The 54-year-old “Act Bad” rapper, who was booked on Sept. 16 for federal charges including sex trafficking and racketeering, discussed in a resurfaced 1999 Entertainment Tonight interview how his bacchanals — central to the federal case against him — would “probably” land him behind bars.

Before federal investigators discovered his “freak-offs,” Diddy predicted he would get arrested for hosting his infamous parties 25 years ago. “They won’t even give me a permit for the parties, they don’t want me to throw the parties no more,

Before his September 2024 arrest, Sean Diddy Combs predicted having run-ins with the law due to his parties. Here's what he said in 1999.