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

The Owner Press by The Owner Press
October 6, 2025
in Business News
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Following a grueling authorized tussle referring to his prison intercourse costs, Sean “Diddy” Combs was sentenced to 4 years in jail after being discovered responsible of transportation to have interaction in prostitution.

Throughout the court docket session, the rapper maintained a composed look however turned emotional when his youngsters received the chance to handle the court docket.

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

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

Diddy in court
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 legal professional 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 legislation professor, who stated it was a “slap within the face” to the decide.

“I can not think about something extra silly than that,” Dershowitz instructed Fox News Digital. “How anyone permitted him to do this … It is only a slap within the face to the decide. It is outrageous. I can not think about any lawyer or any accountable particular person permitting … I’d have stop 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’ll make it public.’ I’d’ve stated, ‘Yeah, and you are going to get a brand new lawyer. I am not representing someone who’s so silly and boastful.'”

He added, “I imply, I am not Dr. Kevorkian. I do not consider in strolling my shoppers 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 Choose Arun Subramanian handed down the 50-month sentence to the “Finna Get Unfastened” rapper, additionally ordering 5 years of supervised launch and a $500,000 nice.

Throughout the court docket session, Diddy appeared composed. Nonetheless, 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 children after they had been youthful.

When he was given the possibility to talk, the Unhealthy 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 shedding 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 rely of the prostitution associated costs, and will have bagged extra however for his acquittal of the extra critical intercourse trafficking and racketeering costs.

Prosecutors had requested the decide to condemn him to 11 years in jail, however his legal professionals 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 Heart in Brooklyn since his arrest in September final yr.

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Choose Subramanian finally opted for 50 months in jail; nonetheless, as a result of Diddy receiving time served credit score, he’ll solely spend 36 months, in accordance with stories.

Authorized Professional Thinks 11-Minute Video Was A Unhealthy Thought

Sean "Diddy" Combs
MEGA

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

“I’d think about there are various issues that he has performed which are constructive,” Shapiro stated. “However he is received one huge unfavorable – that 11-minute video. Disappears with a 30-second video. And so a decide is weighing that, and the rules particularly permit for conduct not thought of within the tips.”

The authorized skilled additionally defined that it is doable Choose 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 upfront have a reasonably 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 performed their due diligence earlier than sentencing and would normally have an “define of what she or he goes to say.”

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

Diddy Would Seemingly Enchantment

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 legal professionals would seemingly pursue an enchantment, particularly since a presidential pardon is unlikely to come back from Donald Trump.

“This is not the tip of the authorized street for Diddy, although,” Rahmani stated. “He can and can enchantment, and he has arguments that the decide improperly calculated the rules and regarded acquitted conduct.”

“And naturally, Diddy’s greatest likelihood of freedom has at all times 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, “Anticipate a powerful lobbying effort by Diddy’s group within the coming days and weeks. This story is way from over.”



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