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Diddy Trial Continues With Defense Cross-Examining Cassie About Early Relationship | TMZ Live
TMZ
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5/18/2025
The fourth day of testimony in Diddy's NYC federal sex trafficking trial began Thursday with Cassie taking the stand again ... with Diddy's defense team's turn at cross-examining her after three days of the prosecution's questioning.
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00:00
Well, the Diddy trial is just riveting, and the defense is now cross-examining Cassie,
00:07
the star witness. So what we heard from prosecutors and the story told was that of an incredibly
00:15
brutal, horrific relationship that Cassie had to suffer through. What the defense is
00:23
now telling, or what they're trying to tell, is a love story mixed with a healthy dose of kink.
00:30
Yes, they are clearly wanting to show the jury that you've heard this side of their relationship
00:36
with all of the graphic details of their sexual acts. Now we want to show you that this was
00:44
a really a loving relationship, maybe even most of the time. They have pages, pages, more than 40
00:52
pages of text messages exchanged between them over the years that they were dating. And some of them,
01:01
they started right away with exchanges like this one. Diddy sending her a text,
01:08
it makes me so happy that you would fly to ATL just to see me. I'm a very lucky man. I love you. I miss
01:14
you. Can't wait to hold you. And she replied, I'm a very lucky woman. I miss you so much. I'd fly
01:21
wherever you needed me, whenever. I love you. Now, the centerpiece of a lot of what happened
01:28
during direct testimony were freak-offs. And what the prosecution tried to show was that he forced
01:35
and or coerced her into doing these freak-offs. And we've talked about this earlier this week,
01:41
that at least my opinion is that in a lot of these, the prosecution just didn't close the loop. It was
01:47
something she felt. Whether it was communicated or not, it doesn't seem like at least the prosecution
01:53
didn't get her to say, I communicated it. Because the defense will say, if that's just Cassie telling
01:58
you how she felt and she never actually said those words to Diddy, how is he to know that he is forcing
02:05
her to something? That's right. So they now produced some texts showing that Cassie was
02:11
actually into freak-offs. Right. In particular, this is one from 2009. Just a year after they
02:17
started dating. I'm always ready to freak off. It can be whenever. So what they're trying to show
02:23
is, because look, they're looking at a pregnant woman on the stand and it's hard to juxtapose
02:30
that with this. But there are the prosecution, the defense is saying, let's go back in time
02:36
where this relationship started. And they're saying it was grounded in this and that it's not
02:42
a crime. This was their lifestyle. In fact, Cassie admitted on the stand that they led a swinger's
02:49
lifestyle. Yeah. And at some point, what Cassie has said during her direct testimony was that
02:54
the first freak-off they had made her feel humiliated, made her feel confused. But what
03:00
was she actually expressing? And this text message does a lot to show what Diddy was receiving,
03:04
which was, sounded like enthusiasm, excitement about freak-offs. It would be hard to say that
03:09
he felt as though she felt she was being pressured. So that's what they're trying to draw that distinction
03:13
by looking at her text messages. What were you saying during this time? And it sounded a lot like
03:17
you were enthusiastic about freak-offs. And she also, I mean, there were some we just cannot read,
03:22
but it got really graphic. Still very graphic about things that she wanted done to her,
03:28
things that he wanted during their encounters that they were, it seems, setting up very frequently.
03:36
Charles, I got to say that, you know, we have somebody in the courtroom who's been talking to
03:42
the other people who were there. I've been looking at transcripts. You've been looking at transcripts.
03:46
There is a lot that the prosecution brought up about domestic violence, and it is horrific
03:51
what she went through. It is almost unspeakable. But the domestic violence that was raised,
04:00
and a lot of it was raised, doesn't all, and most of it does not connect to the crimes for which he's
04:08
charged. There are state crimes, but this is a federal case with very specific charges.
04:13
Now, you tell me in your experience in covering trials like this, and even as a lawyer,
04:19
the prosecutors don't have to slam dunk their case with one witness, two witnesses, or even three
04:27
witnesses. Absolutely true. They are painting a picture here, and they're just giving you little
04:32
pieces of it. And at the end is when they want the jury to say, look what we've shown you.
04:36
You're 100% right. So maybe Cassie is just not, she's not there to close the loop. She's there to
04:42
paint, to start the tapestry, right? Right. But this is just, this is who he is. These are the things
04:48
that happened. These are the things I went through. And then later, you're going to have people who are
04:53
testifying about how all of those things were set in motion. Who was planning? Oh, but listen,
05:00
I agree. I agree with everything you just said. But I go back to what happened in the Rodney King case,
05:07
where there were expectations. And when the jury started seeing them, it was different. And the
05:15
expectation in this case from the jump with the U.S. attorney speaking, everybody said,
05:21
Cassie was the beginning and end of this. And it, I don't know how you feel. I mean,
05:27
her testimony was compelling and the stories are horrific. I think we all felt like she was going
05:33
to be that witness because we know that the whole reason that the U.S. attorney's office even started
05:41
their investigation. Was because of her lawsuit. It was because of her lawsuit. Right. But maybe,
05:45
maybe they discovered way more once they started looking into this. And those are the counts he's
05:51
facing. And so, so far, guys, you're right that they have been focusing a lot on her testimony and
05:57
on her cross-examination about domestic violence, which is not what he's being charged with.
