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Shocking Photos Of Diddy's 1999 White Party Seem To Show Early 'Freak Off' Activity -- With Leonardo DiCaprio & Other A-Listers Present!

Diddy White Party photo Leonardo DiCaprio 1999

[Warning: Potentially Triggering Content]

Diddy‘s arrest last week was the culmination of a lot of work by federal investigators trying to expose the hip hop mogul’s alleged sex trafficking enterprise. But it’s far from the end. No, now that the infamous “Freak Offs” as he called them are now seen as essentially rape crime scenes, with prosecutors saying he drugged young men and women — often sex workers — and got them to participate in non-consensual sex acts for his and others’ amusement… it’s time to find out who participated.

We know there are videos of a lot of this. So the fallout is likely on the way for a lot of folks. But in the meantime, we can get some insight by looking back at the parties Puff was willing to show the public. See, between 1998 and 2009, Sean Combs hosted big star-studded events in the Hamptons called White Parties. You may recall Fanatics CEO Michael Rubin hosts them now. But we’re guessing things are going a little different these days?

Related: Why Cassie Won’t Speak Out On Ex Diddy’s ‘Triggering’ Arrest For Trafficking!

See, Diddy’s parties got WILD even then.

They brought together old money — rich, white businessmen mostly — with new money — movie stars, athletes, rappers. And the big thing they all had in common? Wanting to party hard. We’re talking bacchanalian revels. And we have the photos to prove it.

Brace yourselves. These pics — snapped at one of the first White Parties, in the East Hamptons on September 4, 1999 — have been publicly available for 25 years, apparently… but in the context of the accusations against the hip hop mogul, some of this stuff looks like photographic proof of the feds’ case! Oh, and you may recognize some celebs, too… like Regis Philbin and — yes — Leonardo DiCaprio. See what we mean (below):

Diddy White Party photo 1
(c) MEGA/WENN
Diddy White Party photo 2
(c) MEGA/WENN
Diddy White Party photo 3
(c) MEGA/WENN
Diddy White Party photo 4
(c) MEGA/WENN
Diddy White Party photo 5
(c) MEGA/WENN
Diddy White Party photo 6
(c) MEGA/WENN
Diddy White Party photo 7
(c) MEGA/WENN
Diddy White Party photo 8
(c) MEGA/WENN
Diddy White Party photo 9
(c) MEGA/WENN

Yeah, those last few… that certainly does look like a bunch of rich folks standing around watching “butt naked” people, as Khloé Kardashian once said about one of Diddy’s later parties.

Other celebs who have been seen in photos of Diddy’s parties? Russell Brand — shocker, Mariah Carey and then-husband Nick Cannon, Chevy Chase, Jennifer Lopez — obviously, Sarah Jessica Parker, Jamie Foxx, Russell Simmons, Martha Stewart, Vera Wang, and JAY-Z and Beyoncé. And many, many more.

Of course, Ashton Kutcher has also mentioned Diddy’s partiesDonald Trump is on video saying he’s a great guy and a “good friend.” And Justin Bieber… goodness, he spent time with Diddy so young…

We don’t know what all will come out. But it feels like this goes back decades… and a LOT of stars will be affected!

[Image via MEGA/WENN.]

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Sep 24, 2024 18:57pm PDT