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 trafficking and racketeering arrest.
O’Donnell, 62, was Diddy’s neighbor in Miami and recently revealed she scored an invite to one of his famous White Parties despite allegedly only meeting him once.
But while talking to the famous ’90s girl group TLC years ago, she made several jokes at the embattled music mogul’s expense, telling Tionne “T-Boz” Watkins, the late Lisa “Left Eye” Lopes and Rozonda “Chilli” Thomas “see if you like it.”
“Lot of multiple nominees — multiple Grammy nominees — this year. Lauryn Hill’s got four, TLC’s got eight, and Sean Combs 5 to 10.” All four of the women burst out in laughter, with the comedian adding, “Get it? Like he’s going to jail.”
But O’Donnell shared she had an even better slapper than that.
“I was going to go… I don’t mean to be mean because, I mean, he’s a nice guy and he can really sing sing. Oops!” she said, turning to the camera to cover her mouth as the music group began cackling.
Diddy was arrested on sex trafficking and racketeering charges last week.
Despite his attorney’s efforts, the rapper was denied bail twice as prosecutors claimed he was a flight risk. Diddy is sitting in a special housing unit at the Metropolitan Detention Center (MDC Brooklyn) alongside crypto crook Sam Bankman-Fried.
The “I’ll Be Missing You” rapper has been accused of flying sex workers across state lines and forcing women he dated to participate in “Freak Offs” with male prostitutes.
Diddy’s alleged “Freak Offs” were described as “elaborate and produced sex performances that Combs arranged, directed, masturbated during, and often electronically recorded.”
Prosecutors claimed he would use the recorded footage of the “Freak Offs” as “collateral” for blackmail and use guns “to intimidate and threaten” them.
O’Donnell addressed Diddy’s arrest and compared him to convicted sex offender Harvey Weinstein.
Diddy’s uphill battle comes after the FBI raided the musician’s Miami and Los Angeles homes in March in connection to the sex-trafficking probe. The 14-page indictment revealed that agents discovered 1,000 bottles of baby oil and lubricant, images and footage of the “Freak Offs” and three defaced AR-15 assault weapons during the raids.
Diddy was charged with 3 counts of racketeering conspiracy, sex trafficking by force, fraud or coercion, and transportation to engage in prostitution. He pled not guilty to all counts.
If convicted on all counts, he faces decades in prison.
