The damning texts where Cassie ADMITS she ‘loved’ freak-offs that Diddy’s team exposed in court

Sean ‘Diddy’ Combs’ legal team introduced salacious text messages from ex-girlfriend Cassie Ventura that claimed the R&B singer ‘loved’ Combs’ infamous ‘freak-offs.’ 

Diddy’s lawyer Anna Estevao used the messages in court on Thursday in an effort to paint Cassie, 38, as a willing participant in the drug-fueled sex sessions that could last up to four days.

Cassie delivered bombshell testimony throughout the week about how she was coerced into a life of manipulation and abuse.

Combs, 55, is on trial in New York charged with sex trafficking and racketeering, which he denies. 

On Thursday, Estevao produced the messages where Cassie said, among other things, she ‘love[s]’ the freak-offs ‘when we both want it.’

‘I love our FOs when we both want it,’ she wrote in one missive, adding: ‘I want to Freak Off right now LOL. I want to have fun with you.’ 

Diddy replied: ‘Let me know if you want to have a late night. Jules is available. If you’re not into that NP. We can just do a thing. Love you.’

Cassie simply replies with a ‘love you’ back.

Diddy asks: ‘If you’re not super horny wtf?’

Sean ‘ Diddy ‘ Combs’ legal team went on the offensive Thursday, producing text messages where ex-girlfriend Cassie Ventura (pictured in court sketch) claimed she ‘loved’ Combs’ ‘freak-offs’

Combs (pictured center in court sketch), 55, is on trial in New York charged with sex trafficking and racketeering, which he denies

‘Horny. Of course I am,’ said Cassie.

‘You and [Sean Combs] were in love for 11 years, right?’ was the first question from Diddy’s lawyer Anna Estevao, who cross-examined Cassie.

‘Yeah,’ Cassie replied.

‘You loved him?’

‘I did.’

‘You believed he loved you?’

‘Yes.’

Estevao continued a line of questioning that emphasized that Cassie ‘knew the real Sean… a version he won’t let the rest of the world see.’

In one text exchange, Cassie admits that she ‘love[s] our [freak-offs] when we both want it’

Another reads as Diddy and Cassie trying to stage a visit to a sex club

In one particularly damning exchange, Cassie wrote in a text to Diddy in March, 2017: ‘Please don’t play victim.

‘That’s all you wanted and that’s why I was upset.

The defense also showed the jury a text conversation between Diddy and Cassie where the two discuss a Freak Off in August 2009 where she asks him ‘when do you want to freak off.’

In another text thread, Combs writes: ‘I want us to have our nights. Don’t overdo it,’ before adding: ‘Freaky fun.’

Cassie responds simply: ‘I’m ovulating.’

‘That’s good, we be extra careful with anything else,’ Diddy says.

Another thread shows them arranging time together. 

‘Go to hotel,’ Diddy writes.

The defense also showed the jury a text conversation between Diddy and Cassie where the two discuss a Freak Off in August 2009 where she asks him ‘when do you want to freak off’

Janice Combs, mother of Sean Combs, and other family members leave the trial earlier this week

Cassie asks: ‘OK, how long are you going to be you think? I was away all week, partied with you all week, record.’

Diddy says: ‘You wanna see me tonight. I’m doing this fasting. I can’t deal with no problems.’

Still another reads as Diddy and Cassie trying to stage a visit to a sex club. 

‘Maybe a sex club with your wig,’ Diddy suggests.

Cassie simply responds: ‘OK.’

Diddy asks: ‘We sure about tonight? I’m making plans to know babe. Didn’t hear from you so I put some plans in motion. Surprise package coming from out of state.’

As the prosecution ended its direct examination on Wednesday, they asked Cassie how many freak offs she participated in.

‘Impossible to know,’ she replied. ‘Hundreds.’

Cassie – real name Cassandra Ventura – is testifying despite being over eight months pregnant with her third child

Ventura and Combs finally broke up for good in 2018

When asked if she’s been involved in any since ending her relationship with Combs in 2018, the witness said, ‘no.’

Cassie was also asked why she chose to take the stand against the music mogul.

‘I can’t carry this any more. I can’t carry the shame, the guilt, the way we… I was guided to treat people like they were disposable.’

These communications between Cassie and Combs are graphic — describing for example what she wanted to do during the ‘freak-offs’ — and Estevao is making Cassie read them out loud, word by lurid word, while the lawyer reads Combs’ parts.

