Law&Crime Sidebar - P. Diddy on Trial: Cassie Confirms ‘Sex Slave’ Jonathan Oddi’s Wild Claims

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Starting point is 00:00:35 will keep you on the edge of your seat. Don't let your fears take hold of you as you dive into this addictive series. Love thrillers with a paranormal twist? The entire Oracle trilogy is available on Audible. Listen now on Audible. I had sex with Cassie and Sean. Basically, he would be a hilly talking what to do with Cassie. Jonathan Addy, the name that is circulated on social media, the adult performer who went for the wild comments he made about Sean Combs and Cassie years ago. But now, all these years later, he has officially been called out at Combs' federal criminal trial in a big way. Portions of testimony have been dedicated to him. Let's talk about it.

Starting point is 00:01:16 Welcome to Sidebar, presented by Law and Crime. I'm Jesse Weber. I had like 15 encounters and I heard lots of business because what they would do is Sean talks a lot on the on the phone and on the TV with speaking and stuff and I'll be in the I was like a sex slave okay for them seven years ago when Jonathan Addy told that to authorities no one really took notice right was just what the ramblings of a crazy person but now in 2025 when Sean Diddy Combs is on trial for federal sex crimes and his ex-girlfriend Cassandra Ventura fined victim one in this case testifies

Starting point is 00:01:59 against him claiming she was coerced into prolonged and elaborate sexual performances with male sex workers? Yeah, we look at this a lot different. And in fact, we are looking at what Jonathan Addy said and himself a lot differently, considering he officially came up in testimony during this trial. Cassie talked about him quite a bit. By the way, I say Jonathan Addy. I've heard other people say Jonathan Odie. Haven't been able to get official. confirmation on how to pronounce his last name, but I'm going to go with Jonathan Adi. Anyway, it has been quite a wild journey, okay? And you have to say, with her testimony, does it validate everything that he said? Maybe. Do you know Sean Combs?

Starting point is 00:02:46 Pop Daddy? Yeah. PD, whatever you call himself. Yeah, go ahead. Yeah, he's part of what's called the boule. The boule is a branch of the minority. Okay. It's the black people. Okay. Okay. Maybe not. everything, I don't know. But he did say at the time that he was paid to have sex with Cassie in front of Combs. And what is being said now in court? Well, before we even get into that, let me explain who Jonathan Addy is. So Adi is this former stripper who was taken into custody in May of 2018 after he allegedly fired a gun inside of the Trump National Doral Miami Hotel and Resort in

Starting point is 00:03:22 the middle of the night. The Florida State Attorney's Office says that Adi fired shots in the lobby toward the chandelier, then draped a giant American flag across the front desk. He also apparently got into a shootout with police officers. Now, according to the Miami-Dade court, Adi faces 10 charges, multiple counts of attempted murder, aggravated assault, burglary, there really is no real update on his case. It's kind of been stagnant. He's still locked up. But I'll tell you what, when he sat down for a long interview with law enforcement after

Starting point is 00:03:53 his arrest, during that interview, he brought up, unprompted that he was Sean Combs' sex slave. Okay? It was a pretty wild allegation at the time, and again, nobody really took notice because this was years before Combs would ultimately be accused of all this, that he would be accused in multiple lawsuits of wrongdoing, before he would end up being charged with federal sex trafficking and racketeering and prostitution charges, allegations being that he formed a criminal enterprise using his businesses to abuse women, including forcing them into coerced sexual performances, including with sex workers, freakoffs, baby oil, drugs, voyeurism, okay?

Starting point is 00:04:32 I'll tell you what, we have been on top of this Jonathan Addy story and its connection to Diddy for a while now here on Sidebar. And the reason that we can do that for you here is because we get amazing support from our sponsors like Upside. Now, Upside's great. It is a free app that gets you cash back when you buy Daily Essential. So I pump my gas, I can use Upside. I go out to lunch.

