Diddy Trial

Dave Chappelle returned to host "Saturday Night Live" this week, delivering a monologue tackling everything from Diddy’s legal troubles to his message to President-elect Donald Trump.

The comedian pulled no punches on the show this week first addressing the ongoing legal drama surrounding Sean "Diddy" Combs. Chappelle noted he's never seen anything quite like what Diddy is currently going through saying, "I’ve been in a lot of trouble in my day, but this guy Puffy --  buddy, this guy is in an enormous amount of trouble. I don’t think I’ve ever seen anything like this."

Chappelle’s poked fun at himself, recalling how friends of his have questioned his absence from Diddy’s infamous "freak-off" parties with Chapelle saying, "I thought about it for a minute and I said, oh my God -- I’m ugly. That was a tough way to find out. Can you imagine reading the newspaper and finding out everyone in Hollywood had an orgy behind your back? None of y’all called me?"

Wendy Williams made many shocking claims during her interview with "The Breakfast Club" this morning, and one of the biggest stunners came when she offered her dark prediction about Diddy's fate.

It all started at the end of the 30-minute discussion when host Charlamagne tha God brought up the long-held belief the disgraced music mogul got Wendy fired back in 1998 from her HOT 97 radio gig.

Wendy did not respond directly to the accusation ... but, instead, said she looks "wild" on TV before pivoting to Diddy, bluntly saying he's gonna spend the rest of his days behind bars.

Diddy says the "freak-off" videos the government is trying to use against him actually prove his innocence ... he says the tapes show consensual sex with Cassie and he even claims she appeared to enjoy herself.

According to new legal docs, obtained by TMZ, Diddy's defense team says they've seen the 9 so-called "freak-off" videos the feds are making a big stink about ... but his attorneys say the content on the tapes amounts to "private sexual activity between fully consenting adults in a long-term relationship."

Diddy's legal team says his ex-girlfriend Cassie "not only consented, but thoroughly enjoyed herself" and "is evidently happy, dominant and completely in control." The docs reference Victim-1, who we now know is Cassie.

Diddy made the most of his last summer as a free man ... living it up at a fancy resort in Wyoming ... but not without some drama.

The Bad Boy Records founder spent a few nights back in July at the Amangani luxury resort in Jackson Hole ... according to someone who worked at the hotel during Diddy's stay.

Diddy was traveling with a woman and another man, and we're told they spent their first day at the resort pool ... where Diddy was wearing a wetsuit with booties.

The accusations against Diddy keep stacking up -- he's now facing another sexual assault lawsuit by a Jane Doe who says she was underage when the alleged assault occurred.

In legal docs obtained by TMZ -- an unnamed woman has come forward and is suing Diddy and two John Does who she claims were with him.

The woman claims in 2000, when she was 16, she ran into Diddy and two men, who apparently worked for him, in an SUV after leaving a babysitting job in Manhattan. She says they offered her a ride home, and after much pressure from Diddy, she eventually agreed.

Jay-Z wants a piece of attorney Tony Buzbee's hide, legally speaking -- he's demanding a court sanction Buzbee for what Jay calls the false rape lawsuit that's damaged his reputation.

According to Jay's new motion, filed by his lawyer Alex Spiro, Buzbee did not conduct even the most rudimentary investigation into the shocking claims made by his "Jane Doe" client in her lawsuit. The woman alleged Jay-Z and Diddy drugged and raped her after the MTV VMA Awards in 2000 when she was 13 years old.

In his filing, Jay also points out Buzbee did not withdraw the lawsuit after an NBC News interview with the accuser aired, and cast doubt on most of the details in her allegations.

Nikki Glaser’s Diddy jokes at the 2025 Golden Globes aren’t getting any laughs from two lawyers representing several of the rapper’s accusers.

Attorney Ariel Mitchell -- who represents alleged Diddy rape victim Ashley Parham and other Diddy accusers -- blasted Nikki Glaser for making jokes at the expense of others. Mitchell tells TMZ she hopes Nikki herself has never been sexually assaulted or mocked for it.

Mitchell also pointed out that, as a woman, one would think Nikki would know better, saying that making light of this ugly situation is exactly why so many sexual assault victims never come forward and report their abuse.

Nikki Glaser says the after-party of this year's Golden Globes just won't be the same ... 'cause Diddy's locked up -- and, the baby oil won't be flowing.

The comedian kicked off the 2025 ceremony with an approximately 11-minute long monologue ... and, she couldn't help but make a few jokes about the allegations the rap producer is facing in New York City.

Check out the clip ... Glaser jokes that Zendaya's movie "Challengers" is "more sexually charged than a Diddy credit card."

Jay-Z's attorney says there are a bunch of holes in the rape lawsuit against the rapper ... and he's looking to have the case thrown out.

In new court documents obtained by TMZ ... Alex Spiro, the lawyer representing the rap mogul, says he's gearing up to file a motion to dismiss the lawsuit against Jay-Z ... claiming the statute "Jane Doe" is suing under didn't even take effect until after the alleged sexual assault ... and can't be applied against the rapper retroactively.

