Ventura In An...

The Diddy Diaries ·

2025/10/25

Clayton Howard, a former male escort and frequent participant in Diddy’s private sex parties known as “freak-offs,” has filed a lawsuit accusing both Sean “Diddy” Combs and Cassie Ventura of sex trafficking, coercion, and abuse. According to his claims, he was recruited to perform sex acts under the guise of high-end parties, only to find himself drugged, manipulated, and transported across state lines for increasingly degrading and violent encounters. He alleges that Diddy exercised complete

en

13:46

Allegations That 'Victim 3' Was Paid Off And Suge...

The Diddy Diaries ·

2025/10/25

Gene Deal, Sean "Diddy" Combs's former bodyguard, alleged in a recent interview that Combs paid his ex-girlfriend Gina Huynh approximately $2 million, along with providing her housing and educational support, to dissuade her from testifying in his federal sex trafficking and racketeering trial. Deal claimed that Huynh, believed to be "Victim 3" in the indictment, became a "hostile witness" after accepting these benefits, leading to her disappearance from the witness list. Despite being subpoenaed,

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16:42

Will Prince Andrew Face Legal Consequences Amid The...

The Diddy Diaries ·

2025/10/25

The UK’s Metropolitan Police Service (Met) is now “actively looking” into fresh allegations that Prince Andrew allegedly used a taxpayer-funded police bodyguard to obtain the U.S. Social Security number and date of birth of his accuser, Virginia Giuffre — apparently to dig up “dirt” on her. These new allegations arise from leaked emails and Giuffre’s recently published posthumous memoir, and they have reignited calls for a full criminal inquiry in the UK after previous investigations by the Met

en

13:19

Will Prince Andrew Face Legal Consequences Amid The...

The Diddy Diaries ·

2025/10/25

The UK’s Metropolitan Police Service (Met) is now “actively looking” into fresh allegations that Prince Andrew allegedly used a taxpayer-funded police bodyguard to obtain the U.S. Social Security number and date of birth of his accuser, Virginia Giuffre — apparently to dig up “dirt” on her. These new allegations arise from leaked emails and Giuffre’s recently published posthumous memoir, and they have reignited calls for a full criminal inquiry in the UK after previous investigations by the Met

en

5,047 results

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