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Starting point is 00:05:23 Well, now, here's the thing. Cassandra Ventura Fine took the stand. And she testified about her 11-year relationship with Sean Combs. She claims that she was physically abused by the rat mogul, that she was beaten, that she was dragged, that she was kicked. As we know, this was allegedly documented in 2016 hotel footage, photos of her alleged injuries, her testimony, the testimony of others, like another male performer named Daniel Philip, her former friend Carrie Morgan, Rischard from Danny Cain, all corroborating testimony. And all of them, all corroborating testimony because they all testified to Combs assaulting Cassie. And the prosecution asserts that Combs used threats, violence, manipulation to induce and coerce Cassie into commercial sex acts with male strippers, performers, escorts, that this was done without her real consent. And during the

Starting point is 00:06:18 course of her testimony, Jonathan Adi seemingly comes up. Okay, this is a big, big deal. So I'm going to read you portions of the transcript where he comes up or seemingly comes up. For example, there's this exchange. Ms. Ventura, who do you know the individual depicted in government exhibit 2A624 to B? Answer. Jonathan. Question. How do you know Jonathan? We saw him, um, several times. Who is we? Sean and I. In what cities did you, or city or cities did you see Jonathan? In Miami mostly. I don't know if he flew anywhere. Jonathan Adi, Florida, makes sense. But then there was another part where he came up, and this is big.

Starting point is 00:06:59 So the idea being, and give you a little bit of backstory here, the idea being that Combs had allegedly recorded sexual episodes freakoffs, okay, without Cassie knowing. And the prosecution said that he did this as a way to blackmail and intimidate her into doing what he wanted. But listen to this exchange about a different type of recording, something that came up on cross-examination by Combs defense counts. So this is the question to Cassandra Ventura, fine. Did you know whether or not Mr. Combs expressed concern about these videos also being released?

Starting point is 00:07:32 Answer, when? Question, have you ever witnessed Mr. Combs expressed concern about these videos being released? Yes. And Mr. Combs always supported you in not wanting these videos to come out and prevented these videos from coming out? I would say for the most part. There was an escort that you met named Mr. Jonathan Adi a few times, right? Yeah. Do you know who I'm referring to? Yep. At some point, you understood that he'd taken a video, a secret video of you and Mr. Combs, and he at a freak off, right? I thought he did. Yeah. When you found out about that, you spent some amount of time, several months, trying to make sure that it went away, right? I did not. Mr. Combs did? Yeah. You understood that Mr. Combs spent a great deal of time and money to make sure that that video went away, right? I didn't know any of the details. Were you aware that he spent a significant amount of money to make sure the video did not get released?

Starting point is 00:08:28 No. When you learned that Mr. Adi had taken a secret recording of you that ended your relationship with him, right? I believe so. You never would have had a freak off with him ever again, right? No. Uh-huh. I'm not going to play anything, but you also had a conversation with Mr. Adi that was transcribed, right? Um, or recorded?

Starting point is 00:08:47 Recorded. I don't remember, but it sounds familiar. And you were very concerned about the situation with Mr. Addy, right? Yeah. He seemed like a volatile personality, right? I don't know about volatile. I just didn't trust it. He was threatening to release a sex video of you, right? I don't know that he actually did that. I don't. I'm sorry. You don't know if he threatened to release the video? I don't remember. You just remember learning that he did have a video. I was in the room with him and I saw the phone up and so I told Sean about it right after. But you were concerned

Starting point is 00:09:16 that he was recording at the time, right? Yes. And when you raise that concern with Mr. Combs, He did all that he could to get rid of Mr. Addy, right? And then there's an objection from Emily Johnson, one of the prosecutors. The court, the judge says that's sustained. Going back to the questioning, what happened when you told Mr. Combs about your suspicion that Adi was recording you? He said, I'll take care of it. That's the most I remember.

Starting point is 00:09:38 To your knowledge, Mr. Combs was also concerned about recordings of him getting out, right? Yep. Mr. Combs is a celebrity, as we've already established, right? Yes. And these would have been embarrassing to him, and they had been released, right? Yes, just as they would have been embarrassing to you had they been released. I guess it depends on what content, yeah. Had a sex video of you been released, it would have been embarrassing, right?

Starting point is 00:10:00 For sure. That's why you were so upset in that audio recording we just heard, right? So putting aside the idea that Adi allegedly had a recording of both Combs and Ventura, and we're going to get to that in a minute because he too has apparently spoken out recently about this. But the reason from a legal point of view that this is all so important is because the defense is trying to establish that Combs was trying to protect Cassie, that he would never release a sex tape of her or the two of them, that they're trying to cast doubt on the idea that he would ever blackmail Cassie with releasing sex tape footage, that he wouldn't do that to embarrass her or himself.

