The Rise and Fall of Diddy - The United States vs. Sean Combs: 1
Episode Date: September 16, 2025Opening statements rock the courtroom as federal prosecutors accuse Sean “Diddy” Combs of running a decades-long criminal enterprise built on violence, sex trafficking, and power. The def...ense hits back hard, painting it all as a toxic relationship, not a RICO case. Then Cassie Ventura takes the stand, and everything changes. Her voice may be quiet. Her story is not. Featuring interviews with Elizabeth Millner, Natalie Whittingham-Burrell, and Dave Aronberg.—Host - Jesse WeberReporter - Elizabeth MillnerExecutive Producer - Jessica LowtherWriter and Producer - Cooper MollAssociate Producer - Tess Jagger-WellsEdit and Sound Design - Anna McClainGuest Booking - Diane Kaye & Alyssa FisherAdditional Production Support - Juliana Battaglia & Stefanie DoucetteLegal review - Elizabeth VulajKey art - Sean PanzeraSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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trial of Sean Diddy Combs. The content may include graphic descriptions of alleged sexual acts,
violence, abuse, and drug use. These topics may be disturbing or triggering for some listeners.
Listener discretion is strongly advised. The allegations discussed are based on court documents,
public testimony, and media reporting. Sean Combs is presumed innocent unless and until proving
guilty in a court of law. The views expressed in this podcast are for informational and journalistic
purposes only, and do not constitute legal advice or a judgment on the outcome of the case.
The legal experts and attorneys interviewed are not actively involved in this case.
In the first three episodes of this series, we told you the full story of the life of Sean Diddy
Combs, his humble beginnings, his personal tragedies, his thirst for success. For decades,
he was untouchable, a mogul, a visionary, a king of hip-hop. He built an empire. He built an empire.
from the ground up.
He became the man he set his sights on being.
But Combs' legal troubles began with a lawsuit filed by his ex-girlfriend Cassandra Ventura
and escalated significantly when a federal indictment was handed down in September
2024.
Sean Combs, aka.
Ditty, A.K. P. Daddy, aka P. Ditty, love all the different names that he has.
He's been accused by a federal grand jury of five different counts, count one being racketeer.
during conspiracy, count two being sex trafficking, and that pertains to alleged victim one,
who we now know to be Cassandra Ventura, aka Cassie, count three, transportation to engage in
prostitution, count four, also federal sex trafficking, and that has to do with alleged
victim number two. We only know as Jane Doe. And then there's another count of transportation
to engage in prostitution, so five counts overall. These are the allegations federal
prosecutors made against Sean Combs, and they said,
The crimes span decades.
Now, as his much-anticipated trial commences, witnesses, or rather alleged victims, will finally have a chance to speak out.
How far will Did He Fall or will he walk free with a reputation in ruins?
Federal courtrooms don't allow cameras or audio recordings.
That means only those inside the room witnessed not just what said and who says it, but how it said.
The tone, the rhythm.
The Body Language.
We are relying on people in the courtroom to accurately report what they're hearing and seeing.
This podcast is made possible by daily court transcripts obtained by law and crime,
along with on-the-ground reporting from our very own Elizabeth Milner embedded in the courtroom.
Together, they help us bring to life what can't be captured from text alone.
I'm Jesse Weber, and this is the rise and fall of Diddy, the federal trial.
It's one of the most explosive celebrity trials in recent memory, the federal case against
Sean Diddy Combs. Opening statements began on Monday, May 12th, 2025, inside the Daniel
Patrick Moynihan Courthouse, the federal heart of the Southern District of New York. What started
as a pool of 600 prospective jurors was narrowed down to 18, 12 jurors and 6 alternates, all sworn
to remain impartial, all scrutinized by both sides.
Here's Elizabeth Milner.
The entire process was more than a week long.
It started on Monday, May 5th, and the final jury wasn't even selected until the same day
as opening statements.
And so they were asked a lot of questions because this is a very high-profile case.
