Day 2 of the Diddy Does Court saga just dropped and it’s messier than a Real Housewives reunion hosted by Judge Judy on Red Bull.
So here’s the tea: our boy Sean “Diddy” Combs — 55, rich, and definitely not chillin’ right now — is knee-deep in a trial so dramatic it makes The People vs. O.J. look like a middle school debate. He’s facing some seriously wild charges: sex trafficking, prostitution, racketeering, and other things that sound like they were copy-pasted from a mafia documentary.
He’s pleaded not guilty, obviously. (They all do.)
Day 2, a.k.a. “The Return of the Male Escort”
Court kicked off at 9:15 a.m., which is honestly rude to anyone who’s not a morning person — including male escort Daniel Phillip, who was back for a second round of questioning. He was specifically told not to talk to his lawyer overnight, which is just hilarious because who among us hasn’t drunk-texted our lawyer at 2 a.m. like, “U up?”
Diddy strolled into court wearing a cream-colored shirt and slacks like he was headed to a yacht brunch, not, you know… federal court. He even waved to his family. Iconic behavior.
Let’s Talk About the Sex Tapes (Unfortunately)
Things got real awkward real fast when the courtroom had to deal with some… shall we say… intimate video content.
The defense was basically like, “Your Honor, this is literal porn,” and the government was like, “Yup. And everyone should see it.” Media lawyers also chimed in like, “Um, yeah. Let us stream it live, maybe?” because apparently, they think justice is best served with popcorn.
Cassie Enters the Chat (and the Courthouse)
Cassie — yes, that Cassie — showed up looking ready to testify and deliver a baby. She’s currently 8 months pregnant, which had Diddy’s legal team sweating. They asked if she could sneak into the courtroom before the jury saw her bump, because apparently pregnancy = sympathy, and sympathy = not great for Team Diddy.
One of Diddy’s lawyers literally said, “Pregnancy is beautiful, but also… prejudicial.” (Bro. Pick a side.)
Dirt, Drama, and Deflections
Defense lawyers also tried to throw Cassie under the party bus by bringing up a time she allegedly assaulted a security guard and did drugs. Classic move. If you can’t defend your client, try making the other person look like they partied too hard at Coachella.
Prosecutors weren’t having it. They basically said, “That’s old tea and it doesn’t prove anything,” but the judge was like, “Nah, let it spill.”
More Escort Drama (You Thought We Were Done? Lol No)
Back to Daniel the Escort™, who, let’s be honest, is giving reality show confessionals every time he’s on the stand. He was grilled about Cassie again — like, did he love her? (No.) Did he think he was dating her? (Also no.) Was he jealous when she was hooking up with Diddy? (“I do not recall,” which is courtroom code for maybe but I’m not admitting it on record.)
Then the court got very TMI when he admitted he once wasn’t paid because he couldn’t get it up. Yep. That happened. That’s on the official court transcript now. Someone’s poor stenographer typed that out with their own two hands.
Also, he clarified that Cassie only seemed under the influence once during their encounters. The rest of the time, it was all business. No romance. No off-the-clock cuddles. Just vibes and venmo.
And with that, Daniel’s dramatic testimony wrapped at 10:45 a.m. ET — and honestly, he deserves a mimosa and a nap.
TL;DR: Day 2 of Diddy’s trial gave us legal arguments about porn, a very pregnant Cassie, a lot of “he said, she said,” and a male escort who needs a hug. Stay tuned for Day 3, because if this gets any wilder, we might need popcorn and prayer.
