Bad Rap: The Case Against Diddy
The Trial: Cassie Ventura's Second Day of Testimony
Wed, 14 May 2025
For a second day, Cassie Ventura was on the stand in the trial of Sean Diddy Combs. Hear analysis from ABC News Live's "Burden of Proof: The Case Against Diddy." The show streams weekdays at 5:30 p.m. Eastern on ABC News Live. You can find it on Disney+, Hulu, or on most of your favorite streaming apps. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Chapter 1: Who is Cassie Ventura and what is her role in the Sean Diddy Combs trial?
Day three of testimony wrapping up in the federal racketeering and sex trafficking case against Sean Diddy Combs. Cassie Ventura, Sean Combs' former girlfriend, and the prosecution's key witness, was back on the stand for a second day with more explicit testimony. She testified more about that now infamous 2016 incident at the hotel, describing the circumstances before, during and after.
Cassie saying Combs beat her as she tried to escape a freak off that turned violent. Prosecutors also introducing images they allege showed damage from a vase Combs threw at Cassie during that attack. She also testified the drug-fueled sex parties eventually turned into pornography shoots, with Combs setting up video equipment for blackmail recordings. Combs has pleaded not guilty to all charges.
He faces life in prison if convicted. We have our team of reporters and analysts closely following the case from inside the courtroom. Plus, we're also doing a deep dive into some of the most searched topics related to this high-profile trial and a warning. that some of Cassie Ventura's testimony may be difficult for viewers to hear. We begin, though, with the latest from inside that courtroom.
Our chief investigative correspondent, Erin Koturski, is outside the federal courthouse in Lower Manhattan. Erin, Cassie Ventura recounted explicit details of these alleged freak-offs and the psychological impact. What more did we learn today?
Chapter 2: What were the key details of Cassie Ventura's testimony on the second day?
Cassie Ventura Eva broke down on the witness stand as she described how her abusive, nearly 11-year relationship with Sean Combs left her drug-addicted and psychologically damaged. She was made to participate, she said, in hundreds of freak-offs, these sexual performances with male prostitutes, while Sean Combs recorded them using the video, she said, as leverage.
And by the end of their relationship, she said she was suicidal, She was in trauma therapy. She was having episodes of PTSD. And she remembered for the jury just wanting Sean Combs to understand. She wrote down what she thought would be chapters of a book. She wanted him to read them to understand the pain he had caused.
Eventually, she sued him and revealed today for the first time that they settled the lawsuit for $20 million.
And what was the jury's reaction to what she was saying today?
The jurors were quite moved. She recalled an instance toward the end of their relationship in 2018 when she alleged that Sean Combs raped her in her own apartment on the floor. She said it was quick and he lost the color in his eyes. His eyes went black. And she told him, no, She told him she didn't want to. She said she didn't even know if he heard her.
He just kept going until he finished and then simply left. It was the second to last time that she had seen him in the course of their nearly 11-year relationship. But the jury's most vivid reaction, Eva, came when they were shown explicit images from some of the videos that Cassie said she was made to record of the freak-offs. There were seven images.
One juror appeared to move his neck as if taken aback. Another juror raised an eyebrow. Another appeared to shake a head. Sean Combs wanted to see those images. He grabbed a binder that they were contained in, leaned over towards his attorney to flip through them.
Goodness, the details of all of this trial are very graphic comes. His family is in this courtroom listening to it all. Cassie's husband is there in court as well. How are the family members reacting to hearing this?
Alex Fine, Cassie Ventura's husband, at one point just looked over at Sean Combs, seemed to glare at him when some of these explicit details come out. Other times, he doesn't even seem to acknowledge him in the courtroom, just looks straight at his wife as if to make sure she is OK. And notably today, Eva, after such graphic testimony from Cassie Ventura about decades' worth of sexual activity.
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Chapter 3: How did the jury and family members react to the graphic testimony?
And we have to note here that Sean Combs' lawyers say that he had nothing to do with that car bombing. Erin Katursky there at the courthouse for us. Thank you so much for breaking this all down. And to continue with this, we bring in our ABC News legal contributor and trial attorney, Brian Buckmeyer. You were also there in the courtroom again today.
So tell me, what do you think of the prosecution? Are they making the link between what Cassie is saying there on the stand and the charges that Diddy is facing?