This defendant was a high-powered person.
He was a mogul, and a lot of people knew who he was.
And even more importantly, a lot of people have even seen that surveillance video of the
brutal physical assault that happened at the Intercontinental Hotel of Diddy and Cassie in 2016.
But as far as just jury selection goes, prospective jurors at the time were asked a number of questions.
They were asked questions about their relationship with law enforcement.
They were asked questions about their views on prosecutors and law enforcement.
Have they ever been involved in legal issues, that being lawsuits or even criminal cases?
They were asked, have they been a victim of a crime or do they have particular feelings about law enforcement, hip-hop artists, witnesses,
testifying under immunity, witnesses testifying under a pseudonym.
The panel skews educated.
Every juror has at least some college degree.
They range in age from 30 to 74 with eight men and four women seated in the box.
They are a very diverse group.
They come from different walks of life.
They all come from just different parts of New York City.
Some admitted they'd heard of the case.
A few had even seen the video.
Surveillance footage from 2016 released.
released by CNN in 2024, showing Combs assaulting Cassie Ventura and a Los Angeles hotel
elevator bank, a key piece of the government's evidence. And in a controversial move,
the jury won't be sequestered. That decision raised eyebrows. In a case this high profile,
why wouldn't you isolate the jury from outside influence, from headlines, social media,
even friends and family? Public defender and legal analyst Natalie Wittingham Burrell says,
there's rationale behind the decision.
There are many high-profile cases in which the juries are not sequestered.
It is very rare for a jury to be sequestered,
especially because you have to think about the fact that these people are already being massively
inconvenienced.
They can't go pick up their kids from school.
They can't go to work.
They can't have their normal lives and they have to live in basic anonymity.
And then to say, okay, we're also going to remove you from the world and all of your devices.
That is just a recipe for disaster, a lot of.
of times. You get more issues sequestering a jury than not sequestering a jury.
As for who's presiding over the case of the century?
Judge Arun-subramanian, he is a very fair and level-headed judge. As far as his rulings,
they seem pretty fair and across the board. He listens to both sides, and I think he's the
perfect person to be on this case. In each of their opening statements, the government and
the defense painted two very different pictures of the man behind the music empire.
Let's start with the prosecution.
The federal prosecutors have a bit of a reputation for being dogged, thorough, and lining up all of their ducks in a row before they proceed with the prosecution.
We know, most people know, that they have a conviction rate in the 80 to 90 percent range at trial.
Assistant U.S. Attorney Emily Johnson stood before the jury and described Sean Combs not just as a music mogul, but as the mastermind behind a sprawling.
She said the defendant's crimes go back as far as 20 years, even in the indictment they
allege from at least in or around 2004 up until 2024.
She had started off with her statement saying that this is Sean Combs, a cultural icon,
a businessman, larger than life.
Then she kind of peels back some of the layers of this case, that being that these crimes
went back 20 years.
They involved kidnapping, arson, drugs, sex crimes, obstruction.
According to the government, Combs allegedly used a network of loyal employees, bodyguards, assistants, executives, not just to run his companies, but to help him commit and cover up crimes.
Once the prosecution's argument started, they alleged that Diddy was using his business as a criminal enterprise, and he was doing that in order to cover up the various crimes that he was committing.
And this is what a RICO is and why it's part.
hard for the general public to wrap their head around it.
And so I think that their job in the opening statement was to say these various crimes
were being committed under the guise of him being the CEO of Bad Boy Records.
To further his own goals and aims as the CEO, he directed people to commit these crimes
who were in his employ.
And those crimes included things like arson, sex trafficking, bribery, and things like,
and things like that, how he would violently force his girlfriends into doing sexual acts that
they did not want to do, which we know is sexual assault.
And so he's using his organization in order to commit these separate and disparate crimes.
The crimes themselves don't even have to be related in a RICO prosecution.
However, if they're all being committed to further the aims and goals of the organization, it becomes a RICO.
