June 11, 2025

Wednesday 6/11 Day 28. “How Much Does My Body Cost?” — Jane’s Cross-Examination and the Battle for Truth

Show Notes
Transcript

Day 28 brings the trial’s most intense cross-examination yet as Jane faces Diddy’s legal team. The defense presses her on money, text messages, and her role in arranging “hotel nights,” but Jane pushes back, exposing the survival tactics and psychological warfare behind the scenes. As she relives violent assaults, love-bombing, and the chaos of Diddy’s world, the prosecution and defense clash over what is consent—and what is control. With every detail, the stakes rise for both sides. Nate Oliver unpacks a day of raw emotion, legal brinkmanship, and the relentless search for truth in the Diddy trial.

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Warning. This episode contains references to sexual situations that may

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be disturbing to some listeners. Please proceed with caution.

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Callaroga Shark Media. Welcome back to Did He Do It?

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The Daily podcast bringing you every raw, unfiltered detail from

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the Sean Dittycombs sex trafficking and racketeering trial. I'm Nate Oliver,

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reporting from outside the Manhattan Federal Courthouse on Wednesday morning,

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June eleventh, After a day in court that was as

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revealing as it was intense, Tuesday's session was dominated by

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the defense's cross examination of Jane, the ex girlfriend whose

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testimony has become the emotional and legal core of the

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prosecution's case. After four days of harrowing direct testimony, Jane

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faced hours of pointed, sometimes combative questioning from Ditty's legal team,

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who aim to challenge her credibility, probe her motivations, and

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reframe the very nature of her relationship with Ditty. The

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defense began by pressing Jane on the financial and material

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support she received from Ditty throughout their relationship. They highlighted

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the ten thousand dollars a month rent Ditty paid for

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her Los Angeles home, the gifts, the travel and the

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legal bills he covered even after their romantic relationship soured.

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Jane acknowledged these benefits, but pushed back forcefully, telling the

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jury how much does my body cost? She insisted that

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no amount of money could justify what she described as

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years of coercion, humiliation, and sexual exploitation. The defense then

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turned to Jane's own role in the hotel nights. In

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a striking exchange, they read out explicit text messages between

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Jane and Ditty, including messages about hiring mail escorts and

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arranging the logistics of these encounters. Jane admitted that she

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sometimes helped scout and contact male performers, even sending direct

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messages to adult entertainers at Ditty's encouragement. She described one

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regular escort, Paul, as part of a trifecta, with her

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and Ditty so close that they jokingly compared themselves to

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basketball stars Jane as Kobe Bryant, Paul as Shaquille O'Neil,

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and Ditty as Michael Jordan. Jane explained that her participation

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in arranging these nights was part of a survival strategy,

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an effort to manage Ditty's demands, avoid his anger, and

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try to exert some control over an otherwise chaotic and

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coercive situation. I did what I had to do to

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keep the peace, she said, adding that her sense of

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agency was eroded by years of psychological manipulation. The defense

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also highlighted affectionate messages Jane sent Ditty, including one where

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she called him her crack pipe and described him as

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her protector and provider. Jane, visibly emotional, explained that her

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feelings for Ditty were complex and often conflicted. She told

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the jury that Ditty's love bombing, lavish gifts, promises of romance,

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and declarations of affection were often followed by sudden demands

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for hotel nights and threats to cut off her support

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if she refused. She admitted she still loved Ditty at times,

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but hated what he was doing to her, describing their

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relationship as a constant push and pull between affection and abuse.

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One of the most dramatic moments came when the defense

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pressed Jane on the June twenty twenty four altercation. She

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described in her direct testimony a night that began with

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a romantic dinner and ended with violence. Jane recounted how

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Ditty kicked open her bedroom door, put her in a chokehold,

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and punched her repeatedly, leaving her with welts and a

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black eye. The defense questioned why Jane returned to the

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house after escaping, and Jane explained that she had nowhere

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else to go and hoped Ditty would be gone. Instead,

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she testified he continued the assault, dragging her by the

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hair and forcing her to listen to insults from another

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woman on the phone. Jane described the aftermath, Ditty telling

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her to put some ice on it and put an

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outfit on, then demanding she dress in lingerie and high

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heels while he played pornography and texted a male escort

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to join them. The defense sought to cast doubt on

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Jane's account by pointing to her continued contact with Ditty

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after these incidents, as well as her decision not to

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immediately report the abuse to police or file a lawsuit.

