Photos from Diddy's Freak Off parties show Leonardo DiCaprio, J.Lo, Kim Kardashian, and many others

After Diddy's recent arrest, photos from his White Parties resurfaced online showing Hollywood biggest stars.


Pop Culture & Art September 24, 2024
Courtesy: AFP

Sean "Diddy" Combs hosted numerous Hollywood celebrities at his mansion in the Hamptons long before federal authorities began investigating his infamous "Freak Off" parties.

After the rapper's recent arrest, photos from his glamorous White Parties resurfaced online, showing a wide array of stars—from teen idols to fashion icons—attending Diddy’s events out East.

Courtesy: PatrickMcMullan

Courtesy: PatrickMcMullan

One particular image from July 2000 features Diddy and his then-girlfriend Jennifer Lopez lounging on a massive white bed draped with pillows. The couple dated between 1999 and 2001.

Courtesy: PatrickMcMullan

Courtesy: PatrickMcMullan

At the same event, the duo was photographed with Kimora Lee Simmons and her then-husband Russell Simmons, Matthew Broderick, Sarah Jessica Parker, Aaliyah, Leonardo DiCaprio, and others.

The "Titanic" star, who was 25 at the time, was snapped sitting beside Diddy and a few friends as they smoked and sipped champagne.

Courtesy: ZUMAPRESS.com

Courtesy: ZUMAPRESS.com

Throughout the years, Diddy's parties attracted guests such as Paris Hilton, Kim Kardashian, Howard Stern, Kelly Osbourne, Aretha Franklin, Martha Stewart, Tommy Lee, Pamela Anderson, Regis Philbin, Vera Wang, Jay-Z, Beyoncé, Mariah Carey, Nick Cannon, and more.

Courtesy: PatrickMcMullan

Courtesy: PatrickMcMullan

After moving to the West Coast, Diddy continued hosting these parties at his Beverly Hills residence, where stars like Ashton Kutcher and Russell Brand appeared in all-white outfits.

Courtesy: WireImage

Courtesy: WireImage

In 2009, Combs and Kutcher co-hosted a party at the Beverly Hills location to promote awareness for Malaria No More.

There is no suggestion that any of the famous guests were involved in any suspected illegal activities during these gatherings.

Courtesy: Jason Merritt

Courtesy: Jason Merritt

Along with the A-list attendees, the resurfaced photos offer a glimpse into the after-hours events.

One image from 2008 captures two topless women straddling someone in the pool while other partygoers carried on.

Another picture from 1998 shows the "I'll Be Missing You" rapper pouring champagne over two nearly nude women, who wore only skimpy white thongs.

Models at the party were seen wearing little more than small pasties to cover their chests.

A former drug dealer for Diddy shared his experience at one of the Hamptons parties in a recent interview with The Post.

"Weird s–t was starting to happen," said the dealer, who claimed he was there to supply cocaine.

"Celebrity guys f—ing each other. There were back bedrooms and it was like the inner sanctum," he added. "You’d see two people you would not think would be hooking up, rappers, that was what shocked me." 

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