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PhreeNews > Blog > World > Entertainment > O.J. Simpson’s Lawyer Reveals Mistake Diddy Made Earlier than His Sentencing
Diddy o j simpson.jpg
Entertainment

O.J. Simpson’s Lawyer Reveals Mistake Diddy Made Earlier than His Sentencing

PhreeNews
Last updated: October 5, 2025 10:47 am
PhreeNews
Published: October 5, 2025
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Following a grueling authorized tussle regarding his felony intercourse fees, Sean “Diddy” Combs was sentenced to 4 years in jail after being discovered responsible of transportation to have interaction in prostitution.

Through the court docket session, the rapper maintained a composed look however grew to become emotional when his youngsters bought the chance to deal with the court docket.

O.J. Simpson’s lawyer Alan Dershowitz has now weighed in on the case, saying Sean “Diddy” Combs made a “silly and boastful” mistake that value him his freedom.

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Diddy Made A ‘Silly And Smug’ Mistake, O.J. Simpson’s Lawyer Claims

ZUMAPRESS.com / MEGA

Whereas many on the web proceed to argue whether or not the period of the sentence was sufficient punishment for Diddy, authorized scholar and famed protection lawyer Alan Dershowitz has blasted him for the “silly and boastful” mistake he made earlier than the sentencing.

Experiences shared that the rapper was planning to pursue a public talking engagement in one other state, however the transfer didn’t sit proper with the Harvard regulation professor, who stated it was a “slap within the face” to the choose.

“I am unable to think about something extra silly than that,” Dershowitz informed Fox Information Digital. “How anyone permitted him to do this … It is only a slap within the face to the choose. It is outrageous. I am unable to think about any lawyer or any accountable particular person permitting … I might have give up the case.”

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The lawyer continued, “If I had been Diddy’s lawyer and Diddy had stated, ‘I am gonna make an association, and I will make it public.’ I might’ve stated, ‘Yeah, and you are going to get a brand new lawyer. I am not representing anyone who’s so silly and boastful.'”

He added, “I imply, I am not Dr. Kevorkian. I do not imagine in strolling my purchasers right into a dying chamber. And that was a kiss of dying.”

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Diddy Was Additionally Fined $500,000 Alongside With His Jail Sentence

Diddy in white suit
ZUMAPRESS.com / MEGA

On Friday, U.S. District Decide Arun Subramanian handed down the 50-month sentence to the “Finna Get Free” rapper, additionally ordering 5 years of supervised launch and a $500,000 superb.

Through the court docket session, Diddy appeared composed. Nevertheless, he broke down in tears when his ex-girlfriend Kim Porter’s dying got here up in an 11-minute video the court docket performed, which featured clips of him and his youngsters once they have been youthful.

When he was given the possibility to talk, the Dangerous Boy Information founder apologized for his “sick” actions, significantly to his ex-girlfriend Cassandra “Cassie” Ventura, in addition to Jane Doe.

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Prosecutors Demanded 11 Years For The Rapper

Sean "Diddy" Combs
Xavier Collin/Picture Press Company/MEGA

Throughout his sentencing, Diddy lamented dropping his freedom, companies, alternatives, and his household, including that he is “actually sorry for all of it, it doesn’t matter what they are saying.”

The rapper confronted as much as 10 years in jail for every depend of the prostitution associated fees, and will have bagged extra however for his acquittal of the extra severe intercourse trafficking and racketeering fees.

Prosecutors had requested the choose to condemn him to 11 years in jail, however his attorneys argued that he should not get greater than a 14-month sentence, of which he has spent greater than 12 months, as he has been staying on the infamous Metropolitan Detention Middle in Brooklyn since his arrest in September final 12 months.

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Decide Subramanian in the end opted for 50 months in jail; nonetheless, as a result of Diddy receiving time served credit score, he’ll solely spend 36 months, in keeping with studies.

Authorized Professional Thinks 11-Minute Video Was A Dangerous Concept

Sean "Diddy" Combs
MEGA

In the meantime, the 11-minute video additionally did not sit effectively with O.J. Simpson’s lawyer, Robert Shapiro, who informed Fox Information that household testimony is “extraordinarily emotional,” however would usually open up room for judgment.

“I might think about there are various issues that he has finished which might be optimistic,” Shapiro stated. “However he is bought one huge unfavorable – that 11-minute video. Disappears with a 30-second video. And so a choose is weighing that, and the rules particularly permit for conduct not thought of within the tips.”

The authorized skilled additionally defined that it is attainable Decide Subramanian already knew how he was going to condemn Diddy even earlier than getting into court docket on Friday.

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“My expertise is that judges prematurely have a fairly good thought of what the sentence is, they usually’re not going to be swayed tremendously,” the authorized skilled stated.

He went on to elucidate that oftentimes, judges have finished their due diligence earlier than sentencing and would normally have an “define of what she or he goes to say.”

“And his have been easy – What you probably did and your conduct, and that was the important thing phrase, substantial sentence in your conduct, not in your crime,” Shapiro added, referencing Diddy’s case.

Diddy Would Possible Attraction

Sean P.Diddy Combs is seen at the Met Gala in 2017
Eric Kowalsky / MEGA

For some, it is unlikely Diddy would settle for the sentencing with out some type of pushback. In line with Fox Information, former federal prosecutor Neama Rahmani stated that Diddy’s attorneys would seemingly pursue an attraction, particularly since a presidential pardon is unlikely to come back from Donald Trump.

“This is not the top of the authorized street for Diddy, although,” Rahmani stated. “He can and can attraction, and he has arguments that the choose improperly calculated the rules and thought of acquitted conduct.”

“And naturally, Diddy’s greatest likelihood of freedom has all the time been a presidential pardon,” the lawyer continued.

Experiences had it that Trump thought of the potential for pardoning the rapper however made a 180-degree flip due to his previous criticism of him.

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Rahmani added, “Count on a robust lobbying effort by Diddy’s crew within the coming days and weeks. This story is way from over.”

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