After Diddy's prison release date moved up again, Jimmy Kimmel speculated that the rapper might be out before all of the Epstein files finally drop. The late night host addressed Diddy's prison update during Wednesday's monologue for "Jimmy Kimmel Live!

Sean “Diddy” Combs’ prison release date is getting a little bit closer as it was moved up again. According to official records from the Federal Bureau of Prisons viewed by Us Weekly on Monday, June 15,

In October 2025, Sean "Diddy" Combs began his 50-month sentence at a low-security federal prison in New Jersey

Sean ‘Diddy’ Combs will be headed to prison for the next few years. Judge Arun Subramanian handed down a sentence of 50 months after hearing from the defense, the prosecution, and even Diddy. In the weeks leading up to his sentencing and at the hearing ...

Over the last year, Sean “Diddy” Combs has spent a lot of time in courtrooms, and 2026 is looking to be more of the same. The rapper and mogul’s trial, which ended in conviction on two counts of violating the Mann Act, took up a large part of 2025.