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The Megyn Kelly Show

Diddy Trial Deep Dive: "Mob Boss" Background, Issues of Consent, Prosecution and Defense Strategies

Fri, 16 May 2025

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Megyn Kelly discusses the latest details surrounding the Diddy trial and his abusive behavior, what new information is emerging, the way Diddy appears to have operated like a "mob boss" for years and is getting charged that way, the exact crimes Diddy is being charged with and what he's not, the challenges the prosecution faces in proving the case, what Cassie has said on the stand related to consent and abuse, what the Diddy defense strategy seems to be, Cassie’s texts and past relationship with Diddy, the truth about consent, the challenges each legal side faces, and more. Done with Debt: https://www.DoneWithDebt.comByrna: Go to https://Byrna.com and order their all new Compact Launcher.FYSI: https://FYSI.com/Megyn or call 800-877-4000 Follow The Megyn Kelly Show on all social platforms:YouTube: https://www.youtube.com/MegynKellyTwitter: http://Twitter.com/MegynKellyShowInstagram: http://Instagram.com/MegynKellyShowFacebook: http://Facebook.com/MegynKellyShow Find out more information at: https://www.devilmaycaremedia.com/megynkellyshow

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Chapter 1: What are the latest updates on the Diddy trial?

0.872 - 6.112 Megyn Kelly

Welcome to The Megyn Kelly Show, live on Sirius XM Channel 111 every weekday at noon east.

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12.603 - 40.609 Megyn Kelly

on megan kelly welcome to the megan kelly show and a special friday more casual edition of what's happening in the pd trial uh we're actually supposed to be off today but i've been following this case pretty closely and there's been a lot i've wanted to say and we've been trying to sandwich it into other shows and finally i just wanted to take a chunk of time to just cover what we've seen this week because there's been a lot of developments and i got a lot of thoughts on this so um

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41.309 - 61.763 Megyn Kelly

Coming in sort of on a day off, it was supposed to be a day off. Thank you to my team for accommodating me on my need to get this off my chest. Being in debt is like sinking in quicksand. You're trapped, you feel helpless, and the harder you struggle, the deeper in debt you can get. If you are trapped in debt, let me throw you a lifeline, Done With Debt.

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62.563 - 82.336 Megyn Kelly

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83.036 - 106.916 Megyn Kelly

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107.517 - 128.209 Megyn Kelly

And the more I look at it, the more I think the case is getting stronger by the day against Diddy for sex trafficking, racketeering, and transportation to engage in prostitution. Those are the claims against him. I do not predict he's definitely going to get convicted, but I'm more and more believing it's likely. And that's because

129.767 - 150.404 Megyn Kelly

Watching, for example, the cross-examination of the star witness has been, I think, kind of underwhelming. I thought that they'd have more and I thought that they'd be a little bit more skilled. But instead, they seem to be all over the board, the defense counsel, on trying to just score points with her. And they are clearly, I get it, trying to prove that she consented to some of this behavior.

150.424 - 177.399 Megyn Kelly

Okay. Okay. Okay. you need to prove that she consented to all of it. That's the truth. I mean, more accurately stated, the prosecution needs to prove that there were at least some of these sexual encounters, so-called freak-offs, that were not consensual on her part. And I think they're doing it, I have to tell you. So let's just take a step back, okay?

177.419 - 198.578 Megyn Kelly

Because what's interesting about this case and the reason we're all paying such close attention is because this is one of the most famous men in the world. Sean Combs, Puff Daddy, P. Diddy, whatever, right? is one of the biggest celebrities in America, in the world. And his star was on the rise. He formed Bad Boy Records.

Chapter 2: What allegations are being made against Diddy?

2447.7 - 2471.703 Megyn Kelly

But I'm just saying, he's looking at some very serious prison time on all of these. And it's no defense like she wanted it to the transportation to engage in prostitution count. Now, you just have to keep in mind, she wanted it has to apply across the board. And I just don't know how they're going to get there. There's just too many of them. And the tape is too brutal.

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2472.063 - 2500.417 Megyn Kelly

And the testimony of the sex worker about the fight and him slapping her behind closed doors. And even one of her text messages says, when we both want the freak offs, I love them. Well, what does that mean? So what I see is two okay lawyers on the prosecution and the defense side squaring off against one another and each planting the seeds for their garden. in closing argument.

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2500.437 - 2518.233 Megyn Kelly

And you're going to have the prosecution get up there and they are just going to go element by element on each of these charges. That's what they're doing. They're eliciting testimony to prove each of the elements they need to prove. And they will go through them piecemeal on, you know, kidnapping. What was it? Bribery. That's another one of the predicate acts for the RICO count.

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2519.119 - 2539.26 Megyn Kelly

We've already had the testimony on that. The security guard was offered $100,000 to get rid of the tape. He said that under oath. They really didn't dent that guy up at all. He added more on the stand about he and Combs scuffling over, I think, his phone. Maybe Combs had seen him videotape the videotape. And they got in his grill about why he didn't put that in his report.

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2539.28 - 2559.836 Megyn Kelly

The guy's like, look, I didn't put every detail in the report, but you know. Obviously, the beating happened. The security guard we know is telling the truth on that. We've all seen it. So that guy's talking about bribery. He got bribery there. Looks like he got kidnapping right there on camera. That's two. All you need is two predicate acts for conspiracy under Rico.

2560.196 - 2578.312 Megyn Kelly

And you generally have other defendants. Again, it appears some have cut deals. That's my belief. I believe there are probably unindicted co-conspirators who are probably going to take the stand against Diddy and say, I arranged the room. I provided the baby oil. I paid the prostitutes. I supplied the drugs. I mean, why are we going eight weeks if we're not going to hear that?

2579.594 - 2597.144 Megyn Kelly

So all of that is coming our way. And I would say now when we are at week one, and I should offer the caveat that we're doing this Friday morning around 11, and she's back on the witness stand getting crossed again right now, the defense is still crossing, and then the prosecution will do a redirect and then a recross, et cetera.

2597.604 - 2623.939 Megyn Kelly

So maybe something dramatic will happen today before we go to air with this. But right now, I think the prosecution is getting it done. They're not... They're not wowing me. And the defense is not wowing me either. They don't have, you know, what was her name? Vasquez, the lawyer who cross-examined Amber Heard. Yeah, Camille Vasquez. She was a star. They don't have that on team defense.

2624.239 - 2645.09 Megyn Kelly

Not so far. Uh, and they don't have a witness who can be made into a villain like Amber Heard pretty easily was, you know, when she did fine on her cross, you remember, I actually found her on her direct. I found her direct kind of compelling. And then she got on cross and it was just so clear. Her whole story fell apart. That's not happening to Cassie Ventura. It's not happening.

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