Many Hollywood celebrities have attended and enjoyed Diddy’s famous parties, tying them to the singer amidst his arrest.
Sean Diddy Combs is currently a high-profile inmate at Brooklyn’s Metropolitan Detention Center. He was arrested in New York City on September 16 and has been currently charged with three counts. The charges include racketeering conspiracy, s*x trafficking by force, fraud, or coercion, and transportation to engage in pr*stitution.
P Diddy in the I’ll Be Missing You music video | Credits: Bad Boy Entertainment
His arrest and disturbing details of “freak off” parties, as revealed in his indictment, have placed increased scrutiny on his circle of friends. While a long list of celebrities were invited to his famous parties, there is no evidence that any of them attended these specific “freak off” events. Here is a list of all his famous Hollywood friends:
Naomi Campbell
Naomi Campbell in a still from American Horror Story | Credits: FXNaomi Campbell and Sean Diddy Combs allegedly dated in the early 2000s. They have reportedly remained friends since then and Campbell has been pictured partying with Diddy a few times. In November 2023, Campbell threw the hip-hop mogul a birthday party at The BoTree in London, which was attended by celebrities including Janet Jackson and Idris Elba (via Vogue).
Oprah Winfrey
Oprah Winfrey as Mrs. Which in a still from A Wrinkle In Time | Credits: Walt Disney Pictures
According to a VHS tape leaked to Page Six, several celebrities were sent invitations to the Last Night singer’s 29th birthday celebrations in 1998. One of the prominent names in the tape was that of Oprah Winfrey. Winfrey has been friends with the rapper for years and has been silent regarding the allegations against him.
The invitation was also extended to other celebrities like Donald Trump, Ellen DeGeneres, Mariah Carey, Chris Rock, Will Smith, and others.
Will Smith
Will Smith and Diddy started in the music world around the same time and have been friends since then. The duo debuted in the ’90s and both were into rap music. Diddy even revealed their friendship to the world when he came to Smith’s defense after the 2022 Oscars slap incident. He addressed Smith and Chris Rock during the same ceremony, sharing (via Us Weekly):
OK, Will and Chris, we’re going to solve that like family at the Gold Party, OK? But right now we are moving on with love. Everybody make some noise!
Besides their friendship during their rapping career, they also ran the same social circles and had great time together at major parties.
The Kardashians
Khloé and Kourtney Kardashian in Keeping Up With The Kardashians | Credits: E!
Several members of Hollywood’s influential Kardashian family were spotted alongside Diddy. In 2019, Khloé Kardashian’s Instagram photo showed her and sisters Kim Kardashian and Kylie Jenner with Diddy at his 50th birthday celebrations. The caption of the post read, “Nothing like a Diddy party!”
According to Irish Star, Khloé and Kourtney Kardashian had a conversation about Diddy’s party during one of the episodes of Keeping Up With The Kardashians. The former told the latter, “I got on a plane at 5.30 am. Well, this party… I think half the people there were butt naked.” Khloé also named Justin Bieber as another celebrity who attended this party.
Ashton Kutcher
Ashton Kutcher in Two and a Half Men | Credit: CBS
Ashton Kutcher and Diddy formed their unlikely friendship in the early 2000s when Kutcher was still hosting the prank show Punk’d. Kutcher told Sean Evans during an episode of Hot Ones that their relationship “started over Punk’d.” It all began when the Victory singer claimed that Kutcher couldn’t punk him.
The star of That ’70s Show shared that they “became fast friends” and “used to hang out, watch football together.” Kutcher was also a regular at some of the star-studded parties hosted by Diddy.
Jennifer Lopez
Jennifer Lopez in a still from Atlas | Credits: Netflix
When Jennifer Lopez wore the iconic green Versace dress at the Grammy Awards in 2000, she was accompanied on the red carpet by Diddy. It was rumored that the two were dating at the time. Two years after their relationship ended, Lopez told Vibe Magazine that Diddy was unfaithful to her.
She shared that she “was totally crying, crazy, and going nuts” and that it “took my whole life in a tailspin” (via Standard UK). However, they have remained friends ever since and were seen hugging and catching up whenever they ran into each other publicly.
Leonardo DiCaprio
Leonardo DiCaprio in The Wolf of Wall Street | Credits: Paramount Pictures
Leonardo DiCaprio allegedly has a long association with Sean Diddy Combs. The pair’s friendship goes back a long way, as images of a young DiCaprio at one of Diddy’s parties were released recently. The A-lister was also seen dancing at the singer’s 50th birthday party in 2019 (via Forbes).
Diddy shared in 2017 with Vogue that DiCaprio was his “number one guest” on the invite list to his White Party. However, sources close to DiCaprio shared with Daily Mail that he had only attended a few of Diddy’s parties back in the early 2000s. The source claimed that he and Diddy weren’t in touch for years. The source shared:
He attended a few of his parties back in the early 2000s — but literally everyone did. They were not freak-offs. He has nothing to do with any of that world, so for anyone to assume that he will get roped into this based on a few grainy photos that are more than 20 years old is ridiculous.
Besides DiCaprio, celebrities like Kim Kardashian, Paris Hilton, Sarah Jessica Parker, and Mariah Carey also attended these white parties.
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