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 Monday, June 23rd.

Just a heads up, in this episode, we're going to be talking about some graphic details and harrowing subject matter.

At the federal courthouse in downtown New York, the prosecution is winding down its case.

Today, a Homeland Security agent was on the stand introducing new text messages, videos, and voicemails prosecutors want in evidence.

The jurors, of course, watched and listened to these

videos in voice notes, some of which were explicit. NBC news correspondent Chloe Malas was in the

courtroom watching their reactions. And now, rather than standing on the sidewalk in the middle of a

heat wave, Chloe is in an air-conditioned office to tell us why this could potentially

backfire for the prosecution. Hey, Chloe. Hey, Andrea. Okay, so at this point in the trial,

it seems that the jurors should understand what a freak-off is or a hotel night or a

wild king night. What argument is the prosecution making by playing more video from

these nights? Well, when you talk to one of our legal analyst, Danny Savalos, he would say that this is

typical. This is prosecutorial overload. They want to really hammer home their points, especially

when it comes to several of these charges, the two sex trafficking count city faces,

as well as the transportation to engage in prostitution. And what better way to do that than show you

more freak-off videos? But how does that backfire, though, by continuing to hammer at home,

if you will? From what I've been told by lawyers like Danny, it's that the jury can feel like this

is overkill. They can also feel as though these women, like Jane or Cassie Ventura, do not look

like they were being forced or coerced into these drug-fueled sex parties, that actually they look

like they're having a good time and that there's consent there. So again,

we haven't seen these videos. There was a four-day period in December of 2021 that Combs filmed actually

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