Absolutely. And they're beginning to do so. We're going to start off with that top charge of racketeering. And just give you a legal definition. I'll break it down in simpler terms. Racketeering is basically when two or more people conspire to commit criminal acts in furtherance of that criminal enterprise. And so when I'm talking about the links,
We hear about the criminal act that's funneled by the freak-offs, the rape, the sexual assault, the videotaping, the threats of violence is also threats of humiliations of putting out those videos if Cassie was to say anything. And then we kind of think about the criminal enterprise, right?
Today we heard about 13 different escorts and dancers that were hired from different states all across the country. Those are the people who are participating in the freak-offs. And then we heard about some of the damage that comes from them and the harm that follows.
As well as Cassie, when she took the stand, she pointed to a photo, not this one exactly, but one of that night where they're wearing the same dress and said, after one of these brutal nights, she had a bruising on her right leg. And she was able to point out in court where she believed those bruises were.
So the defense has definitely have their work cut out for them because the prosecution is making some strong arguments.
Yeah, and the prosecutors also introduced, we heard, Aaron just mentioned it, those explicit images of these freak-offs. Cassie's testifying they happened in multiple states and residences. What's their strategy here with all this?
So again, going back to those escorts and dancers, they were from Las Vegas, LA, Miami, New York. One of the major reasons why this is a federal case is because they're talking about
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Chapter 4: What is the significance of the alleged relationship between Cassie Ventura and Kid Cudi in the case?
And one of the things that they point at is that infamous video that we all saw, but they're looking at some of the raw footage. And they're saying that when Sean Combs did this violent assault of Cassie, and they're not denying it, not denying the injuries, that instead, He was doing it to get his cell phone.
Now, Cassie testified on the stand that she believes that this is her cell phone, but the way the defense is articulating this is there was violence, there was domestic abuse, there might even been rape, but it was about jealousy, infidelity, and money. It wasn't about a criminal enterprise. It wasn't about trafficking.
That's the argument that they're gonna make when cross-examination starts tomorrow of Cassie and going forward in this case.
Brian Buckmeyer, thank you. We'll come back to you in just a bit. Cassie Ventura today again, as we said, detailing that alleged abuse, testifying Sean Combs turned the freak-off videos into blackmail. Combs denies the federal charges. His defense claiming his violent acts are domestic violence, as Brian just said, but not evidence of sex trafficking and racketeering.
But prosecutors have said the jury will hear a similar story from another alleged victim they're calling Jane. Let's bring in Maria Cruz Melendez, a former federal prosecutor who also served as one of the lead prosecutors in the case against R. Kelly. Maria, thank you so much for being here. Let's get right to this. What's the government trying to establish here with Cassie's testimony?
Essentially the government is trying to establish a pattern of abuse and the reason this is important is because at the end of the day each one of these charges will hinge on whether or not they can show that Sean Combs essentially overcame Cassandra Ventura's will.
So whether or not there was coercive control that resulted in her staying, and at the end of the day, with regard to racketeering, with regard to forced labor, sex trafficking, and even the transportation of prostitution, getting from her mouth exactly what happened to her is key. And I think at the end of the day, as previously mentioned,
having other individuals who can testify to what they saw as well, and also that this type of conduct happened to other individuals is going to be really important in establishing the pattern of racketeering that the government has alleged here.
And to that point that you just raised, Cassie testified today that she saw Diddy inflict violence on others. Why does that matter here?
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Chapter 5: How is the prosecution linking Cassie's testimony to racketeering and sex trafficking charges?
The reason that's important is because of this distinction that defense counsel is trying to make at this point, that this is simply about domestic violence, that it's about what happened between Sean Combs and Cassie Ventura. But once you've brought in other victims,
Once you brought in the fact that violence may have been perpetrated against staff, against assistants, against other individuals who felt that they also had to assist Combs in the crimes that have been alleged by the government, then you're getting closer to establishing not only an enterprise, but that there's in fact been a pattern of racketeering.
You brought your case against R. Kelly also for racketeering and sex trafficking. So you know what it takes to go up against a powerful, wealthy defendant. What are the similarities and the differences that you see here?
Yeah, I think there are a number of similarities. At the end of the day, we have a high-profile defendant. We have that in both cases. We have a situation in which allegations included coercive control, taking individuals... under their wing, using that as a form of control, using physical abuse, psychological abuse and other forms.
During my opening statement in the R. Kelly case, I talked about the predator's handbook and using all those types of methods in order to control individuals. I think some of the differences, of course, that you see is that in the R. Kelly case, a number of our victims, the majority of our victims were minors. Here you have a situation in which that's not the case.
