For years, Diddy’s lavish White Party ruled Labor Day. Here are some of the most unforgettable celebrity fashion moments.

It has been 25 years since Diddy threw the first White Party in the Hamptons, an event that brought together an unmatched collection of A-listers for a culture-defining event.

Fifteen years ago, Diddy held the first White Party. For more than a decade, the event attracted A-listers who celebrated hip-hop, community and the evolution of culture. (Getty Images)
Fifteen years ago, Diddy held the first White Party. For more than a decade, the event attracted A-listers who celebrated hip-hop, community and the evolution of culture. (Getty Images)
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When it comes to era-defining soirées, few rival Diddy's lavish White Parties. For more than a decade, from 1998 to 2009, the annual extravaganza over the Labor Day holiday was pop culture's hottest ticket, with an unmatched guest list delivering indelible fashion moments.

"I remember the first party he threw in the Hamptons," Paris Hilton recalled to The Hollywood Reporter in 2008. "It was iconic and everyone was there."

In the early aughts, an invite to the exclusive bash solidified one's A-list status stretching across entertainment, business, finance, fashion and technology. Recurring guests included the Kardashians, the Hilton sisters, Leonardo DiCaprio, Jay-Z, Beyoncé, Mariah Carey, Mary J. Blige, Al Sharpton and Martha Stewart.

Designer Donna Karan, Tommy Lee, Mariah Carey, Diddy, Star Jones and rapper Rev. Run at the 2007 White Party. (Bryan Bedder/CP/Getty Images for CP)
Designer Donna Karan, Tommy Lee, Mariah Carey, Diddy, Star Jones and Rev Run at the 2007 White Party. (Bryan Bedder/CP/Getty Images for CP)

It has been 25 years since Diddy's first White Party, which was held Sept. 7, 1998, over Labor Day weekend.

The annual tradition began when Sean Combs (currently known as Diddy but variously known as Puffy, Puff Daddy and P. Diddy over the years) decided to showcase his new Hamptons homestead by inviting more than 200 gliteratti to a barbecue. That first fete featured a largely old-money and predominantly white crowd, and the media was quick to label the rapper a “modern-day Gatsby,” which he seemed to relish during a 2001 interview with The Independent in which he boasted, “I am the Great Gatsby.”

Truth be told, Diddy was far from F. Scott Fitzgerald’s Gatsby, who threw extravagant parties to impress his monied neighbors. In this case, it was the establishment that wanted a glimpse of Diddy’s world.

As the rap mogul told Oprah in a 2006 interview, the intention behind the first White Party was to integrate hip-hop into the echelons of the mega-rich, to find an intersection of both worlds for the sake of unity.

“I wanted to strip away everyone's image and put us all in the same color, and on the same level,” he told Oprah of that inaugural Labor Day bash. “I had the craziest mix: some of my boys from Harlem; Leonardo DiCaprio, after he'd just finished Titanic. I had socialites there and relatives from down south. There were 200 people sitting out here, just having a down-home cookout."

Diddy and Kim Porter with their twin daughters, D'Lila Star Combs and Jessie James Combs. (Mat Szwajkos/CP/Getty Images for CP)
Diddy and Kim Porter pose with their twin daughters, D'Lila Star Combs and Jessie James Combs. (Mat Szwajkos/CP/Getty Images for CP)

Mission accomplished, according to some cultural observers, who believe Diddy's parties changed hip-hop, and American culture, forever.

Over the years, the White Parties branched out from the Hamptons to Los Angeles and Saint-Tropez, and also included several Fourth of July iterations. The events also served as a major fundraiser for various international charities.

The last official White Party took place in Los Angeles in 2009, marking the end of an incredible era. Here's a look back at some of the seminal moments.

