A former girlfriend of Sean “Diddy” Combs testified for a second day at his criminal trial under the pseudonym “Jane”, describing how she felt pressured to engage in s*xual encounters with male escorts via BBC. At the same time, he watched – despite expressing that they upset her.
She also alleged a network of employees helped procure dr*gs for the lengthy encounters, known as “hotel nights” or “freak-offs”, that left her in pain and with frequent infections.
Prosecutors have charged Mr. Combs, with racketeering conspiracy, s*x trafficking and transportation to engage in prostitution.
He has pleaded not guilty to all charges. At the beginning of the trial, now in its fifth week, defence attorney Teny Geragos stated that the government had overstepped with its charges and are trying to portray consensual s*x between adults as evidence of crimes.
Noting Jane’s testimony, prosecutors are seeking to provide evidence that the music mogul’s activities were criminal.
In one “hotel night” encounter in New York in 2023, Jane testified that she invited a male sex worker to fly from Atlanta, Georgia, to New York City to join her and Combs for an encounter at the Trump International Hotel.
Jane testified that she paid for his ticket and, afterward, worked to make sure an envelope containing several thousand dollars was left for the escort at the front desk.
On another occasion, she reported that Mr. Combs’s chief of staff, Kristina Khorram, allegedly instructed her to pick up drugs in Los Angeles to bring to Mr. Combs’s mansion in Miami. Ms. Khorram has been named by prosecutors in court as a co-conspirator to Mr. Combs and may potentially testify.
Jane told the court that she picked the package up from a member of Mr Combs’ security, put it in her check-in luggage and flew to Miami, where she discovered it contained ecstasy.
She further stated that she often saw Mr Combs call his assistants and security to bring drugs to the hotels where they had their encounters with escorts.
Mr. Combs faces several charges, including racketeering. To prove this charge, prosecutors must demonstrate that he was operating a criminal enterprise and conspiring to commit crimes.
By the time of the 2023 encounter in New York, Jane realized that she no longer wanted to participate in the “hotel nights.” She and Mr. Combs had been together since 2021. During their trip, the two began to argue about their situation, and she told Mr. Combs, “I’m done with this.”
While Mr. Combs was defensive, he acknowledged her feelings and indicated that they didn’t have to continue with the arrangement. Nevertheless, later that night, she chose to join him for one of those encounters.
Prosecutors pressed Jane multiple times about why she remained in a relationship with Mr. Combs, especially after she expressed feeling “disgusted” and “repulsed” following one rare encounter where she did not take drugs. She explained that she used drugs to make the experiences feel less real.
A federal prosecutor asked why she arranged the “hotel night” in New York if she had just told Mr Combs she no longer wanted to participate.
Jane paused for a long time, at first saying it was hard to answer. She wanted to make her partner happy, she said.
Prosecutors introduced the pair’s financial ties. At the time, Mr Combs was paying Jane’s $10,000 (£7,400) per month rent, which he continues to do to this day.
Jane testified that the pair made a “love contract” in which Mr Combs agreed to give her a monthly $10,000 allowance for two years. The rapper would hold the money over her head if she resisted hotel nights, she testified.
She said one week, she was planning an “all-star party” with male escorts from their previous encounters.
Mr Combs said he was “hyped”, but Jane eventually tried to back out. Prosecutors showed the jury texts between the two, where Jane sent photos to prove she was not feeling well.
Mr Combs responded with messages she interpreted as threats to cut her off financially.
In 2024, near the end of their relationship, Mr Combs told her that he had not known the hotel night encounters upset her and that she had not told him.
But in reviewing her messages and notes from their relationship, Jane said she realised she expressed her unhappiness.
In one exchange, she told Mr Combs she was upset that he had spent time with another woman after only engaging in a “hotel night” with her.
“I need a breather and a break from you,” she texted him in November 2021. “This doesn’t make me feel good at all, your intentions are in plain sight.”
She also testified on Friday that the “hotel nights” took a physical toll on her.
She told the court that she frequently contracted infections, and felt pelvic pain “100% of the time” following the encounters.