ASA Johnson described how Combs allegedly forced two women, Cassie Ventura, his girlfriend of nearly 12 years, and another woman with a pseudonym Jane, into what prosecutors called freakoffs, coerced sexual encounters with male escorts arranged by Combs and filmed for his pleasure.
So a number one thing that they were talking about from the indictment, from the time Diddy was arrested, from the time Cassie filed her lawsuit was these freakoffs.
And these freakoffs were hours long, even days long sexual sessions where Diddy and Cassie would bring an escort and they would have these sexual encounters at hotels and homes and just different places in the country and even outside of the country.
And so Emily Johnson really drove home the point that this case is not about a celebrity and their private sexual preferences because I think that was something that definitely the defense was making it out to be that the government was attacking his alternative lifestyle.
his swinger lifestyle, and that sort.
So then she kind of laid out that these were called freakoffs,
but they were also called Wild King Nights.
They were also called hotel nights.
And so then we started to learn more just about staff setting up these rooms in advance,
the lighting that went into this, the extras that were a part of this,
such as lube and cash for escorts, baby oil, drugs for both women and ditty.
Women had to dress a specific way, such as being in lingerie.
They had to have their nails done a certain way.
They had to have tall heels and that the women would partake in drugs such as MDMA so that way they could stay awake for these hours and days long sessions.
Prosecutors also said they'll show how Combs attempted to keep these stories buried, paying off a hotel security guard for surveillance footage,
pressuring victims to stay silent and using his wealth and power to maintain control.
Their message? This wasn't about fame or bad behavior.
The government alleges that he didn't act alone.
that he needed the help of employees and staff
in order to continue allegedly building this enterprise
that they say as criminal.
They say this was organized crime hiding in plain sight.
Once the government rested its case,
the defense seized the stage,
led by Tenny Garagos.
If that last name rings a bell,
you probably followed your fair share
of headline-making trials.
Tenney is the daughter of famed defense attorney Mark Garragos.
who's represented everyone from Michael Jackson to Scott Peterson
and most recently the Menendez brothers.
But make no mistake,
Tenny Garagos isn't riding coattails.
She's built her own reputation as a fierce and formidable attorney.
And now she's stepping into the spotlight,
taking on the biggest case of her career
in one of the most closely watched trials of the decade.
She got right into it, admitting some of Diddy's bad behavior,
but attempting to reframe it.
Because when the facts are tough,
The strategy is simple.
Acknowledge what you can't deny and shift the focus.
In her opening statement, defense attorney Tenney Garagos wasted no time reframing the government's case,
not as a criminal conspiracy, but as something much more familiar, a troubled relationship.
Teni Garagos presented the opening statements for the defense, and she had to kind of admit
while she was giving her opening statement and presenting this to the jury that Sean Combs is a complicated man,
but she had said that this isn't a complicated case.
She said that this is a case about real-life relationships
that the government is turning into this RICO conspiracy
and turning this into sex trafficking.
She says this case isn't what we had heard about on the news
and that essentially Diddy's story will be told over the next two months.
She also reminded jurors of who Sean Combs is,
not just the man in handcuffs,
but a music mogul whose influence shaped a generation.
She had kind of talked about how,
Diddy contributed to the culture and had a lot of great music, which drew a lot of people
to him specifically, and that a lot of people just wanted to be around him because he would give
them opportunities.
And then came a calculated moment of theater.
There was this moment during the defense opening statements where Diddy kind of stands up,
Tenney introduces him to the jury.
And mind you, when he's inside the court for his trial, he looks completely different than
we've seen him in press photos, on red carpets, on even social media.
He is kind of a little more toned down.
He appears a lot grayer.
He's wearing a sweater.
He's wearing slacks.
Something that he might not wear if he wasn't detained in MDC, Brooklyn or anything like that.
But as far as just the picture that people may have of him in their minds, not necessarily the case that we're seeing inside that courtroom every day.
