Rosie O'Donnell's old joke about Sean "Diddy" Combs at the 2000 Grammys has resurfaced, gaining traction online.

In a resurfaced video from the 2000 Grammy Awards, Rosie O'Donnell, 62, joked about predicting that Sean "Diddy" Combs', 54, ...

Rosie O'Donnell's joke about Diddy going to prison in 2000 is going viral, in the wake of the rapper's arrest last week. In ...

"I don't mean to be mean because, I mean, he's a nice guy and he can really sing sing. Oops!" the comedian quipped in a video ...

The former *NSYNC member said the revelation occurred after he overheard a conversation between the rapper and Justin Timberlake.

In the resurfaced clip, the comedian made the quips to members of the band TLC — who immediately burst out laughing.

"It was disturbing," O'Donnell said of the Netflix series, which has also been criticized by the Menendez brothers.

The cartoon patriarch has endured as a border-crossing, time-transcending pop phenomenon for decades. But why?

Hollywood is squaring off against Silicon Valley in the battle over SB 1047, California’s first-of-its-kind AI safety bill.

The former talk show queen admitted to being “just kind of in shock” about the news that federal authorities arrested the Bad ...

Rosie O’Donnell snickered that Sean “Diddy” Combs can “really Sing Sing,” referencing the maximum-security prison in Ossining, New York, decades before his sex ...

The idea that TV’s “Queen of Nice” might be mean may find DeGeneres reminding you of a certain daytime talk-show host who came out before her, but Ellen’s stand-up here comes closer to the style of ...