Diddy hoping longtime friendship with Trump will spare him from prison: 'Donald owes him one'

BROOKLYN, NEW YORK: Sean "Diddy" Combs is reportedly looking to his longtime friendship with President Donald Trump in a desperate bid to avoid a lengthy prison sentence, sources close to the disgraced music mogul claim.
Now behind bars at Brooklyn’s Metropolitan Detention Center, Diddy is facing a mountain of charges that could leave him locked up for decades, but according to Hollywood insider Rob Shuter, the rapper believes he still has one powerful card left to play, as per Radar Online.

Sean 'Diddy' Combs leaning on past friendship with Donald Trump to avoid prison
"Donald was always a guest at Diddy’s legendary parties. They’ve known each other for years. Diddy admired Trump’s swagger – the bravado, the flash. He built part of his brand around that energy," a source said.
The two men go way back, with their mutual admiration publicly surfacing on Trump’s reality show 'The Apprentice' in 2012.
During one episode, singer Aubrey O’Day tried to leverage her work with Diddy as proof of her business acumen. "I have to say, I am a very strict and focused businesswoman because working for Diddy for six years trained me to have to be perfect," O'Day shared during the exchange.
Just a reminder that Donald Trump said how much he loved Diddy, that he was “a good friend” of his, and that “he’s a good guy” on The Apprentice.
— Art Candee 🍿🥤 (@ArtCandee) September 23, 2024
Who else did he say stuff like that about?
Oh yeah.
Jeffrey Epstein. pic.twitter.com/2gx7L0YlLR
Trump cut in, "Working for Diddy? I love Diddy. You know, he’s a good friend of mine. He’s a good guy. Is he a good guy?" When the singer sidestepped the question, the POTUS shrugged it off and said, "Oh well, I think he's a good guy, I'm going to stick up for him."
"Diddy thinks Donald owes him one. He’s counting on their history to keep him out of an orange jumpsuit," the source added.
Resurfaced clip of Donald Trump praising Sean 'Diddy' Combs sparks outrage
A resurfaced clip of Donald Trump praising Sean "Diddy" Combs on 'The Apprentice' has ignited fierce backlash across social media.

Users on X (formerly Twitter) didn’t hold back, with one writing, "He's an idiot, a terrible judge of character, and a liar," while another wrote, "Trump is so transparent and dumb."
"He talks so much there’s always recorded evidence… he lovessssss the sound of his own droning!!" another comment read.
A person said, "Even Trump thought diddy was untouchable... that's crazy. This clip did not age well," whereas someone else added, "Trump has got a lot of skeletons in his closet."
He's an idiot, a terrible judge of character, and a liar.
— Proviskaya 🇨🇦 🇺🇦 🇹🇼 🇬🇪 (@MooseandRaven) September 25, 2024
He talks so much there’s always recorded evidence… he lovessssss the sound of his own droning !!
— Hayley X 😉 (@tindale_hayley) September 23, 2024
Even Trump thought diddy was untouchable... that's crazy.
— CryptoHomer_AF (@IamHomer_AF) March 26, 2025
This clip did not age well 🤣
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