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Five Diddy documentaries and where to watch them

These documentaries explore Sean Combs' history, legal challenges and disturbing allegations

By Sultan Ameer June 01, 2025
Sean John Combs aka Diddy aka Puff Daddy aka P. Diddy
Sean John Combs aka Diddy aka Puff Daddy aka P. Diddy

The high-profile trial of Sean “Diddy” Combs is in full swing, with the first three weeks seeing horrifying testimonies from Casandra Ventura, better known as Cassie, Kid Cudi and former employees.

The music mogul was arrested and indicted in the Southern District of New York on September 16, 2024, on charges of racketeering, sex trafficking by force and transportation for purposes of prostitution.

Ever since his arrest, public scrutiny in almost every aspect of Diddy’s life has been at an all-time high and media outlets are attempting to cater to the audience’s interest.

Additionally, several news channels and streaming services have worked on extensive documentaries to provide viewers with some context leading up to the trial.

Here is a list of five Diddy documentaries and where they are being aired:

1: ‘The Downfall of Diddy’

Five Diddy documentaries and where to watch them

Produced by TMZ, The Downfall of Diddy was released shortly after the I'll Be Missing You hitmaker’s arrest.

It focuses on unsettling accounts of people who were close to Diddy and why it took so long for the allegations to surface.

The one-hour-long documentary is available to stream for free on Tubi in the United States.

2: ‘Diddy: The Making of a Bad Boy’

Diddy: The Making of a Bad Boy is a Peacock original and can be watched on their streaming service.

The one-hour-and-forty-minute feature focuses on the music executive’s younger days and how his upbringing might have shaped him as a man.

3: ‘The Fall of Diddy’

Five Diddy documentaries and where to watch them

This five-part docu-series can be watched for free by HBO Max subscribers and details the alleged abuses the Bad Boy Records founder inflicted on his victims.

4: ‘Secret Life of Diddy’

Five Diddy documentaries and where to watch them

The Secret Life of Diddy is a special edition of ABC News’ long-running series 20/20, which provides in-depth analysis of contemporary issues.

The episode discusses the aftermath of Diddy’s arrest and can be watched by Hulu subscribers in the US.

5: ‘Diddy on Trial: As It Happened’

Five Diddy documentaries and where to watch them

Also available on Hulu, Diddy on Trial: As It Happened talks about the legal aspect of the much-publicised case.

The ongoing series serves as an explanatory guide, with new episodes being released as the trial progresses.

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