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Sean “Diddy” Combs’ infamous parties have been a hot topic of conversation for years, with many celebrities playing coy about what really goes on behind closed doors.
However, following the disgraced music mogul’s arrest on Sept. 16, federal authorities released shocking information about his alleged “freak offs” — which they described as intense, multi-day sex parties involving heavy drug and alcohol use.
During these Freak Offs, the Bad Boy Records founder allegedly forced male and female sex workers to engage in sex acts, while he allegedly recorded.
According to the indictment, the “I’ll Be Missing You” rapper “subjected victims to physical, emotional, and verbal abuse” to ensure they would participate in the sex parties and even “hit, kicked, threw objects at, and dragged victims, at times, by their hair.”
Stories about Sean “Diddy” Combs’ wild parties have taken on a whole new meaning amid his arrest. Mark Von Holden/Invision/AP The disgraced rapper was arrested for sex trafficking, racketeering and prostitution in September 2024. WireImageDiddy has pleaded not guilty to charges of sex trafficking, racketeering and prostitution.
Despite proclaiming his innocence, Combs eerily predicted in 1999 that his wild parties might land him behind bars.
“They’re going to probably be arresting me, doing all types of crazy things just because we want to have a good time,” he told “Entertainment Tonight” over 20 years ago.
While it’s unclear which — if any — Hollywood stars knew about Diddy’s “freak offs,” keep scrolling to see what celebs have said about some of the parties he has thrown over the years.
Ashton Kutcher
Ashton Kutcher has hinted about Diddy’s wild parties in the past. Getty Images The pair became friends in the early 2000s while both working for MTV. WireImage for VH-1 Channel – New YorkAshton Kutcher struck up an unlikely friendship with Combs in the early 2000s while both working on MTV.
During a 2019 appearance on “Hot Ones,” the “That ’70s Show” alum explained that their “really bizarre” relationship began after Combs told the former “Punk’d” host that he was forbidden from pranking him.
When asked for his “favorite Diddy party story,” Kutcher declined to answer.
“I’ve got a lot I can’t tell,” the actor quipped before a long pause.
“Can’t tell that one, either,” he said with a laugh. “I’m actually cycling through them. … Diddy party stories, man — that was some weird memory lane thing.”
Kutcher played coy when asked about Diddy’s parties in 2019. WireImage “I’ve got a lot I can’t tell,” the actor said when asked about his favorite memory from one of Diddy’s events. Jason MerrittDuring a joint appearance on “The Late Late Show” a year prior, Kutcher gave more insight into his relationship with the producer, who he grew close to before meeting his now-wife, Mila Kunis.
“We were spending a lot of time together,” Kutcher, seated next to Diddy, told host James Corden.
“If you are a single man, there is probably no greater human being in the world to hangout with,” the actor continued, adding, “By the way, this was 20 years ago. So we were having a lot of fun together.”
Although the friends co-hosted Combs’ annual white party in 2009 to raise awareness for Malaria No More, there is no indication that Kutcher was involved in any of Combs’ alleged illegal activities.
Khloé Kardashian
Khloé Kardashian admitted to partying with Diddy during an old episode of “Keeping Up With the Kardashians.” Getty Images In 2014, Kardashian said she spent the weekend hanging out with pals — including Diddy. Jason MerrittKhloé Kardashian hinted at the nudity at Diddy’s parties during an episode of “Keeping Up With the Kardashians,” ironically titled “Secrets of a Double Life,” in 2014.
In the clip, the Good American founder told sister Kourtney Kardashian that she spent the weekend with “a bunch of [her] friends” — including Diddy, Quincy Combs, Justin Bieber and French Montana.
Elsewhere in the episode, Khloé shared more details about the wild weekend while bowling with her older sister and pal Khadijah Haqq, who also attended the party.
She said “half the people” in attendance “were butt-naked.” Getty Images for Sean Combs However, Kardashian was adamant about not sharing any other details about the event. AP“I haven’t been to bed yet. I got on a plane at 5:30 a.m.,” Khloé shared.
“Well, this party, I think half the people were butt-naked,” she added.
However, when Kourtney asked Haqq for more details about the party, Khloé instructed her to “stop talking.”
Jenny Mollen
Jenny Mollen claimed to have been invited to one of Diddy’s “freak offs” when she was a teen. Getty Images However, she denied his alleged invitation. Jenny Mollen/InstagramA week after Combs’ arrest, actress Jenny Mollen revealed she was invited to one of the music mogul’s “freak offs” when she was just 19.
“I was in San Diego and this guy came over and he’s like ‘My boss wants to meet you,’” Mollen recalled on her Instagram, noting that she was “not giving sex vibes” in jeans and a T-shirt.
Mollen eventually went over to meet Combs, who she joked had “the littlest hands [she has] ever felt.”
The actress claimed that Combs invited her up to his room for a party — which she declined.
“Guys, would I have been in a freak-off?” she asked, before bursting out laughing. “Would I have been captured in his room […] and would there be footage of me to this day in sort of a crazy exploitative freak off?”
Ellen DeGeneres
Ellen DeGeneres hinted at Diddy’s partying ways in 2018. L. Cohen “‘Cause, you know, once you get there the party really starts,” she told Diddy on her talk show. WireImageEllen DeGeneres interviewed the rapper on her daytime talk show numerous times over the years, revealing in 2018 that they also occasionally partied together.
After Combs arrived late to a taping of her eponymous show, the comedian asked if she was also going to be tardy to an upcoming party she was throwing.
“Yes, I am — no,” the “Act Bad” rapper admitted. “You know I have to arrive fashionably late.”
However, DeGeneres begged Combs not to arrive “too late.”
“But not too late. ‘Cause, you know, once you get there the party really starts,” she said.
Combs told DeGeneres, “I got you. I promise you I’m not gonna let you down on this big one, for real.”