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

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.

Kimora Lee Simmons, Russell Simmons, Natane Adcock, ?, Damon Dash, Aaliyah, Sean Combs, Jennifer Lopez, Lisa Zane, Billy Zane, ?, ?, ?, Victor Matthews, Matthew Broderick, Sarah Jessica Parker, Andre Harrell, Veronica Webb,
Photos from some of Sean “Diddy” Combs’ wild parties have resurfaced amid his arrest.Patrick McMullan/PatrickMcMullan

Sean Combs and Jennifer Lopez
The rapper, pictured in 2000 with Jennifer Lopez, began hosting the parties in the late ’90s.Patrick McMullan/PatrickMcMullan

Damon Dash, Billy Zane, Janice Combs, Natane Adcock, ?, Andre Harrell, Aaliyah, ?, Sean Combs, Jennifer Lopez
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, Matthew Broderick
Sarah Jessica Parker and Matthew Broderick attended Diddy’s Fourth of July bash in 2000.Patrick McMullan/PatrickMcMullan

Jay-Z and P Diddy
The 2000 party was also attended by Jay-Z.Patrick McMullan/PatrickMcMullan

Sean Combs at his white party.
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.

Leonardo DiCaprio
A young Leonardo DiCaprio attended the rapper’s 1998 party in the Hamptons.ZUMAPRESS.com

Howard Stern, Kelly Osbourne, Beth Ostrosky, Kim Porter, Sean "P.Diddy" Combs
Diddy’s guest list included people from every realm of Hollywood.Dimitrios Kambouris

Sean Combs and Tommy Lee
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.

Related Posts

Dame Helen Mirren wants to recite song lyrics on a poetry album

Dame Helen Mirren wants to recite song lyrics on a poetry album Dame Helen Mirren would love to release a poetry album. The 79-year-old actress has won…

‘MobLand’: Helen Mirren Reveals How Maeve Really Feels About [Spoiler]’s Murder

‘MobLand’: Helen Mirren Reveals How Maeve Really Feels About [Spoiler]’s Murder [Warning: The following post contains MAJOR spoilers for MobLand Episode 7, “The Crossroads.”] The Harrigans wanted a war,…

Patrick Mahomes In Tears As Resume Takes Major Hit in Chiefs’ Super Bowl Loss

Patrick Mahomes In Tears As Resume Takes Major Hit in Chiefs’ Super Bowl Loss Kansas City Chiefs quarterback Patrick Mahomes had a chance to separate himself from…

Patrick Mahomes gets trolled over emotional sideline moment after Chiefs loss: “Crying cause the refs weren’t on his side”

Patrick Mahomes gets trolled over emotional sideline moment after Chiefs loss: “Crying cause the refs weren’t on his side” Patrick Mahomes gets trolled for crying after Chiefs…

“Patrick Mahomes Captivates with 5-Word Tribute to Wife Brittany” In a simple yet profound gesture, Patrick Mahomes captures the spotlight with a heartfelt five-word message dedicated to his wife, Brittany. This brief but touching tribute not only highlights the depth of their relationship but also resonates with fans, showcasing the power of love and appreciation. Mahomes’s words serve as a reminder of the importance of cherishing personal connections, drawing admiration and warmth from audiences everywhere.

“Patrick Mahomes Captivates with 5-Word Tribute to Wife Brittany” In a simple yet profound gesture, Patrick Mahomes captures the spotlight with a heartfelt five-word message dedicated to…

“Gutfeld Exposes: Unraveling the Greatest Media Fraud in History” In a bold and eye-opening commentary, Gutfeld delves into what he describes as the most significant fraud ever perpetrated by the media. With incisive analysis and a critical eye, he unpacks the layers of deception that have shaped public perception and discourse. This revelation challenges audiences to reconsider the narratives they have been presented with and questions the integrity of media institutions. Gutfeld’s exposé not only sparks debate but also encourages a deeper examination of the forces that influence information and truth in today’s world. As he lays bare the intricacies of this monumental media event, readers are invited to reflect on their own understanding and the power of media in shaping reality.

“Gutfeld Exposes: Unraveling the Greatest Media Fraud in History” In a bold and eye-opening commentary, Gutfeld delves into what he describes as the most significant fraud ever…