Josh Russell / June 5, 2025
MANHATTAN (CN) — Sean “Diddy” Combs gave his fly-in girlfriend ecstasy and molly before sex “every time I saw him,” an ex-girlfriend from the 2020s testified Thursday afternoon in the entertainment mogul’s criminal trial in New York federal court.
Testifying under the pseudonym “Jane” to protect her privacy, Combs’ ex-girlfriend said they met during a girls’ trip to Miami in late 2020. “At the time, Sean was romantically involved with one of my girlfriends,” she said.
Jane, a professional social media influencer, said Combs offered to put her up at a hotel when she returned to Miami in January 2021, which turned into a five-day “first date” at the Faena Hotel Miami Beach.
She testified that Combs sent her a $10,000 bank transfer after their next trip together, a two-week vacation in Turks and Caicos and the Bahamas, where she took ecstasy every other day, “maybe like 10 times,” in each Caribbean location.
The soft-spoken Jane choked up on Thursday as she recalled Combs initiating a conversation in May 2021 about pornographic fantasies centered on bringing other men into their sex life.
“It seemed like he wanted that, and it was turning him on,” she said.
Quickly after she consented to the fantasy scenario, Combs was already on his phone arranging an escort from the Cowboys4Angels professional sex worker service to come over to their hotel suite, she testified.
She said Combs initially told her he didn’t want the escort, “Don,” to wear a condom while they had penetrative sex, before ultimately relenting and allowing him to put a condom on.
“‘These guys get tested all the time,’” Jane said he told her.
She said she enjoyed the experience first time as a “night that we did something so taboo, crazy, fun and sexy” but testified that the episode soon opened “a Pandora’s box in our relationship — just completely set the tone for the rest of our relationship.”
She said Combs soon began paying her rent of $10,000 for a luxury apartment in Los Angeles and making her feel obligated to have sex with other men.
“We would call them ‘debauchery’ or ‘hotel nights,’” she testified.
Jane’s recollection of the “hotel nights” with Combs — including his preferences for lingerie, “stripper heels,” red mood lighting, light creamy-colored fingernails and baby oil — echoed Casandra “Cassie” Ventura’s testimony from the first week of the trial, in which she described so-called “freak offs” — the drug-fueled, often multiday erotic marathons where Combs directed her to engage in protracted sex acts with male escorts for hours at a time while he watched.
During opening arguments last month, federal prosecutors described Jane as a single mom who was quickly introduced to the “freak off” concept after she began dating Combs and was soon induced to make herself available “at a moment’s notice” for “more nights in dark hotels with male escorts.”
Laying the case for a pattern of coercion and manipulation, prosecutors said “just as he had with Cassie,” Combs threatened Jane with the release of explicit sex tapes he’d recorded of her during the “freak offs.”
Cassie similarly testified that she continued to participate in the “freak offs” though she did not want to have sex with other men for fear of losing her special romantic relationship with Combs.
Combs’ defense, meanwhile, contended that Jane said she resented Combs’ relationships with other women but consented to a nonmonogamous sexual relationship with him for fear of otherwise losing him entirely.
Their relationship, defense lawyer Teny Geragos argued, was “toxic and dysfunctional” but remained consensual.
“Being a willing participant in your own life is not sex trafficking,” Geragos said.
Combs’ defense team has conceded that there was domestic violence leveled at his girlfriends but insists the admitted episodes of anger and violence were principally caused by “jealousy or drugs,” not by conspiracy or trafficking.
Earlier on Thursday, U.S. District Judge Arun Subramanian directed Combs to refrain from making facial expressions or any other interactions toward jurors from the courtroom well after prosecutors complained that he had been nodding at jurors during his defense’s cross-examination of Bryana Bongolan.
“It is absolutely unacceptable,” the Joe Biden appointee excoriated. “It absolutely cannot happen again.”
"I will consider taking further measures, which could result in the exclusion of your client from the courtroom. Do you understand that?” he said.
"I understand,” Combs’ attorney Marc Agnifilo replied.
“I want you to have a conversation with your client to make sure he understands — everyone should understand that I really meant it — that there should be no effort whatsoever to have any interaction with this jury,” the judge admonished.
Combs, 55, is standing trial on a five-count indictment charging him with racketeering conspiracy, sex trafficking and transportation to engage in prostitution.
If convicted on all charges, he faces a minimum sentence of 15 years in prison and a maximum sentence of life. He has pleaded not guilty.
The 12-person jury is composed of eight men and four women. There are six alternates: four women and two men.
The trial, now in its fourth week, was expected to run up to eight weeks into early July. Prosecutors said last week they appear to be running ahead of schedule.
© 2025, Courthouse News Service
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