Sean Combs’s former girlfriend, who has said she was subjected to a pattern of degrading sex marathons with male escorts, will take the stand for her fifth day of testimony on Wednesday at the music mogul’s federal trial, as his lawyers seek to portray her as a willing participant in the encounters.
On Tuesday, the defense’s cross-examination of the woman — who is testifying under the pseudonym Jane — delved into lengthy, emoji-filled text exchanges surrounding the encounters, which the couple referred to as “debauchery” or “hotel nights.”
Prosecutors say Mr. Combs coerced Jane into these nights, and she has testified that they left her feeling disgusted, used and sometimes physically sick, saying that Mr. Combs tended to be dismissive when she voiced her aversion to them.
While questioning Jane, the defense highlighted messages from Mr. Combs in which he appeared to be solicitous about what she wanted to do sexually; once, in 2021, he asked her about her own sexual fantasies, writing, “we don’t have to be debaucherous lol.” Jane testified that she often read “undertones” of expectation in her boyfriend’s messages, leading her to be agreeable or try to cater to the kind of voyeuristic sex that he often requested.
“I know my partner and what he likes and what he wants,” she testified.
The trial is scheduled to have a delayed start on Wednesday, but when testimony starts in the afternoon the defense is expected to parse more messages that help chronicle the couple’s volatile relationship, which lasted from 2021 to Mr. Combs’s arrest in 2024.
Mr. Combs is facing charges of sex trafficking Jane and another former girlfriend, Casandra Ventura, who testified at the start of the trial. He is also facing a charge of racketeering conspiracy, which includes allegations that he ran a criminal enterprise that helped facilitate sex trafficking, among other crimes.
Mr. Combs has pleaded not guilty to the charges. His lawyers have denied that the mogul coerced the two women into sex, and they have asserted that members of Mr. Combs’s staff, including security guards and high-ranking employees, were members of lawful businesses — not a criminal conspiracy.
Under questioning from the prosecution, Jane described the drug-fueled nights of sex as “performances” and said she continued to participate to please Mr. Combs and to secure time alone with the man she loved. But in 2023, the dynamic shifted when he began paying her $10,000-a-month rent in Los Angeles. She testified that Mr. Combs started to use the house as “leverage” for her to continue participating in sex with escorts.
And she described a violent brawl with Mr. Combs in 2024, when he was under criminal investigation. She testified that afterward, when she had welts and a black eye from his blows, he demanded she perform oral sex on an escort despite her protests. She said she took the Ecstasy pill he gave her and complied.
Olivia Bensimon contributed reporting.
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