Inside Sean 'Diddy' Combs and Ashton Kutcher's 20-Year Friendship After Actor is Linked to Jailed Star's 'Freak Offs' Following Arrest on Sex Charges

Sean 'Diddy' Combs and Ashton Kutcher's friendship immediately formed after they met on the set of Punk'd, an MTV hidden camera TV series, in the early 2000s.

In a 2019 interview, the 46-year-old That '70s Show alum revealed how they became "fast friends".

"It started over Punk'd cause he's like, 'Yo, you can't punk me.' I was like, 'I don't know what to tell you, everybody's on the table.' So, that started our conversation," he said on Hot Ones.

In a 2018 appearance on The Late Show With James Corden, Combs and Kutcher spoke about their first phone call prior to their initial meeting.

The rapper said at the time: "I gave him a call one day and I said, 'I heard that you're gonna Punk me and I just don't think that's a good idea."

Kutcher replied: "I think it was some version of 'If you do that, that will not end well for you. But I think we should work out a deal.'"

Kutcher's relationship with Combs helped him become part of the Guess Who cast.

The actor said in 2006: "Our friendship has made me realize that people are becoming comfortable with something that's still very uncomfortable."

He added: "When I was hanging out with Sean, people couldn't comprehend why this Iowa farm lad was associating with this hip-hop tycoon from New York. But it wasn't because he was a hip hop mogul and I was a farm boy; it was because he was Black and I was white. It was as simple as that. If he was a white hip hop artist from New York, nobody would have batted an eye."

In another interview, the No Strings Attached star recalled one time when Combs went for a run.

"We had paparazzi all around us at the time. He's like, 'You gotta slow down but make it look like you're not slowing down because I don't want to look like I'm not going to be able to finish this thing.' He was losing it,” said Kutcher, noting Combs was upset when he "got skunked" at the time.

The incident made the record producer start training for the New York Marathon.

When asked about Combs' infamous gatherings in an interview, Kutcher dropped a vague but thought-provoking response.

"I've got a lot I can't tell," he said of the notorious parties. Photos featuring Kutcher and Combs previously resurfaced showing the duo hanging out LA's SoFi stadium.

While Kutcher reportedly attended some of Combs' bashes in the past, including his famed Labor Day White Party in the Hamptons, there's no indication the movie star ever attended a "freak off" party.

Kutcher has been relatively silent ever since Combs' controversies started coming to light.

"Ashton absolutely regrets his friendship with Diddy considering what has happened," a source told Daily Mail after Combs' arrest.

The insider added: "He feels lied to, betrayed, taken for granted and manipulated. He feels the same way about (jailed co-star) Danny Masterson. He now trusts no one except for his wife Mila [Kunis]. He is going to keep his circle to his family."