As Jay-Z's attorney puts it ... the statute was enacted in December 2000 -- 3 months after Jane Doe claimed she was sexually assaulted by Jay-Z and Diddy at an MTV Video Music Awards after-party.

Luigi Mangione is not hanging out with Diddy at one of America's most notorious jails ... because they're being held in totally different cell blocks.

Sources with direct knowledge tell TMZ ... Luigi and Diddy are not in the same jail unit at MDC Brooklyn.

Reports surfaced last week speculating Luigi and Diddy would soon be held in the same protective jail unit, but we've learned that's not the case.

The woman accusing Jay-Z of allegedly raping her as a teenager just got the green light from a New York judge to keep her identity under wraps ... at least for now.

In legal docs filed Thursday, Judge Analisa Torres ruled the "Jane Doe" accuser can remain anonymous at this point in the case. In the ruling, the judge also called out Jay-Z’s lawyer, Alex Spiro, saying he was being combative and trying to "fast-track" the case.

While Judge Torres did grant the plaintiff’s request to proceed anonymously for now, she noted that things could change as the case moves forward and made it clear that she intends to revisit the issue if and when the case progresses.

Diddy made one of his lackeys set up hotel rooms for intense sex romps called "Wild King Nights" ... complete with drugs, alcohol and sex toys ... at least according to a new lawsuit.

The Bad Boy Records founder is being sued for sexual battery, sexual harassment, sex trafficking and more by a man named Phillip Pines, who claims he worked for Diddy from 2019 to 2021 ... and says some of his job duties involved Diddy's alleged sexual habits.

In the lawsuit, obtained by TMZ, Pines claims he had to set up hotel rooms Diddy used for orgies and drug binges ... and then clean up and try to leave no trace afterwards.

Pines claims Diddy would instruct him to prepare the rooms with red lights, ice buckets, alcohol, marijuana, honey packs for male libido, baby oil, astro glide, towels, illegal drugs and power banger sex machines.

4:10 PM PT -- Diddy's attorneys said in a statement to TMZ ... "Mr. Combs has never sexually assaulted anyone or engaged in sex trafficking. Ms. Grayson admits she has no memory of the events alleged in her complaint, does not know who was supposedly involved, and has never spoken to Mr. Combs. Her allegations against him are pure fiction. As we’ve said before, Mr. Combs cannot respond to every baseless lawsuit and lawyer-driven money grab. He has faith in the judicial process, in which fact will be separated from opportunistic fabrications like these."

Diddy is facing another sexual assault lawsuit ... and, this time the accuser has included pictures from the party where she was allegedly raped.

LaTroya Grayson -- an Oklahoma woman -- has filed a lawsuit against Diddy, Bad Boy Records and a series of other companies over a 2006 incident where she claims she went to a Combs party, and was drugged and raped.

Here's the deal ... according to the lawsuit, Grayson's sibling won a radio contest through KJAMZ -- a local Oklahoma radio station -- which included round-trip airfare for the winner and a guest, a hotel room in NYC, and two tickets to attend Diddy's "White Party" in NYC.

7:50 PM PT -- Diddy's attorneys tell us, "As we've said before, Mr. Combs cannot respond to every new publicity stunt, even in response to claims that are facially ridiculous or demonstrably false. Mr. Combs and his legal team have full confidence in the facts and the integrity of the judicial process. In court, the truth will prevail: that Mr. Combs never sexually assaulted or trafficked anyone -- man or woman, adult or minor."

Diddy is facing a new rape allegation, one that dates back to before he was famous ... and the alleged victim says it went down during an already infamous NYC event.

The accuser, who's filing as a Jane Doe, says she was attending a December 1991 charity basketball event at the City College of New York, which was co-sponsored by a then up-and-coming producer, Sean "Puffy" Combs.

She and a friend were invited by an unnamed rapper set to appear at the event, she claims in the lawsuit -- when she and her friend arrived, she says the crowd outside was large and getting unruly, and she convinced a security guard to let her and the friend in early.

The lawyer for numerous Diddy accusers is firing back at Jay-Z and his team's allegations of misconduct ... calling their demand for sanctions against him "frivolous" -- and saying the star is just trying to intimidate his client and himself.

Tony Buzbee filed a response Friday to Jay-Z and his team's recent filing ... claiming their justification for having him sanctioned falls on tiny inconsistencies in a person's story from nearly 25 years ago -- when the "Jane Doe" was just a child.

Buzbee says that Jay's side is trying to use a simple dispute of facts as proof that his client's allegation of rape is all BS ... and, his threat against Buzbee himself is just another instance of "bullying."

Tony Buzbee -- the high-profile attorney who's filed multiple lawsuits against Diddy, and one against Jay-Z -- is now accused of infecting a woman he dated with a venereal disease.

According to a new suit filed in New York Supreme Court ...the accuser, identified as "Jane Doe," says Buzbee has taken advantage of her since 2018 when they first met during an online conversation.

The woman said the Texas-based lawyer charmed her and convinced her to go out on a date. She says she ventured to Buzbee's hometown of Houston to grab dinner with him before they took in a show.