Diddy Trial

Diddy's recent prison fight could end up undoing some of the good behavior credit he's already racked up ... so says the former warden of Rikers Island.

Howard Robertson -- a former New York City Department of Correction employee who rose to the top job at one of New York's most notorious federal pens -- joined us on "TMZ Live" Friday ... and he told Charles everything Diddy does behind bars is being scrutinized, including the brawl.

Robertson says a judge will eventually look at his prison record and decide if he deserves credit for good behavior ... and this violent fight could be a serious strike against him.

Forget what you think you know about Diddy as a boss or a boyfriend ... his 19-year-old twin daughters Jessie and D'Lila say the guy's an "amazing" father.

The teens sat down with Entertainment Tonight and had nothing but praise for the disgraced musician, who is currently locked up after being convicted on a couple prostitution charges from his federal racketeering and sex trafficking trial.

Jessie and D'Lila say Diddy is an "amazing" father who they speak to often, and they claim he's "focused on becoming a better man for his family."

Diddy's getting his steps in behind bars ... TMZ has obtained video showing him out for one of his daily walks inside FCI Fort Dix.

The footage is quick, but it's a rare glimpse of the Bad Boy founder on prison grounds in New Jersey.

Take a look ... Diddy can be seen making his rounds inside the federal compound Monday afternoon, dressed in a light T-shirt, shorts, sneakers, and a hat.

We're told the video was shot around 2 PM -- right in the middle of Diddy's regular outdoor routine.

Sources with direct knowledge tell TMZ ... Diddy spends about two hours walking the compound every day, from roughly 1 PM to 3 PM, as long as the weather cooperates.

One of the male escorts involved in freak-offs with Cassie is telling a judge he never threatened Diddy’s ex ... despite her claims otherwise ... TMZ has learned.

Clayton Howard, former male escort-turned-law student, filed a declaration in his case against Cassie and Diddy.

As TMZ first reported, Cassie called out Clayton over a since-deleted 9-minute TikTok he posted on June 7, in which he called her a whore and said, “Bitch, I'm going to burn you out with fire."

Donald Trump might be getting ready to break out the pardon pen again ... and one name that's apparently still floating around behind closed doors is Sean "Diddy" Combs.

Trump was expected to huddle with advisers Friday over a new batch of pardons ... and CBS News reports Diddy remains one of several high-profile names POTUS has been privately considering.

One source told CBS ... Diddy is not expected to be among the formal recommendations from the White House pardon team ... though a White House official noted, "President Trump is the ultimate decider on any clemency related actions."

JD Vance can't think of any better Christian theologian than Diddy ... just kidding.

Take a look at the video ... the veep visited the Richard Nixon Library Thursday, when he was asked about a chapter in his memoir titled "More Money, More Problems" -- a reference to Diddy's song with The Notorious B.I.G. -- and he felt compelled to poke fun at the now-incarcerated music mogul by calling him a "great Christian theologian."

Obviously, the President's right-hand man said it in jest, and drew some big laughs -- particularly from himself.

He quickly added ... Diddy's been the total opposite of a model Christian in recent years. So, yeah ... JD's not living under a rock, no matter what his haters say.

Diddy's company is being sued after allegedly failing to close a multi-million dollar deal to sell his home on Star Island near Miami.

A man named John Franklin is suing 1 West Star Island LLC -- the corporation which technically owns Diddy's mansion in the affluent neighborhood ... claiming he entered into an agreement back in March to buy the home for $55 million.

According to the lawsuit, obtained by TMZ, Franklin says the closing date was set for May 12 ... but when it came around, he claims the company was "not ready or able to close" the deal even though he was.

Diddy just scored a legal win ... because Dawn Richard's civil lawsuit against him was thrown out of federal court ... TMZ has learned.

According to court docs obtained by TMZ, a federal judge dismissed all of Dawn's claims ... and all but one of them can't be refiled.

The court found the vast majority of her claims were filed past the statute of limitations. However, the judge ruled Dawn could refile one her claims -- which is related to copyrights -- in New York state court.

