Diddy’s ‘Freak Off’ Escort Wiggle Room: Courtroom Drama, Not Dance Moves

Sean 'Diddy' Combs, who now could be found more regularly at the federal courthouse than a Grammy, is staring down sentencing on October 3 for two prostitution-related counts after a six-week trial ending July 2. The millionaire rap mogul was acquitted of sex trafficking but convicted of shuttling people — including 27 escorts featured in a prosecutor's photo collage captioned with phrases like 'drugged, covered in oil, sore, exhausted' — across state lines for his marathon 'freak offs.' His attorneys hope some of these escorts, who apparently moonlight as reluctant courtroom allies, will soften the judge's mood, arguing they're 'entertainers' not victims, and want their sealed, never-before-seen interviews unredacted and spotlighted. Meanwhile, prosecutors insist on secrecy, citing standard procedure, and demand at least five years, with the slippery math hinging on victim counts and Combs' admitted drug use and violence. Oh, and in classic legal sitcom fashion, the defense begged for extra pages and an extension on their sentencing brief – because apparently 25 pages isn’t enough to unpack 'freak offs' in federal prose. Meanwhile, Combs, who's been hanging out at Brooklyn’s Metropolitan Detention Center since September 2024, claims he’s turning a new leaf as an anti-domestic abuse advocate. Somehow, 'freak off' didn’t make the self-help brochure.

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Source: Businessinsider | Published: 9/16/2025 | Author: Laura Italiano