The fallout from Sean "Diddy" Combs' ongoing legal troubles has reverberated through Hollywood, leaving some of his closest associates scrambling to distance themselves. Among them is actor Ashton Kutcher, whose decades-long friendship with Diddy is under renewed scrutiny following revelations of a 'ominous warning' the rapper once issued to the That '70s Show star.
Kutcher and Diddy first crossed paths in the early 2000s, forging a bond that saw them frequent each other's events and form a close friendship. However, their relationship took a striking turn when Kutcher, then the host of MTV's Punk'd, planned to prank Diddy as part of the show. The rapper caught wind of the plan and made a preemptive, ominous phone call to Kutcher.
"I gave him a call one day and said, 'I heard that you're gonna Punk me, and I just don't think that's a good idea,'" Diddy revealed during a 2018 appearance on The Late Late Show with James Corden. Kutcher, recounting the conversation, added, "I think it was some version of, 'If you do that, it will not end well for you. But I think we should work out a deal.'"
The warning was enough to dissuade Kutcher from moving forward with the prank, solidifying Diddy's reputation as a force to be reckoned with. "After hearing this, it proves that Ashton Kutcher has always feared Diddy," one commentator observed on social media. "From the sounds of it, Diddy has always had control over him."
Their friendship flourished despite this tense beginning. Kutcher often spoke fondly of their time together, describing Diddy as "the greatest human being in the world to hang out [with]" during his single days. The actor frequently attended Diddy's infamous parties, which have since come under intense scrutiny due to allegations of misconduct linked to the rapper.
However, Kutcher's tone shifted in recent years. During a 2019 appearance on Hot Ones, he avoided sharing details about his experiences with Diddy, stating, "I've got a lot I can't tell. I can't tell that one either."
The resurfacing of these anecdotes has taken on a darker tone in light of Diddy's current legal battles, which include allegations of sexual abuse, harassment, and sex trafficking. Sources close to Kutcher indicate that the actor is deeply concerned about being implicated, particularly as his wife, Mila Kunis, has reportedly insisted on cutting ties with the rapper entirely.
"There is no way in hell Ashton or Mila will be showing any sort of public support for Diddy right now," an insider told The Daily Mail. "Regardless of Ashton's long history with him, he has distanced himself since Cassie's lawsuit, and even more so in the wake of the new ones."
The source also revealed that Kutcher has been bracing for a possible subpoena as investigators probe Diddy's connections and the extent of his activities. The insider added that Mila will not allow Ashton to have any contact with Diddy.
Diddy's attorney, Aaron Dyer, has characterized the investigations as a "witch hunt" and maintains that the music mogul is innocent. "There has been no finding of criminal or civil liability with any of these allegations," Dyer said.
Despite Dyer's defense, the ripple effects of Diddy's scandals are undeniable. Federal raids on his properties in Miami and Los Angeles, coupled with his settlement of a lawsuit with former partner Cassie Ventura, have raised questions about how much more fallout Hollywood can expect.
For Kutcher, the stakes are personal and professional. Friends say he is not only grappling with the potential damage to his reputation but also the lingering fear of what Diddy might reveal in an effort to defend himself. Once a central figure in Diddy's social circle, Kutcher now faces the daunting prospect of being pulled into the rapper's spiraling legal woes.