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Rosie O’Donnell joked Sean ‘Diddy’ Combs was going to jail years before rapper’s arrest: He will get ‘5 to 10’

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A clip of Rosie O’Donnell joking that Sean “Diddy” Combs would one day serve time in jail has resurfaced in light of the rapper’s recent arrest for sex trafficking and racketeering.
A clip of Rosie O’Donnell joking that Sean “Diddy” Combs would one day serve “5-10” years in jail has resurfaced amid the Bad Boy Records founder’s mounting legal woes.
The former talk show host poked fun at Combs potentially being locked up as she appeared in a video with TLC members Tionne “T-Boz” Watkins, Lisa “Left Eye” Lopes and Rozonda “Chilli” Thomas ahead of the 2000 Grammys.
“Wanna hear a joke I have? Ready? This is good. See if you like it,” O’Donnell began, per a clip shared on X.
“Lot of multiple nominees, multiple Grammy nominees, this year. Lauryn Hill’s got four, TLC’s got eight and Sean Combs 5 to 10.”
The wisecrack evoked chuckles from Lopes and Thomas before their expressions turned to shock.

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