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Diddy trial live: Cassie takes the stand after male escort Daniel Phillip’s sordid testimony

Sean ‘Diddy’ Combs’ ex-girlfriend Cassie Ventura is set to testify against his him in his sex-trafficking and racketeering trial in Manhattan federal court.

The disgraced music mogul, 55, is accused of leading a criminal enterprise for 20 years, using his fame and wealth to coerce and threaten women into submission.  

On Monday, the jury heard harrowing testimony from Daniel Phillip, a male escort who testified that he was paid thousands of dollars to have sex with Cassie as Diddy watched.

Phillip recalled witnessing the rapper physically abuse Cassie on multiple occasions and added that the music mogul once gave him MDMA.

His testimony came after the court heard how Combs forced women to take part in drug-fueled sex parties which went on for days while he filmed them.

Combs’ defense says he is guilty of domestic violence but not of sex-trafficking or racketeering, and that the government is targeting him for his sexual preferences. 

 

Full testimony of male escort who claims he was paid by Diddy to sleep with Cassie

Daniel Phillip, 41, took to the stand for an hour yesterday afternoon to allege how Combs paid him up to $6,000 each time to take part in orchestrated sexual relations with R&B singer Casandra ‘Cassie’ Ventura.

Diddy would often direct their encounters, forcing them to engage in awkward ‘role play’ before giving Mr Phillip specific instructions on when and where to orgasm, the male escort alleged.

Sex encounters could last up to 10 hours, jury hears

Male escort Daniel Phillip said his sexual encounters with Cassie and Diddy could last anywhere from one to 10 hours.
He said after he was done having sex with Cassie, she and Diddy would head to the bedroom.
‘I would be sitting in that room for hours, just sitting there,’ Phillip said.
‘Sometimes they’d come out and say, OK you can go. Other times they’d ask me if I’m ready to go again.’

Court is in session for day two of Diddy’s trial

Diddy’s mother and children arrived to Manhattan court shortly before Judge Arun Subramanian started the prooceedings.

Family members of Sean Combs arrive at court for Sean "Diddy" Combs sex trafficking and racketeering conspiracy trial at U.S. court in Manhattan, in New York City, U.S., May 13, 2025. REUTERS/Mike Segar

Full breakdown of Diddy’s relationship with Cassie Ventura

As Sean ‘Diddy’ Combs faces charges of sex-trafficking in Manhattan federal court, his relationship with the singer Cassie is at the center of the horrific allegations.

The music mogul’s staggering downfall began when Cassie, real name Cassandra Ventura, filed a bombshell lawsuit in 2023 detailing terrifying claims of sexual abuse and violence.

The lawsuit was settled for an undisclosed amount just a day after it was filed, but it was too late for Diddy’s reputation, and the rapper was then hit with dozens of lawsuits including similar claims.

Diddy’s mother arrives in court ahead of Cassie testimony

Janice Combs has entered Manhattan federal court on Tuesday as she supports her son Diddy during his sex-trafficking trial.

Janice Combs, mother of Sean Combs, arrives at court for Sean "Diddy" Combs sex trafficking and racketeering conspiracy trial at U.S. court in Manhattan, in New York City, U.S., May 13, 2025. REUTERS/Mike Segar

Sec. guard described Diddy’s ‘devilish stare’ after alleged hotel attack on Cassie

The first witness called on Monday was Israel Florez. He’s now a Los Angeles Police Department officer, but in March 2016, he was working at a Los Angeles hotel as assistant director of security when he got a call that a woman was in distress on the sixth floor and encountered Combs.

Florez said he recognized Diddy immediately after getting called up to his room and only later understood it was Ventura with him.

According to Florez, Diddy was ‘on the chair slouched down and was in a blank stare’

He said: ‘As soon as I walked out…it was a devilish stare, looking at me. When I got out of the elevator I’m looking at him, he’s looking at me with no movement. He was wearing just a towel and socks.’

Florez told the court that Ventura looked ‘scared.’

He said: ‘She was in the corner. She had her hoodie on, pretty much covered up, I couldn’t see her face. She was pretty much in a corner.’

First witness Intercontinental Security Officer Israel Florez testifies on the witness stand in Manhattan federal court on the first day of trial, Monday, May 12, 2025, in New York. (Elizabeth Williams via AP)

Cassie’s statement following assault video last year

Cassie addressed the chilling video in a statement, which read: ‘Thank you for all of the love and support from my family, friends, strangers and those I have yet to meet.

‘The outpouring of love has created a place for my younger self to settle and feel safe now, but this is only the beginning.

