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 them.
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.”
Diddy 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 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.”
During 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 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.
“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
A 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.
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 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,” adding, “Cause, you know, once you get there the party really starts.”
Combs told DeGeneres, “I got you. I promise you I’m not gonna let you down on this big one, for real.”
Usher
Usher lived with Combs, his mentor, in New York in the ’90s when he was just a teen.
In a 2004 interview with Rolling Stone, the “My Boo” crooner said there “was always girls around” during his time living with Combs.
“You’d open a door and see somebody doing it, or several people in a room having an orgy. You never knew what was going to happen,” he shared at the time.
Over a decade later, Usher admitted during an interview with Howard Stern that there were “very curious things taking place” at Diddy’s home.
“I got a chance to see some things. I went there to see the lifestyle, and I saw it. I don’t know if I could indulge and understand what I was even looking at,” he recalled.
“I had curiosity of my own. I just didn’t understand it. It was pretty wild. It was crazy.”
When asked if he would ever let his kids stay with Diddy, Usher replied, “Hell, no!”
50 Cent
50 Cent has been one of Combs’ biggest critics even before news of his alleged abuse went public.
“I’ve been very vocal about not going to Puffy parties and doing s—t like that,” Jackson, who first met Combs in the early 2000s, told the Hollywood Reporter in July 2024.
“I’ve been staying out of that s—t for years,” he added. “It’s just an uncomfortable energy connected to it.”
The “Many Men” rapper, who met Combs in 2001, explained that he started getting bad vibes from the producer after he “asked to take [him] shopping.”
“I thought that was the weirdest s—t in the world because that might be something that a man says to a woman,” he explained. “And I’m just like, ‘Naw, I’m not f—king with this weird energy or weird s—t.’”
Although the pair collaborated in their early years, 50 Cent insisted it was strictly business and he “didn’t ever party or hang out with him.”
When asked why so many other rappers have yet to speak out against Diddy, the “In Da Club” rapper suggested that Diddy’s celeb circle was in on it.
“Some of them were involved, at the parties and enjoyed themselves,” he alleged. “They don’t know what the f—k is on tape or what’s not on tape, so they’re not going to say anything because they might have had too much fun.”
Ray J
Ray J, who called Diddy a mentor and friend, told Chris Cuomo in September 2024 that he and most of his peers were in “shock” over the mogul’s arrest.
“We’ve never seen the stuff that’s being said and the stuff that people are finding out,” he told the former CNN anchor. “I’ve never been in rooms that people are talking about, and I never knew they existed.”
The “Sexy Can I” singer, who attended several of Combs’ parties over the years, explained that he always “looked up” to the “I Need A Girl” rapper.
“This situation is super unfortunate, but it’s important to learn a lesson right now and ensure the next generation understands how to move differently with transparency and integrity,” he said.
Katt Williams
Katt Williams predicted Combs’ downfall during an appearance on the “Club Shay Shay” podcast in January 2024 — two months after the rapper’s ex-girlfriend Cassandra “Cassie” Ventura levied a bombshell lawsuit against him for rape and abuse.
“All of these big-d–k deviants is all catching hell in 2024,” the “Boondocks” voice actor said. “It’s up for all of them. It don’t matter if it’s Diddy or whoever you is, [pastor] T.D. Jakes, any of them.”
Williams also claimed he was invited to several of Combs’ infamous parties over the years but always declined.
“I’ve had to turn down $50 million four times. Just to protect my integrity and that virgin hole I was telling you about, right?” he alleged. “Because P. Diddy be wanting to party, and you got to tell him no.”
He repeated, “You got to tell him no! I did. See, I got the receipts for everything I’m telling you, that’s why I can say them so freely.”
LeBron James
LeBron James claimed Diddy threw the best parties four years before the embattled mogul’s arrest.
The legendary basketball star made the statement while joining Diddy on an Instagram Live.
“Hey, everybody know, ain’t no party like a Diddy party,” James told Combs in the resurfaced video.
“Yeah that’s whats up!” Combs replied with a smile.
Kendra Wilkinson
Kendra Wilkinson attended “one or two” of Diddy’s parties over the years — but insisted they were nothing like the feds claim.
“I had a great time in my youth. I didn’t really see anything,” she said during a September 2024 appearance on the “Kyle and Jackie O” radio show.
Although the former Playboy star “never saw anything really bad happening,” she admitted they weren’t necessarily PG parties.
“Sex is sex, in my opinion,” she added.
“I’m not saying that something bad didn’t happen,” she clarified. “I’m saying that nothing bad ever happened to me.”
