Diddy Trial Day 5: Cassie Cross-Exam Includes $10M Bombshell, Danity Kane’s Dawn Richard Testifies

Sean “Diddy” Combs’ ex-girlfriend, Cassie Ventura, faced probing questions about her financial motivations on her last day of testimony in the rapper’s sex-trafficking trial on Friday (May 16), while Danity Kane alum Dawn Richard also took the stand and said she witnessed Combs abusing Ventura.

Richard’s testimony closed out the first week of Combs’ much-awaited criminal trial, in which the music mogul is accused of coercing Ventura and other women into participating in drug-fueled sex shows known as “freak-offs.” R&B singer Ventura, the prosecution’s star witness, spent four days on the stand detailing how Combs allegedly controlled and physically abused her during their 11-year relationship.

Ventura faced her second and final day of cross-examination on Friday from Combs’ attorney Anna Estevao, according to the Associated Press and the New York Times. Defense lawyers had previously suggested they may want to keep questioning Ventura next week, but backed off the request after prosecutors flagged concerns that the very pregnant Ventura might go into labor over the weekend.   

Continuing a strategy from the first day of cross-examination, Estevao confronted Ventura with more seemingly loving text messages between her and Combs. Some appeared to support the defense’s theory that the pair’s sex life, while unconventional, was consensual.

“I don’t want to freak off for the last time,” Ventura wrote in one such text to Combs. “I want it to be the first time for the rest of our lives.”

Estevao also tried to imply that Ventura is motivated by money to lie about her experience with Combs, getting the witness to reveal for the first time that she’s getting a $10 million settlement from the Intercontinental Hotel in Los Angeles, where Combs was seen beating Ventura in infamous video footage from 2016.

The newly-revealed $10 million settlement is on top of a $20 million civil payout Ventura got from Combs himself after she sued the rapper in 2023. Estevao noted Friday that Ventura canceled an upcoming concert tour soon after inking that settlement.

“As soon as you saw that you were going to get the $20 million, you canceled the tour because you didn’t need it anymore, right?” Estevao asked Ventura.

“That wasn’t the reason why,” Ventura replied.

When prosecutors got another chance to question Ventura on re-direct examination later on Friday, she explained that she would give the money back if she could reverse Combs’ abuse. “If I never had to have freak-offs I would have agency and autonomy,” Ventura said.

After Ventura completed her testimony, her attorney, Douglas Wigdor, shared a statement from the singer: “This week has been extremely challenging, but also remarkably empowering and healing for me,” Ventura wrote. “I hope that my testimony has given strength and a voice to other survivors, and can help others who have suffered to speak up and also heal from abuse and fear.  For me, the more I heal, the more I can remember, and the more I can remember, the more I will never forget.”

Another figure in the music world took the witness stand after Ventura departed Friday: Dawn Richard, whose girl group Danity Kane was launched by Combs’ MTV reality show Making the Band.

Richard has a pending civil lawsuit against Combs, in which she alleges he harassed and assaulted her during “years of inhumane working conditions.” But those claims aren’t part of the criminal trial; instead, Richard served as a corroborating witness for Ventura.

During her brief testimony, Richard told the jury she witnessed Combs physically assault Ventura on multiple occasions. In one 2009 encounter, Richard said she saw Combs punch, kick, drag and even try to hit Ventura on the head with a cooking skillet.

The trial is expected to pick up Monday (May 19) with testimony from Ventura’s longtime friend Kerry Morgan, followed by other alleged victims of Combs’ freak-offs. The jury could hear evidence for up to two months total.