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Diddy

27 articles

Latest Diddy articles

Diddy Prison Date Pushed Back After Pampered Prison Life Claims

Diddy's countdown to freedom just took a hit ... his release date was just moved back by over a month ... and the timing here is certainly interesting. Federal Bureau of Prisons records now list March 2, 2028 as Diddy's release date ... he was…

Diddy

Oct 7, 2026 · byTMZ

Sean Combs Ordered to Pay Nearly $500,000 in Legal Fees Over Failed Defamation Lawsuit

A judge previously dismissed Combs' $100 million lawsuit over the 2025 Peacock documentary, Diddy: The Making of a Bad Boy

Diddy

Oct 7, 2026 · byRolling Stone

Diddy Must Pay Nearly $500,000 for Failed NBC Defamation Lawsuit Over Documentary, Judge Rules

The now-imprisoned mogul is on the hook for legal fees after a judge threw out his claims over The Making of a Bad Boy .

Diddy

Oct 7, 2026 · byBillboard

Diddy Ordered to Pay NBCUniversal Nearly $500K in Attorneys' Fees

Diddy may need to make some budget adjustments at the prison commissary this month ... because a judge says he owes NBCUniversal nearly $500K in attorneys' fees. According to court documents obtained by TMZ ... a judge says Diddy has to pay a big…

Diddy TMZ

Oct 6, 2026 · byTMZ

TMZ, NYP 'The Low Down' Today's Gripping Stories: Cornell Frat Bro Hires Diddy's Defense Attorney

One of the Cornell frat bros accused in the Jane Doe gang rape lawsuit has lawyered up with the same firm that helped Diddy beat the most serious charges in his federal trial ... with attorney Teny Geragos now handling the case. Check out the new…

Cornell Diddy Jane Doe

Oct 6, 2026 · byTMZ

Too $hort Apologizes for ‘Insensitive’ Diddy Comments: ‘I Do Not Support Abuse or Abusers’

The Bay Area rapper had told TMZ that he would go to Diddy's "welcome home" party after prison.

Diddy TMZ

Oct 6, 2026 · byBillboard

Too $hort Apologizes for Saying He'd Attend Diddy's Welcome Home Party

Too $hort is walking back his words ... apologizing for saying he would attend Diddy's welcome home party once he gets released from prison. He posted a video singing a different tune, acknowledging he was "a little insensitive" with his words and…

Diddy

Oct 5, 2026 · byTMZ

Agnifilo Firm That Repped Diddy Representing Cornell Frat Brother

The law firm that successfully represented Diddy against the most serious charges is now representing one of the Cornell frat bros accused in the Jane Doe case ... TMZ has learned. The Agnifilo firm -- of Marc and Karen fame -- has signed on to the…

Cornell Diddy Jane Doe

Oct 5, 2026 · byTMZ

Aubrey O'Day Says Diddy Has It Too Good in Prison, Isn't Suffering Behind Bars

Aubrey O'Day says Diddy isn't exactly suffering behind bars ... and she thinks way too many people are still ready to roll out the red carpet when he gets out. The former Danity Kane singer joined us on "TMZ Live" Monday, and when talk turned to…

Diddy

Oct 5, 2026 · byTMZ

Stars and Scars -- You Be the Judge

Debate rages over Jane Doe and the Cornell frat bros ... the question: Will they be charged? Plus, another tragedy for Gypsy Rose Blanchard, Tony Romo sacked at CBS, and Diddy's Bad Boy life in prison. So, we gotta ask ...

CBS Cornell Diddy

Oct 3, 2026 · byTMZ

Diddy In The Hole As Plethora Of Contraband Violations Revealed; Grammy Winner Faces Delayed Release

Sean “Diddy” Combs’ sweet ride behind bars has come to an end. Nothing official has come down yet from the federal Bureau of Prisons in response to a NBC News segment earlier this week revealing the much accused Bad Boy Records founder has been using banned cellphones, allegedly smuggling in booze and having a paid […]

Diddycritical

Diddy NBC News

Oct 1, 2026 · byDeadline

Here’s How 50 Cent Reacted to Diddy Reportedly Being Sent Back to Solitary Confinement

The move to solitary comes after a sprawling NBC News report about Diddy's allegedly pampered life behind bars.

