Amy Robach & T.J. Holmes present: Aubrey O’Day, Covering the Diddy Trial
Speaking of the Devil…
Fri, 06 Jun 2025
Aubrey O’Day isn’t just watching the courtroom drama unfold—she’s sounding the alarm.In this scorched-earth episode, she reveals the late-night thoughts keeping her up, and the prosecution moves that might just be fatal missteps. And speaking of slipping—did Diddy really call himself the devil? If so, could he now end up dancing through the flames…untouched?From heavenly hopes to hellish outcomes, Aubrey breaks it all down with her signature flair.. because if the devil is in the details, she’s here to expose every last one.See omnystudio.com/listener for privacy information.
Chapter 1: What is the main topic of this episode?
This is an iHeart Podcast.
Amy and TJ presents Aubrey O'Day covering the Diddy Trial.
Welcome everyone to Amy Robach and TJ Holmes presents Aubrey O'Day covering the Diddy Trial. I'm here with my partner TJ Holmes and we're looking at Miss Aubrey O'Day right now and Aubrey, another huge day in court and one of the star witnesses, one of Cassie's closest friends, Brianna is back on the stand right now still facing some of that cross-examination.
Yeah, some of that cross-examination that she is just failing miserably with. Unfortunately, it has... What a difference a day makes. You know, you're on a high from Mia. You start to get into racketeering, sex trafficking. We start to really get into the nuts and bolts of the charges. And unfortunately...
Bona has just not been consistent with, you know, what she's told prosecutors versus what she said on the stand. Nicole West Moreland, who also crossed my bandmate Don Richard, is crossing her and she's a beast. She is just. She is finding every inconsistency, every way to discredit. And there are some real ways to discredit in this round.
Some of those things being, I mean, at this point, what I think that she's doing is not only, you know, she's there to corroborate Cassie, but we don't need any more corroboration in regards to the violence, in my opinion. What I see her doing is her testimony is an impeachment on both of their characters. A bit at this point, which we don't need to go backwards.
The defense scored some serious points. They also really pushed the fact that she does have a civil civil suit. She's in cahoots or she was in cahoots allegedly with Cassie after she filed her lawsuit and. That's alleged victims talking to victims. And she's also having to testify under immunity because she was the drug supplier.
And although she did establish that that's not where the majority of her income usually comes from, at the time it was coming a lot from that direction because of the amount of drugs that Cassie needed supplied. And then there are just too many inconsistencies about... All of these horrific stories that she was able to get out.
And then when Nicole came in, she just couldn't remember if it was this, if it was that. I don't recall. I don't recall. It was brutal.
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Chapter 2: What happened during Aubrey O'Day's testimony?
So I assume if you go past that level and they are able to put you in the circle of the criminal behavior in one way or another that really speaks to the charges that they're going for, then you're speaking to prosecutors, you're being deposed and you're having depositions and you're giving answers.
So to me, once again, we have somebody that was inconsistent in the way that she told the story and the way she's telling it on the stand. And I think throughout that entire process, you should be able to weed out what you should be able to weed out these inconsistencies. And also, I don't know that she made any points towards, I think there were two good things that were established.
One of them is that Cassie's drug addiction and her involvement in it was starting around 2009 and that it was really bad in about 2014, which is establishing it got worse due to the hands and her time with Puff. which is something that she did testify to. So I guess that's one good thing.
Another good thing, but again, Nicole is so effective, which Diddy's defense attorney, Nicole Westmoreland, is so effective in regards to just not letting things get by the jury and not letting things get out.
But there was a moment where they were trying to establish that a producer named Rob Holiday was contacted and or sorry, contacted Brianna and wanted to try to fix and settle out the situation. So that's a bit helpful in regards to the prosecution proving coercion and and, you know, the cleanup of messes, etc.
I'm sure something did happen, but because there were so many inconsistent statements, I'm not exactly sure what.
I was going to ask you, Aubrey, based on your experience and what you've seen and heard and the people who you intimately know who are a part of Diddy's inner circle. Did it sound believable what she testified to, even if the defense was able to poke some holes into some inconsistencies? Do you believe that Diddy said to her, I am the devil and I could kill you?
Do you believe Diddy dangled her over that 17th floor balcony, even though there were no other witnesses?