‘Domestic Violence is the issue. It broke me down to someone I never thought I would become. With a lot of hard work, I am better today, but I will always be recovering from my past.’

Days after the video was released, Diddy posted a video apologizing.

Who is on the Diddy jury?

Eight men and four women are on the final panel of 12 with a further four men and two women listed as alternates. On the main juror panel, four are white, two are Hispanic, five are black and one is Asian. Of the six alternates, four are white and two are black.

Diddy and Cassie’s lawyers arrive in court for day two of his trial

Diddy’s lead attorney, Marc Afnifilo has entered Manhattan deferal court for day two of the mogul’s trial.

Sean "Diddy" Combs' lawyer Marc Agnifilo arrives at court for Sean "Diddy" Combs sex trafficking and racketeering conspiracy trial at U.S. court in Manhattan, in New York City, U.S., May 13, 2025. REUTERS/Eduardo Munoz

Cassie Ventura’s attorney Douglas Wilder has also arrived ahead of her scheduled testimony.

Lawyer of Cassie Ventura arrives at court for Sean "Diddy" Combs sex trafficking and racketeering conspiracy trial at U.S. court in Manhattan, in New York City, U.S., May 13, 2025. REUTERS/Mike Segar

LISTEN: The ‘King’ on Trial

On the latest installment of the Mail’s The Trial of Diddy podcast, reporter Germania Rodriguez described Sean ‘Diddy’ Combs’ muted reaction to the prosecution’s opening remarks against him, which included ‘graphic’ detail from the rapper’s former partner Cassie Ventura.

Diddy’s ex Misa Hylton seen outside court

Diddy’s former partnet Misa Hylton was seen at court today.

Hylton was Diddy’s first public relationship and the pair share 30-year-old son Justin Combs together. She also has a son and daughter with ex-husband Jojo Brim.

Who is Cassie Ventura’s husband Alex Fine?

Just a year before she was last seen with Diddy, Cassie married Alex Fine, who was originally Diddy’s personal trainer.

Cassie became pregnant soon after she started dating Fine. The couple is currently expecting their third child.

Fine was seen in court on Monday for the first day of Diddy’s trial.

NEW YORK, NEW YORK - MAY 12: Cassie Ventura's husband Alex Fine departs after the opening statements in the Sean "Diddy" Combs trial at the Southern District Manhattan Federal Court on May 12, 2025 in New York City. Jury selection has taken place in Combs' trial, who has been charged with sex trafficking, racketeering conspiracy, and transporting to engage in prostitution. Combs has been in custody at the Metropolitan Detention Center in Brooklyn New York since his arrest last September and has pleaded not guilty on all charges. (Photo by John Lamparski/Getty Images)

Jury shown 2016 hotel assault on day one of Diddy’s trial

Combs shook his head slowly from side to side and the packed courtroom fell silent as jurors were shown the 2016 hotel security camera video for the first time.

The video didn’t have sound.

Jurors watched intently on video monitors at their seats in the jury box, but there were no discernible, visible reactions.

Jurors ended up seeing the video four times.

First prosecutors showed it all the way through. Then, they played it as the hotel’s assistant security director at the time, Israel Florez, described what was happening.

Prosecutors then played a different version of the footage that Florez recorded off a monitor with his iPhone.

Combs’ lawyer then showed it again as she sought to poke holes in Florez’s recollection of events.

A video from a hotel is shown as prosecutor Christy Slavik questions Israel Florez, a former security guard, at Sean "Diddy" Combs' sex trafficking trial in New York City, New York, U.S., May 12, 2025 in this courtroom sketch. REUTERS/Jane Rosenberg

Diddy’s lawyers tried to go after Phillip’s credibility

Phillip testified that he didn’t ask for money during his encounters with Cassie and sometimes he wasn’t paid, saying: ‘In my head, I was just excited I was in this world and happy to be involved with people of such notoriety.’

On cross-examination, defense attorney Xavier Donaldson tried to attack Phillip’s credibility, mocking the slogan of the male review show company Phillip worked for and its slogan that it ‘provided the ultimate ladies night experience.’

Phillip testified that when he got to the door of the New York hotel room the first time he met Cassie, she told him that his boss had told her that she had to give him $200 upon his arrival. ‘And then she handed me $4,000.’

Phillip set to retake the stand when court resumes Tuesday

A male escort who began his testimony on Monday is set to retake the stand when court reconvenes on Tuesday.

Phillip told jurors that Combs was coy about his identity when they first met in 2012 at a Manhattan hotel.

The rap star wore a ball cap, obscured his face with a bandana and claimed to be in the importing and exporting industry, Phillip said.

