Sean ‘Diddy’ Combs’ legal team introduced damning 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 s£x 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?’

‘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 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.

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 s£x 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.’

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 anymore. 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 / s£xual 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.

‘There were no questions asked. It felt right. Like it literally made sense for the next step in our s£x 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.’

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.

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