Then Garagos turned to the government's claims of coercion and abuse, not to deny them, but to defang them.
And to answer to what the government had alleged in their opening statement,
Teni Garago says that the government has no place in his bedroom, he being Diddy,
and that the defense admits Diddy did have a temper, especially when he drinks,
and sometimes he would get so angry, and they admitted that he did lie to his girlfriends.
He was kind of mean to his girlfriends, but he's not charged with being mean.
He's again charged with RICO and sex trafficking and transportation to engage in prostitution.
It was a deliberate strategy.
Acknowledge the bad behavior, but draw a hard line between moral failings and a federal crime.
And so the defense says that the jury will see this possibly as a domestic violence case as opposed to sex trafficking case.
And even surprisingly admitted that Diddy had a certain love for a certain product and that product being baby oil, something that they've essentially talked about every single day of trial.
But according to Tenney Garagos, it's not a product.
a federal crime to have this love for baby oil and says that the victims were capable,
strong women, that they were adult women, they were free to make their own choices,
and those choices came with pros and cons.
But with the infamous Intercontinental Hotel video on deck, the defense knew they had to get
out ahead of what jurors were about to see.
They knew that a big piece of evidence was going to be introduced coming up, and that was
going to be the really long played out version of a CNN video that we had seen near
nearly a year prior in that being at the Intercontinental Hotel in 2016.
But the defense really kind of had to drive home the point that Diddy is a flawed man
and they had to own up to that because if they didn't own up to it and then the jurors would
see this domestic violence at the hotel, then that could possibly ruin the case for the
defense if they weren't forthcoming in their opening statements.
But legal observers say this opening wasn't just a narrative pivot.
It was a technical one.
Garagos wasn't simply trying to humanize Sean Combs.
She was trying to dismantle the government's entire legal framework piece by piece.
Natalie Winningham Burrell explains.
They did the thing that almost all defense attorneys do when you have bad facts that you can't overcome.
You admit them and you minimize them.
The defense concedes Combs may have been controlling, violent even,
but they argue it was personal, not organized, dysfunction, not conspiracy, private conduct,
not enterprise-level crime.
They said that everything that the girlfriends,
including Cassie, was doing, was consensual
and that it had nothing to do with bad boy.
It was all about Diddy personally
and his personal toxic relationships,
but that it had nothing to do with the actual organization
of Bad Boy Records and therefore is not Rico.
Personal proclivities may make you as an individual,
liable for things like rape, liable for things like the solicitation of prostitution.
But it doesn't necessarily mean that it's RICO, you need that organization there in order
to say that it's a corrupt organization committing multiple crimes.
And so that's the distinction that they're making.
And it's that distinction between personal wrongdoing and organizational corruption that
will define the defense's case moving forward.
What they're asking the jury to do, the defense, set aside.
his personal proclivities, set aside that you may not agree with his lifestyle, and look and see
whether or not these are individual failings or an organizational corruption.
So the defense had drawn its battle lines. Admit what you must, minimize the rest, and cast the crimes
as personal failures, not federal ones. But now it was the government's turn to start proving otherwise.
The prosecution's first witness wasn't a celebrity or a former insider.
It was someone from the outside looking in, someone who had no connection to Diddy's
empire, but who saw firsthand the aftermath of one of its most disturbing alleged incidents.
So the first person who was called to the witness stand was Officer Israel Flores.
Now, he's a police officer for the Los Angeles Police Department, aka the LAPD.
He had been working for LAPD for seven years.
but he also was an Army reservist.
So I was kind of wondering, where is he going to go with his testimony?
How does this relate to the case?
His relevance was soon made clear.
He had talked about another job that he had previously had, and that was working security.
Once he had said security, I was like, oh, he must have worked for the Intercontinental Hotel in Los Angeles,
where we had all seen that video of Diddy brutally beating Cassie Ventura after she was trying to leave a freak off.
Flores wasn't there to speculate.