I would believe that that type of behavior sounds pretty consistent with everything that we've heard so far from other witnesses that are consistent. So, yeah, in my opinion, I believe that that sounds consistent. In my opinion, just being around the man, like I said, almighty king rides on the backs of everybody.
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Chapter 3: How did the defense challenge the witness?
I think even on a normal day, his energy is at a place that you could potentially gather the thought that he might be really high.
Were you too young to know that or to think that at the time, only upon what you're hearing and then reflection? Are you thinking that at the time? You know, what were you, 17, 18, 19? I mean, you were young. Would you even know what that looked like? Would you even have known to be concerned about it or recognize it?
I didn't even know when we would get out of the studio at daddy's house out of the elevator and there would just be like a puff of white smoke and we couldn't figure out what direction to go in. I didn't even really understand what that was until it was explained to me and until I started feeling a little loopy. Like I said, we used to run to the staircase to get air.
Rihanna testified at one point, of course, the incident we'd heard so much about, but this was the first time we got a first person account of it. Rihanna said he dangles her off a 17th floor balcony. He said she claims he was yelling, you know what the fuck you did. And she says she has no idea what she did. How did that story or at least that part of it?
I want to ask you about that in particular. Like this man is banging on the door. He comes in, Matt hangs me off a balcony and I don't even know what he's upset about.
Yeah, I mean, that did stand out to me. I was wondering. I could make tons of different assumptions. Somehow, it's likely protecting Cassie's secret or something, protecting her from him in some type of way that he found out. But that's just allegedly. I would have no idea. But also, I don't know what the situation was, because first she says it was a party, then she was sleeping in her bed.
I mean... What was it, girl? I need a picture. I was seeing a party at first and then apparently it's a sleep in bed. I don't know which story is true. And unfortunately, in a juror's mind, when they can't even place where the event started and they can't put a picture of how it all began.
and that's not even clear i don't know as a juror how how clear everything else could be for me if we couldn't even start off the setting of the situation and a big and a house party and sleeping in bed are two very different things and i think if you remember being hung off the balcony you probably remember if you were in bed sleeping or if it was a house party
It might determine how much drugs you had been taking. I mean, I was thinking that also would speak in a weird way, maybe not in a counterintuitive way, but as a juror, I'd be thinking, well, if she was taking the copious amount of drugs that she said she was, it would make sense that maybe it is a little fuzzy, but you wouldn't forget being dangled.
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Chapter 4: What inconsistencies were noted in testimonies?
I want to ask you one last thing for me, because this has been jumping out at me almost every day, is that someone, there's always somebody we discover knew and didn't say anything. Like someone knew or witnessed, and we go through a long list of folks, and some of them have been witnesses, to crimes that this man committed, in particular, Diddy beating Cassie on that video.
We learned, Aubrey, that another security guard recorded that video on his cell phone. And he took it home just so he could show his wife. Now, that is disgusting to hear and to think about that it was just voyeurism.
Rose, can you imagine if TJ came home and was like, hey, I want to see this girl get beat up by Diddy. Let's watch it again. Maybe we'll get turned on.
I would say, who am I dating and who am I if I am cool with watching this and not reporting it? Right.
People are so weird. But it's one thing, Aubrey, when we talk about people in his inner circle that saw it and they were scared of him or they feared for their jobs or their careers or their money or even their their physical harm. We're talking now about this is a count five people, one superstar.
Supervisor at the security, another security guard, another security guard, another security guard, and then that security guard's wife. Five people eight years ago who did not work for Sean Diddy Combs saw this woman get the shit beat out of her on video. They saw a crime being committed, and those five people did nothing. Help me with that.
You've explained to us plenty, Ari, about people in his inner circle. Help us understand that a little better because that is a very difficult one to stomach.
We just don't care enough about each other in this society. We're very individualistic. You know, not to go on a rant, but when I was in Japan at a nomokase, he asked everyone where they were from. And everyone said their places. And then I said, oh, L.A. And the people next to me said San Francisco. And the chef said to me, every time we were the biggest, you know, he's the biggest name.
He has all the biggest people in the world that come. And they'll say Russia. They'll say China. They'll name their country first. Here in America, he's like, but Americans always say their location in America. We're just a very individualistic place. We don't agree with those other states that are across from us half the time.
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