Diddy Finally Gets a Trial Date for Federal Sex Crimes, Attorneys for Diddy Claim Feds Leaked Cassie Beating Video, We Finally Know What Diddy Struggles with The Most Behind Bars, Miami Takes Back Diddy’s Key to The City: Here’s All Diddy News From Last Week

Sean "Diddy" Combs is officially set to go to trial on May 5, 2025.

Graphic: Images: Reuters, Paras Griffin, Shareif Ziyadat for Sean “Diddy” Combs, Scott Dudelson

This is the One Thing Diddy is Struggling With the Most Behind Bars, According to His Lawyers

Illustration: Reuters Illustration: Reuters

Sean “Diddy” Combs has a mountain of legal woes that have permanently derailed not only his career, but his legacy. The fallen star has been charged with sex trafficking and racketeering conspiracy with a trial date set for May of next year. However, PEOPLE reported that Combs has a more immediate concern in his adjustment to incarceration. — Candace McDuffie

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With His Legal Woes, Is Diddy All Out of Money?

Photo: Getty Images Paras Griffin Photo: Getty Images Paras Griffin

A federal judge denied Sean “Diddy” Combs’ third attempt at requesting bond from federal detention as he awaits prosecution for sex crime charges. However, as the rap mogul is restricted from running his Bad Boy empire at full capacity, one might wonder, “Is he still raking in millions?” — Kalyn Womack

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First NYC, Now Miami Beach Turns on Diddy

Photo: Getty Images Shareif Ziyadat for Sean “Diddy” Combs Photo: Getty Images Shareif Ziyadat for Sean “Diddy” Combs

Nearly four months after Sean “Diddy” Combs was forced to give up his key to New York City, it looks like his reign in yet another major city is about to wrap up as well. — Shanelle Genai

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Huge New Development in Diddy’s Federal Sex Trafficking Case

Photo: Getty Images Scott Dudelson Photo: Getty Images Scott Dudelson

Sean “Diddy” Combs is officially set to go to trial on May 5, 2025 but that’s not all new legal filings tell us.  — Kalyn Womack

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Did the Feds Leak the Video of Diddy Beating Cassie?

Screenshot: CNN Screenshot: CNN

After CNN released the video of Sean “Diddy” Combs ruthlessly beating ex-girlfriend and singer Cassandra “Cassie” Ventura up and down the hallway, everyone wanted to know who leaked the video to the media. A new court filing reveals who Combs thinks was behind it. — Kalyn Womack

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Diddy Still Trying to Get out of Jail, But Here’s Why It Likely Won’t Happen…

Photo: Getty Images Scott Dudelson Photo: Getty Images Scott Dudelson

Sean “Diddy” Combs is trying once again to obtain his freedom outside bars as he awaits federal prosecution on charges of racketeering and sex trafficking. — Kalyn Womack

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You Won’t Believe This Wild Story Involving Diddy, One of His Accusers and a $3 Million Plot…

Photo: Getty Images Rodin Eckenroth/Jeff Fusco Photo: Getty Images Rodin Eckenroth/Jeff Fusco

As the lawsuits against Sean “Diddy” Combs continue to pile up, some folks have questioned if the horrifying allegations are true or just a money grab scheme. The ex-boyfriend of one of Combs’ most recent accusers claims the latter. — Kalyn Womack

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Attorney for More than 100 Diddy Accusers Says More A-List Celebs Are Involved And Will Be Named

Photo: FOX 26 Houston, Getty Images Photo: FOX 26 Houston, Getty Images

The Houston attorney representing over 100 plaintiffs in the pending lawsuit against Bad Boy Entertainment founder Sean “Diddy” Combs has even more tea to spill about who may be implicated in the disgusting allegations. — Kalyn Womack

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WATCH: Old Talk Show Clip of Diddy Telling Justin Bieber To ‘Stay Quiet’ Resurfaces…And it Feels a Lot Different Now

Image: Getty Images Photo by Mitch Haddad/Disney General Entertainment Content via Getty Images Image: Getty Images Photo by Mitch Haddad/Disney General Entertainment Content via Getty Images

As the Sean “Diddy” Combs news cycle continues giving in the wake of his Sept. 16 arrest, footage of the disgraced rapper and Justin Bieber on a late-night show has resurfaced online. And it feels quite ominous considering what we now know. — Jared Alexander

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Sigh. Now Diddy’s Bodyguard Wonders if Ashton Kutcher Could Go Down With P. Diddy’s Sinking Ship

Photo: Getty Images KMazur Photo: Getty Images KMazur

Out of all the voices speaking out against Sean “Diddy” Combs in recent years, Gene Deal seems to be the loudest and most unwavering. As Diddy’s former bodyguard, Deal has seen and experienced a lot with Combs, and now that the disgraced Hip-Hop mogul is facing serious prison time over racketeering and sex crimes, Deal has yet another warning for some of Hollywood’s beloved celebrities. — Phenix S Halley

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