He was there to explain what the footage couldn't, what happened just before the camera turned on.
And?
We learned a lot more of kind of everything that happened after the video was cut off.
According to Flores, a call came into the hotel security office.
A woman was in distress on the sixth floor.
When he got there, the hallway was in disarray.
Flowers scattered on the floor, a dent in the wall, and Cassie Ventura,
visibly shaken, standing outside the elevator bank.
He testified that surveillance footage, although motion triggered and incomplete, captured Combs dragging Cassie down the hallway.
He documented the incident in a written report and took photos of the damage.
His testimony may have seemed simple, a security call, a hotel hallway, a traumatized woman.
But for prosecutors, it was crucial.
It put jurors in the aftermath of alleged violence.
It gave them a timestamp, a setting, and a witness with no personal stake in.
the outcome. But it also did something else. It gave jurors a physical scene, one that matched
the emotional and graphic claims the government would lay out in the weeks ahead. While Flores
didn't speak to racketeering or trafficking, he helped the government draw a throughline from
private violence to public consequence, and he offered something the defense couldn't easily explain
a way, independent corroboration. Prosecutors would go on to call more personal, more graphic
witnesses, but Flores' presence on the stand sent a clear message early in the trial.
This story doesn't just live in Cassie's words or Diddy's world.
It lives in evidence.
If Israel Flores helped jurors picture the aftermath, the prosecution's next witness
took them deeper inside what the government says was a pattern of coercion masked as consent.
Daniel Philip is a former male escort and manager of a New York
City Mail Review Show. In 2012, he says he was booked for a private performance at the Gramercy Park
Hotel. The request? A black dancer for a client. None were available. So Philip, who's
biracial, agreed. He thought he was walking into a routine booking. What unfolded instead would
become a central example in the government's effort to prove that what looked consensual on the
surface mass something darker underneath. So he arrived to the Gramercy Park Hotel around night.
time. But when he arrived, a woman opened the door, and it was only her. There was no
bachelorette party. There was no other women expecting this dance from this male dancer.
Philip had never met this woman before. What followed was a set of instructions and rituals
that prosecutors say were consistent across multiple incidents. And so this woman who we now know
to be Cassie Ventura, Cassie had asked Daniel Philip to rub baby oil on her and give her a massage
She actually even referred to Cassie as C.
When Cassie opened the door and when Daniel Philip had met her in person, she was wearing lingerie, she had a red wig on, and she even had sunglasses on too.
Soon, a third person entered the room.
Philip hadn't been told to expect him.
Then all of a sudden, a man in a white robe with a bandana over his nose, over his mouth, and wearing a hat, comes in.
And Cassie had referred to this man in the room as a baby.
and Daniel Philip knew it to be now, Sean Combs, aka Diddy.
Philip described what happened next in exacting detail.
A physical encounter, money exchanged, and a silent observer.
He said during this encounter that Diddy didn't say much and that he didn't say much to Diddy,
but Diddy had said that he was working in importing and exporting,
which I thought was kind of an interesting tidbit that he had said.
But Daniel Philip admitted that he and Cassie did.
have sex together. They rubbed baby oil on one another. And while this was happening, that Diddy
was watching all of this and he was masturbating during it. That Daniel Philip also wasn't wearing
protection when he had had sex with Cassie and that Cassie afterwards gave him a few thousand
dollars. Even in a courtroom braced for disturbing testimony, this moment caused a reaction.
Diddy's daughters actually walk out of the courtroom during this testimony. Who could
blame them. The encounter didn't end that night. Philip testified that it continued and that the
pattern stayed consistent. Cassie had message asking for a picture of Daniel's genitalia and asked
him to come back and he actually came back to the room for a few more hours. This was the second time
and it was the same similar situation that it was during the first time where Diddy was off to the
corner. He was masturbating the whole time during the second encounter. Only later did Philip come
to understand who Cassie was and who had really been watching.
He had learned later on who Cassie was because his boss had looked her up.