The witness testified that it wasn’t until a subsequent encounter at a different hotel when Combs revealed who he was, answering the door in a suit and peacoat.

Stripper Daniel Phillip, the prosecution's second witness, testifies at Sean "Diddy" Combs' sex trafficking trial in New York City, New York, U.S., May 12, 2025 in this courtroom sketch. REUTERS/Jane Rosenberg

Diddy’s lawyer’s astonishing request of eight-and-a-half-months-pregnant Cassie

Lawyers for Sean ‘Diddy’ Combs requested if the rap mogul’s ex-girlfriend Cassie Ventura could be readily seated when she testifies against her ex in court, instead of walking to the stand in front of the jury.

Marc Agnifilo, one of Combs’ attorneys, made a request of District Court Judge Arun Subramanian to stop her from walking to the stand in front of potential jurors, hoping to avoid emotionally swaying from those deciding his fate.

Diddy’s children and mother supporting him during trial

Diddy’s mother Janice Combs and six of his seven children arrived in court for opening statements Monday.

They were escorted past a crowd of media and would-be trial watchers and brought straight into the building.

They sat together during witness testimony, with the rapper’s sons looking uncomfortable as sordid details were shared on the stand.

Family members of Sean "Diddy" Combs attend his sex trafficking trial in New York City, New York, U.S., May 12, 2025 in this courtroom sketch. REUTERS/Jane Rosenberg

Diddy tried to obstruct justice from jail, prosecutors argued

In November, prosecutors claimed that the rapper had tried to reach out to prospective witnesses and influence public opinion from jail in a bid to affect potential jurors ahead of the trial.

Prosecutors wrote that a review of recorded jail calls made by Combs showed he asked family members to reach out to potential victims and witnesses and urged them to create ‘narratives’ to influence the jury pool. They said he also encouraged marketing strategies to sway public opinion.

An attorney for Combs, Anthony Ricco, said in court that the prosecution’s portrayal of Combs as ‘a lawless person who doesn’t follow instructions’ or ‘an out-of-control individual who has to be detained’ was inaccurate.

Judge Arun Subramanian denied the bail application, saying evidence showed Combs to be a ‘serious risk of witness tampering.’

What Diddy’s overheard courtroom whispers to heavily pregnant TV reporter reveal

If any other man had asked how she was feeling, pregnant Fox5 reporter Michelle Ross wouldn’t have batted an eyelid.

But coming from the lips of the most famous showbiz villain in the world, the simple ‘how are you?’ carried what could be perceived as a seedy undertone.

Ross, who is seven months pregnant, isn’t the only expectant mother on the rapper’s mind.

Next week, Cassie Ventura, who is also heavily pregnant, is expected to take the stand in Diddy’s blockbuster sex trafficking trial.

The rapper’s ex-girlfriend and victim of the notoriously violent smackdown video that was the catalyst for his arrest, she now holds the key to the most hotly anticipated celebrity trial in recent memory.

Read the full list of charges against Diddy

Sean ‘Diddy’ Combs faces a slew of charges related to his alleged sexual and physical abuse of women.

He was charged with three crimes – racketeering, sex trafficking and transportation to engage in prostitution.

Heavily-pregnant Cassie seen days before she takes the stand against Diddy

The singer, who is expecting her third child with husband Alex Fine, was spotted in New York this week as jury selection in her ex partner’s case dragged on.

She announced her pregnancy in February this year, and is understood to be in her third trimester.

New York, CA - *PREMIUM-EXCLUSIVE* - *EXCLUSIVE* - Cassie Ventura has been pictured as she emerged for the first time in months, as she prepares to come face to face with her abusive ex, P. Diddy, at his trial. Cassie, named "Victim 1" in the trial, is preparing to testify under her real name against Diddy as his trial is set to kick off this week. She was seen in NYC on Wednesday afternoon as she visited a friend's home. She wore a sheer top with her baby bump on full display for the extremely rare outing. Reports state she has been lying low in preparation for the courtroom showdown. Pictured: Cassie Fine BACKGRID USA 8 MAY 2025 USA: +1 310 798 9111 / usasales@backgrid.com UK: +44 208 344 2007 / uksales@backgrid.com *UK Clients - Pictures Containing Children Please Pixelate Face Prior To Publication*

Will Diddy’s trial be televised?

Unlike other high-profile cases, the rapper’s trial will not be televised as it is in federal court.

Electronic media, including cameras, are banned in the Manhattan court room.

A sketch artist’s work will be the only visuals coming out of the courtroom.

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