Sean “Diddy” Combs appeared in a federal courthouse for a status conference hearing after being held in federal custody for the past three weeks..

The hip-hop star walked into the courtroom in a jail jumpsuit and immediate locked eyes with his family, smiling toward them, then later blew them kisses. Law&Crime’s Elizabeth Millner breaks down everything that unraveled inside the courtroom. The mogul was arrested on September 16th on multiple charges including sex trafficking and racketeering. Diddy made his first court appearance in prison clothes on Thursday, a stark contrast to his usual attire.

Courtroom sketch artists depicted the 54-year-old looking downcast in a baggy prison shirt during the pre-trial hearing to decide evidence to be used in the case. Despite the grim situation, Diddy managed a fleeting smile upon seeing his mother and children in the public gallery, who had come to show their support amid allegations from 120 women claiming abuse by the rapper. Diddy has consistently denied the allegations against him, maintaining his innocence throughout. However, following the hearing, Diddy was sent back to jail after being refused bail on a $50 million bond. Having been denied bail, Diddy will stay in prison until his trial begins – which isn’t scheduled until May 5, 2025. Prosecutors predict that Diddy’s trial could last approximately three weeks, with a Manhattan jury determining his fate on numerous charges of sex trafficking and racketeering.