Former Assistant Continues, Cassie Mom Expected

Per the assistant, Diddy believed someone had written a blog post “lying” about his abuse toward Cassie. Additionally, the mogul wanted to see if James was the one behind the post. Afterward, he testified to not seeing Ventura for a few days. He ultimately learned that she had been at a hotel for about a week.

By: Jadriena Solomon

Per James, he’d stock hotel rooms for the mogul “often.” Items reportedly included “clothing, a toiletry bag, a medicine bag, food, and drinks.” Additionally, the medicine bag reportedly housed 25-30 pill bottles. James says this included substances such as “ecstasy… Percocet” and unmarked items.

When restocking “personal items” for Diddy, this reportedly included baby oil, lubricant, and condoms.

“I don’t think Mr. Combs ever stayed alone,” James told the court, noting that Diddy allegedly would be seen staying with Cassie or “other women.”

According to his testimony, one of James’ duties was to set up Diddy’s medicine bag in New York. As for what was in the bag, James said it included: viagra, ecstasy, percocets, Advil, Tylenol, Viagra, “pills to increase sperm count, water pills, $10,000 in cash, and “sometimes…

— TheShadeRoom (@TheShadeRoom) May 20, 2025

By: Jadriena Solomon

Per James, he saw Diddy take drugs and give them to friends. He noted that a dealer, referred to as “One Stop,” also mentioned in previous witness testimony, would supply Diddy with the drugs. Per the assistant, Diddy allegedly used Percocet while operating his day-to-day business. At night, Diddy allegedly preferred to take ecstasy.

Additionally, James noted feeling there was an unspoken requirement that he promptly and efficiently supply drugs to Diddy’s friends. While speaking, he noted doing so while on a trip to Saint-Tropez and at a party in Los Angeles.

By: Jadriena Solomon

On one occasion, Diddy’s Cartier bracelet went missing. Per James, he was instructed to search through a then-girlfriend of the mogul’s purse. This reportedly made him uncomfortable. However, he felt he could not refuse the search. On two other similar occasions, James says he was instructed to take a lie-detector test by a man who claimed to work previously for the FBI. He added that it was an “intimidating” experience.

Per James, a former employee named Capricorn Clark also allegedly went through a similar experience.

James testified Diddy had him undergo lie detector tests at least twice during his time as the mogul’s assistant. He told the court that during his first year working for Diddy, some money went missing and Diddy had a former FBI agent interview him. The agent allegedly…

— TheShadeRoom (@TheShadeRoom) May 20, 2025

By: Jadriena Solomon

Per James, he was a witness to the evening Diddy and a security guard went to confront Suge Knight after seeing him at a diner. Per James, Diddy ordered him to drive them back to the diner. He says Diddy sat in the backseat with three guns on his lap.

Furthermore, Knight was reportedly gone when they returned to the location. Nonetheless, James was “shook up” by the incident. In May of 2009, James stopped working for Diddy.

James Quit After Suge Knight Incident

David James testified he resigned from his job as Diddy’s assistant after witnessing the 2008 incident between Diddy and co., and Suge Knight. James said he was at Mel’s diner in Los Angeles picking up cheeseburgers when Diddy’s security…

— TheShadeRoom (@TheShadeRoom) May 20, 2025

By: Jadriena Solomon

David James recalled a “strange” incident in Miami in 2008, which included Diddy, Cassie and another man. James testified that he walked into a hotel room to drop off an iPod Diddy requested.

Once inside the room, James testified he he saw Cassie laying on the hotel bed on her…

— TheShadeRoom (@TheShadeRoom) May 20, 2025

By: Jadriena Solomon

James Believed Diddy Would Try To Embarrass Him:

David James testified about attending a New Year’s Eve Party, and detailed that a videographer was hired to film the whole thing. James said he got high off ecstasy, while drinking Ciroc and “Diddy-bopping,” which was caught on…

— TheShadeRoom (@TheShadeRoom) May 20, 2025

By: Jadriena Solomon

Per CNN, Defense attorney Marc Agnifilo has begun cross-examination of James. Per the outlet, Agnifilo challenged James’ assessment of the Suge Knight incident, alleging he shared different recounts on multiple instances.

“I think these are inaccurate notes,” James responded.

As for why he reportedly did not turn down Diddy’s request to return tot he diner, James said:

“Respectfully, sir, you have someone with three guns in this close proximity, I didn’t think I had the option to say something.”

By: Jadriena Solomon

Attorney Agnifilo reportedly asked James if he was granted immunity for his testimony. James reportedly replied he was unsure but signed a proffer agreement. Per the outlet, the agreement “gives a person some protection from prosecution.”

