Week 2 Testimony May 20, Sean “Diddy” Combs Federal Trial 

By T.L. Reigns

The Scoop Digital Newspaper: June 2025

David James

In gripping testimony, David, a former personal assistant to Sean “Diddy” Combs from 2007 to 2009, described a high-pressure, chaotic environment marked by drugs, surveillance, and control. Working 20-hour days, David traveled with Combs and was deeply involved in his private affairs. 

He recalled Combs referring to longtime partner Kim Porter as “my queen” and describing Cassie as “young and moldable,” revealing a disturbing level of control over her life and music. When David once asked Cassie why she didn’t leave, she responded, “Sean controls my life… he pays for my apartment.”

David recounted stocking hotel rooms with red lights, sex toys, baby oil, drugs, both legal and illegal, and other personal items for Combs. He admitted to procuring drugs from a dealer named Onestop for Combs and his friends. At parties, David said he witnessed Combs using ecstasy and once heard him remark about keeping a video of David “Diddy Bopping” on drugs as possible leverage.

One harrowing moment involved a late-night encounter at Mel’s Diner with Suge Knight. David, driving with Combs’ associate D-Rock, described an escalating confrontation involving firearms and four black SUVs. Afterward, at Combs’ home, Cassie emerged crying. Combs carried three guns, and they switched cars to avoid detection.

Cross-Examination

Under cross-examination, defense attorney Marc Agnifilo questioned David’s credibility and motivations. When asked why some details weren’t in earlier statements, David said the prosecutor advised him not to say anything self-incriminating. He admitted to signing a proffer agreement, which offers limited immunity. David also testified that Combs preferred hotel expenses not be recorded through the business, to avoid leaving a trail.

David ultimately resigned, fearing for his safety, but stayed on six months to train his replacement.

Regina Ventura

Cassie’s Mother Testifies: Threats, Bruises, and a $20K Demand

Regina Ventura, the mother of Cassie Ventura, delivered powerful testimony about her daughter’s troubled relationship with Sean “Diddy” Combs. Cassie signed with Bad Boy Records in 2006. Regina recalled meeting Combs in he served as Cassie’s boss and label head. After the couple began dating, they relocated to Los Angeles.

Suspicious after reading a blind item online, Regina once asked Cassie if Combs had hit her in a car. Cassie denied it at the time. However, Regina, years later in 2011 received a chilling email from her daughter detailing threats Combs had made. 

He allegedly warned Cassie that he would release two explicit sex tapes, one on Christmas Day and another shortly after, and that he would have someone physically harm both her and her then-boyfriend, artist Scott “Kid Cudi” Mascudi, while Combs was out of the country.

Regina also received a direct email from Combs demanding $20,000, claiming he had spent money on Cassie and needed to be reimbursed. He was angry that Cassie was in a relationship with Cudi. 

Fearing for their daughter’s safety, Regina and her husband took out a home equity loan from Charter Oak Federal Credit Union. They wired the money to a Bad Boy bank account provided by Combs’ bookkeeper, but it was returned several days later.

When Cassie returned home, Regina saw extensive bruising on her daughter’s body. She photographed the injuries, and those images were entered into evidence and shown to the jury.

In another disturbing moment from April 2012, Regina witnessed Combs intimidate a woman named Mia for laughing, leaving her pale, afraid and visibly shaken. On Cassie’s 30th birthday, a confrontation unfolded outside her apartment after Combs confiscated her phone. Regina demanded it back. Though he returned the phone, he reportedly took Cassie’s Jaguar.

The defense declined to cross-examine Regina Ventura.

^{Testimony read from Official Court Transcripts on Down The Rabbit Hole News on YouTube.}

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