Diddys

Read letters written by Diddy’s cellmates as they review class disgraced music mogul has been teaching in prison

DISGRACED rap mogul Sean “Diddy” Combs has received glowing handwritten testimonials from his fellow inmates.

The letters paint him as a positive force inside Brooklyn’s Metropolitan Detention Center, despite the serious convictions hanging over him.

Sean "Diddy" Combs attends the REVOLT & AT&T Summit.

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Sean Combs is running a weekly session called “Free Game with Diddy” for inmatesCredit: Getty
The Metropolitan Detention Center in Brooklyn, New York.

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The rapper is currently being held at the Metropolitan Detention Center (MDC) in Brooklyn, NYCCredit: Reuters
A handwritten letter from a prisoner reviewing Diddy's class in jail, stating it taught respect and how to become a better version of themselves.

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Prisoners have written letters praising Diddy’s class that he is running in jail
Work performance rating for inmate Sean Combs, registering him as a tutor with a bonus justification that reads "Excellent class. Keep up the great work!!!"

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The class was also positively reviewed in a performance rating doc

The 55-year-old, awaiting sentencing next month, has reportedly been running a weekly session called “Free Game with Diddy.”

Inmates say it covers everything from entrepreneurship to health advice, while also giving them a chance to “pick his brain” about fame and money.

Douglas Welch, 42, told Judge Arun Subramanian that Combs “brings love into the Unit” and claimed the class pushed him to go “harder at my health journey.”

He wrote: “Sean Combs brings love into the unit.

“I know because since he’s been here all the Spanish and black inmates cook and pray together, workout together too…

“Since he started his class I’ve been going harder at my health journey.”

Another inmate, Quinton Davis, said the sessions included “business Management, entrepreneurship and life skills,” adding that Combs had even encouraged the group to use “AI and Chat GPT.”

“It’s a key factor and inside scoop on how Mr. Combs started from nothing and became the icon-business mogul he is today,” Davis explained.

“I also learned how to research things better by using AI and Chat GPT.”

Diddy faces just two years in jail after overhyped prosecution but could still go BROKE, says lawyer

A third prisoner insisted the rapper “brings joy and happiness to the atmosphere in the unit” and alleged that “everybody in the unit is treating and acting positively towards each other” since his arrival.

“Because of Mr Combs everybody in the unit is treating and acting positively towards each other,” the letter said.

“Mr Combs cares very much for everyone in here, doesn’t matter what race or age and he is making it his business to do his best to make an impact.”

An official evaluation form dated June 10 backs up those glowing reports.

The “Work Performance Rating – Inmate” document identifies Combs as a tutor in Unit C-B, with a handwritten note praising: “Excellent class. Keep up the great work!!!”

A handwritten letter from Douglas Welch to Judge Subramanian about Sean Combs' class.

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Douglas Welch said Combs is a ‘focused, positive, God fearing man’ who ‘brings love into the Unit.’
A letter from an inmate in MDC Brooklyn to Judge Arun Subramanian, praising Mr. Combs' positive influence in the unit.

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Another prisoner said the rapper ‘brings joy and happiness to the atmosphere in the unit’

The case against Combs

Combs has been jailed at MDC since his September 2024 arrest.

He was acquitted in July of headline-grabbing charges including sex trafficking and racketeering conspiracy.

But he was convicted on two counts of violating the Mann Act after prosecutors said he arranged travel for women and escorts across state lines for alleged drug-fuelled “freak-offs.”

Sentencing is scheduled for October 3, 2025.

His lawyers last week filed a 380-page plea asking Judge Subramanian to impose no more than 14 months, which would mean immediate release after time served.

They cited what they described as “inhumane” jail conditions, his childhood trauma, and claimed progress in battling substance abuse.

Courtroom sketch of Sean "Diddy" Combs reacting to a verdict.

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A courtroom sketch showing Combs’ reaction after he was acquitted of sex trafficking and racketeering charges on July 2Credit: AP
P. Diddy wearing a black tuxedo and bow tie.

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Combs is set to be sentenced on October 3Credit: Reuters

Over 100 letters from family and associates were also submitted, attempting to portray him as rehabilitated.

Prosecutors are expected to argue for a far stiffer punishment — reportedly four to five years — and continue to highlight allegations of violence and coercion against ex-girlfriend Casandra “Cassie” Ventura and another woman known as “Jane.”

On top of the looming sentencing, Combs is fighting multiple civil lawsuits and reputational fallout from years of abuse and exploitation claims.

For now, though, the inmates sharing his unit have presented a strikingly different picture to the judge — one of a man they say “changes the vibe” in prison.

The trial of Sean “Diddy

DISGRACED music mogul Sean “Diddy

Five: The number of charges against Combs. His charge sheet includes one count of racketeering conspiracy, two charges of sex trafficking by force, fraud or coercion, and two counts of transportation to engage in prostitution. Combs has pleaded not guilty to the alleged offenses. 

