Amy Robach & T.J. Holmes present: Aubrey O’Day, Covering the Diddy Trial
About Kid Cudi and What's To Come...
Tue, 27 May 2025
Kid Cudi wasn't playing. He showed up to Diddy's trial prepared to tell his truth about Diddy AND Cassie. Aubrey offers her thoughts on his bombshell testimony, from the alleged break-in, to the car bombing he claims was orchestrated by Diddy himself. And, as the trial is set to resume, Aubrey says one witness in particular has a story that is sure to leave you shocked all over again.See omnystudio.com/listener for privacy information.
Chapter 1: What happened during Kid Cudi's testimony?
I think letting people know that he looks like a fucking Marvel villain standing at the Soho house is, like, a moment of levity for people because everything has been so tense. And also... Like I said, anyone that knows Puff understands what that stance and feeling is. Like I've always said when I've been with you guys, all-encompassing takes the air out of the room when you walk in.
That's that Marvel stance, hands behind his back, waiting to see what's up. It's very much that... It's very much Diddy, right?
I was going to say intimidating. That was what his goal was, to be intimidating, it sounds like.
Sure, intimidating. And also, like, I had moments of him that were so scary. And then a second later, he would dap me up. So, like, he would do something scary. And then he would... And I would be scared. And then he would dap me up and be like, but that was good, though. That was good. Keep it up. Keep it up. And then walk out. And I would remember...
feeling confusion, like, did I do something good or bad here? Am I liked or not liked? The way that he was able to switch energies within seconds and, you know, in one moment be, like, extremely scary and in another moment be, like, dapping you up is very... is very confusing. You start to not understand the mission that you came in for. You start to get confused yourself.
Does the relationship between Diddy and Cuddy sound about right in terms of, from the outside, Diddy is this larger-than-life character, but so much of what Cuddy was talking about seemed like they were, he just saw him as a contemporary, right? We're fellows in this game. Did he, from what you know and from what you saw in Testimony,
What was Cudi's level of comfort with, respect for, and maybe even fear of, if there was any, of Diddy, given they were fellow rappers, if you will?
Well, I don't know anyone that wouldn't fear someone who blew up their car, right? Allegedly, you know what I'm saying, or was even responsible for sending people over to blow up his car. It was said by Cassie that he said he was going to do it. It was done. It's been established by the police report. We saw pictures. I think that.
Life gets pretty real when you see that things can get blown up when someone says they're going to blow it up. You can be as like cool and tough as you want to, but your car being blown up is a bit scary. You know, you could have been getting inside of it when the bomb went off.
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Chapter 2: How did Kid Cudi's testimony impact the prosecution's case?
What kind of impression does it give in the courtroom to the jury in particular for Cuddy to say that Cassie played him and Cassie played Diddy? She was very much a victim. No matter what you think about the case, guilty or not, but everybody saw her be a victim. But for him to come out and say she played him, how does that feel?
It's likely that when they because at the Soho house, Cassie was there. It was Diddy, Cassie and Cuddy. I also found it very interesting that the Soho house was chosen. I mean, obviously, if I'm Cuddy, I'm not trying to go anywhere behind closed doors with a man like a hotel because we all know the hotels are like low key need to be addressed at how irresponsible they were with their behavior.
All of them that have been announced. And then also, you know, I think that he wanted to be, you know, if you guys have been to the Soho house, there's agents, managers, celebrities. You can't get in there until you have the magic key. Like, you've got to be able to be somebody to be there.
And the fact that they're taking a meeting that's this dicey and uncomfortable in front of everybody that could be definitely everybody's looking at you in the Soho house if they're not a celebrity and they've gotten there some other way. They're spying. They're walking by. They're overhearing things.
They're not supposed to use their phones. Yes, no phones.
No phones, but I've taken pictures at Soho House, and I've taken pictures of things at Soho House, so I don't know. But either way... Don't admit that. Now you're never going to be allowed back home. Listen, I don't ever want to go there. I don't want to be around any type of celebrity again. This trial has shown enough to the world that...
And most things that you think are really grand and great come with a lot of dark shit behind them. But anyway, so, you know, the fact that they chose to be there, I think it probably went a little something like, and this is all just me alleging and assuming, maybe Cassie took the fall in the conversation in regards to potentially saying, like,
She didn't tell Kid Cudi she was still doing the stuff with Diddy. Maybe she still loved Diddy. Maybe she felt scared like she couldn't say no to these situations or else he would blackmail them again. I don't know the timeline of these things, but either way, I think maybe...
because we've seen her kind of like cater to these things that she doesn't want to do, but because maybe, you know, she liked Kid Cudi and they dated for a sec, maybe she felt responsible and like she didn't want him to get in further trouble. harm of Puff and what he thought Puff was capable of. And it could have been something like, I didn't tell you I was talking to Puff.
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Chapter 3: What shocking claims did Kid Cudi make about Diddy?
Putting him on the stand, I don't know that it will do anything except correct potentially one or two jurors' fascination and belief that, like Amy said, perception is reality and maybe this guy is an icon to some of them deep down. We don't know.
I put money on it.
Yeah, I mean, right.
Yeah, well, I think we would we would both bet that he won't testify.
I don't think he'll testify either. It would be fascinating if they feel that they're winning a tiny bit or that they've left some places open. I mean, we've seen a lot of character assassination. Right. If they can correct that and they think that the prosecution leaned on that too much. There's a possibility. However, obviously, like we discussed, no lawyer would tell you to do it.
He has gone against his lawyers in some of the bonds when he was trying to get bailed out. He wanted videos posted up with the kids, et cetera, on his birthday. He did defy his lawyer's orders. You see his kids saying, hey, dad, they told us not to do this. And him saying, fuck that, it's my birthday. So I don't know exactly what will happen.
But one thing I did learn is at any point, if the prosecution feels like they're very strong on, let's say, one, three and four, but two and five are a bit weak, you know, they didn't expect to lose two people Friday before Monday's trial start date. I don't think they expected witness to was going to come off so not credible.
I think a lot of people have corrected it since then, but if they feel like they haven't necessarily driven home any one point, which I'm not thinking they're going to at this point, because I think they're going to come forward with the people that I've discussed could close up all these gaps.
But if they do feel weak, they can give him a plea deal at any point prior to the jury coming back in, and the trial will be done, and what the jury feels won't matter. So we've I've never seen anything like that at this high of a level with this big of a person with this high of stakes on the line. But learning that made me realize politics mirror entertainment a good amount.
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