And I think that distinction can sometimes make a difference if you need to convince a jury that a successful adult woman was controlled by someone like Sean Combs. And that takes us back to this pattern, understanding
all of the abuse that has been alleged and that Cassie Ventura has been testifying to and how that overcame her will such that she was unable to leave, to say no, and in fact had to do everything that Combs told her to do.
Maria Cruz Melendez, thank you so much for being with us. Still ahead, time to talk strategy. How's each side making its case and how might that play with the jury? We'll be right back.
This is the next phase in my therapeutic work.
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Chapter 6: What defense strategies are being used against the allegations presented?
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Chapter 7: What insights does former federal prosecutor Maria Cruz Melendez provide on the prosecution's case?
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Welcome back to ABC News Live. We are wrapping up day three of testimony in the Sean Diddy Combs trial. For the second day in a row, the prosecution calling Combs' ex-girlfriend Cassie Ventura to the stand. Emily Johnson from the U.S. Attorney's Office asking Cassie, how frequently did Sean put his hands on you during freak-offs? Ventura responding too frequently, a lot.
Brian Buckmeyer joins me now again alongside fellow ABC News legal contributor Bernarda Villalona. Bernarda, you used to be a prosecutor. Brian, you're a defense attorney. So I want you both to sort of paint a picture for us of what it would be like for these lawyers who are in this courtroom right now. Bernarda, let's start with you.
What do you think the prosecutors are wanting the jurors to take away from Cassie's testimony?
Well, the prosecutors, they're doing the best that they can in terms of getting the emotion out there. They want the jury to feel what Cassie felt living in her shoes each of those days that she was part of a freak-off, that she was on drugs, that she was drinking alcohol, that she was beating viciously by Puff Daddy Combs.
So that's what they want because they want that emotional attachment for that jury when they go into deliberations to fight for her and fight for the prosecution to return a guilty verdict.
But they also want the jury to know that, look, she may have been in this relationship for years, but it's because she was under the manipulation and the control of Sean Combs that she remained in that relationship, not knowing any better that she was an actual victim and that she should have walked away.
All right, Brian. So as a defense attorney, you're watching this witness on the stand. What are you looking for?
So I'm looking to see how she describes events, how she describes her participation in this relationship, describes her participation in the freak-offs. And I'm trying to find the avenues where I can say, yes, you were absolutely abused. No one's disputing that. But the decision to go across state lines, the decision to participate in these freak-offs, you did that because you loved him.
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Chapter 8: How does this case compare to other high-profile racketeering and sex trafficking trials?
To me, it's like battered wife syndrome, right? a sexual assault victim, that it takes a while for a person to be strong enough, one, to realize that they were a victim, two, that they're ready to walk away, and three, that they have the power and they'll be okay if they walk away. So you're still going to hear from that witness.
But I think more importantly is that when we're talking about things that you and I would normally think, I wouldn't want to do that. I wouldn't agree to that. When we're talking about having sex while she's on her menstrual cycle, or having sex while she has a sexual UTI, or having sex while someone's urinating on her. Like, it sparks the conscience, shocks the conscience.
So that's one of the main arguments that the prosecution is going to drive through and drive home to the jury at the end of this case to be like, no one in their right mind will agree to this type of behavior.
But real quick, and Bernardo I think is saying it better, far better than the government is doing, nothing that Bernardo said was about trafficking. Everything that Bernardo just talked about was about domestic abuse. And I think the defense can say, yes, all of that is true, and that's what we call domestic violence, but that's not trafficking.
Do you think they have to make the distinction there, Bernardo?
Absolutely. Absolutely. I mean, the prosecution is not there yet. I think they've made an excellent case for domestic violence. But baby, we are here on federal charges. So you're going to have to prove the racketeering conspiracy. You're going to have to prove the sex trafficking by force, fraud and coercion. You're going to have to prove the transportation to engage in prostitution.
And I think right now and again, this is only what day three of testimony. They haven't got into that racketeering conspiracy. I think that in terms of the other two charges, you haven't gotten there beyond a reasonable doubt. This is not a civil lawsuit. You have a burden and that burden is beyond a reasonable doubt. And you're going to have to meet it with some evidence.
And we've got a lot longer to go. Bernardo Villalona, Brian Buckmeyer, thank you both for being here with us. Coming up, who was Alex Fine? And what happened with Suge Knight? Those are some of the most searched questions online about this case. We'll have the answers for you when we come back.
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