Celebrity News

Inside Sean ‘Diddy’ Combs’ wild parties: Leonardo DiCaprio, Sarah Jessica Parker, J.Lo, more spotted in resurfaced pics

Sean “Diddy” Combs welcomed droves of Hollywood’s biggest stars to his Hamptons mansion decades before the feds started looking into his “Freak Off” parties.

Following the disgraced rapper’s arrest, photos from some of his star-studded White Parties have resurfaced online, showing everyone from teen heartthrobs to some of fashion’s biggest names attending Diddy’s parties out East.

One photo, from July 2000, shows Diddy and then-girlfriend Jennifer Lopez lounging on a massive white bed covered in pillows. The pair dated from 1999 to 2001.

Photos from some of Sean “Diddy” Combs’ wild parties have resurfaced amid his arrest. Patrick McMullan/PatrickMcMullan
The rapper, pictured in 2000 with Jennifer Lopez, began hosting the parties in the late ’90s. Patrick McMullan/PatrickMcMullan
He often welcomed celebrities to his home in the Hamptons. Patrick McMullan/PatrickMcMullan

During the same party, the pair were pictured alongside Kimora Lee Simmons and then-husband Russell Simmons, Matthew Broderick, Sarah Jessica Parker, Aaliyah, Leonardo DiCaprio and more.

The “Titanic” star, then 25, was photographed sitting alongside Diddy and a few pals as they smoked and sipped on champagne.

Over the years, Diddy’s guestlist included Paris Hilton, Kim Kardashian, Howard Stern, Kelly Osbourne, Aretha Franklin, Martha Stewart, Tommy Lee, Pamela Anderson, Regis Philbin, Vera Wange, Jay-Z, Beyonce, Mariah Carey, Nick Cannon and more.

Sarah Jessica Parker and Matthew Broderick attended Diddy’s Fourth of July bash in 2000. Patrick McMullan/PatrickMcMullan
The 2000 party was also attended by Jay-Z. Patrick McMullan/PatrickMcMullan
Even people outside the music industry — such as Vera Wang and Regis Philbin, seen in 1999 — attended the gatherings. ZUMAPRESS.com / MEGA

After relocating to the West Coast, Diddy continued the tradition at his Beverly Hills home, where stars such as Ashton Kutcher and Russell Brand rocked up in all white.

Combs and Kutcher co-hosted the party in 2009 to raise awareness for Malaria No More.

However, there is no indication that any of the celebrities in attendance were involved in any alleged illegal activities at the parties.

A young Leonardo DiCaprio attended the rapper’s 1998 party in the Hamptons. ZUMAPRESS.com
Diddy’s guest list included people from every realm of Hollywood. Dimitrios Kambouris
He eventually moved the party from the East Coast to the West Coast. Getty Images

Along with the A-list attendees, resurfaced photos share a little insight into how things went down after hours.

One image, taken in 2008, shows two topless women straddling an unknown person in the pool as the rest of the partygoers go about their business.

Another photo from 1998 shows the “I’ll Be Missing You” rapper pouring champagne over two nearly naked women, who wore nothing but skimpy white thongs.

It’s unclear if any of the celebrities were aware of Diddy’s alleged illegal activities. ZUMAPRESS.com / MEGA
Mariah Carey was pictured at a party with Diddy in 2007. Getty Images
Paris Hilton and Kim Kardashian also attended a few of the rapper’s parties. WireImage for MAC Cosmetics
Diddy eventually moved his White Party from the East Coast to the West Coast. Jason Merritt

Other models walked around the party with nothing but small pasties over their chests.

A former drug dealer for Diddy described his experience at one of the rapper’s Hamptons parties during a recent interview with The Post.

“Weird s–t was starting to happen,” the dealer, who was allegedly there to supply cocaine, recounted.

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

Diddy co-hosted a White Party with Ashton Kutcher in 2009. Getty Images/Getty Images for Bl
The 2009 event raised awareness for Malaria No More. Getty Images
Diddy’s parties began over two decades before his arrest for racketeering and sex trafficking. Jason Merritt

The dealer claimed many partygoers, including “hookers,” were already high on ketamine and GHB when he arrived.

“That was when I got the f–k out of there,” he added, noting he did not see Diddy partake in any sexual activity at the event.

Diddy was arrested on racketeering and sex trafficking charges last week, with authorities claiming he threw massive sex parties called “freak offs” — which he allegedly “arranged, directed, masturbated during, and often electronically recorded.”

Diddy allegedly held “Freak Offs,” which he “arranged, directed, masturbated during, and often electronically recorded.” ZUMAPRESS.com
The rapper faces a minimum of 15 years behind bars if convicted. FilmMagic
Diddy, pictured pouring champagne on two women in 1998, pleaded not guilty. ZUMAPRESS.com

Prosecutors claimed in the indictment that the rapper “abused, threatened and coerced women and others around him to fulfill his sexual desires, protect his reputation and conceal his conduct” for decades, “creating a criminal enterprise whose members and associates engaged in … sex trafficking, forced labor, kidnapping, arson, bribery and obstruction of justice.”

The disgraced music mogul, who pleaded not guilty, is facing a minimum of 15 years behind bars if convicted on all counts.

If you or someone you know is affected by any of the issues raised in this story, call the Sexual Assault Hotline at 1-800-330-0226.