Cassie is being called out in court by the former male escort who is suing her over the psychological injuries he claims to have suffered from participating in freak-offs with her and Diddy, TMZ has learned. 

Clayton Howard, the former male escort who was mentioned several times in Diddy’s criminal trial, filed court docs scoffing at Cassie’s claim he supported her cause after she came forward with claims against the disgraced mogul.

As TMZ first reported, Cassie submitted a text Clayton sent her husband Alex Fine, after she sued Diddy, which partly read,“ know your wife's truth is 100% valid as I'm sure you did as well, I would have come forward and I'm glad she got some form of Justice!"

Diddy claims music producer Rodney “Lil Rod” Jones, who is suing him for sexual assault, has failed to turn over his medical records ... TMZ has learned.

According to court docs, obtained by TMZ, Diddy says he shouldn’t have to produce a bunch of documents and answer questions for Rodney, describing his requests for discovery as abusive and improper.

Diddy says Rodney was supposed to sign off on a release to provide access to his medical records back in November, but the release provided was not in compliance with regulations related to the privacy of such records.

Sean "Diddy" Combs has been hit with a new lawsuit ... this time from a man who claims Diddy sexually assaulted him when he was a minor under the guise of helping his acting career.

In court docs, obtained by TMZ, a man suing as a John Doe said he was already a working child actor when invited to a Hollywood Hills party in 2007 as a networking event ... which is when he says he met Diddy. The man says the rapper invited him to talk in private about career opportunities.

Once alone, according to the docs, the man claims Diddy was rubbing on parts of his body, working his way down before he allegedly performed oral sex on the man while also pleasuring himself. The man claims he told Diddy the situation was making him uncomfortable before the oral sex.

Diddy’s longtime right-hand woman, Kristina Khorram, scored a huge win in court after a judge dismissed sex trafficking claims against her ... TMZ has learned.

According to court docs obtained by TMZ, a Los Angeles County Superior Court judge sided with Kristina at a recent hearing in June. The judge ruled that the sexual battery, sex trafficking, and several other claims brought against Kristina by Diddy’s former employee, Phillip Pines, were to be thrown out of court.

The court found that Phillip failed to submit evidence to back up his claims Kristina could be held liable for any of the alleged crimes committed against him. The judge said Phillip did not show Kristina had knowledge of any alleged sexual battery or knew about or benefited from any alleged sexual trafficking.

The former male escort suing Cassie over their freak offs with Diddy is firing back after she revealed a private text he sent her husband, Alex Fine, as part of her attempt to dismiss his lawsuit ... and he says he's the one who really suffered from Diddy's sexual proclivities.

Clayton Howard, the former escort-turned-law student, slammed Cassie in a TikTok released over the weekend ... as their legal beef continues to stew.

He addressed the text Cassie submitted as part of her request to toss the case, admitting he sent it to Alex, who he says had no idea who Cassie really was. Clayton says he drafted the text with a velvet glove.

In the video, he said he was the real Diddy victim … along with the other male escorts involved in the freak offs. Clayton said Cassie was the victim of domestic violence, but believes she was into the freak-offs.

Cassie moved out of America at some point after being paid out $20 Million from Diddy over his alleged abuse ... and Cassie says she's got no plans of moving back.

TMZ obtained a court declaration dated May 1, 2026 and filed by Cassie in her ongoing lawsuit against male escort Clayton Howard where she states, "I reside outside of the United States. I do not intend to move back to the United States."

Cassie, who was pregnant and living in New York last summer when she testified in Diddy's federal criminal trial, also states in her declaration, "I am a citizen of the United States. I am not a resident of the State of California."

Cassie is slamming the former male model who claims she and Diddy drugged him during freakoffs ... she says the man initially supported her after she spoke out against the disgraced mogul and changed his tune when Diddy cut her a fat check.

According to new legal docs, obtained by TMZ, Cassie says Edmond Laurent’s claims against her should be thrown out.

Cassie claims that after telling her story about Diddy’s abuse in 2023, Edmond reached out to her via text and wrote, “Hi hope you ok i’m sorry I didn’t know he was doing that to you. I will definitely be a witness for you. Edmond. L.”