Starting point is 00:10:36 And also, seeming to suggest, you ended this whole relationship with Jonathan Addy because you thought he had a recording of you. Wouldn't you have done the same if Combs had a recording of you and was threatening to blackmail you? You wouldn't have put up with that. You wouldn't have stayed with him. I think that's a portion of where they might be going. But putting that to the side, at one point when she was on the stand, when Cassie was on the stand, she was questioned about an audio recording where she allegedly berates a DJ who may have had one of these freakoff tapes. And look, this was a different side of Cassandra Ventura fine than what we were seeing on the stand, because she allegedly says to him on this tape, if you have it, pull it up, or I will kill you,

Starting point is 00:11:15 and he will kill you again, that he seems to be in reference to Sean Combs. She also allegedly said on the recording, if you don't show me, I will cut you, cut you up. Now, when questioned by the prosecution, she said, quote, I was just sick about it and was feeling pressure from Sean. So I was going in on Shugan or Sugan, this is the DJ. It was just, it was weird. It was a weird day. What do you mean you were feeling pressure from Sean?

Starting point is 00:11:40 She's asked. Answer, he was sending me messages to because I shared it with him obviously right away because we didn't know whether or not it was a freak off video. And yeah, he just texted me quite a bit. and called me quite a bit about it, so I felt like I had to handle the situation. Who, if anyone, was directing you? Sean, again, this is so incredible, because listen to what Jonathan Addy said back in the day about all this. I caught herpes, and I came back, and I seen for the aerobics and won.

Starting point is 00:12:08 But they don't, did Mark Geller was, you better say this, were his attorneys, okay? They asked me to turn in that, which was the video recording, and I did so. They gave him back to New Mexico, and it's possible I threw everything out. It's possible I can produce a copy. Now, Jonathan Addy recently spoke with News Nation. And what did he say to News Nation? Well, he told News Nation, quote, that he felt bad because I got along with her, meaning Cassie, and I think she's a decent person.

Starting point is 00:12:42 And I had a suspicion that she was in a situation that she was in, but I wasn't sure. And now I understand what was going on in her life and what was happening. And him beating her up in the hotel shows me the type of individual he is, and that everything that happened to me is true and correct and in line with his personality. And he described how he would have to wear a costume during these sexual episodes, how he would strip down, how he was paid to do, quote, extra stuff, all while Combs watched and allegedly pleasureed himself, claimed that he had 15 sessions with Ventura Fine and Combs and was paid 800,

Starting point is 00:13:16 dollars each time, sometimes multiple times in one day. And when describing how drugs were used during these encounters, he talks about how he was concerned that someone might overdose. And he apparently decided that he was going to take action. He was going to take action when Cassie was passed out. Adi said, quote, so after she passed out, I decided to record that in the event anything was to happen. Like if she died or anybody died, it would be on camera on video, what happened? I wasn't responsible for any of that. I put it on the table and film the entire I had it transcribed. They had been threatening me, but he, meaning Diddy, would tell her what to say. And Adi explained he no longer was hired to perform for Cassian Combs, calling them paranoid, saying,

Starting point is 00:13:57 quote, I wanted to guarantee my safety. So I said, I text them. I said, if anything happens to me, I have evidence of being with you. Again, pretty incredible that we went from this. they they move all the dope okay all the dope on private jets which don't get screened by by uh by customs inside the united states okay they move what's called high-grade power in d-ma they move cocaine and they move liquid cocaine in the bottles too okay so they put the liquid cocaine in the bottles and they move i see the liquid cocaine I've drank it myself, having sex of Gideon Cassie, okay, it's not good. He drinks all the time.

Starting point is 00:14:53 To now, he's officially a part of the Sean Combs trial, unbelievable. And when you think about, does this validate some of what he said, this is not the first time that we have had a conversation about whether Adi's claims are in fact true. You might recall that Adi said this too in his interview with authorities back in the day. I've had a great life. I've settled 5.4.1.25 million dollars with Ditty. Okay, was he scared? I wasn't exposed. I don't want to talk about D D DI right now. I'm going to talk about you. Help me understand you. And the interesting thing about that, according to recent reporting from the Daily Mail in the New York Post, Jonathan Addy may have signed an NDA, a non-disclosure agreement with Sean Combs, signing this in exchange for $5 million.