Twelve: The number of jurors. Six alternates will also be selected.

Two: In March 2024, two of Combs’ homes were raided by the feds. Cops searched a property in Holmby Hills, Los Angeles, that was linked to his production company. Agents also searched a property in Miami, Florida. Cops were pictured carrying boxes from the disgraced star’s Star Island mansion. In September 2024, Combs listed the Los Angeles home for $61.5 million.

1,000: The number of bottles of baby oil and lubricant seized by cops during the raids of the hip-hop star’s homes. The supplies are alleged to be linked to the star’s infamous drug-fueled freak offs.  

Eight: The number of weeks the trial is expected to last.

Eight: The number of lawyers on the prosecution team. Seven of which are women.

Seven: The number of lawyers on Combs’ defense team. Brian Steel, who represented the rapper Young Thug, is part of the defense team.

Four: The number of accusers who will take the stand. Combs’ ex-partner Cassie Ventura, who accused him of sexual abuse and assault, is the prosecution’s star witness. Combs and Ventura had an on-off relationship for over a decade. Ventura and Combs settled for $20 million a day after the lawsuit was filed.

15: Combs faces a minimum sentence of 15 years if he’s convicted on the sex trafficking charge.

10: Ten years is the maximum charge for the transportation for the purposes of prostitution.

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Diddy’s lawyers ‘approach Donald Trump about a presidential pardon’ after disgraced rapper convicted for prostitution – The Sun

SEAN ‘Diddy’ Combs’ attorneys have confirmed they’ve approached the Trump administration about a possible pardon.

It comes after the disgraced rapper Diddy was convicted of two charges of transportation to engage in prostitution last month.

Attorney Nicole Westmoreland speaks to reporters.

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Nicole Westmoreland confirmed the defense team reached out regarding a pardonCredit: Getty
Photo of Sean Combs at a Pre-Grammy event.

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Combs’ attorney said he remains ‘hopeful’Credit: AP
Donald Trump at Turning Point USA's AmericaFest.

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Trump previously suggested a pardon would be unlikelyCredit: Getty Images – Getty

“It’s my understanding that we’ve reached out and had conversations in reference to a pardon,” his lawyer told CNN.

Trump previously suggested a pardon would be unlikely.

In an interview with Newsmax last week, the US President said: “I was very friendly with him, I got along with him great and he seemed like a nice guy.

“I didn’t know him well. But when I ran for office, he was very hostile.”

Attorney for Combs Nicole Westmoreland said Combs “is a very hopeful person, and I believe that he remains hopeful”.

A White House official declined to comment.

It comes after The Sun on Sunday revealed last month how Ghislaine Maxwell is also seeking a pardon from Donald Trump.

Meanwhile, earlier this year the President pardoned Todd and Julie Chrisley, who were convicted of bank fraud and tax evasion in 2022.

And, when he was first inaugurated, Trump gave the founder of dark web marketplace Silk Road, Ross Ulbricht, a full and unconditional pardon and saved him from serving two life sentences after he was convicted in 2015.

It comes as Combs was denied $50 million bail – for the second time – ahead of his October 3 sentencing on prostitution charges.

Diddy’s ‘phantom fixer’ breaks her cover after rapper cleared of racketeering

Judge Arun Subramanian agreed with federal prosecutors’ decision to keep the disgraced rapper locked up at MDC Brooklyn.

In a court order the US district judge wrote there were no “exceptional reasons” warranting Combs’ release before his sentencing.

The former music mogul reportedly filed a new motion for bail, offering a $50 million bail package in which he pledged to stay at his Miami home and restrict travel to Florida and New York.

His legal team argued there is no binding precedent for keeping him in jail before sentencing – an argument Judge Subramanian rejected.

Courtroom sketch of Sean "Diddy" Combs reacting to a verdict.

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Combs reacting after verdicts were read in court last monthCredit: Reuters
Courtroom sketch of Sean "Diddy" Combs reacting to verdicts.

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He was acquitted of racketeering conspiracy and two counts of sex trafficking in regardCredit: Reuters
Photo of Sean "Diddy" Combs.

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Combs faces a maximum 20-year prison sentenceCredit: AP

They also claimed he is likely the only man in America jailed for hiring male sex workers to sleep with his girlfriend.

But Subramanian dismissed this, stating that the case involved “evidence of violence, coercion or subjugation in connection with the acts of prostitution”.

When Combs’ legal team raised concerns about his safety at MDC Brooklyn, Subramanian said staff protected Combs “even during an incident of threatened violence from an inmate”.

The judge added that the bail denial will not affect Combs’ sentencing in 60 days’ time.

Combs faces a maximum 20-year prison sentence – 10 years for each count of transportation to engage in prostitution.

However, federal prosecutors have said they would seek a three- to five-year sentence.

On July 2, Combs was convicted on two prostitution-related counts, but was acquitted of the more serious charges he faced.

