May 22, 2025
Thursday 5/22 Day 14. Guns, Sex Toys & Trauma Bonds — Diddy’s Mansion Secrets Revealed
Day 14 explodes with bombshell evidence as Homeland Security agents parade Diddy’s arsenal—guns with defaced serials, stashes of drugs, and a gold box of MDMA—before a stunned jury. A top trauma psychologist exposes how abusers trap their victims, while a former assistant spills on secret hotel setups and the wild demands of Diddy’s inner circle. With the courtroom buzzing and Kid Cudi set to testify next, Nate Oliver breaks down every jaw-dropping twist from the most shocking day yet on Did He Do It?
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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 Diddycombe sex trafficking and racketeering trial. I'm Nate
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Oliver outside the Manhattan Federal Courthouse on Thursday May twenty
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second day fourteen of this headline grabbing case. Wednesday's session
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was a showcase of evidence and expert testimony as prosecutors
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worked to hammer home their narrative of a criminal enterprise
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built on control, intimidation, and sexual exploitation. The day began
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with Homeland Security Special Agent Gerard Gannon back on the stand,
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guiding jurors through a trove of eva seized during the
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dramatic March twenty twenty four raid on Diddy's Miami Beach mansion.
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The jury was shown dozens of photos ar fifteen rifle
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parts with defaced serial numbers, loaded forty five caliber handguns,
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boxes of ammunition, and a dizzying array of sex paraphernalia,
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eighteen pairs of platform stilettos, bottles of baby oil, and lubricant,
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lingerie and sex toys. Gannon described how eighty to ninety
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agents stormed the twenty thousand square foot property, even bringing
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in boats to block any escape by water. He testified
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that drugs were found throughout the home, including a Gucci
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bag containing pills, white powder, a crystal rock like substance,
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and a one hundred dollars bill that tested positive for
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cocaine and ketamine. The jury saw photos of a gold
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plated box labeled Puffy containing MDMA and mushroom capsules, as
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well as three cell phones hidden in a Balenciaga boot.
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Gannon said the search was part of a human trafficking
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investigation and that the arsenal of weapons and drugs was
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consistent with a high level operation, not just a celebrity's
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eccentric lifestyle. After Gannon, the prosecution called doctor Don Hughes,
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a board certified clinical and forensic psychologist specializing in trauma. Hughes,
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who previously testified in the Johnny Depp amber Herd defamation
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trial and the r Kelly Andexium cases, was brought in
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as a blind expert, meaning she had not interviewed any
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of the alleged victims or reviewed the specifics of this case. Instead,
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she explained to the jury why victims of abuse often
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stay in relationships, delay disclosure, and struggle with trauma and memory.
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Hughes testified that it's very common for victims to stay
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in abusive relationships, especially when there is love, financial dependence,
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or a trauma bond that makes leaving feel impossible. She
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explained how abusers often sabotage a victim's ability to become
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in dependent, controlling their resources and living expenses. How are
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you to leave if you don't have access to those
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tangible resources, she asked the jury. Hughes also described how
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victims use substances to numb themselves and how shame, humiliation,
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and degradation make it hard to seek help. Sexual abuse
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is a very private harm, she said. They don't want
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to talk about it. They don't even want to think
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about it in their own brain. Hughes was clear that
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she was not testifying about any specific person in the case,
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but her testimony provided a powerful framework for the jury
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to understand the patterns described by previous witnesses. She explained
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that victims often hedge and minimize when disclosing abuse, using
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language that avoids labeling themselves as victims or their partners
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as abusers. It's too painful to admit that fact that
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somebody who loved me did this to me. They're still
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in self blame, she said. Hughes also discussed how trauma
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affects memory, explaining that victims tend to remember the corgis
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of traumatic events, but may not recall peripheral details. Some
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traumatic memories can be fragmented, but they can still be reliable,
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she testified. She also explained that it often takes multiple
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attempts for victims to leave abusive relationships, and that a
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cycle of reconciliation and return is common. The victim wants
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the good version of their partner back, she said. On
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cross examination, Diddy's defense attorney Jonathan Bach tried to paint
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Hughes as a professional witness with a particular perspective, pointing
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out that she's paid six hundred dollars an hour and
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six thousand dollars per day for court appearances. Back pressed
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Hughes on her past work, including training for domestic abuse
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victim advocates, and her role as a witness in high
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profile cases. Hughes confirmed she's never testified in defense of
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a man accused of sex crimes, and that she had
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not reviewed any facts or records specific to the Ditty case.
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She explained she was there to offer general expertise, not
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to opine on the credibility of the accusers or the
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specifics of the allegations. The day's final witness was George Caplan,
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a former executive assistant who worked for Ditty from twenty
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thirteen to twenty fifteen. Caplan, who was granted immunity after
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initially invoking his Fifth Amendment right, described a demanding job
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that required eighty to one hundred hours a week and
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constant readiness to fulfill Ditty's needs, whether it was clothing, food, liquor,
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or drugs. Caplan testified that he set up hotel rooms
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under the name Frank Black, a nod to the notorious Big,
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and stocked them with candles, baby oil, astroglide, and liquor.
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After Ditty left, Caplan would clean up the rooms, often
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finding lots of empty bottles, gatorade, and sometimes brown crystallized
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powder he didn't recognize. He said he was frequently threatened
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with being fired monthly threats, and described Ditty as both
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motivational and angry depending on his mood. Caplan recounted one
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incident where he was berated for bringing the wrong water bottles.
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He also testified that he picked up drugs for Ditty
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on at least two occasions, once MDMA and once an
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unidentified substance after being given cash and a contact number.
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Caplan's testimony reinforced the prosecution's portrait of a tightly controlled
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world where employees were expected to cover for Ditty, protect
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his public image, and never question his demands. He described
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being instructed by Ditty's chief of staff, Christina Korum, and
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said that protecting Ditty's reputation was always the top priority.
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Caplan is expected to continue his testimony Thursday morning, with
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prosecutors estimating about thirty minutes of direct examination left. In
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the gallery, Ditty's sons, Justin and Christian, along with his
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longtime publicist Holly Baird, were spotted supporting him. The courtroom
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was packed, but noticeably less frenzied than earlier in the trial,
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with the outside line shrinking as the days go on.
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More in a moment looking ahead, Kid Cuddy, whose real
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name is Scott Muscutty, is expected to take the stand
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as early as Thursday. Prosecutors say Cutty will testify about
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his brief relationship with Cassie Ventura and the threats did
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He allegedly made against him after learning of their romance.
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The prosecution is also preparing to call more former employees
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and possibly additional expert witnesses as they continue to build
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their case that Didty orchestrated a criminal enterprise of abuse, intimidation,
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and sexual exploitation. The defense, meanwhile, will keep hammering away
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at the credibility of the government's witnesses and arguing that
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while did He may have been violent, his actions never
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cross the line into trafficking or racketeering. That's where we stand,
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and as the trial enters another pivotal day tomorrow, I'll
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bring you every new revelation, every legal twist, and every
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rumor from inside and outside the courthouse. I'm Nate Oliver,
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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
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