What began as a promise of love twisted into a nightmare, as Jane Doe, Diddy’s former girlfriend, took the stand on Day 18 of his high-profile trial, delivering a testimony that left the courtroom stunned. Testifying under a pseudonym to shield her identity, Jane Doe returned on Thursday as the prosecution’s final witness, unraveling a chilling account of coercion, manipulation, and emotional turmoil tied to her relationship with the music mogul, Sean “Diddy” Combs.
Jane Doe described her early days with Diddy as loving and promising, a stark contrast to what followed. She testified that everything changed when she agreed to participate in their first “freak off,” a term previously introduced by witness Cassie Ventura to describe orchestrated sexual encounters involving multiple participants. For more on the initial push to unseal these videos, see the reporting on how the media pushes to unseal Diddy’s freak off videos as trial testimony begins. Jane Doe called it “Pandora’s box,” a decision that plunged her into a world of emotional and physical turmoil.
These encounters, dubbed “hotel nights,” involved Jane Doe engaging in sexual acts with male entertainers while Diddy watched or participated. She recounted how these nights often stretched for hours, with one in 2022 lasting an exhausting three and a half days. To stay awake, she relied on ecstasy, coffee, and protein shakes, as sleep was not an option. Jane Doe sobbed as she recalled trying to stop these encounters with subtle excuses like being tired or hungry, only for Diddy to push her to continue.
“You’re not getting tired on me, are you? Let’s finish strong,”
She quoted him, saying, her voice breaking.
In one particularly distressing incident, Jane Doe testified that after vomiting from intercourse with two male entertainers, she informed Diddy of her condition. His response was chilling:
“That’s good. Now you’re ready for the third guy. He’s here.”
She told the court,
“I was just disgusted. I was repulsed. I was mad I had let myself get into this,”
Her sobs echoing through the room. This testimony adds to previous shocking revelations, such as Cassie’s gut-wrenching scream ushers Usher’s role in more explosive Diddy Day 6 updates.
Amid the whirlwind of courtroom revelations, 50 Cent stirred speculation outside the courthouse walls. The rapper posted a cryptic photo alongside his son on Instagram, prompting fans to speculate it was a subtle nod toward the growing rumor mill. Online chatter suggests that 50’s ex, Daphne Joy, might be the anonymous Jane Doe testifying against Diddy. While 50 Cent made no direct reference, the timing and the image’s caption—a single eye emoji—fueled theories about his insider awareness or possible warning shot toward the Bad Boy mogul.
The prosecution, led by Assistant U.S. Attorney Comey, pressed Jane Doe on the issue of condom use during these encounters. She testified that she asked if the entertainers could wear condoms for her safety, but Diddy refused.
“It’s not something he wanted to see,”
She said, underscoring his control over the encounters. Jane Doe also revealed she felt unable to refuse Diddy’s demands, as he would become “agitated” if she tried to say no, leaving her fearful of his reactions.
Prosecutors presented audio evidence and text messages that highlighted the power dynamics. In one message, Jane Doe expressed her desire to stop the hotel nights, writing,
“I’m so much more than being left in the dark of a hotel room. My heart is breaking. I don’t want to play this role in your life anymore. It’s dark, sleazy and makes me feel disgusted with myself. It’s the only reason you have me around and why you pay for my house. I don’t want to feel obligated to perform and fear losing you… I just want to talk like adults and figure where we go from here.”
She testified that Diddy had been paying her rent for about five months, which she felt tied her to these encounters.
In other texts, Jane Doe wrote explicit messages, such as telling Diddy she wanted to “suck Paul’s dick,” referring to one of the entertainers. When asked why, she explained,
“I knew it would turn Sean on. I wanted to make my lover happy.”
These messages, she said, were part of fulfilling Diddy’s fantasies, not her own desires.
Jane Doe testified that drugs were a constant presence during the hotel nights, with rooms stocked with ecstasy, molly, cocaine, and a substance she identified as “pink powder” or “Tusi.” Diddy provided the drugs, she said, and she felt compelled to take them to make the experiences bearable.
“It would just feel too real”
Without them, she admitted. She attempted two hotel nights sober. The first time, she found it unbearable—
“the fantasy wasn’t there, it was too real”
—and asked Diddy for a pill, which he provided.
“I felt much better,”
She said. The second time, concerned about Diddy’s heavy drug use, she urged him to get sober. He promised a 30-day detox after one last 18-hour “sobriety party” at the L’Ermitage hotel, but the cycle persisted.
Jane Doe also admitted to carrying drugs across state lines for Diddy on two occasions, from Los Angeles to Miami, where they used ecstasy together. She set a rule that the entertainers could not take drugs, as she didn’t want them “out of control” during the encounters.
A post from X.
Initially, Diddy selected the male entertainers for the hotel nights. After May 2021, Jane Doe began choosing them herself, desperate to avoid sleeping with strangers. She reached out to a man named Sly Williams, whom she nicknamed “Chef” for his passion for cooking, via Instagram. After a FaceTime call with Diddy present, where the conversation turned “hot and steamy,” she arranged for Williams to travel from Atlanta to LA, with Diddy reimbursing her for the flights booked on Expedia. Payments to Williams ranged from $2,000 to $4,000, often in cash from Jane Doe.
Jane Doe described the routine: oils, dancing, and sex, with Diddy watching and masturbating. After watching his adult films, she also contacted another entertainer, Anton Harris (a stage name). Their encounters followed a similar pattern, sometimes at hotels like the Trump International in New Yorkor in her apartment. Jane Doe admitted to requesting explicit photos from both men, but only at Diddy’s urging, often casting the images to his TV during their “sexy times.” This testimony comes amidst other unusual revelations in the trial, including Mike Myers linked to CIA as Diddy trial uncovers wild Hollywood secret.
One of the most heart-wrenching moments came when Jane Doe recounted her birthday in 2023. Diddy promised a special night alone in Miami, dining at Nobu. But when he announced there would be an “entertainer,” her heart sank.
“I gulped and said, Entertainer?”
She recalled. Upstairs, the routine unfolded: dancing, oils, and sex with a stranger.
“I am like a robot,”
She said, sobbing.
“I have done so many of these, I can just tune out.”
She tried to speed things up, but Diddy insisted on more foreplay, saying,
“I’m not ready to see that yet.”
Later, he presented a cake and balloons, but the night continued with more entertainers, including Williams and another man named Don, stretching into the morning.
Jane Doe’s testimony, supported by text messages, audio, and her emotional delivery, has brought the trial to a critical juncture. As the prosecution’s final witness, her account could shape the jury’s view of Diddy’s alleged pattern of coercion and abuse. The defense, led by attorney Angifilo, is expected to cross-examine her rigorously, potentially challenging her credibility or the context of her actions. This follows other noteworthy moments involving the defense, such as Marc Agnifilo’s funny take on baby oil objections in Diddy’s trial and Brian Steel, Diddy’s defense lawyer, saying Young Thug’s Jeffery Williams is his court day soundtrack. With closing arguments looming, the courtroom remains tense, as Jane Doe’s words linger:
“I was mad I had let myself get into this.”
The trial has seen various developments, from Diddy’s longtime friend blasting Cassie’s witness as unbelievable to Cassie revealing Diddy used Frank Black alias in sex trafficking trial. Questions have also been raised, as highlighted by Diddy trial day 17: photo timestamp in Sean Combs case sparks doubts over alleged attack.
