Why Diddy’s Fate Could Change In A Single Courtroom Decision

By Chukwudi Onyewuchi on September 23, 2025 at 8:30 AM EDT

Diddy at BET Awards 2022
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Sean "Diddy" Combs's future now rests in the hands of one New York judge.

After a trial filled with shocking testimony, explosive claims, and worldwide attention, the music mogul is waiting to learn whether he will walk free in weeks or remain behind bars for years.

His lawyers are requesting leniency, but prosecutors are seeking the harshest possible punishment. With sentencing just days away, one courtroom decision could completely change Diddy's life forever.

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Diddy's Lawyers Push For Just 14 Months

Diddy in pink suit
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Diddy's legal team submitted a request obtained by the Daily Mail to Judge Arun Subramanian asking that the Bad Boy Records founder receive no more than 14 months in prison for his prostitution conviction.

If the request is granted, he could be released almost immediately. His attorneys reminded the court that Diddy has already "served over a year in one of the most notorious jails in America - yet has made the most of that punishment."

They also filed nearly 70 letters from Diddy's family, friends, and colleagues, including his 84-year-old mother Janice, his sister Keisha, his children Justin, Chance, D'Lila, and Jessie, record producer Dallas Austin, and Dana Tran, the mother of his youngest daughter.

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In her own letter, Janice pleaded with the judge, saying she wants to spend "the last few years of my life" with her son, while admitting that he "has made some terrible mistakes."

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A Judge Already Rejected Diddy's Bail

Diddy smiling
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The lawyers' plea comes after Judge Subramanian previously rejected Diddy's proposed $50 million bail package earlier this summer.

Now, the disgraced rapper is hoping his clean behavior behind bars will work in his favor.

His legal team stressed that he has maintained an "incident-free record" at the Metropolitan Detention Center and has finally sobered up after "25 years of drugs and alcohol abuse."

Defense lawyers argued that the jury already sent a strong message when it cleared Diddy of the most serious charges, including racketeering conspiracy and sex trafficking, which could have led to a 15-year minimum or even life in prison.

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"Put simply, the jury has spoken. Its verdict represents an affirmative indication of innocence," they wrote. "It is time for Mr. Combs to go home to his family, so he can continue his treatment and try to make the most of the next chapter of his extraordinary life."

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Explosive Testimony Rocked Diddy's Trial

Sean "Diddy" Combs at the 2023 MTV Video Music Awards
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Diddy's trial captured headlines worldwide with graphic claims from his ex-girlfriends.

Cassandra "Cassie" Ventura told jurors she took part in "hundreds" of drug-fueled sex marathons, known as "freak-offs," during her 11-year relationship with the "Finna Get Loose" crooner.

Another woman, testifying under the name Jane, described similar experiences from 2021 until his arrest.

Prosecutors argued that Diddy used violence, fear, and drugs to control women. They described him as the "leader of a criminal enterprise" who wanted "complete control" over his victims.

In closing arguments, prosecutor Christy Slavik told jurors that Diddy "doesn't take no for an answer."

Defense attorneys countered that while the 55-year-old was "complicated" and sometimes abusive, his relationships were "toxic, not criminal."

They insisted the government exaggerated the evidence, with lawyer Teny Geragos telling the jury, "The evidence is going to show you a very flawed individual, but it will not show you a racketeer or a sex trafficker."

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The Jury's Mixed Verdict On Diddy

Diddy seen as guest at Jimmy Kimmel Show
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As reported by The Blast, the trial ended with a partial victory for Diddy.

Jurors quickly agreed on the first four charges, convicting him on two Mann Act counts tied to prostitution.

However, they initially split on the racketeering conspiracy charge, showing deep divisions about the government's claims.

While the guilty verdicts mean Diddy faces up to 20 years in prison, the fact that he was cleared of racketeering and trafficking is now a basis of his defense strategy.

His lawyers are urging the judge to consider that outcome as proof that prosecutors "have lost all perspective" by pushing for decades behind bars.

Prosecutors, however, are expected to argue at the sentencing that Diddy deserves far more than the four to five years they initially sought and could now push for the maximum penalty.

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Diddy Awaits His October 3 Sentencing

Sean Combs P.Diddy seen leaving a business meeting for REVOLT
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As the October 3 sentencing approaches, tension is growing.

Supporters continue to rally outside the courthouse, while critics demand that the record producer face the full weight of the law.

His lawyers have proposed not only a 14-month sentence but also supervised release, drug treatment, and therapy to show that he is serious about change.

"This case is not about a celebrity's private sexual preferences," prosecutor Emily Anne Johnson reminded the jury during trial. "The evidence will show the sexual conduct at issue in this case was coercive and criminal because the defendant made women have sex when they didn't want to."

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