WATCH: Diddy Drops Redemption Video Hours Before Sentencing Hoping To Sway Judge
Diddy released a last-ditch video and heartfelt letter to the judge before sentencing, hoping to spotlight his personal growth and positive impact.

Diddy Slammed With Two New Sexual Assault Lawsuits Before Sentencing
Diddy was hit with two new assault lawsuits just hours before his October 3 sentencing, intensifying the legal firestorm surrounding him.

EXCLUSIVE: Diddy Set To Launch Teaching Tour In October—If He’s Sprung From Jail
Diddy may trade his jail cell for a classroom next month, but only if a federal judge agrees to a lighter sentence on October 3.

Diddy Writes Letter To Judge Before Sentencing: “The Old Me Died In Jail”
Diddy addressed the court in a personal letter ahead of his sentencing, saying “the old me died in jail” as he asked for leniency.

50 Cent Implores Judge To Keep Diddy Locked Up: “He Is Very Dangerous”
50 Cent fired off a savage open letter to the judge in Diddy’s case, saying he wouldn’t feel safe if the Bad Boy mogul walked free.

EXCLUSIVE: Convicts Diddy & Billionaire MAGA Ally Miles Guo Plot AI Platform As Jail Buddies
Diddy and convicted billionaire fraudster Miles Guo are reportedly planning an AI platform from behind bars.

Yung Miami’s Tweet Triggers Outrage Days After Court Letter for Diddy Surfaces
Yung Miami’s tweet stirred up criticism online after her letter defending Diddy’s character surfaced just days before his sentencing.

Diddy Requests To Speak At Sentencing As Prosecutors Push For 11-Year Term
Diddy asked to speak at his sentencing in Manhattan, where prosecutors want over 11 years for his prostitution conviction.

EXCLUSIVE: Diddy Tries To Silence Mia From Speaking At Upcoming Sentence
Diddy attempted to block Mia from speaking at his sentencing, but the judge will now decide whether her voice will be heard in court on Friday.

Young Thug Prays For Diddy’s Release While Making Crude Baby Oil Gesture On Stream
Young Thug backed Diddy during a livestream while holding baby oil and making a gesture that instantly set social media ablaze.

Cassie Ventura Says Diddy Hasn’t Changed At All In Chilling Letter To Judge
Cassie told a federal judge she fears Sean “Diddy” Combs may retaliate if he isn’t sentenced to prison, citing years of alleged abuse.

EXCLUSIVE: Diddy Allowed To Wear Slacks, Sweater & Shoes With No Laces At Sentencing
Diddy received rare approval to wear civilian clothing at his sentencing, raising questions about how the judge may view his legal situation.

Diddy’s Thing For Men’s Bodily Fluid Ruins His Push For Freedom As New York Judge Refuses To Overturn Convictions
Diddy took a major L in Manhattan federal court Tuesday after a judge shot down his attempt to get two prostitution-related convictions tossed—leaving him stuck with a sentencing date this Friday on serious Mann Act charges. The 55-year-old Hip-Hop boss was convicted in July for flying male escorts across state lines to hook up with […]

BREAKING: Judge Shoots Down Diddy’s Attempt To Have Prostitution Conviction Dropped
Diddy was denied a motion to overturn two Mann Act convictions, leaving him facing up to 20 years in prison ahead of next month’s sentencing.

Cassie Ventura Fears “Swift Retribution” If Diddy Walks Free At Upcoming Sentencing
Cassie Ventura told a federal judge she fears “swift retribution” from Diddy if he walks free, urging the court to impose a harsh sentence.

Diddy Could Spend Decade In Prison As Prosecutors Push For 11-Year Sentence
Diddy faces up to 11 years in federal prison as prosecutors push for a lengthy sentence tied to his prostitution-related conviction.

Diddy’s Court Attire Becomes Legal Issue Before Sentencing
Diddy must explain to a federal judge why he should be allowed to wear civilian clothes at his sentencing hearing on October 3, 2025.

EXCLUSIVE: Diddy Ordered To Explain Why He Needs Fancy Wardrobe For Sentencing
Diddy was told by a federal judge he must explain why he should be allowed to wear civilian clothes at his sentencing in October 2025.

Diddy Turns Cellblock Into Classroom With Six-Week “Free Game” Program
Diddy led a six-week business course for inmates at Brooklyn’s MDC while awaiting sentencing on federal charges.

Diddy Accused Of Decade-Long Abuse In New Lawsuit By Former Stylist
Deonte Nash accused Sean “Diddy” Combs of a decade of sexual and physical abuse in a new lawsuit after testifying in the federal trial.
