Diddy Trial

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.

Details of Diddy's alleged "freak-offs" have been coming out in public for months ... and now a man who shot up a Trump hotel in Florida years ago and made wild claims about Diddy and Cassie at the time is seeing his story re-examined in context.

Jonathan Oddi -- who's currently incarcerated in Miami -- dropped some sensational allegations in an exclusive "Banfield" segment on NewsNation Tuesday night, claiming he had been hired years ago by Diddy as a "sex slave" to get it on with Cassie ... and some of his assertions are similar to previous reports about the couple's proclivities.

In May 2018, a masked Oddi walked into the Trump National Doral Miami Hotel and Resort and fired his Glock pistol a bunch of times into the ceiling, then draped an American flag over the front desk and started breaking computers ... and when responding officers showed up, he fired at them, prompting a massive shootout with five cops. He fired at least 16 times ... and was arrested after being shot in his legs.

Cassie Ventura says there was a painful, physical side-effect from all the "freak-offs" Diddy had her doing with male escorts ... urinary tract infections.

The singer testified in court Wednesday she would take opiates after the freak-offs to numb herself from very painful UTIs.

Cassie told the jury the UTIs would give her a burning sensation, and she got them so often that antibacterial medication stopped working, and she needed more powerful pills ... and turned to opiates.

We're now seeing the full unedited 15-minute-long video of Sean "Diddy" Combs assaulting Cassie in a hotel hallway in 2016, and it reveals the full story -- more than the CNN version showed -- of what went down between them that morning.

The video was released Tuesday night after the second day of testimony in Diddy's federal sex trafficking trial in NYC -- security video from the InterContinental Hotel in L.A.'s Century City on March 5, 2016, showing Diddy following Cassie out into the hallway, pushing her to the ground and kicking her.

The extended video shows different angles from what we've previously seen ... first, a hooded figure emerges into the frame in a hallway on the 6th floor -- it's Cassie -- then we see Diddy wrapped in a towel follow her, and a moment later he's got a bag in one hand, and with the other he's dragging Cassie by her hooded sweatshirt. We see a few other angles from different cameras, some of which we've previously seen.

Another big day is in the books for the Diddy sex trafficking trial ... and today was all about Cassie Ventura's testimony as the prosecution's star witness.

Cassie took the stand and testified about freak-offs, Diddy's violent temper, his affection for baby oil and how he made her feel objectified by men ... namely, by urinating in her mouth so much she started choking.

The singer's lawyer, Douglas Wigdor, applauded Cassie for sharing her story when our photog got him outside the courthouse ... and he told us she's likely to be on the stand all day Wednesday, answering questions from prosecutors and being cross-examined by Diddy's legal team.

Cassie is recalling her first "freak-off" ... and she says drugs, alcohol and a bunch of baby oil were involved.

She said Diddy brought up voyeurism at some point in their first year together and she was 22 years old when she agreed to her first freak-off ... telling the jury she agreed because she wanted to make him happy.

Cassie says the freak-off happened at one of Diddy's homes in Los Angeles ... where a male escort was paid to dance and have sex with her.

9:26 AM PT -- Cassie testified the freak-offs "became a job."

She told the jury she had no time to do anything else but have a freak-off and then try to recover. She testified the longest freak-off lasted for four days.

The trial is now taking a break.

9:00 AM PT -- Cassie is testifying about her history with Diddy.

She says he kissed her in a bathroom during her 21st birthday party in 2007 in Las Vegas after she signed with his Bad Boy Records and then they started seeing each other more and more.

Cassie told the jury she would visit Diddy at the Trump Hotel in New York and she would feel nervous and excited when Diddy would invite her to hotels ... thinking they were going to talk about music. Instead, she says he introduced her to oral sex and she "didn't understand it."

She testified she visited Diddy in Miami and when asked what they did together, responded "sexual intercourse." She also told the jury Diddy gave her ecstasy on a boat.

Cassie testified she thought things with Diddy were monogamous, even though at the time he was publicly linked to Kim Porter ... and when asked how Diddy was treating her in the beginning, she said they "had fun."

Cassie Ventura just took the stand and squarely addressed both the beating video and her involvement in freak-offs.

She said the 2016 beating at the hands of Diddy occurred right on the heels of a freak-off. She has not addressed more about the beating ... rather, she began talking about the freak-offs.

Cassie said when the subject of a freak-off -- which she said was the hiring of an escort to have sex with her -- came up, she was "confused, nervous. I wanted to make him happy."

As Cassie Ventura testifies against Diddy at his federal sex trafficking trial, the former couple once upon a time jetted off to Punta Mita, Mexico for the music mogul's 48th birthday -- and they were filmed having some fun under the sun before their relationship imploded.

TMZ obtained never-before-published footage of Diddy and Cassie in November 2017 at a tropical villa on the private Mexican peninsula.

And get this ... the mansion was owned by 'Girls Gone Wild' founder Joe Francis until it burned down in 2021 after playing host to a bunch of other celebs, including the Kardashians, Eva Longoria and Ashton Kutcher.

Back to the Cassie-Diddy footage ... as you can see, the pair are all smiles as Diddy wraps his arms around Cassie's bikini-clad body, shimmying their hips to a Spanish song.

Boosie Badazz is letting it be known to his millions of followers that he doesn't agree with the Feds' evidence being thrown at Diddy in his sex trafficking case ... and says Cassie was a willing participant!!!

Ahead of Cassie's testimony on Tuesday, Boosie argued that charges against Diddy should be simply domestic violence, but he firmly believes everything was mutual.

Diddy and Cassie dated for over a decade and Boosie says there's no way she was a victim but more so an enthusiast ... "Im pretty sure she came during those freak offs😏it was a lifestyle ‼️this was consensual she was his girlfriend. Trying to give someone life n prison for this is bulls***!!!"

One of Sean "Diddy" Combs' freak-off videos -- showing himself and Cassie Ventura -- will be played in court, despite the objections of Cassie's attorney.

Prosecutors and Diddy's attorneys went back and forth with Judge Arun Subramanian Tuesday morning about how the video would be played in court.

Cassie and Diddy's defense team don't want the audio or video getting out to the public, so prosecutors proposed it only be played for jurors, who will wear headphones. People seated in the gallery, including reporters, would not be able to see or hear the video.