Diddy 'in total shock' and 'depressed' over 50-month sentence, fears leaving prison broke

'He really believed he’d get out with time served, his lawyers promised,' a source shared about Diddy
Sean 'Diddy' Combs was sentenced to 50 months in prison after being found guilty of two counts of transportation to engage in prostitution (Shareif Ziyadat/Getty Images)
Sean 'Diddy' Combs was sentenced to 50 months in prison after being found guilty of two counts of transportation to engage in prostitution (Shareif Ziyadat/Getty Images)

BROOKLYN, NEW YORK: Sean "Diddy" Combs is reportedly struggling with a whirlwind of emotions after being sentenced for prostitution charges, as a new report suggests that the rapper didn't believe he would actually go to prison, having spent months in detention during the trial.

Now he is reportedly shocked, "anxious," and "depressed" with the fear of leaving the prison completely broken.  

Diddy faces uncertainty after sentencing

Sean Combs is seen on October 30, 2023, in Los Angeles, California (Hollywood To You/Star Max/GC Images)
Sean 'Diddy' Combs is seen on October 30, 2023, in Los Angeles, California (Hollywood To You/Star Max/GC Images)

A source told the National Enquirer, "He’s in total shock right now," about the rapper who was sentenced to 50 months or more than four years in prison, along with $500,000 fine, on October 3 after being found guilty of two counts of transportation to engage in prostitution.

"He really believed he’d get out with time served, his lawyers promised," added the source, noting that the Bad Boy Records founder was so confident "he’d be a free man again" that he even booked a speaking gig for the week after his sentencing hearing, which has now been cancelled. 

"Now all his plans are in limbo," the tipster confirmed, adding that all the other "deals he had in place are on hold."

Diddy fears coming out of jail 'completely broke'

Sean Combs aka Diddy attends the celebration for Diddy's birthday and new album launch at LAVO on November 9, 2023 in London, England. (Credit Image Source: Getty Images | Photo by Dave Benett for TAO Group Hospitality)
Sean 'Diddy' Combs attends the celebration for Diddy's birthday and new album launch at LAVO on November 9, 2023, in London, England (Dave Benett for TAO Group Hospitality/Getty Images)

With his situation unravelling, the rapper is increasingly worried about his finances during his prison sentence. According to reports, he has already spent $15 million on legal fees, which would likely increase due to the nearly 70 civil lawsuits he still faces.

The sentence would also prevent him from managing his business ventures, leaving him "terrified of coming out of jail completely broke."

Diddy 'clinging to hope' of Trump's pardon

U.S. President Donald Trump talks to the media before boarding Marine One on the South Lawn of the White House on September 21, 2025 in Washington, DC. President Trump will travel to Arizona to pay tribute to conservative activist Charlie Kirk at a memorial and return to the White House this evening. (Photo by Tasos Katopodis/Getty Images)
President Donald Trump talks to the media before boarding Marine One on the South Lawn of the White House on September 21, 2025, in Washington, DC (Tasos Katopodis/Getty Images)

The situation has taken a toll on the rapper both mentally and physically, according to the source, as he awaits transfer to prison. His last resort is to obtain a pardon from President Donald Trump, and although his team is said to have requested one, the president has not revealed whether he will grant it.

For now, Diddy is "still clinging to that hope," but those close to him say it's "unrealistic" to expect it to happen, said the source. 

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