Explicit 'freak off' text messages between Diddy and ex-girlfriend revealed in court for first time
Warning: This article contains discussion of sexual harassment and domestic violence which some readers may find distressing
The explicit text messages exchanged between Diddy and his ex-girlfriend, Jane, have been revealed to the court.
Diddy, real name Sean Combs, was arrested in September 2024 on charges of sex trafficking, racketeering conspiracy and transportation to engage in prostitution. He has denied all the charges against him.
The 55-year-old's subsequent trial began on 12 May of this year, with the court hearing from several witnesses.
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These include the likes of rapper and producer Kid Cudi, who claimed the music executive had blown up his Porsche and 'messed with his dog' after Diddy found out he was dating one of his ex-girlfriends.
The ex in question, Cassie Ventura, also took to the stand, sharing harrowing details about the Bad Boy Records founder's allegedly infamous 'Freak Off' parties.
The 'freak-off' parties would involve sex performances arranged by Combs, which he would even allegedly direct and pleasure himself to, the court indictment claims. It is further alleged that these 'freak offs' could last 'multiple days'.
The prosecution is expected to rest their case soon, with the defence set to call on no witnesses, while closing arguments are expected to start on Thursday (26 June).
While footage from Diddy's freak-offs was shown to reporters in court and they noted his disturbing reactions, texts involving him and 'Jane', who is referred to by a pseudonym, following the parties were also revealed on Tuesday (24 June).
7 November 2021
In a text exchange between the pair, where they discussed their days, Diddy joked about serving 'foodgasms'.
Diddy wrote: "Hey baby how are you?"
Jane replied saying she was good and asked about his Sunday before he texted back, saying he was cooking for brunch, before apparently sending an explicit image.
"Sheesh you need to come with a warning signs (closed monkey face emojis)," Jane added, before asking about brunch.
Diddy wrote back: "It was good, they loved the food for the most part. Lol,
"I'm serving orgasms and foodgasms," he said.
She replied: "(Laugh emoji) That's def the first time I've heard that."
7 April 2022
In another one of the text exchanges, which allegedly occurred a day after a 'freak off', Diddy asked Jane how she was, to which she replied: "Hey baby I'm good how about you"
He answered: "Great. Checking on you adderall is the greatest lol."
Jane then wrote back, saying that she enjoyed seeing him and added a drool face and a kissing emoji.
In another set of messages from April 2022, Combs text Jane to tell her his 'crazy fantasies' about her and a sex worker, to which she replied that she 'wanted to make love' to Combs as she 'selfishly' hadn't been with him for five months.
Other messages showed Jane telling the musician that she loved him and wouldn't take him for granted.
15-16 May 2023
Jane messaged Diddy: "We didn't film it, you forgot it, you promised you wouldn't forget," in what looked like an apparent reference to a freak-off.
She'd previously claimed that Combs had threatened to release the videos of her having sex with male escorts, and he'd first threatened her after offering her money to end their relationship.
Jane also alleged that after she'd asked for hundreds of thousands of dollars for compensation for their three-year relationship, Combs supposedly blocked her and she claimed he'd said he was 'going to show your child's father these tapes'.
August 2023
The court saw texts showing the former couple talking about an 'entertainer' signing a non-disclosure agreement.
The 55-year-old supposedly asked his ex-girlfriend about her thoughts on 'the new guy', to which she said: "He seems cool babe, hopefully he doesn't know anybody we know lol."
Jane said she would make sure the person signed the paperwork, though it is not known if the NDA was signed or if they were hired for a 'hotel night'.
Topics: Diddy, Cassie Ventura, Celebrity News, Crime
Joshua Nair