Sean Diddy Combs isn’t giving up without a fight. After being convicted of two prostitution-related charges earlier this month, the hip hop icon is now pulling every legal string he can ahead of his October 3 sentencing. The courtroom may have spared him the worst charges, but with a possible 20-year sentence hanging over his head, Diddy is desperate to tip the scales back in his favor.
In a bold move, Sean Diddy Combs’ legal team submitted a plan they hope will keep him out of jail until sentencing. The package includes a staggering $50 million bond secured by his multi-million-dollar Star Island estate in Miami.
He’s also willing to surrender his passport, limit travel to New York for legal matters, and allow himself to be monitored 24/7 by private security and electronic surveillance. The plan also includes drug and mental health treatment as part of his conditions, according to the Daily Mail.
Diddy Escaping the Worst, But Still in Deep Trouble
Diddy’s attorneys argue that his conviction under the 1910 Mann Act paints an outdated picture. According to them, this isn’t a case of trafficking or coercion. It’s about consensual adult relationships that unfolded in a swinger-style lifestyle. The filing claims that in today’s society, Diddy’s conduct might be distasteful to some, but it shouldn’t be criminal.
While Sean Diddy Combs dodged the most serious charges of sex trafficking and racketeering that could have meant life behind bars, the two convictions he did receive are still serious. He now faces up to 20 years in prison, although prosecutors have hinted a five-year sentence might be more likely due to his lack of a criminal record.

Since his arrest, Diddy has been held at the notoriously harsh Metropolitan Detention Center in Brooklyn. His legal team has described the facility as “dreadful,” citing threats of violence and overcrowded conditions. They argue his safety is at risk and use this as a further reason for his proposed release.
“We are aware of ongoing threats of violence and actual violence in the facility, such that Mr. Combs’ safety is constantly at risk,” the document states.
Sean Diddy Comb’s lawyers are banking on the court’s sympathy, and maybe a little star power. Their plea paints the music mogul as a non-violent figure caught in a legal time warp. They are simply trying to avoid the dangers of pre-sentencing jail. Whether the court sees it as a fair request or just another celebrity privilege grab remains to be seen. Either way, Diddy’s clock is ticking, and this battle is far from over.