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One of Sean Combs’ ex-girlfriends left the witness stand in tears Friday after testifying how Combs sprung a seemingly never-ending “freak-off” on her during what was supposed to be a romantic, one-on-one birthday celebration.
The woman, identified by the pseudonym Jane and listed as Victim-2 in the criminal indictment, said she was enjoying a dinner with Combs at Nobu in Miami in 2023 when he mentioned that a male escort would be coming that evening.
“I just gulped,” Jane said during her second day of testimony, having previously told the jury that she had tried to push back on the idea of freak-offs to a dismissive Combs. “I just accepted it.”
Upon returning to the hotel room, Combs gifted Jane a necklace. Then a man Jane had never seen before entered the room. Jane said she became like a “robot,” tapping into a well-established routine that she’d become familiar with since her first freak-off, or “hotel night” as she referred to them, with Combs in May 2021 — putting on lingerie, making small talk, and flirting with the escort.
Through heavy sobs, Jane said on the stand, “I just begin. I put my thoughts away. I turn into someone else.”
Trying to speed through the night, Jane said she began to ask the man to use protection before they had intercourse, sparking an upset reaction from Combs. “He was giving me dirty looks,” Jane said. She remembered him saying, “You better not ask for a fucking condom.”
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Combs eventually relented but “hated” the ensuing sexual activity, Jane said. He was allegedly “disinterested and so disappointed in what was happening,” walking around the room.
After the man left, Combs allegedly changed the couple’s room, moving into a bigger suite that was decorated for Jane’s birthday with flowers, balloons, and a cake. “He shifted his energy,” Jane recalled, describing Combs as positive and sweet.
The two were having a “rare bit of alone time” when a knock came at the door. Another male escort had arrived. Jane said there was “hours and hours” of sexual activity with the second man. She testified she wasn’t sure when the second man left, but remembered the sun had already risen. Then a third man arrived.
“It felt like even more of an abusive moment because it was my birthday and I didn’t want to do it on my birthday,” Jane sobbed, saying she “hated” freak-offs but complied because she “loved my partner.”
Later in the day, Jane returned to the aftermath of this birthday, alleging that Combs had left her in the hotel room to go on vacation with another woman. “It broke my heart,” Jane said. “I spent my birthday having sex with these guys.”
After realizing that Combs had embarked on this other vacation, she texted him, “I’d like to get off this hamster wheel.” And later, after reminding him that he’d promised her one-on-one time, she told him, “I didn’t want to do all that on my birthday. You knew how I was tired.” Jane repeatedly told Combs that she felt used, and wrote at one point, “Don’t I give you everything you want? What am I doing wrong?”
Jane testified that, after her birthday, she and Combs spent several weeks apart, though she testified that he repeatedly called and texted her (as did members of his staff). Eventually, they took a trip to Turks and Caicos, and when they returned, Jane said she and Combs entered into a “love contract,” per reports.
The two-year deal, Jane said, included a monthly allowance of $10,000, the majority of which she spent on rent for a new home. Jane moved into the house in April 2023, and when asked who was paying her rent now, Jane replied, “Sean.”
Jane dated Combs from January 2021 until his September 2024 arrest. During her first day of testimony on Thursday, she told the court that she “fell head over heels” for Combs during a passionate, whirlwind romance, before he sprung the freak-offs on her and opened “a Pandora’s box in the relationship.”
While on the stand Friday, Jane opened up about the harrowing experience of participating in the highly choreographed, drug-fueled sexual encounters (which Jane referred to as “hotel nights”) that Combs allegedly orchestrated with male escorts (referred to as “entertainers”).
Earlier in her testimony, Jane described a different hotel night in Miami where she was so high, she kept blacking out. In the shower with Combs afterward, Jane testified, she said she began to cry, then claimed Combs responded: “Don’t fucking do this right now. I’m high and I can’t fucking see that, I’m too high.”
