May 17, 2025
Saturday 5/17 End Of Week 2. Cassie's Final Stand
New Episodes Daily Monday thru Saturday
It’s the end of a seismic week in the Diddy trial as Cassie Ventura, eight months pregnant, faces her final, grueling day of cross-examination. The defense bombards her with explicit texts, questions about her past, and accusations of financial motives, while Cassie stands firm, insisting her words masked years of coercion and fear. The courtroom reels as explicit evidence is revealed, new witnesses step forward, and Judge Subramanian keeps a tight grip on the chaos. As the world watches, Nate Oliver unpacks every raw detail and sets the stage for what’s next on Did He Do it?
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WEBVTT
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Calaruga 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 Diddy Comb's sex, trafficking and racketeering trial. I'm
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Nate Oliver reporting for Saturday May seventeenth. Friday May sixteenth
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was a pivotal day that capped a week of relentless
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drama inside Courtroom twenty six to a Cassie Ventura, the
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prosecution's star witness and now the emotional center of this trial,
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ended her fourth day on the stand. Eight months pregnant,
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visibly drained, but unwavering, Cassie faced the final barrage from
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Ditty's defense team. The stakes could not have been higher.
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Her testimony has become the axis on which this case turns,
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and Friday session was a test of endurance for everyone
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in the room. Cassie arrived in a crisp pin stripe
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suit over a purple collared shirt, her husband Alex Fine
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quietly supporting her from the gallery. The defense wasted no time,
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launching into a fresh round of explicit text messages and emails.
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Jurors listened as Anna Estaval read out messages where Cassie
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appeared to joke about, and even express affection for the
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infamous freak Offs. In one exchange, Cassie texted, I love
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our f o's. When pressed, Cassie's voice was steady. Loving
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f o's were just words. At that point, I said
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what I needed to say to get through it. She
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explained that the texts were a mask, a survival mechanism
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in a relationship. Where As she put it, I felt
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like I was always being watched. There was no safe
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way out. The defense pressed Cassie about her relationship with
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Kid Coody, confronting her with evidence that she'd bought a
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burner phone to keep in touch with him. I was
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scared for his safety mine, Cassie said, admitting she hid
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the phone from Ditty out of fear he would lose control.
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The defense tried to paint her as manipulative, suggesting mutual
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jealousy and infidelity. Cassie didn't flinch, describing Ditty's rage when
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he found out about her contact with Cootie and how
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it led to days of silent treatment and then she
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said explosive violence. The jury watched as the defense tried
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to unravel Cassie's narrative, but she held her ground, her
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answers short but unwavering. The courtroom was tense as jurors
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were shown still images from videos of the freak Offs,
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images so graphic that only the jury, lawyers, and Cassie
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herself were allowed to see them. Cassie confirmed the videos
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depicted in counters orchestrated by Ditty, sometimes with male escorts,
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and testified that these were filmed on devices later seized
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by federal agents. Prosecutors revealed that one phone containing hours
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of video was found hidden in a black balance Siyaga
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boot in didyay Miami mansion. He kept everything, Cassie said,
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as insurance. She described how Ditty would threaten her with
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the videos, saying, if you ever leave, these will follow you.
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The defense hammered away at Cassie's twenty million dollars civil settlement,
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with Ditty suggesting her testimony was motivated by money. Cassie,
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her voice rising for the first time, replied, I would
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give it all back if I could erase what happened
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to me. This isn't about money. This is about finally
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telling the truth. The courtroom was silent for a moment,
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the weight of her words hanging in the air. Judge
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Aaron Subramanian kept a firm grip on proceedings, moving the
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trial forward, despite frequent objections. He reminded both sides, let's
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keep this moving. Miss Ventura's health is a priority. At
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one point, after a particularly heated exchange over the admissibility
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of text messages about Cassie's bruises, the judge addressed the
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jury directly, you are to consider only the evidence you
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see and hear in this courtroom. Ignore the noise outside.
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He made it clear that the trial would not be
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derailed by outside speculation or media coverage. The prosecution's redirect
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was brief but powerful. They asked Cassie to clarify her
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feelings about the freak offs and the years of surveillance
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and control. Cassie, wiping away tears, told the jury, I
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felt like property. I was told who I could see,
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what I could wear, when I could leave the house.
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I was punished if I stepped out of line. She
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described Ditty's mood swings, his drug binges, and how he'd
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crash for days, then wake up and demand everyone fall
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in line. She described the emotional whiplash of being called
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a queen one moment and being threatened the next, I
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stopped recognizing myself, She said, I was surviving, not living.
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The day's drama didn't end with Cassie. The prosecution called
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Dawn Richard, a former Danity Kane singer, who described the
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atmosphere of fear that permeated Ditty's inner circle. Richard testified
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that staff and artists walked on eggshells, knowing that a
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single misstep could mean public humiliation or worse. She described
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witnessing Ditty throw objects in anger, and once seeing Cassie
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emerge from a closed door meeting with Ditty visibly shaken
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mascara running down her face. Richard's testimony reinforced the prosecution's
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narrative of a culture of intimidation and silence. Homeland Security
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agent Yasin Binda also took the stand, detailing how investigators
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pieced together ENCRYPTID messages, videos, and financial records to build
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the racketeering case. Binda described finding hidden hard drives and
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burner phones, and explained that many witnesses were initially too
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frightened to cooperate. People were scared. Benda said, some had
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signed NDAs, others just didn't want to cross mister Combs.
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Inside the courthouse, the air was electric. Ditty, dressed in
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a light beige sweater and khaki pants, sat stone face,
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occasionally whispering to his attorneys and glancing at the jury.
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His family, including his mother and sons, remained a constant presence,
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their faces drawn as the most graphic details spilled out.
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Several jurors were seen exchanging glances during the toughest exchanges,
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and at least one alternate appeared visibly shaken by the
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explicit evidence. The courtroom gallery was packed, with every seat
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filled by reporters, legal observers, and members of both camps. Outside,
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the spectacle continued. The line to get in was shorter
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due to rain, but the diehards were undeterred. Tik tokers
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live streamed from the sidewalk, and vendors hawked did he
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do it? T shirts and coffee mugs. Protesters and supporters
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traded chants, and the media camped out under umbrellas, waiting
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for the next bombshell. The scene was a mix of
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spectacle and exhaustion, with some trial watchers camping out overnight
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just to secure a seat more in a moment. As
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the week wrapped, the sense of exhaustion was palpable, but
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so was anticipation. Next week, the trial moves beyond Cassie's testimony.
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Dawn Richard is expected to continue on the stand, and
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prosecutors are preparing to introduce more digital evidence text messages, emails,
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and possibly audio recordings to further corroborate Cassie's claims and
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expose the machinery of control inside Diddy's empire. There's also
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speculation that the court will allow testimony from additional women
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whose stories echo cassies, and rumors are swirling about surprise
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celebrity witnesses from within the music industry. The legal teams
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are bracing for another round of heated wrangling over evidence.
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The prosecution is expected to push for the admission of
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more digital records and financial documents, while the defense is
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likely to continue attacking the credibility of witnesses and the
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motivations behind their testimony. Both sides are acutely aware that
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the jury's perception of Caste testimony could determine the outcome
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of the entire trial. Shawn Combs faces five criminal charges,
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including racketeering, conspiracy, sex trafficking by force, and transportation for prostitution.
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If convicted, he could spend the rest of his life
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behind bars. The coming days promise more fireworks, more revelations,
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and more of the high stakes drama that's kept the
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world watching. That's where we stand as the week wraps
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up Monday. I'll bring you every new revelation, every legal twist,
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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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