Diddyneutral

Diddy NBC News

Oct 1, 2026 · byBillboard

TMZ, NYP 'The Low Down' Today's Gripping Stories: Diddy Gets Dinged Over Special Treatment Claims

Diddy's back in solitary confinement amid allegations that he's enjoying massages, fancy meals, a contraband phone and booze, and inmates doing his chores in prison. Check out the new YouTube collab between TMZ and the New York Post, "The Low…

TMZcritical

Diddy TMZ YouTube

Oct 1, 2026 · byTMZ

Too $hort Says He'll Be at Diddy's First Party After Prison Release

Too $hort says Diddy shouldn't be sitting behind bars ... and when Puff finally gets out, he's already got plans for the welcome-home bash. The rap legend joined "The TMZ Podcast" and told Towanda he's not abandoning Diddy ... proudly declaring,…

Diddyfavorable

Diddy

Oct 1, 2026 · byTMZ

Diddy Headed Back to Solitary Confinement After Pampered Prison Life Claims

Diddy is headed back to the hole ... FCI Fort Dix is sending him back into the Special Housing Unit, better known as solitary confinement ... TMZ has learned. Multiple sources tell TMZ ... Diddy is returning to SHU in response to this week's NBC…

Diddy NBC TMZ

Sep 30, 2026 · byTMZ

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Diddy’s Prison Life Reportedly Includes Massages, Hennessy, Netflix & Paid Cleaners: ‘This Is Some Rich S–t’

According to NBC News, the disgraced mogul even has inmates cooking for him.

Diddycritical

Diddy NBC News

Sep 30, 2026 · byBillboard

Here’s How 50 Cent Reacted to Diddy Reportedly Watching His ‘The Reckoning’ Docuseries

Netflix's four-part docuseries on the disgraced mogul won an Emmy earlier in September.

Diddycritical

Diddy Emmy Netflix

Sep 30, 2026 · byBillboard

Diddy's Allegedly Pampered Prison Life Includes Massages, Hennessy and Inmates Doing His Chores

Diddy's allegedly turned his prison stay into a VIP experience ... with massages, fancy meals, contraband booze and inmates doing his chores, according to a new report. NBC News has obtained photos and videos from inside Fort Dix in New Jersey,…

Diddycritical

Diddy NBC News New Jersey

Sep 29, 2026 · byTMZ

Diddy's Prison Release Date Bumped Up Once Again

Diddy just got another chunk shaved off his federal prison stint ... his release date moved up another month ... and he could be a free man just three weeks into 2028. According to Federal Bureau of Prisons records, Sean "Diddy" Combs is currently…

Diddyneutral

Diddy

Sep 29, 2026 · byTMZ

TMZ, NYP 'The Low Down' Today's Gripping Stories: Diddy Escort Talks Sex-For-Pay

Sharay Hayes -- a former male escort known by some clients as "The Punisher" -- is opening up more about his life and career ... after admitting during Diddy's federal trial that he was paid for freak-offs. Check out the new YouTube collab between…

Diddy TMZ YouTube

Sep 24, 2026 · byTMZ

Diddy's Ex-Staffers Landed Jobs on Usher's Tour With Chris Brown

Diddy's former staffers found a safe place to land amid their former employer's prison stint ... grabbing gigs on Usher's record-breaking tour with Chris Brown. Diddy's former chief of staff, Kristina Khorram, a personal assistant who was mentioned…

Chris Brown Diddy

Sep 24, 2026 · byTMZ

Suno AI Music Lawsuit, Drake UMG Appeal, Diddy Lawyers & More Top Music Law News

In this week's Legal Beat newsletter, a scathing new lawsuit over AI music, a "Not Like Us" court date for Drake, a legal shakeup for Diddy, and much more.

Diddy Victoria Drake

Sep 22, 2026 · byBillboard

The truth about Sean Combs: ‘No is not a stopping point for him’

Cheyenne Roundtree, an investigative reporter at Rolling Stone, was as shocked as anyone when allegations of rape and sexual abuse were made against the music mogul. Then she began digging into his past life. In her first interview, she paints a horrifying picture of lost police reports, repeat behaviours, rumours and run-ins For Cheyenne Roundtree, an investigative reporter at Rolling Stone, the civil lawsuit that dropped on Sean “Diddy” Combs in November 2023 seemed to come from nowhere. Filed by his ex-partner, the singer Cassie Ventura, it alleged that Combs had beaten and raped her, plied her with drugs and forced her into sexual encounters with male sex workers throughout their decade-long relationship. Roundtree, along with much of the world’s media, was shocked. “I’d grown up in the era of Diddy and Cassie and viewed them as this power couple,” she says. “Her hit Me & U was my song. Diddy was this mogul – I knew him for the music – and she was this style inspiration, this beautiful, talented woman living an amazing life.” Continue reading...

Diddy Rolling Stone

Sep 22, 2026 · byThe Guardian

Diddy's Civil Attorneys File Motion to Withdraw, Mogul Says They Overcharged Him

Three attorneys from one of the law firms representing Diddy in a civil suit are asking to drop the imprisoned music mogul and withdraw from the case over unpaid legal fees ... but Diddy says the lawyers were simply overcharging him ... TMZ has…

Diddy

Sep 16, 2026 · byTMZ