Trump and Diddy aren’t strangers to each other. The two have been running in the same NYC high-profile circles for decades. Since Diddy rose to fame with Bad Boy Records in the ‘90s, he and Trump have ...

Sean Combs faces up to 20 years in prison at his October sentencing after being convicted of prostitution charges.

Sean "Diddy" Combs is again offering his Miami mansion as collateral for $50M bail package, arguing that at worst, he's just ...

What Happened: After initially facing a murder rap in the 2005 killing of one man and the attempted murders of two others, ...

Joe Rogan questions missing Diddy freak-off videos after trial ends quietly; says Combs likely won’t serve time due to elite ...

Sean ‘Diddy’ Combs’ legal team has submitted a new bail package proposal to Judge Arun Subramanian, arguing for his release from custody before his October 3 sentencing. This comes three weeks after ...

After a long trial, rapper Sean 'Diddy' Combs was acquitted of most serious charges, including sex trafficking and ...

As Wesley Morris and others discuss their time sitting in the courtroom, Diddy himself is still sitting behind bars at the ...

His attorneys assert that Combs is "the only person in jail for hiring adult male escorts for him and his girlfriend." ...

Sean "Diddy" Combs' team is arguing for his release from federal jail and a return to his sprawling Miami mansion as he ...

Aubrey O'Day has suggested Sean 'Diddy' Combs influenced her decision to get plastic surgery. The 41-year-old singer stars in ...

Former federal prosecutor Mitchell Epner told the Associated Press that he predicts a sentence of 24 to 30 months. Prosecutors expect a sentence of 51 to 63 months; Comb's attorneys expect 21 to 27 ...