And so every time he met Cassie, it was essentially just to have sex with her in front of
her then-boyfriend and that then-boyfriend being Diddy.
And he said he did this up until around 2013 to 2014, so a pretty long time.
Daniel Phillips' testimony wasn't just graphic.
It was strategic.
For prosecutors, he offered more than a story.
he offered structure, a way to frame what might seem like personal behavior as part of something
organized, commercial, and criminal. And in a federal RICO case, former Florida State Attorney
Dave Arrenberg says that distinction is everything. You've got to show at least two predicate
crimes to show that this is a criminal enterprise set up, like in a legal operation set up to do
bad things. And so that's racketeering. Then you have human trafficking. Human trafficking
is commercial sex acts where there is force, fraud, or coercion.
So you have to show that there's a commercial sex act
where people paid to engage in these sexual acts.
And you heard of all these prostitutes and all this money floating around.
The prosecution's theory is that Combs didn't act alone.
He built a system.
And Philip, they say, was one of many people brought into that system,
recruited, paid, and used in what they argue were transactional sex arrangements.
meant to serve Combs' personal desires and expand his power.
So what the prosecution is doing here is they're backing Diddy into a corner, essentially.
And I think that's what Daniel Phillips' testimony was more relevant to.
He was hired by Diddy to perform in these freakoffs.
And the freakoffs are relevant because they were the conduit by which Diddy was committing
the predicate offenses for the RICO prosecution, which,
are the trafficking allegations, also moving drugs and guns across state lines and in multiple
states and things of that nature. And hiring people for prostitution all across the country
is what is going to get you into the RICO prosecution. It's not just about the act itself.
It's about what that act connects to, a hotel, a payment, an interstate arrangement,
and a powerful man watching from the corner. That's the architecture.
the government is trying to reveal.
And if you muck up the defendant enough,
then jurors may say,
I don't know all the details about racketeering,
but he did something wrong here.
He needs to go down for something.
So I do think that even if they can't satisfy all the elements of racketeering,
they may win this case because when there's smoke, there's fire.
If Daniel Phillips' direct testimony painted a disturbing portrait of power and voyeurism,
the defense worked quickly.
to reframe it, not as criminal exploitation, but as consensual arrangement. They leaned into
Phillips' profession, framing him as someone who sees encounters through a commercial lens, not a
moral one. If he was paid and went back, does that make him complicit, comfortable, or just
unreliable? Jurors may be asking themselves, if Cassie initiated contact, if she paid him directly,
if she invited him back, was Philip a witness to abuse, or just a service provider caught in the
middle of a toxic relationship.
And then there's the demeanor factor.
He gave explicit testimony, but didn't show outrage.
He described shocking details, but kept emotional distance.
That neutrality could land either way, as trustworthy or as cold and transactional.
The defense's goal was to chip away at the story's impact without denying the events,
but they couldn't erase the timeline, the money trail, or the unmistakable presence of combs in the room.
So the jury's left with a character question.
Is Daniel Philip telling the truth?
Does his account corroborate what Cassie and others have described?
And perhaps most importantly, was what he witnessed part of a pattern or just a personal choice played out in private?
Those are the questions the prosecution is banking on.
That Philip wasn't an outlier.
He was a spoke in the wheel.
If Daniel Philip provided the prosecution,
Blueprint? Cassie Ventura offered the lived experience. Hers was the most anticipated testimony
of the trial, not because she's famous, but because her story is the reason this trial's
happening at all. The government star witness didn't come in quietly. She came in pregnant, more than
eight months along, and unmistakably poised for what would be the most emotionally charged
testimony of the trial. It was a moment that a lot of us were just waiting for. And it came
on just day two.
The woman who once stood beside Sean Diddy Combs on red carpets now sat across from him
in federal court, calmly, quietly, prepared to speak.
Her body and her testimony is the evidence.