Jane said she also broke down after a freak-off early on in their relationship, when she thought she would have a one-on-one date with Combs, only for her to end up having an encounter with an escort for 18 hours. When it ended, Jane said Combs told her he had to leave, and she began to cry.
“He said, ‘Are you crying?’” Jane recalled of Combs. “And just looked, like, disgusted with my face.”
Jane said she told Combs multiple times over the course of their relationship that she did not want to participate in the hotel nights. She often did this via text, claiming that when she tried to confront Combs in-person or over the phone, he would get “defensive, belittling and dismissive.”
In 2022, after watching Combs take a big trip with another woman, Jane texted him, “I don’t ever want to do a hotel night with entertainment again. I feel so cheap once again.”
While on the stand, she read one text she sent Combs in September 2023, two years into their relationship, in which she told him, “It’s hurting me”; “It’s dark, sleazy and makes me feel disgusted with myself”; “I don’t want to play this role anymore. I’m so much more than this”; and, “I feel like it’s the only reason you have me around and pay for the house.”
Combs allegedly responded: “Girl, stop.”
Jane testified about another instance, before a trip to New York City, where she told Combs she did want to participate in a hotel night, even though Combs kept asking her. Yet upon arriving, Jane realized, even before entering the hotel, that Combs was preparing for a freak-off.
The jury was shown a photo Jane took while sitting in a car outside the hotel that night, which showed the building lit up mostly in white lights — except for the red lights emanating from one room. Jane said she sat in the car for 40 minutes waiting for Combs, adding that she took the picture because it was “extremely obvious” that Combs’ assistants were setting up the room.
When she finally met up with Combs, they began to fight. While Combs allegedly told Jane she didn’t have to do the freak-off, Jane testified that “in my heart I knew he didn’t mean that, because it still happened that night.”
Jane later claimed that, near the end of their relationship in 2024, Combs told her he had no idea how she actually felt about the hotel nights. While Jane said she believed Combs at first, she soon reviewed her text history with him and realized that she “had been saying the same things over and over again” since 2021.
Jane fought back tears during much of her emotional testimony, while prosecutor Maurene Comey appeared to position herself in such a way as to shield Combs from Jane’s view. Combs, for his part, sat back and appeared unfazed. He occasionally took quick glances at the jury as well, something Judge Arun Subramanian warned him about during court yesterday.
Jane’s testimony Friday also marked the first time the court and jury heard recorded footage from a freak-off. Several of Combs’ alleged victims, including Casandra “Cassie” Ventura have testified that Combs regularly recorded these encounters, and sometimes threatened to release them as blackmail material. (Later in the day, the jury — but not the public — also saw still images from several freak-offs, including one that allegeldy took place at Combs’ house.)
The recording presented to the court contained only audio, including a conversation between Jane, Combs, and a man who went by “Don” while sensual music thumped in the background. Jane was heard asking Don to wear a condom, and while Don agreed, Combs then walked into the room and intervened.
Jane said she often asked the sex workers to use condoms, but eventually stopped because Combs didn’t like it. “He did not want to see a rubber while watching,” she testified.
At one point, Comey asked Jane why she needed Combs permission to have a sexual partner wear a Condom, she replied that she was “still trying to process that.”
Throughout her testimony, Jane discussed the various ways Combs and his staff allegedly coerced or forced her into doing things she was not comfortable with — a dynamic that’s at the heart of the state’s case against Combs. Along with her participation in the hotel nights, this also included, Jane testified, instances where she was asked to fly with drugs for Combs.
For instance, Jane alleged, Combs once told her to fly with a pack of drugs from Los Angeles to meet him in Miami. Jane said she asked Combs’ former chief of staff Kristina Khorram if this was “safe and OK,” to which Khorram allegedly replied, “It’s fine, I do it all the time, just put it in your check[ed] in luggage.”
On a couple of occasions, Jane also testified to organizing hotel nights herself, ostensibly as a surprise for Combs, but also because she could “hear the gray lines in between his words” that he was expecting them. She said that Combs would tell her things like, “I can’t wait to see what you have for me.”
