Dateline NBC - Sean Combs: Defense begins its cross-examination of "Jane."

Episode Date: June 11, 2025

The second witness using a pseudonym said on the stand that she "currently" loves Combs, even after telling her story of a brutal beating at his hands just one year ago. She then testified that she only participated in what she calls "hotel nights" because she didn't want Combs to feel judged for his sexual desires. And after her sexual performances were complete, she pampered him, including giving him foot rubs and turning on his favorite TV show.If you want to read NBC's coverage of the trial, check out our newsletter, “Diddy On Trial”: NBCNews.com/Diddy

This is On Trial, a special series from Dateline True Crime Weekly, bringing you daily coverage from the Sean Combs racketeering trial. He has pleaded not guilty to all the charges against him. I'm Andrea Canning and it's Tuesday, June 10th. Just a heads up, in this episode we're going to be talking about some graphic details in harrowing subject matter. Today, the defense began its cross-examination of Jane, the witness testifying under a pseudonym who dated Combs from 2021 until his arrest in September 2024. He is still paying her rent and for her lawyer.

And today, she testified that she still loves him. But yesterday's testimony ended with her recounting a brutal beating she says he inflicted. NBC News correspondent Chloe Maloss has been in court today and she stepped outside to let us know how the defense is faring against Jane. Hey, Chloe. Hey, Andrea. Chloe, let's start with the end of Jane's testimony

from yesterday afternoon. She was telling a story while we were actually taping last night's episode for the podcast. She was talking about a fight she says she had with Combs at her home in LA last June and it sounded really intense. This was the first time that Jane testified about physical abuse during her relationship with Combs. And it was striking. There was so much jealousy in this relationship, and this is a common theme that we also heard from Cassie during her testimony, right?

That Combs is very open about living a polyamorous lifestyle. That's how he referred to it. That he had many lovers, many girlfriends, and he considered himself to be single. But the women that he was dating weren't always happy with that. And Jane, during her testimony, admitted that she called him a pedophile. She was very upset that he was dating someone that was 25, 27 years younger than him.

And she testified that she actually started taking these pills of his and throwing them. And she was saying, I hate you. She threw candles at him, and he in turn got very upset. And that's when Jane testified that she tried to leave. And so she locked herself away in the master bedroom, and that he was allegedly calling her effing crazy. And that's when she testified that he literally knocked one of the doors off its hinges. That's when she ran to a closet, she locked the closet door, and she testified,

next thing you know, he had her in a choke hold. He actually lifted her up by her neck off the ground. She was on her tippy toes. And so this was incredibly dramatic, right? Mm-hmm. Has Combs gone on the record denying that he assaulted Jane? We haven't heard a denial from Combs when it comes to the violence with Jane. During opening statements, though, Tenny Geragos, one of Combs' attorneys, who actually handled

Jane's cross-examination today, was very open about the fact that they take ownership that Combs was violent, and he's not proud of that. They say he was violent, but he did not sex traffic these women. He was violent, but he did not participate in a RICO conspiracy scheme. They are acknowledging that he did perpetrate domestic violence.

That is the story of Jane and Sean Combs that the prosecution is leaving the jury with. This morning, the defense began their cross of her. How did they start out, Chloe? Tenney Garagos led cross-examination. She is the daughter of a very, very famous celebrity attorney, Mark Garagos, who was in the courtroom. He actually is a former lawyer of Combs. So this is kind of like a all in the family affair. We know that Combs has known Tenny Garagos her entire life. She's the one who sits next to him on most days.

He's always pulling her chair out for her when she comes up to the table. And so she pointed out something really important right out of the gate. Yeah, so Tenny Garagos is asking Jane about the fact that, you know, Combs is paying your legal fees. Yes, he's also paying your rent. She acknowledges that.

She also points out that Jane was granted immunity by the government. And clearly now we have a better idea of how Jane wound up on the stand. Officers from the Department of Homeland Security were the ones who actually found Jane. She testified that she didn't initially want to cooperate and speak with them,

but then that's when they granted her immunity. And then she went and spoke before the grand jury. And here we are today. The defense got into Jane's feelings about Combs. I mean, it seems to me like they went pretty deep with her. Andrea, this goes back to the complicated dynamic that you're seeing between Jane and Combs. They were dating right up until his arrest last year.

This is very fresh. You know, it's only been months, right? Not years, like with Cassie, who's moved on, or some of these individuals that haven't, you know, seen him in years. And he was actually nodding along and smiling at different points. I think that this actually creates a lot of confusion.

Yeah, it was really surprising when I heard that, that he is still paying a lot of her bills. She talked all about that she participated in these hotel nights because she loved Combs. She testified that she felt that her partner, meaning Combs, was trusting me in a vulnerable moment and made me believe that this was special because I was the only one doing these hotel nights

with him. I'm paraphrasing here, but she also testified that she didn't want to judge him for the things that he liked. Now, Teni Garagos really pressing her on that, saying, how did that trust make you feel? And Jane testified that she broke all of her own boundaries to make him feel loved in those times.