It is the case because, according to the government's best case, he used her body as an object
onto which he placed these prostitutes and to which he put these drugs to which he
gave these money. He passed her a gun. He had his guard down around her. And so he was committing
all of these crimes in furtherance of abusing her. And in so doing, allegedly by the prosecution,
committed RICO violations. The way that I see it is that Cassie is the lynchpin because of the
duration of the relationship. But it's an allegory for the fact that bad boy is not really a
record company, it's a RICO organization, because all of his assistants, all of his bodyguards,
record execs, everything that were supposed to be helping this woman put together an album,
were instead putting together these freakoffs where they were doing this illegal activity.
The courtroom shifted when she walked in, and so did the defendant.
When she walks inside the courtroom, we see Diddy kind of turn around from the defense table.
He looked at her while she was taking the stand.
She just didn't even look in his direction from what I could see of her.
Just made kind of a beeline straight to the witness, Dan.
Her voice was low.
Her demeanor polite, almost restrained.
But what she said would land like a punch.
She starts kind of peeling back just a little bit of their more than decade-long relationship.
She spoke of violence, of fear, of a relationship built around power and pain.
She had admitted that they did have violent arguments, that there was physical.
abuse. She mentioned times where he would smash her head in and knock her over and drag her
and kick her in that these beatings would happen very frequently and said at the end of these
beatings that she would get knots in her head and bruises. Then, almost casually, she confirmed
something many had speculated about. The night in the hotel captured on the Intercontinental
Hotel surveillance footage later released by CNN. She was asked about the CNN video very
quickly into her testimony, and she confirmed at that moment that she was leaving a freakoff.
The phrase freakoff had already appeared in the government's indictment, but for the first time,
jurors were hearing what that meant from someone who lived in. She said she had learned about
freakoffs within the first year of their relationship, and initially they just had called it
voyeurism. And so as far as everything a freakoff entailed, this really was first laid out in
the government's indictment against Diddy, but hearing it from Cassie,
herself, who for the most part, we hadn't heard her speak about these allegations beyond her lawsuit.
And those were just written words.
They were typed up.
They were filed in federal court.
And then obviously we know it was settled the next day.
But as far as just listening to her talk about this, again, she was very soft-spoken, very forthcoming about this information,
and said that as far as everything that entailed for the freak-offs that included hiring escorts, setting up these experiences.
She talked about the fear, about performing for him,
and how quickly it began to feel less like a relationship and more like work.
She said it became like a job to her and that Diddy would tell her to do this.
And she said she remembers her nerves from the first freakoff that she ever had.
And that first one happened when she was just 22 years old.
What stunned observers most wasn't just the content of her testimony.
It was the tone, the clarity.
The lack of bitterness.
She admitted that she did these freakoffs to essentially make him happy because she was in love with him.
I think an interesting point throughout her testimony is that despite these allegations and despite everything she had been through for this long period of time,
she said she doesn't even hate Sean Combs, despite everything that she has alleged in lawsuits and everything that she had talked about,
especially with those physical beatings, that she said she still didn't even hate him and had love for the best.
better times when the two were together.
There were no theatrics, no tears, just a woman sitting in federal court describing the
intimate details of her own dehumanization and the man she says made it happen.
Her voice may have been quiet, but the details she shared weren't.
Her accounts span more than a decade of alleged manipulation, violence, and sexual
coercion. She described how something that began as a music mentorship spiraled into a relationship
of extreme control. As she testified, jurors sat just feet away, hearing about everything from
beatings to freak-offs, not from lawyers or second-hand accounts, but from the woman who lived it.
And for Natalie Winningham Burrell, the emotional weight of that testimony wasn't just powerful.
It was unforgettable.
We saw the beating video of him beating her in the hallway.
We read through the complaint of her lawsuit against him that settled in 24 hours,
yet still the things that she said explicitly about the sores in her mouth,
being urinated on, choking on urine, recurrent UTIs.
Those things were not as salient and apparent at how horrific they were until she testified.