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Jane countered that she was terrified of losing her home,

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her financial security, and her reputation. She reminded the jury

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that Ditty continued to pay her rent and legal bills

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even as their relationship deteriorated, and that she only confided

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in lawyers and therapists after years of silence. The courtroom

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was riveted as Jane recounted how Ditty's manipulation extended to

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the logistics of their encounters. She testified that Ditty would

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promise her romantic getaways like a yacht trip in Miami,

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only to use those trips as a pretext for more

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hotel night. On one occasion, Jane said she was promised

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a solo vacation, only to discover Ditty had taken another

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girlfriend on the same yacht and later boasted about it.

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In a podcast interview, Jane described feeling defeated and used,

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telling the jury that Ditty's promises of intimacy were almost

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always a setup for more coercion. The defense also questioned

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Jane about her reaction to other women in Ditty's life,

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reading texts in which he expressed jealousy or anger about

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his relationships with younger women. Jane acknowledged these feelings, but

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said they were part of the emotional chaos Ditty created

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to keep her off balance independent. She also described how

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Ditty would use jealousy and triangulation, bringing in new women,

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flaunting his relationships and threatening to withdraw support to maintain control.

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More in a moment. In a particularly revealed exchange, the

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defense asked Jane about a sex tape recorded during one

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of the hotel nights that was later sold by one

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of the male performers to a media company. Jane confirmed

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that Ditty was furious when he learned about the sale

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and took steps to try to prevent its release. She

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testified that Ditty's chief of staff, Christina Korum, was not

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aware of the details of these encounters, and that Didty

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managed the secrecy himself. The prosecution, meanwhile, sought to reinforce

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Jane's credibility by reintroducing text messages, photos of her injuries,

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and testimony from hotel staff and forensic experts. They argued

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that Jane's willingness to confront Ditty in court despite her

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continued financial dependence, was evidence of her courage and the

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depth of her trauma. Prosecutors also highlighted the similarities between

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Jane's testimony and that of Cassie Ventura and Miya, showing

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a consistent pattern of coercion, drug use, and psychological manipulation.

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Outside the courthouse, the Trill's impact continued to reverberate. Legal

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analysts noted that the defense's strategy. Painting Jane as a

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willing participant and highlighting the financial benefits carries risks, especially

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given the graphic evidence and the emotional weight of her testimony.

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Advocates for Survivors of abuse rallied outside the courthouse, while

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Ditty's supporters maintained that the government is criminalizing consensual adult relationships.

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As the day ended, Judge Arun Supermanian denied the defense's

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latest motion for a mistrial, stemming from their claim that

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prosecutors knowingly introduced false testimony about the Bryana Bongolan balcony incident.

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The judge said he would address the issue further, but

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for now, the trial presses on. Looking ahead. Jane's cross

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examination is expected to continue into Wednesday, with the defense

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likely to dig even deeper into her past statements, financial arrangements,

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and ongoing relationship with Ditty. The prosecution is preparing to

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call additional witnesses, including more former employer and possibly expert

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witnesses on trauma and coercion, as they move to tie

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together the threads of their case. That's where we stand

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after another day of bombshell testimony, legal brinkmanship, and emotional revelations.

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I'll be back tomorrow with every new twist, every legal battle,

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and every rumor from inside and outside the courthouse. I'm

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Nate Oliver, and this is Did He Do It?

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This episode of Did He Did He Do It? Was

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produced by Mark Francis and John McDermott for Caalaroga Shark Media.

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Some AI production assistants may have been used.