Diddy Trial

Cassie Ventura is testifying about a now-imprisoned sex worker who claimed, way back in 2018, he was Diddy's sex slave ... and while everyone thought he was crazy back then, he seems vindicated now.

Diddy's attorney Anna Estevao grilled Cassie about male escort Jonathan Oddi, and a 2013 incident where she suspected Oddi had recorded one of their freak-off encounters. In court, Estevao played an audio recording of Cassie threatening a DJ she believed had possession of that video.

She's heard berating him to prove he really had the video -- "If you have it pull it up or I will kill you, and he will kill you again." The "he" appears to be referring to Diddy.

Cassie Ventura just testified on the stand at the Diddy trial that she once stepped out on the rap mogul with an NFL player.

The 38-year-old made the revelation as a Diddy attorney was questioning her about one of the many toxic encounters she had with her former boyfriend during their tumultuous relationship.

Anna Estevao stated to Cassie that back in 2016, Combs took her phone after he suspected she had been unfaithful to him with an NFL athlete. Cassie testified that she recalled the incident -- but did not reveal the man's identity.

8:57 AM PT -- The jury was shown more text exchanges between Diddy and Cassie, this time from April 2010 regarding freak offs.

A text from Cassie reads ... "I want to talk to you about something tomorrow. Going to sleep. Love you."

Diddy responded ... "Is it going to stress me out? What is it about."

Cassie: "Freak-off. It can wait. It's not a big deal."

Diddy: "Now you don't want to do it anymore. Oh, I already know. You are so predictable."

Cassie: "Really? OK. Since that's definitely what it was, we'll leave it at that then, since I'm so predictable. Have a good night."

Diddy: "Whatever, Baby. I'm not going to play no games with you and you ain't gonna keep shutting me down."

Cassie: "I'm not shutting you down. I never do. If anything, it's always the other way around. I wasn't going to say I didn't want to do it anymore."

7:30 AM PT -- After the "rag doll" text, the jury was then shown a text exchange between Diddy and Cassie referencing the weekend of the InterContinental Hotel beating.

A text from Diddy reads ... "I felt that way from Friday. What are you doing."

Ventura responded ... "Not a good vibe. We need a different vibe than Friday."

Diddy: “F*** Friday lol. I don’t even want to do that again."

Cassie: "Lol true." Following more texts, the exchange ends with Ventura writing "Love you."

The assault caught on camera in the hotel hallway is time- and date-stamped March 5, 2016 -- a Saturday. Testimony has confirmed some of the former couple's alleged "freak-offs" lasted for 12 hours or longer. It is unclear exactly what the text exchange is directly referring to.

Cassie is back for her fourth day of testimony Friday in Diddy's federal sex trafficking trial in NYC -- today is her second day being cross-examined by the defense -- and the rap mogul's former girlfriend is once again answering questions about text exchanges from the relationship.

Jurors were shown a text message Cassie sent to Diddy on March 10, 2016 ... 5 days after the infamous incident at the InterContinental Hotel in L.A. captured on security video, showing Diddy beating Cassie in a hallway.

"When you get f***ed up the wrong way you always want to show me that you have the power and you knock me around. I’m not a rag doll, I’m someone’s child," the message reads.

As the first week of testimony in the Diddy trial draws to a close, TMZ has obtained more never-before-seen footage of Diddy and his A-list pals chillin' and chowin' down on some bird at Thanksgiving dinner in 2017.

Check out the footage... Diddy is hosting Thanksgiving dinner at his L.A. mansion, and the guest list is just insane! Chris Brown and Wiz Khalifa can be seen on a couch chatting with some folks -- and both seem to be havin' a good ol' time.

Usher is also in the house ... at one point, the R&B singer is seen shaking hands with Diddy, who is smiling brightly as the two shoot the s**t. .

Another whirlwind day in the Diddy trial is in the books ... and Cassie Ventura had a lot of important testimony while getting grilled by Diddy's defense team.

The singer was back on the stand Thursday for a third straight day, though this was the first instance where she was cross-examined ... with Diddy defense attorney Anna Estevao leading the line of questioning.

Jurors heard and read a bunch of communications between Diddy and Cassie from their decades-long relationship ... including messages where Cassie seemed to be showing excitement for freak-offs.

Diddy overdosed on painkillers after a string of activity that included a freak-off, a visit to a sex club and a party at the Playboy Mansion ... Cassie testified.

She told the jury Diddy was dependent on opiates for a time and that he overdosed in February 2012 after taking a very strong opiate.

Cassie testified that on the day Diddy OD'd, they had a freak-off and went to a sex club in San Bernardino ... and that Diddy went without her to a party at the Playboy Mansion.

Diddy supporters and court pundits might think the prosecution hasn't proved any of the criminal counts he's facing, but Touré disagrees ... arguing the government is making a lot of progress on the racketeering front.