The judge is allowing these emails, which don’t discuss what happened, but rather what she was anticipating or wanting to have happen at the time.

‘I want it and I want to give you the same. I just think that I have to trust you beyond it and just being sexual. Do you know what I mean?’ Cassie wrote in one exchange.

‘In order for me to be more open with the things we do in bed, I need to feel safe, like home. Like this is my husband, this is THE ONLY man that will ever have this aggressive / sexual side of me.

‘The last time was mistake but since had made me feel a little dirty and grimey…that’s the only reason I go back and forth in my mind with wanting and not wanting to do….when we used to freak off when we were so in love.

Diddy mentioned to his lawyer Anna Estevao (pictured center) that he was ‘proud’ of her for the work she was doing on his case. The message was caught on a hot mic in the courtroom

Son Justin Combs and Quincy Brown exit for lunch during Sean ‘Diddy’ Combs’ trial at Manhattan Federal Court on May 15

‘There were no questions asked. It felt right. Like it literally made sense for the next step in our sex life. I get nervous that I’m just becoming the girlfriend you get your fantasies off with and that’s it. I don’t get the other part…anymore at least.’

Diddy mentioned to his lawyer Anna Estevao that he was ‘proud’ of her for the work she was doing on his case. The message was caught on a hot mic in the courtroom.

She then asked Cassie if it’s ‘fair to say’ that Combs’ career was ruined after she sued him in November 2023, making public for the first time the concept of ‘freak-offs.’

‘I could understand that,’ Cassie responded.

Estevao repeated Cassie’s claim that she was afraid Diddy would release tapes of the freak offs. Cassie said in direct examination that this was part of why she felt she could not say no to the star.

The attorney then had Cassie confirm that the public did not learn of the freak offs until she filed her lawsuit in 2023 against Diddy.

While prosecutors have focused on Combs’ desire to see Cassie having sex with other men in marathons of sexual activity, she says she sometimes watched Combs have sex with other women.

Under questioning by Combs’ lawyer, Cassie testified that this happened maybe four times throughout the course of their decade-long relationship. She said Combs explained it as part of a ‘swingers lifestyle.’

A Sean ‘Diddy’ Combs’ fan holds a sign outside federal court during the trial

As Combs faces charges of sex-trafficking in Manhattan federal court, his relationship with the singer Cassie is at the center of the horrific allegations

At points during the text-and-email-heavy testimony, jurors leaned forward in their seats to follow along as monitors displayed the often-lurid messages in front of the jury box.

One woman shook her head from side-to-side as a particularly explicit message was shown. A man stared intently at the screen, pressing his thumb to his chin. 

Other jurors appeared curious and quizzical, some looking at Cassie or jotting notes. 

One man fell into a routine, peering at each message on the screen and then looking up at Estevao as she asked Cassie about them.

Some jurors appeared bored only when the courtroom fell silent for minutes at a time while Cassie reviewed lengthy text exchanges before answering questions.

The jury also heard that Diddy suspected Cassie was having a revenge affair with the actor Michael B. Jordan, the court heard.

Cassie said she dumped the hip hop mogul in 2015 after seeing a video of him and a woman called Gina at an event while she was in South Africa filming ‘Honey 3: Dare to Dance’.

She told a court in New York that Diddy suspected she got together with Jordan, who was in Cape Town at the same time while doing filming of his own.

Cassie said she ‘wasn’t there’ to see how Combs reacted when he found out about her relationship with Jordan.

Cassie and Diddy eventually patched things up and stayed together until 2018.

Combs’ lawyers said they don’t expect to be done questioning Cassie until the end of the day on Friday. If that happens, it’s possible she’ll need to come back to court on Monday so prosecutors can ask her more questions during a phase of testimony known as re-direct.

Judge Arun Subramanian noted that the sides had previously agreed that she would be done by week’s end, since she’s pregnant and due to give birth soon to her third child.

As Combs faces charges of sex-trafficking in Manhattan federal court, his relationship with the singer Cassie is at the center of the horrific allegations.

The music mogul’s staggering downfall began when Cassie, real name Cassandra Ventura, filed a bombshell lawsuit in 2023 detailing terrifying claims of sexual abuse and violence.

The lawsuit was settled for an undisclosed amount just a day after it was filed, but it was too late for Diddy’s reputation, and the rapper was then hit with dozens of lawsuits including similar claims.

Diddy was then charged last year with racketeering conspiracy, sex trafficking, fraud or coercion and transportation to engage in prostitution in New York. He has pleaded not guilty.

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