Day 7 of the Diddy Trial: Combs Former Assistant Continues Testimony, Cassie’s Mom Regina Ventura Testifies

The seventh day of Sean “Diddy” Combs’ high-profile trial saw former assistant David James return to the witness stand for a second consecutive day. Maintaining his calm demeanor in the same blue suit and white shirt as the day before, James continued to describe a disturbing world of control, secrecy, and manipulation within Combs’ orbit. His testimony, which spanned everything from alleged drug use to armed confrontations, helped set the stage for an even more emotionally charged development in the trial as Regina Ventura testifies about threats, extortion, and abuse involving her daughter, Cassie.

David James Testimony Touches on Allegations Without Direct Violence

James testified that while he never directly witnessed physical violence between Combs and Cassie, he once read a blog post about an alleged nightclub assault and later faced an interrogation from Combs himself for viewing the article. James claimed that Combs reviewed his computer history, something that had never happened before, and called the experience deeply unsettling.

He said he had been delivering meals to Cassie at the London hotel for a week, but only Combs’ staff ever answered the door, raising suspicions that led him to seek answers online.

Luxury, Pills, and Unusual Requests

As James detailed, Combs’ lifestyle was opulent but secretive. He carried bags stuffed with thousands in cash and a medicine bag filled with everything from over-the-counter pills to Percocet and ecstasy. James witnessed the music mogul taking pills and recounted being asked to purchase items like condoms and baby oil with cash to avoid paper trails, off-the-record transactions that bolster the prosecution’s argument of systematic control.

Surreal Experiences and Security Incidents

James described unsettling episodes, such as, walking in on Cassie with another man while Combs was in the shower, and a harrowing night at Mel’s Drive-In when Combs’ team allegedly armed themselves after spotting Suge Knight. That moment, James said, was when he realized his safety was at risk and ultimately led to his resignation.

Polygraphs and Intimidation

James said Combs made him take polygraphs administered by a former FBI agent after a watch and money went missing. He also testified that Combs kept video footage of James dancing on ecstasy at a party, suggesting it could be used for leverage. Such tactics underscored a climate of intimidation that framed the workplace dynamic.

Cross-Examination and Legal Protection

Defense attorney Marc Agnifilo challenged James on inconsistencies and past omissions, especially regarding Suge Knight. James admitted to signing a proffer agreement, legal protection in exchange for cooperation, but denied any criminal involvement.

Final Moments of James’ Testimony

Before stepping down, James described incidents where Combs threatened to fire him, including a physical dispute with a chef and a false police report Combs allegedly asked him to file. With James’ testimony concluded, the trial shifted its focus to a key emotional witness, Cassie’s mother.

Cassie’s Mom, Regina Ventura Testifies About Abuse, Threats, and a $20,000 Sex Tape Extortion

In deeply emotional testimony, Regina Ventura testifies that in December 2011, her daughter sent her an email saying Combs threatened to release an explicit tape of Cassie after discovering her relationship with rapper Kid Cudi. Ventura said she was physically ill upon learning this, and described Combs as attempting to hurt her daughter emotionally and financially.

She told the court that Combs demanded $20,000 for the tape. Believing she had no choice, Ventura took out a home equity loan to pay him. The entire sum of money was returned 4 days later, she testified.

Bruises and Police Involvement

Ventura further testified that she photographed her bruised daughter that same December to document the physical abuse she says Cassie suffered at Combs’ hands. In another incident, when Combs allegedly took Cassie’s phone, Regina Ventura called the police and tried to retrieve it herself. She said she attempted to hit Combs in a heated confrontation, but was unsuccessful. Eventually, Combs returned the phone, taking Cassie’s car instead.

Notably, defense attorneys did not cross-examine Regina Ventura, leaving her damaging testimony unchallenged. “I do not have any questions for you,” said defense attorney Marc Agnifilo.

With each new voice, from employees to family members, the prosecution continues to paint a picture of a man who operated in a world of luxury, secrecy, and alleged coercion. As Regina Ventura testifies about threats, abuse, and a $20,000 extortion attempt involving her daughter, the emotional and legal stakes of this trial deepen significantly.

Her testimony, now part of a growing body of evidence, stands in stark contrast to the defense’s silence and may ultimately shape the jury’s perception of Combs’ conduct behind closed doors.

Hayes, “The Punisher,” Describes Sex Work for Combs and Cassie

Following Ventura, exotic dancer Sharay Hayes, known professionally as “The Punisher,” testified he was hired to perform in sexually suggestive scenes for Cassie and Combs. Hayes claimed he was initially paid in cash to “create a sexy scene” between him and Cassie while Combs observed silently. He estimated performing for the couple 8 to 12 times after that first meeting, adding that Cassie seemed mostly cooperative, though sometimes “winced and sighed” at the requests made by Diddy for her performances

Prosecutors aimed to show that even within these performances, Combs maintained psychological dominance, dictating every detail of the scenes.

Apparently Hayes suffered erectile dysfunction for a number of his performances, which made him think that he would not be asked to return.  He actually revealed his plans to release a book titled, “In Search of Freezer Meat:  The Story of the Male Mental Health Crisis Caused By Erectile Dysfunction and the Only True Cure No One Is Talking About… A Penis Implant.” Six pages of the book detail his encounters with Cassie and Diddy.

Homeland Security Agent Describes Miami Raid

The government’s tenth witness, Special Agent Gerard Gannon took the stand next, describing the logistics of the Homeland Security raid on Combs’ Miami mansion. The vast 20,000-square-foot property required dozens of agents and extensive photo documentation. Gannon said he oversaw the cataloging of evidence from the scene, giving the court a procedural look at the ongoing federal investigation.  

Gannon testified to parts of an AR-15 that were found in Diddy’s home, 7-inch stilettos, baby oil, and personal lubricant.

The court adjourned in the middle of his testimony, but the expectation is that he will continue to introduce more pieces of evidence in the next day.

What’s To Come In The Diddy Trial?

Kid Cudi is set to testify on Wednesday or Thursday.  Cassie previously testified that Diddy threatened to blow up Cudi’s car after he found out she was cheating with him.  Cudi’s car later blew up.