And I think especially as a woman, there was something that she said that was extremely visceral, which was being forced to participate in freakoffs when she was menstruating.
And I think many women can relate to not wanting to engage.
Everyone is different, but most women, not wanting to engage in intercourse during that period of time, not wanting to engage in intercourse during a UTI, not wanting to be urinated upon.
to imply that any of this was consensual after a point, no matter what she said, would be laughable because physically the things that she talked about were viscerally painful to hear if you have female reproductive organs.
And so I think that that would be hard to separate the visceral nature of that testimony and then look objectively at whether or not Diddy was participating.
in trafficking that would equal a predicate crime for RICO because that had such an emotional
appeal to it.
But Whittingham Burrell also flagged something more nuanced, something the defense could exploit.
It was also apparent the complex nature of their relationship.
You cannot escape the fact that towards the end of their relationship, after she alleges that
he raped her, they had consensual sex. I think that's completely understandable within the
cycle of domestic violence and the jury is getting evidence from an expert about that. However,
that's not an escapable fact. It's very complex that she texted him things that indicated that she
wanted to have a freak off. Her testimony, I thought, was quite poignant that she knew that's what
kept him and she didn't want to lose him and she'd essentially been groomed by him without using
that word. But it was still very, I think, good for the defense to bring out moments in which it
seemed as though it was advantageous to her to remain in a relationship with him.
Be that as it may, I don't know that that overcomes how horrific she describes the abusive
portion of their relationship.
It's that emotional tightrope, the push and pull of power, love, and trauma that prosecutors
say defines the entire case.
Because the government isn't just trying to prove that Combs hurt Cassie.
They're arguing he, he,
used her, that her body, her life, became a vessel for a wider criminal enterprise.
If anyone's ever interacted with domestic violence or intimate partner violence, they will
understand the build up, the explosion, the reconciliation, the honeymoon period, the build
up, the explosion, the reconciliation, the honeymoon period, right? It was credible to me what
she had to say. She did not deny where she was seeking Diddy out, where she was a
upset that he was cheating on her where she wanted to initiate sexual contact with him. And then
she was also very, very forceful when she spoke about the things he did to her that she did not
want to be done to her and that she told him she did not like. She'd never, ever backed away from,
I did not want to do these things. He crossed the line. He disrespected me and abused my body and my
mind. And so I think that was touching, but I think it was also, it was horrific. The things
she described were absolutely horrific. If you think about the fact that when they met,
she would have been 20 turning 21. He was 17 years older than her. She wanted to break into
the music industry. He was a music mogul. The power differential, the age differential. It's
just very disturbing to think that was happening. Up next, the defense gets their turn,
cross-examination, and what they try to do with Cassie's credibility could determine how
jurors weigh everything that came before?
The number one thing that they're pointing out is Cassie's motivation to lie.
Should we believe the extent of her allegations because she had a financial motivation
to make up these allegations in order to receive a multi-million dollar settlement,
and that's the defense's best case.
They chip away at her credibility because really she makes up the majority of the case
because not only was she either voluntary or involuntarily participated,
in these freakoffs, she was observing him doing the things, which are the predicates for the
RICO offenses. So everything for the defense has to rely on them not allowing the jury to believe
her. They'll argue that Cassie isn't a victim. She's a partner who stayed for the money
and is now testifying for revenge and a settlement. The trial of Sean Diddy Combs is expected
to last eight weeks. We'll be there every step of the way.
This has been a long crime production.
I'm your host, Jesse Weber.
Our executive producer is Jessica Lather.
Our writer and producer is Cooper Mall.
Our associate producer is Test Jagger Wells.
Edit and sound design by Anna McLean.
Guest booking by Diane Kay and Alyssa Fisher.
Additional production support from Juliana Pataglia and Stephanie Doucette.
Legal review by Elizabeth Vuli.
Key art design by Sean Panzera.
And special thanks to Elizabeth Milner for her in-depth reporting on this case.
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