Drugs were a big part of Sean “Diddy” Combs’ life and so-called “freak-offs,” the jury in the Bad Boy Records founder’s sex-trafficking trial have repeatedly heard, and this morning the court learned how he used the people in his inner circle to get Ecstasy and more in his hands. They also heard how Combs continued to engage in the drug-fueled sex sessions ever as the law closed in on him last year.

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“I just asked her if this was safe and okay,” Combs’ ex-girlfriend “Jane,” a pseudonym, said detailing a conversation with the ex-mini mogul’s then top aide Kristina Khorram about her concerns of taking a bag of drugs from LA to Miami. On her second day on the stand, Jane revealed that “KK” replied, “it’s fine, I do it all the time, just put it in your checked in luggage.”

In her sometimes-tear-filled testimony under questioning from the U.S. Attorney’s office for the Southern District of New York, “Jane” spoke of other occasions when she transported Ecstasy across state lines in a plane for Combs.

On the subject of drugs, which “Jane” like previous witness and Combs’ ex Cassie Ventura testified as well, said pills, cocaine and more were a primary inducement for the marathon “freak-off” sex sessions with male escorts. To that, the witness spoke of Combs getting his personal assistants and security details to procure more when his current stash ran out for the often filmed “freak-offs”

Those sex sessions took more and more of a toll on “Jane,” the witness said Friday to Assistant U.S. Attorney Maurene Comey, stating how she unsuccessfully begged Combs to have the other men wear condoms, the long days some of the “freak-off” went, and the fears she had things could get violent with everyone on drugs. In that, the jury heard recordings and saw images from the “freak-offs” with Jane, including Combs himself being dismissive of the use of protection.

On trial in New York City since May 12, the 55-year-old Combs could end up spending the rest of his life in prison if found guilty on federal charges of racketeering, sex trafficking, transportation to engage in prostitution and more. From “Jane” the past two days and before that Ventura’s pal Bryana Bongolan, who had told the court Wednesday that Combs had dangled her off a 17th-story balcony in 2016, the panel of eight men and four women in the courtroom has heard explicit and sometimes heartrending testimony about rapes, emotional and physical violence, blackmail, and filmed drug-juiced “freak-offs” from the “Me & U” singer, male escorts,  and his ex-personal assistant “Mia.”

Like other witnesses in the trial, “Mia” also spoke of watching the much-accused Combs beat, abuse and manipulate Ventura, as he did to many of the people in his orbit.

In a preemptive move from their opening statement, the defense has admitted their client is guilty of domestic violence, has been a heavy drug user, a swinger, and is overall not a very nice person. Yet, in that admission, which also saw attempts to undermine the credibility of accusers like Ventura, and “Jane,” attorney Teny Geragos made a point over and over of emphasizing that Combs isn’t on trial in this criminal case for any of that, and that his relationships, as kinky as things could get, were always with consenting adults.

Thursday saw things get even more immediately tense for Combs, as the usually lenient Judge Arun Subramanian threatened to have the sweater wearing and white-haired defendant removed from his own trial if he kept “nodding vigorously” and interacting with the jury. There was little response from usually verbose lead defense lawyer Marc Agnifilo except a promise to make sure Combs maintained proper courtroom decorum.

Combs certainly made a few looks in the jury’s way today, but the judge seemed to let it go – for now.

A view from the jury box inside a federal courtroom similar to the room where the Sean Combs sex trafficking trial is being held in Federal District Court in Manhattan on June 6, 2025 Jefferson Siegel-Pool/Getty Images

Having been involved with Combs since early 2021, self-described online influencer and single mother “Jane” first told the lower Manhattan courtroom of who sweet and loving Combs was during the early days of their relationship. How he offered to pay for a house for her, and supplement her income now that she was spending so much time with him. However, as Ventura and others have stated, that shifted over time and the accused appeared to employ old school pimp tactics to control and totally dominate the woman. Again, like he did with Ventura and others, as the prosecution clearly intends to convey to the jury, a sometimes semen-smeared Combs used the same M.O. of drugs, blackmail, fear and violence to make a baby oiled up, lingerie and high-heels wearing “Jane” participate in the “freak-offs.”

“Jane” told the jury of a September 2023 text she sent to Combs on her anguish over the “freak-offs” and being forced to have sex with other paid men for Combs’ pleasure. “It’s hurting me, she told Combs, “It’s dark, sleazy and makes me feel disgusted with myself.” The text added: “I don’t want to play this role anymore. I’m so much more than this …I feel like it’s the only reason you have me around and pay for the house.”

“Girl, stop,” Combs tersely replied.

Originally only taking place in upscale hotel suites from May 2021 to October 2023, sometimes with escorts and sometimes with porn stars, the “freak-offs” or “hotel nights” came to an end for about three months, “Jane” said today. The conclusion of the sex sessions came about a month before Ventura filed her very quickly settled ($20 million) abuse and assault suit against her 2007-2018 boyfriend Combs. After that suit, dozens and dozens of other civil suits against Combs followed, as well as raids of his L.A. and Miami homes by the feds and CNN’s broadcasting of hotel security footage of the “All About the Benjamins” performer kicking, berating and beating Ventura as she sought to escape a 2016 L.A. “freak-off.”

On her last day on the stand, the then heavily pregnant Ventura was forced by the defense to admit she is going to receive a $10 million settlement from the owners of the InterContinental.

Today, “Jane” said that the “freak-offs” picked up again in February 2024, but now they took place at Combs’ Florida home. There were a total of five such sessions, “Jane” noted, with the last one occurring in August 2024, just a few weeks before Combs was arrested in NYC on the charges he is facing in this trial.

Set to end before the July 4 holiday, Judge Subramanian promised the jurors, the trial runs from 9 a.m. to 3 p.m. ET every weekday – except when it goes longer at the judge’s discretion. To that, Combs’ 10-lawyer deep defense will likely start the presentation of its case next week, with a lot of sharp elbows expected.