By: Jadriena Solomon

Per James, Diddy’s security included a second car which accompanied him wherever he went. This was reportedly so that the car could be on the right side of the vehicle Diddy was traveling in. Additionally, the car could pull up beside the vehicle Diddy was traveling in and “prevent anyone from ‘pulling up on him’ and potentially assassinating him.” To note, in March 1997, Diddy’s artist, the Notorious B.I.G., was killed in a drive-by shooting in Los Angeles, California.

James testified Diddy had a large security detail, which often included a second car when he was traveling. James said his team was “suspicious” of people “pulling up on him to shoot him.”

He added that people would often try to touch Diddy when he was in public and ask for…

— TheShadeRoom (@TheShadeRoom) May 20, 2025

By: Jadriena Solomon

Per James, working for Diddy appeared to be a grueling job. He testified that on one occasion, an assistant was sent to the hospital after working with Combs for 24 hours straight. The assistant reportedly experienced dehydration.

“You know what rhymes with tired? Fired,” James said of a slogan shared by Diddy’s staff and security.

Nonetheless, he reportedly found “mission” in his job.

“Mama Combs called me her son at one point,” he said, adding his goal. “To make sure that he was happy and prepared for the day.”

By: Jadriena Solomon

Per James, Diddy reportedly did not like having records of purchases for “personal items.” This reportedly included “condoms, baby oil, and personal lubricant.” Per James, he was told not to submit these items for reimbursement because “they were ‘items he didn’t want to have a record for.’”

David James testified Diddy did not expense freak-off supplies (astroglide, condoms and baby oil) through his business.

James: “I was told he didn’t want to run them through the company. He didn’t want a record of them.”

— TheShadeRoom (@TheShadeRoom) May 20, 2025

By: Jadriena Solomon

Per CNN, James testified about Combs confronting him about an altercation James got into with one of his chefs. Per James, he became upset when the chef told him about where Diddy “needed to be.” James allegedly grabbed her wrists and squeezed them, telling her to “stay in her lane.”

Combs ultimately confronted James about the incident.

“You can’t be putting your hands on women,” Diddy allegedly told him, threatening his firing if it happened again.

Diddy reportedly told James to sent her a gift and a note. When James did so, Diddy allegedly forgave him.

Diddy’s defense team questions James about an altercation with Combs’ personal chef, Chef Jourdan. James testified about an argument that turned physical between himself and Jourdan.

James testified they were in Diddy’s kitchen in Miami when the chef tried to tell him how to do…

— TheShadeRoom (@TheShadeRoom) May 20, 2025

By: Jadriena Solomon

Defense attorney Marc Agnifilo has ended his cross-examination of David James.

Prosecutor Christy Slavik returns.

By: Jadriena Solomon

Per CNN, the court paused for a 10-minute break, beginning at 11:27 p.m. EST.

By: Jadriena Solomon

Prosecutor Emily Johnson reportedly began questioning Regina Ventura. Per Regina, she met Diddy when he began dating Cassie in 2006. After they started dating, she says, she saw Cassie about three or four times a year.

“It was harder to get to her,” she said.

By: Jadriena Solomon

Per Regina, she allegedly wired money to Diddy in response to him threatening to release explicit videos of Cassie on one occasion. Regina says Diddy demanded $20,000 from her to “recoup” money he spent on Cassie amid their romance. Per the mother, Diddy was angry about finding out about Cassie and Kid Cudi.

Ultimately, Regina took out a home equity loan and wired the money to Diddy.

“[I was] scared about my daughter’s safety,” she said.

However, a few days later, Regina says, the money was returned to her account.

This instance was reportedly sparked by her receiving an email from Cassie in December 2011, alerting her to Diddy’s alleged plan.

“The threats that have been made towards me by Sean ‘Puffy’ Combs are that are that he is going to release 2 explicit sex tapes of me. One on Christmas Day, maybe before or right after and another one some time soon after that. He has also said that he will be having someone hurt me and Scott Mescudi physically (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),” Cassie wrote.

On the stand, Regina said:

“I did not understand a lot of it. The sex tapes threw me. I did not know the other person, but knew that he was going to try to hurt my daughter.”

Prosecutors questioned Regina Ventura about a December 2011 email Cassie wrote to her. In said email, Cassie revealed to her mom that Diddy was threatening to release her sex tape after he found out that Cassie was dating Kid Cudi.

Regina said Diddy demanded $20,000 for the…

— TheShadeRoom (@TheShadeRoom) May 20, 2025

By: Jadriena Solomon

At this point, jurors have been shown photos taken by Regina of Cassie’s apparent injuries.

“She was bruised, and I wanted to make sure that we memorialized it,” the mother said. “… she was beaten by Sean Combs.

Per Regina, December 2011 was the first time Cassie told her about the abuse. Previously, Cassie allegedly denied her speculation.

By: Jadriena Solomon

Keep up with our continued live coverage of week 2 of the trial and continued testimonies here.