We caught up with the music journalist Thursday on "TMZ Live," and his take, after nearly 4 days of graphic testimony, is Diddy was allegedly committing "an ongoing rape of Cassie."

And, Touré sees prosecutors building a strong case for a criminal conspiracy -- aka racketeering -- carried out by Diddy's employees.

Cassie says she was still participating in freak-offs with Diddy despite being on a break from him and dating Kid Cudi.

The singer testified Thursday in court during cross-examination... she was seeing Kid Cudi in 2011 while on a break from Diddy, but was still going back to Diddy for freak-offs.

Cassie's reasoning ... the freak offs were her "job."

Michael B. Jordan's name is now in the middle of the Diddy trial ... Diddy's defense brought him into the convo Thursday while cross-examining Cassie Ventura.

Cassie testified Diddy suspected she was having an affair with Michael in 2015, after she broke up with Diddy while she was in South Africa filming a movie.

The singer told the jury she cut off contact with Diddy after finding out he was seeing another woman ... and that Diddy grew suspicious she was starting to date Michael.

Diddy asked Cassie if he had her permission to set up a freak-off ... and then she told him she was ovulating ... but appeared to agree on going forward with it if things remained PG.

The interesting exchange was raised Thursday while Cassie was being cross-examined by Diddy defense attorney Anna Estevao, who was going over text messages between the former couple.

Diddy texted Cassie, asking permission to set up "freaky fun," and her response was limited to one word -- "Ovulation" ... which sounds like a clear "no" to sexual intercourse. She previously testified Diddy did not want the male escorts using condoms with her during freak-offs.

Megyn Kelly says she walked into a tame version of a Diddy party at the Met Gala back in the day, claiming she walked into the women's room of the museum ... and caught Diddy grinding on a Kardashian -- though a source denies that ever happened.

The controversial commentator appeared on "The Nerve with Maureen Callahan" earlier this month ... where she repeated her telling of an encounter she had with Diddy back during one of her two Met Gala experiences.

Kelly attended both the 2016 and 2017 iterations of the event ... and, she says during one of them, she went to the restroom -- and found Diddy, several Kardashians and a bunch of no-name influencers just hanging out in there.

Diddy's defense says his sexual preferences are part of a swingers lifestyle, and Cassie just testified that they did some swinging.

Cassie is being cross-examined by Diddy's defense attorney Anna Estevao, and she confirmed she had conversations with Diddy about a "swingers lifestyle" when they were in a relationship.

The singer says she experienced swinging firsthand when she accompanied Diddy to sex clubs ... watching him have sex with other women multiple times -- which sounds like a reversal of the freak-offs, where a previous witness said Diddy would watch her have sex with a male sex worker.

Cassie expressed to Diddy that she was excited to participate in freak-offs ... at least based on a text message between the exes that was just read in court.

The singer is being cross-examined by Diddy's defense team, and jurors on Thursday were shown a slew of graphic and sexual text messages from their relationship.

In one message, Cassie tells Diddy ... "I'm always ready to freak off, it can be whenever." The text was a BlackBerry message to Diddy on August 5, 2009 ... about 2 years into their relationship.

One of the biggest mysteries in the Diddy-Cassie saga was answered at the music mogul's federal criminal trial Wednesday ... Cassie settled her lawsuit against Diddy for a whopping $20 million!

Federal prosecutor Emily Johnson was grilling Cassie on Day 2 of her testimony at Diddy's sex trafficking trial in NYC when the questioning turned to a book she wrote about the alleged abuse she suffered at the hands of Sean "Diddy" Combs -- her former longtime boyfriend.

Cassie testified that her mom helped her write a "book with chapters," which she wanted Diddy to read. She testified she sent the chapters to Diddy through her attorney, but Diddy didn't take her book seriously.

More fireworks from the Cassie Ventura testimony in the Diddy case ... she told the jury Diddy raped her on the floor of her own home after they broke up -- and she later tried to hurt herself because she couldn't take all the pain.

The singer testified Wednesday that in August 2018 they had a closure conversation to shut the book on their relationship ... meeting at a restaurant in Malibu, where Diddy was being nice, playful and romantic. She said he drove her home and forced sex on her.

Cassie told the jury Diddy's eyes went black as he raped her on her living room floor.

Cassie Ventura says Diddy freaked out on her after finding out she was hooking up with Kid Cudi ... threatening her with a wine opener and telling her he would release a video on Christmas showing her participating in a "freak-off."

The singer testified in court Wednesday that Diddy found out she was seeing Kid Cudi in 2011 when he went through her phone during a freak-off.

Cassie told the jury Diddy found an email about Cassie taking her toiletry bag to Kid Cudi's place ... and he put a wine opener in his hand and threatened her.