Starting point is 00:15:37 And apparently, there is a picture of the NDA signed in 2014. that has surfaced. This is according to the report. You see a signature on it. It's over Sean Combs, individually, and on behalf of Bad Boy Worldwide, Sean John Enterprises. Is that Sean Combe's signature or not? Possibly. And Anni went on to apparently tell authorities, quote, my settlement put me in a box. Basically, I couldn't talk because I was going to be sued. They kept following me. This is what he reportedly said. And you know one of the other reasons that this settlement may be the real deal that he's telling the truth? Because he had been married at one point to this woman named Tanya Troutwine. And the Daily Mail reports that while he claimed

Starting point is 00:16:16 in divorce paperwork that he had filed, that he was making just $2,000 a month and was in the red when it came to his net worth, less than what? A month later, he apparently goes on a shopping spree. Bies five properties for over $765,000, possibly in all cash deals, which again would possibly be consistent with coming into some money, possibly through signing an NDA. And by the way, don't take it just for me. We actually interviewed Tanya Troutwine ourselves, Jonathan Adi's ex-wife. I didn't even know about the agreement until he randomly contacted me one night. Like, and it was a few weeks before the shooting. And it was just rambling. And I signed the deal for all this money. And he started just throwing lawyer names left and right.

Starting point is 00:17:02 Half I've never heard of. I knew I think Gloria Al Red was one of the names I'd heard because I admire her. She was. one of my inspirations to actually become to become a lawyer. You know, I studied her throughout my entire life in her cases. They were very eye profile. And he mentioned her and he mentioned a lot of other lawyer's names. And I was just like, wow, okay, maybe, you know, I was looking at it positively that something good, but he was not himself. He was frantic. He's, you know, here you have to take this look. Here's his agreement. And he gave me a lawyer's number to. contact that said he had the full agreement. I contacted that lawyer. He gave me the run

Starting point is 00:17:43 around, of course. He did meet with me. He was very kind. He was very friendly with Johnny, but he refused to go into anything to do. And he actually, I try to work with him to co-counsel to defend Johnny, and, you know, he kind of blocked it. So at that point, I kind of fear, well, he's a little more favorable to the guys paying for the contract than he is Johnny. And I let it go from there. It was actually an incredible interview. It's up on a prior sidebar that we did earlier in the month. You can check it out. But just to give you a sample, take a look at this. He still deserves for people to know why he lost it. What went wrong? You know, I do believe it was as a result of a relationship with P. Diddy that's evidenced, you know,

Starting point is 00:18:35 by his contract that he signed. When he did provide me a copy of that contract and did give me permission to show it to the public seven years again and recently in conversations, he did give it to me almost in fear of his life.

Starting point is 00:18:58 Like, Tanya, I've talked to everyone. You're the last person I can talk to you. Here, take this. You know, that was kind of the way I caught everything and it's like who what you know and I was familiar with he diddy you know when everyone was back in the 90s uh and you know I haven't you know he's become this mogul and kind of behind the scenes and I hadn't really heard his name again until Johnny brought it up but yeah Johnny was an entertainer he he is a local

Starting point is 00:19:29 celebrity like you can go around Miami and ask people who he is and they will know him. I wouldn't doubt it if some of the officers that day did know him, and that's why he's still walking, because he could have lost his life that day, for sure. So will we hear more about Jonathan Addy as this trial continues? Let's wait to find out. It's all we have for you right now here on Sidebar, everybody. Thank you so much for joining us. And as always, please subscribe on YouTube, Apple Podcast, Spotify, wherever you get your podcasts. I'm Jesse Weber. Speak to you next time. You can binge all episodes of this law and crime series

Starting point is 00:20:14 ad free right now on Wondery Plus. Join Wondery Plus in the Wondery app, Apple Podcasts, or Spotify.

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Law&Crime Sidebar - P. Diddy on Trial: Cassie Confirms ‘Sex Slave’ Jonathan Oddi’s Wild Claims

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