And that she still loves him, right? Yes, that was such a big moment, Andrea, because Teni Garagos says, in the end, you loved him, right? And she said, yes. And then Teni Gargo says, currently, she says, I do. Wow. It just seems like every day, like I said, they go deep in that courtroom,

laying bare everyone's soul almost. It's crazy. Right, but again, did he force her into these hotel nights? Because there's also moments when Jane testified today saying that she hired some of these escorts without Combs telling her to do it. And that's because she said that she felt there was an expectation. But is an expectation being forced? Is that enough to prove sex trafficking?

Yeah, it seems like the defense is making a case that the hotel nights weren't as bad as Jane is making them out to be. Right. One of the things that Teddy Gargo spent a few minutes on today was, okay, so there were some hotel nights where you guys were making small talk with these escorts,

to which Jane testified, yes, we would talk for sometimes like 20, 30 minutes about their lives. She talked about being attracted to some of these escorts and enjoying them, enjoying their personalities, getting to know them over the years. Yeah, and the defense asked Jane to read more text messages and they played more phone calls. Unfortunately, they did not release the new phone calls, but they were played in court and they sounded very loving, right?

There was one voice note in particular that was played today in which Combs says to her, like, I had so much fun with you. I want you to get your rest this week. I want you to like get back to your routine. I'm paraphrasing here, but it's not him holding a metaphorical gun to her head, right? And so is the fact that she did not want him to stop paying her rent enough to prove sex trafficking? When we come back, today, the defense also asked Jane about her observations of combs

over their three years together, what she had to say about Dateline. had to say about Dateline. Welcome back. A big part of Jane's testimony today was how hard she tried to keep Combs happy. After hotel nights were over, that was her favorite time with him, and she said she really pampered him

and indulged in one of his favorite TV shows, Chloe, one that we know very well. So turns out, Andrea, they had a routine after these freak offs or hotel nights where she'd make sure that she got him back home, she would bathe him, she would cook for him, she'd give him foot rubs, and then

she would turn on his favorite show. Tony Garagos said, can you tell us what that favorite show is? And that's when Jane said, Dateline. It's just, wow, I mean, when I heard that, I just thought, oh my goodness. Got a lot of laughs in the overflow room that I was in with all of the members of the public and media that couldn't make it into the actual courtroom. So everybody was laughing and whispering and talking about it because it was just so,

like we're all humans and these are those moments in which like, kind of like that catchphrase, stars are just like us, right? Like he's watching Dateline, he's getting foot rubs. Yes. Things took a very serious turn, Chloe. The defense started a line of questioning about Combs' drug use. Where were they going with that?

Jane testified that she, in hindsight, believes that Combs was a drug addict. She testified that when they first started dating in 2021, she noticed a lot of signs that he was in bad health. She testified that when they were on a private jet, she was sitting across from him, that she felt like his eyes indicated that he had a condition called jaundice, right? It's where, like, your eyes can get kind of yellow

and, like, you have skin discoloration. His gums were gray from drug use, right? So potentially like from cocaine use or the ecstasy and that his hands were shaking, she believes due to alcoholism. And she testified that she actually suggested that he go to a rehab facility that she had a connection to in Thailand, but that he just totally dismissed

the idea. Did, has he ever commented publicly on drug or alcohol use? He's talked about going to rehab and getting help after Cassie's explosive civil suit in 2023. And remember, eventually he did that apology video after the security footage of him beating her leaked. That's when he started talking about all the ways in which he was trying to get help.

Do you think that the defense is maybe trying to prove Combs wasn't responsible for some of his actions because he was possibly on drugs or possibly had an addiction problem? I think that there's a really good chance that we might see some experts testify when Combs's team puts on their case, who are gonna talk about how these drugs alter

your state of mind that he was a drug addict and that he is a broken human being who needed help and never got the help that he needed. Maybe they'll talk about his childhood, his dad being murdered at a very young age. He is a broken human being who needed help and never got the help that he needed. Maybe they'll talk about his childhood, his dad being murdered at a very young age. I mean, who knows where they'll go with this, but I do think that they are going to try to lean heavily

on him not being in the right state of mind. Right. The defense, it appears, is trying to frame these hotel nights as sexual fetishes of Combs rather than criminal sex trafficking acts. Jane said on the stand today that after Combs introduced her to what she called this lifestyle, she did some research. She said that when she started Googling around, what she found was called a cuckold. And she testified that that's a man or an individual

who wants to watch their partner receive pleasure and that they get pleasure out of watching that. And Tony Geragos said, well, we've heard it actually be referred to as voyeurism. And Jane testified that that was not really something that she researched, that this was what she researched and that she actually found that one of the reasons why he might enjoy watching her get pleasure with these male escorts is that perhaps he was bicurious and that he wasn't ready to explore that physically himself and that he fulfilled those desires by watching her engage in these sex acts

with these male escorts. So look, we have never heard anyone testify so far that he engaged in any sort of sexual acts with these men, but this has come up multiple times in these civil suits, all of which Combs through his legal team have denied and just blasted as money grabs. Is Jane going to continue with cross-examination tomorrow? Yes, so she'll be on the stand until Thursday.

Okay, Chloe, thank you so much for this. Another very interesting and salacious day in federal court. Thanks for having me. nbcnews.com slash diddy to find that. On Trial is produced by Franny Kelly with help from the Dateline True Crime Weekly team. Our senior producers are Allison Orr and Liz Brown-Kuruloff. Original music by Jesse McGinty. Paul Ryan is executive producer and Liz Cole is senior executive producer of Dateline.