06:02
But we've learned that just moments ago, Diddy's own defense read out text messages that Diddy sent
06:07
to Cassie in 2017 of him saying, didn't hear from you. So I just put some plans in motion. Let me know
06:13
to stop. Surprise package coming in from out of state. Just let me know if I'm headed in the wrong
06:19
direction and I can cancel. So that is the first time that I have heard or seen them mention anything
06:24
about what he's actually being charged with, which is the Mann Act. So what is the, I'm sorry.
06:29
Well, what is the, depends on what that surprise package. Yeah, what's the package?
06:33
I would assume a escort coming from out of state. Well, that's the thing. We can't make that
06:37
assumption. We can't assume. And that's the thing. And then that does come back to what you're
06:41
saying about closing the loop. I, listen, he has, he has a huge problem with that, with the Mann Act.
06:48
I mean, because the Mann Act doesn't require force or coercion with Cassie. Right. It's just the
06:52
transaction. It's the transaction. I think he has a huge, with all of the charges, because I think
06:57
there are, you know, listen, we did a mock jury in one of our two, we did not in any way prime them
07:04
to go in any direction. We gave them the jury instructions. They saw different, they saw
07:09
evidence in the case. They immediately honed in on racketeering and they started saying,
07:13
why is this racketeering with one guy? And they're charging this one guy. They had a real problem
07:19
with that. They did not have a problem with the Mann Act. They found him guilty in the Mann Act
07:22
and they, they hung six to six on racketeering. The ovulation we should talk about. Yes, because
07:29
this is going to be debated by people, by couples around the country as to what she meant here. So
07:37
Mr. Combs wrote to, wrote a text message to Cassie saying, do I have your permission to set up
07:45
freaky fun? And the pro and the defense attorney says to Cassie, you wrote back to him ovulation.
07:53
And Cassie said, yes, we can, we can say so right there. That is not even code. She is saying,
07:59
I do not want to have intercourse. I do not want to have freaky fun. I am ovulating. And that's a no
08:06
without saying no. That is a no. I don't even think that's debatable, but it, well, well,
08:12
in another context, ovulation is when people are trying to have babies. They say, I'm ovulating.
08:18
Come home. I'm ovulating. Let's have babies. But not here. I agree with you. Freaky fun doesn't
08:23
necessarily mean. It's a freak off. I mean. In there, from everything we've heard, when he says
08:28
freaky fun, that's probably a freak off. So he says ovulation. But what is interesting is that. This is
08:32
the turn. They actually, she agreed and said, okay, um, we can set this up. We should get into what
08:42
they said about kissing because that's the key. She does agree to go forward. And what he said
08:46
to her in a text message was, okay, can we kiss a lot? And the, the, the, the lawyer asked,
08:52
what did you say to that? And she said, yes. So it sounds as though she said no to sex,
08:57
but agreed to a freak off that was more tame with just lots of kissing. A modified freak off.
09:03
A modified. Now, and then here's the twist again. There are two twists here. And then the twist
09:08
is she testifies that the freak off lasted 10 hours. Yes. Diddy said to her, all right,
09:13
we're going to start at 10 PM and no getting out of character until 8 AM. So did they just kiss for,
09:20
the thing is they never said what happened in the room. Getting out of character.
09:24
Well, one of the keys to this though, to your point, Harvey is if for 12 hours, he stayed respectful
09:28
and just kissed, then it sounds like they had an agreed upon consensual freak off on her terms
09:33
that she allowed. Right. If it turned into sex and she had said ovulation, meaning no at the time,
09:38
then it sounds more like a forced freak off. So it does depend on what happened. I agree. But we
09:42
don't know what happened because they never said. But remember, but remember, it's the defense that's
09:45
raising this. So I'm guessing they know what based on. But then why didn't they ask? Why didn't they
09:51
say? And what happened in what happened during the. Yeah. Um, can I just point out that, you know,
09:56
she said ovulation and we're assuming that that means no, but ovulation is a time when you are most likely to get
10:02
pregnant, but it's also the time when women are most erotically charged. Horny. Well, but, but the
10:10
thing is what follows up then makes sense because Diddy says, what about kissing? She says, okay.
10:17
So you would think that she's saying, all right, I'm fine with, you know, the other thing, it's a
10:20
subtlety, but you know, the other thing I think is really important in that text exchange, he says,
10:25
do I have permission? Yes. Which is exactly why the defense brought it up. That's right.
10:31
Asked your permission. That's right. And this is Latrell from Atlanta. You know,
10:34
the Diddy Cassie, Cassie trail is definitely monumental, unprecedented and definitely perplexing.
10:40
You know, hopefully if these allegations are true, justice gets served, but I can say that with
10:44
Cassie's testimony, it might not be enough. They might need more witnesses in order for this to
10:49
even go any further. Yeah. And there will, and there will be, they're going to be, again,
10:52
there will be. I just said, expect us to go eight weeks at least.
11:01
Okay.
11:01
Okay.
11:02
Okay.
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