Sean "Diddy" Combs' alleged massive trove of pills included some affixed with former President Barack Obama's face on them, the mogul's former assistant testified at his trial this week.

A former personal assistant to Sean “Diddy” Combs gave a glimpse into the hip-hop promoter’s world when he worked for him nearly two decades ago, testifying at the hip-hop promotor's sex trafficking trial about his former boss' use of guns,

Tuesday, May 20, 2025, was Diddy's day 7 of his federal sex trafficking trial. This is the second week of the trial, and on day 7, Diddy's former assistant, David James, Cassie Ventura's mother, Regina Ventura, and a male escort, Sharay Hayes, took the stand.

Sean “Diddy” Combs once demanded Cassie Ventura pay him $20,000 and threatened to release “freak-off” videos of her because the fallen music mogul was enraged at her relationship with Kid Cudi, according to testimony.

Sean “Diddy” Combs allegedly brought three handguns to confront Suge Knight at Mel’s Drive-In in Los Angeles, according to testimony from his former assistant, David James. The explosive claim was made during Diddy’s ongoing sex trafficking trial in a New York federal court.

Diddy allegedly forced lie detector tests on staff and wore a niqab to conceal his identity during sex parties, according to sworn court testimony.

David James, Sean "Diddy" Combs' assistant from 2007 to 2009, testified in his former boss' trial on Monday. James testified that he worked 20 hours five to six days a week for a starting salary of $70,

The mother of Casandra “Cassie” Ventura testified that she paid Sean “Diddy” Combs in 2011 when he demanded the money because he was mad that her daughter was dating someone else.