He was acquitted of racketeering conspiracy and two counts of sex trafficking in regard to his ex-girlfriends Cassandra “Cassie” Ventura and “Jane” (pseudonym).

The music executive fell to his knees in prayer after the jury foreperson read the verdict.

Combs’ defence team delivered a post-verdict victory speech to reporters outside the US District Courthouse, calling the outcome a “great victory for the jury system”.

Agnifilo said the 12-person jury “got the situation right – or certainly, right enough”.

“We are not nearly done fighting. We’re not going to stop until he walks out of prison a free man to his family,” he added.

Meanwhile, in their closing arguments, prosecutors described Combs as the “leader of a criminal enterprise”, who used his expansive “wealth, power, violence, and fear to get what he wanted”.

The prosecution’s case centred on disturbing and graphic testimony about drug-fuelled “freak-offs” during which Combs allegedly coerced his ex-girlfriends into participate in sex acts with male escorts.

Combs was first denied bail in November 2024 – shortly after his arrest in late September of that year.

Courtroom sketch of a defense lawyer cross-examining a witness.

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Defense lawyer Nicole Westmoreland in courtCredit: Reuters
Ross Ulbricht, Silk Road creator, in a photograph from his 2015 trial.

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Trump’s pardon saved Ross Ulbricht from serving two life sentences in JanuaryCredit: Reuters
Photo of a man and woman posing together.

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The US President also pardoned Todd and Julie Chrisley, famous for the reality show Chrisley Knows BestCredit: Getty

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Exotic dancer ‘The Punisher’ on how found out Diddy’s identity

Brandon Livesay

BBC News, reporting from court in New York City

Jane Rosenberg /Reuters Male exotic dancer Sharay Hayes testifies at Sean "Diddy" Combs' sex trafficking trial in New York City,Jane Rosenberg /Reuters

Male exotic dancer Sharay Hayes testifies at Sean “Diddy” Combs’ sex trafficking trial in New York City,

An exotic dancer called The Punisher discovered his client’s identity when he turned on a hotel suite television before an encounter and the screen said, “Welcome Sean Combs”.

Sharay Hayes testified at the hip-hop mogul’s sex-trafficking trial that he was hired to create what he called “sexy, erotic scenes” with Combs’ then-girlfriend Casandra “Cassie” Ventura while a naked man watched from the corner.

But he did not realise at first that the man was Mr Combs. That changed when Mr Hayes was in a luxury hotel suite in New York waiting for his clients and he saw his name on the television’s welcome screen.

Mr Combs, 55, has pleaded not guilty to racketeering, sex trafficking and transportation to engage in prostitution.

Mr Hayes testified in a New York courtroom on Tuesday about his first meeting with the couple. He was “specifically told to not acknowledge” the man in the room and he said Mr Combs wore a veil over his face.

They were in a hotel room in Trump Tower on Central Park West and Ms Ventura greeted him at the door wearing a bath robe, Mr Hayes said.

Inside the room, the furniture was covered in sheets and there were “little bowls” on the floor with bottles of baby oil.

Mr Hayes’ testimony comes after the court heard from Daniel Phillip, who last week claimed he was paid to have sex with Ms Ventura while Mr Combs watched.

Cassie’s mother took photographs of daughter’s injuries

Also on Tuesday, the court heard from Regina Ventura, the mother of R&B singer Cassie.

An email from Ms Ventura to her mother from 23 December, 2011 was shown as evidence. In it, she wrote that Mr Combs had made threats towards her, and that he would “release 2 explicit sex tapes of me”.

The email also said Mr Combs had told Ms Ventura he would be “having someone hurt me” and “he made a point that it wouldn’t be by his hands, he actually said he’d be out of the country when it happened”.

After the email was shown in court, Ms Ventura’s mother identified several images of her daughter taken in her family home in Connecticut around the same time.

They show bruises across Ms Ventura’s upper and lower back, and her leg.

Ms Ventura’s mother alleged the bruises were from being her being “beaten by Sean Combs”.

US Federal Court A split image, on the left a woman lifts her skirt to show a bruise on her right leg. On the right that same woman lifts her shirt to show a bruise on her lower and upper back.US Federal Court

She also testified that Mr Combs had demanded $20,000, because “he was angry that he had spent money” on Ms Ventura.

Ms Ventura’s mother testified that she took out a loan with her husband and sent the money to an account as directed by Mr Combs’ “bookkeeper”.

“I was scared for my daughter’s safety,” Ms Ventura told the court, adding that she felt she had to pay “because he demanded it”.

The money then reappeared in their account about four days later, Ms Ventura said. There was no communication about its return.

Earlier on Tuesday, the defence vigourously cross-examined a former personal assistant of Mr Combs and pointed out some inconsistencies in the versions of events he had previously told the government.

The trial is expected to last several weeks and Mr Combs could face a life sentence if found guilty.

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