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June 3, 2025 78 mins

United States v. Sean “Diddy” Combs.

Once celebrated as the king of Bad Boy Records, fashion mogul, and hip-hop’s first billionaire, Diddy now faces the possibility of spending life behind bars. The charges? Sex trafficking. Racketeering. Transporting individuals for prostitution. And beneath those headlines lie a disturbing web of accusations stretching back decades.

In this episode, the boys — Sean, Jorge, and Eric — unpack the rise and possible fall of one of the most powerful figures in modern music. They’ll walk listeners through Diddy’s early days on the Harlem streets, his meteoric rise in the ‘90s hip-hop scene, and the billion-dollar empire he built — from chart-topping records to vodka brands and TV networks.

But the story doesn’t stop there.

When singer Cassie Ventura filed a shocking lawsuit in late 2023, alleging years of rape, abuse, and coercion, it cracked Diddy’s carefully polished image wide open. What followed was an avalanche of accusations — some from women, some from men, some involving minors. Lawsuits now number well over 100.

The guys break down what’s known — and what isn’t — about the infamous “freak offs,” the federal raids on Diddy’s mansions, the seized drugs and weapons, and the inner workings of what prosecutors allege was a two-decade criminal enterprise. They also explore how Homeland Security became involved, why judges have denied bail multiple times, and why this case could mark a turning point for accountability in hip-hop culture.

Along the way, Sean, Jorge, and Eric share some of the lesser-known details most news outlets skip — from alleged secret “black rooms” to intimidation tactics, buried hotel footage, and how Diddy’s vast influence may have protected him for years.

As of May 30th, 2025, the trial is in its early stages — but the outcome could reshape the legacy of one of music’s biggest icons. Whether Diddy is ultimately convicted or walks free, the story is already forcing the industry to reckon with long-silenced voices.

Buckle up — this one goes deep.

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