Jane said, “I just knew what task was being asked of me,” adding that she obliged, even though she didn’t want to, because, she “loved [Combs] very deeply.”
Like other alleged victims, Jane also spoke about the control Combs wielded over her appearance. At one point, she said, Combs asked her to get her nipples pierced because “it would turn him on and that’s what he wanted from his girl.” (Jane also claimed that Khorram set up the piercing appointment.) Jane said she kept the piercings for about a year, but took them off because they tore on her lingerie and also caused bleeding and infections.
“Sean would say things like ‘Where are my piercings,’ ‘This is the last time I see you where you don’t have piercings on’” she said. “He was agitated.”
During one point in 2023, Jane said she grew worried about Combs’ health and encouraged him to take a month off from drugs. He allegedly agreed on the condition they throw a “sobriety party” at a hotel in Beverly Hills. Jane said she participated in the hotel night without drugs, struggling over the course of the encounter, which lasted between 12 to 18 hours. Despite it being a “sobriety party,” she said, Combs used ecstasy and cocaine.
After having sex with two escorts, Jane said she began to throw up. “Sean came in and I told him I had just thrown up,” Jane testified. “And he was like, ‘That’s good, you’ll feel better. Let’s go, the third guy is here.’”
Although Jane said her first hotel night with Combs in May 2021 was a spontaneous and fun sexual encounter that left her “exhilarated,” she believed that it was a one-time, taboo experience. But Jane said from that point on, 90 percent of her sexual encounters with Combs involved her having sex with another man in front of him.
“I truly felt that that night just opened like a Pandora’s box in our relationship. It just completely set the tone for our relationship moving forward,” Jane testified during her first day on the stand. “I meant that it was just a door that I was unable to shut for the remainder of the relationship.”
Prosecutors previously claimed Combs’ manipulation of Jane went beyond financial control into threats and physical violence. They’ve said Combs busted down doors to get to Jane, dragged her by her hair, and kicked her while she was curled up in a ball on the ground. (Ventura previously testified that Combs used threats and physical violence to coerce her into hundreds of freak-offs during their 11-year relationship that ended for good in 2018.)
“The defendant continued asking Jane to have freak-offs and promising that if she did, they would spend quality time together, they would go on dates together, they would go on trips,” Assistant U.S. Attorney Emily Johnson said on the first day of Combs’ trial last month. “That was what Jane wanted more than anything, a real relationship … But even though the defendant promised her quality time and trips, he never delivered. Those were just lies he told her to get more nights in dark hotel rooms with escorts.”
Prosecutors have indicated they only began speaking with Jane in January, after they uncovered text messages she sent Combs in the days after Ventura’s lawsuit was filed in November 2023. “It makes me sick how three solid pages, word for word, is exactly my experiences and my anguish,” she texted Combs. Combs allegedly responded by gaslighting Jane and making a vague reference to her financial support, so their dating relationship continued into 2024, prosecutors said.
In the defense’s dueling opening statement, Combs’ lawyer, Teny Geragos, sought to set Jane apart from Ventura. She told jurors that by the time Combs started seeing Jane, “he was more upfront about his dating life,” including the fact that he was dating multiple women. Geragos said Jane also was older and more mature than Ventura, “living her own life in a different state raising her child.”
Geragos said that after Jane’s first experience with a freak-off, “she began to do everything possible to make these nights incredible for Combs.” Geragos suggested Jane “made the choice” to engage in freak-offs “out of love.”
More than two dozen witnesses already have testified at Combs’ trial, which is now at the close of its fourth week. Prosecutors have called multiple former assistants, alleged male escorts, and even Scott Mescudi, the musician and actor known as Kid Cudi, to support their allegations Combs used his wealth, influence, and inner circle to carry out crimes aimed at fulfilling his sexual desires and protecting his reputation.
From Rolling Stone US
