Diddy Could Soon Be Free After Reports Surface Trump Will Commute Disgraced Hip Hop Mogul’s Sentence
Posted on: October 21, 2025, 08:10h.
Last updated on: October 21, 2025, 09:11h.
- Trump is reportedly considering commuting Diddy’s federal prison sentence
- Bettors on wagering exchanges are buying stock in Diddy being released
Earlier this month, Diddy was sentenced to four years and two months in a federal prison, and fined $500K after he was found guilty a month earlier on two counts of transportation for the purposes of prostitution. The disgraced hip hop mogul could walk free in the coming days after reports surfaced that President Donald Trump is mulling a commutation of the sentence.
Celebrity news site TMZ broke the report that, according to a “high-ranking White House official,” Trump is strongly leaning toward commuting Diddy’s sentence. Several White House staffers have supposedly urged the president not to interject in the rapper’s case.
Trump will do what he wants,” the insider reportedly told TMZ, adding that the commutation could be granted as early as this week. If that happens, Diddy could walk free by the weekend.
Diddy, 55, or Sean Combs, Puff Daddy, and P. Diddy, was found guilty by a jury of his peers of transporting his former girlfriend, Cassie Ventura, another former girlfriend, and male sex workers for the purposes of prostitution. He was found not guilty of the more serious racketeering conspiracy and sex trafficking charges.
Trump, Diddy Friendship
Diddy is 55 years old and has long been friendly with the billionaire president.
Yours truly was a writer at MTV’s “Total Request Live” where Diddy made regular appearances — with many unscheduled and unannounced — until he walked into the studio. Trump also appeared on the teen-focused celebrity and music countdown program, and Diddy was there at the same time on at least one occasion. The New York power players, Trump starring on his “Apprentice” series at the time and Diddy among the globe’s most notable and popular entertainers and hip hop business leaders, were more than friendly, talking backstage, laughing, shaking hands, and posing for photographs.
Diddy has been a lifelong Democrat and campaigned heavily for Barack Obama and Joe Biden. Combs additionally founded the “Our Black Party,” a grassroots organization dedicated to electing Black candidates.
In 2012, Trump referred to Combs as a “good friend” and said they got along well. Trump remained cordial with Diddy throughout the decades, though both parties acknowledged that their relationship deteriorated once Trump entered politics.
Online prediction betting market Kalshi gives Diddy a 23% chance of being pardoned or receiving a commutation. That’s up 14% over the past 24 hours. Polymarket, a similar exchange, puts Diddy’s odds at an implied chance of 18%.
Last week, Trump commuted the sentence of disgraced Republican politician George Santos.
Appeal Forthcoming
If Trump doesn’t commute Diddy’s sentence, he’ll continue appealing his conviction and sentence. A notice filed in New York’s Southern District this week advised the court that an appeal is forthcoming.
The filing didn’t disclose the grounds on which Combs will base his appeal. His attorneys, however, have said previously that the conviction shouldn’t stand because the transportation for the purposes of prostitution shouldn’t apply in the case.
Diddy has been in custody since September 2024.
No comments yet