Diddy and Tommy Lee take in the sights. (Getty Images)
Diddy and Tommy Lee take in the sights. (Getty Images)
Leonardo DiCaprio enjoying some laughs with Diddy and his crew at one of the first White Parties in the Hamptons. (Getty Images)
Leonardo DiCaprio enjoying some laughs with Diddy and his crew at one of the earliest White Parties in the Hamptons. (Getty Images)
(EXCLUSIVE, Premium Rates Apply) Paris Hilton, Kim Kardashian, Sean
Paris Hilton, Kim Kardashian, Diddy and Scott Storch at the White Party held in St. Tropez in 2006. (Jon Furniss/WireImage for MAC Cosmetics)
Lil' Kim attends sits on Diddy's white couch. (Mat Szwajkos/CP/Getty Images for CP)
Lil' Kim sits on Diddy's white couch. (Mat Szwajkos/CP/Getty Images for CP)
BEVERLY HILLS, CA - JULY 04:  Singer Mariah Carey and husband Nick Cannon attend the White Party hosted by Sean
Then-couple Mariah Carey and Nick Cannon at the 2009 White Party. (Jason Merritt/Getty Images/Getty Images for Blueflame)
EAST HAMPTON, NY - SEPTEMBER 02:  (L-R) Star Jones Reynolds, Janice Combs, Sean
Star Jones, Janice Combs, Diddy and Lil' Kim strike a pose. (Mat Szwajkos/CP/Getty Images for CP)
Howard Stern, Kelly Osbourne, Beth Ostrosky, Kim Porter, Sean
Howard Stern, Kelly Osbourne, Beth Ostrosky, Kim Porter and Diddy. (Dimitrios Kambouris/WireImage for Bad Boy Entertainment)
Paris Hilton and Nick Carter during PS2 Estate Day 3 - 6th Annual P. Diddy White Party at PS2 Estate in Bridgehampton, New York, United States. (Photo by Shareif Ziyadat/FilmMagic)
Former flings Paris Hilton and Nick Carter during Diddy's White Party in 2004. (Shareif Ziyadat/FilmMagic)
UNITED STATES - JULY 04:  Aretha Franklin, brandishing her own camera, leaves Sean (P. Diddy) Combs' annual White Party in Bridgehampton.  (Photo by John Roca/NY Daily News Archive via Getty Images)
Aretha Franklin snapping pics with her own camera as she leaves an epic night in July 2004. (John Roca/NY Daily News Archive via Getty Images)
Russell Simmons, Lennox Lewis, Diddy, LL Cool J and the Rev. Al Sharpton pose in front of Diddy's estate. (Dimitrios Kambouris/WireImage for Bragman Nyman Cafarelli)
Russell Simmons, Lennox Lewis, Diddy, LL Cool J and the Rev. Al Sharpton pose in front of Diddy's estate. (Dimitrios Kambouris/WireImage for Bragman Nyman Cafarelli)
Janice Combs, Sanaa Lathan and Phylicia Rashad during 6th Annual P. Diddy White Party at Star Room in Bridgehampton, New York, United States. (Photo by Johnny Nunez/WireImage)
Janice Combs, Sanaa Lathan and Phylicia Rashad during the 2003 bash. (Johnny Nunez/WireImage)
SOUTHAMPTON, NY - JULY 4:  Lisa Ling arrives to the
Lisa Ling arrives to the party in 2004. (Brad Barket/Getty Images)
Diddy and his crew take the party to Nikki Beach in St.-Tropez. (Jon Furniss/WireImage for MAC Cosmetics)
Diddy and his crew take the party to Nikki Beach in St.-Tropez. (Jon Furniss/WireImage for MAC Cosmetics)
Amber Rose arrives at the final White Party in Los Angeles in 2009. (Chris Weeks/Getty Images/Getty Images for Blueflame)
Amber Rose arrives at the final White Party in Los Angeles in 2009. (Chris Weeks/Getty Images/Getty Images for Blueflame)
Then-couple Ashton Kutcher and Demi Moore pose with Diddy at the White Party in 2009. (Michael Tran/FilmMagic)
Then-couple Ashton Kutcher and Demi Moore pose with Diddy at the White Party in 2009. (Michael Tran/FilmMagic)
Jay Z and Sean
Jay-Z and Diddy at the White Party in 2003. (Dimitrios Kambouris/WireImage for Bad Boy Entertainment)
Khloé Kardashian at the 2009 White Party (Kristian Dowling/Getty Images for Blueflame)
Khloé Kardashian at the 2009 White Party. (Kristian Dowling/Getty Images for Blueflame)
BEVERLY HILLS, CA - JULY 4: Jonah Hill attends SEAN
Jonah Hill attends the 2009 White Party. (DAVID CROTTY/Patrick McMullan via Getty Images)
BEVERLY HILLS, CA - JULY 04:  Actress Tracee Ellis Ross and half brother Evans Ross at the White Party hosted by Sean
Tracee Ellis Ross and Evan Ross at the 2009 White Party, which was held to help raise awareness for Malaria No More. (Kristian Dowling/Getty Images for Blueflame)
Niecy Nash arrives at the White Party in 2009. (Chris Weeks/Getty Images/Getty Images for Blueflame)
Niecy Nash arrives at the White Party in 2009. (Chris Weeks/Getty Images/Getty Images for Blueflame)

Additional reporting by Chrissy Nguyen