Diddy‘s wildest sexual fantasy involved a twisted NBA roleplay – casting himself as Michael Jordan, his ex-girlfriend as Kobe Bryant and the male escort she regularly slept with as Shaquille O’Neal – the ex testified on day two of the fifth week in the disgraced rap mogul’s sex trafficking trial.
‘Jane’, who testified under a pseudonym, said the hip hop mogul’s obsession with ‘cuckold’ scenarios may have been a way to live out his bisexual fantasies without physically engaging with men – because he was ‘too ashamed’ to do so openly.
Jane described the ‘Freak Offs’ she attended during their relationship as filled with extravagant sexual roleplay where participants gave each other nicknames inspired by legendary basketball stars.
In another wild claim, Jane said Diddy was so addicted to sex with her that he gave her the nickname ‘Crack Pipe’.
The testimony emerged during Jane’s cross-examination as his lawyers sought to show how close she was to Diddy, 55, whose real name is Sean Combs.
Lawyers for Diddy are seeking to undermine Jane’s testimony that she felt ‘obligated’ to take part in Freak Offs because he was paying the $10,000 a month rent for her Los Angeles home.
Diddy denies all charges.
Jane told the court that in 2022, in the middle of their relationship, she researched to ‘try and figure out my relationship’.
Diddy’s ex-girlfriend who’s testifying under the pseudonym ‘Jane’ said she believed the Freak Offs the rap mogul asked her to participate in was a way of exploring his sexuality since he was ‘too ashamed’ to engage in sexual acts with a man
Jane, Diddy and another male escort named Paul often participated in Freak Offs together and eventually adopted nicknames taken from NBA stars: Diddy starred in these sexual exchanges as Michael Jordan, Jane as Kobe Bryant and the male escort as Shaq
She said: ‘I came upon a word, cuckolder, a man in a relationship with a woman and is turned on watching his woman have sex with another man.’
According to Jane, the word ‘cuckold’ was ‘spot on’ to describe what she and Diddy did in the bedroom.
She said: ‘I was trying to deep dive on all the reasons why they had derived so much pleasure from watching their woman be with other men.
‘It gave me more of an understanding. I wanted to know why my partner wanted so many of these nights and what was driving him. I was trying to find an understanding (about what) he wasn’t vocal about.’
According to Jane, there were ‘multiple reasons’ why somebody found this kind of behavior pleasurable.
She said: ‘One of them, the cuck derives pleasure seeing his woman receive pleasure from the other man and a few other things, that cucks could also have a bi-curiosity that they’re too ashamed to experience themselves so use the woman to venture out in this curiosity without doing the act itself.’
Jane added: ‘I would use the word cuck for him’.
When asked by Diddy’s lawyer Teny Geragos if she still loved Diddy, Jane said: ‘I do.’
When their relationship became problematic, Jane stumbled upon the word ‘cuckold’, which she said aptly described Diddy and his tendencies to watch her engage in sexual acts with the escort
Jane told defense lawyer Teny Geragos during cross-examination that she still loved Diddy. The rap mogul smiled and nodded his head despite being reprimanded by the judge about reacting when the jury is present
Geragos asked: ‘You wanted to cuddle with him?’
With a smile Jane replied: ‘And give him foot rubs.’
At this point, Diddy could be seen smiling too and nodding his head which Judge Arun Subramanian has previously warned him not to do when the jury is present.
Geragos asked in regard to post-Freak Offs: ‘You enjoyed taking care of him?’
Jane said: ‘Yes, he was my baby…I’m naturally nurturing.’
When Geragos asked if Jane liked to ‘hug and cuddle him’, Jane said: ‘And bathe him.’
According to Jane, Diddy’s favorite TV show was Dateline, an NBC true crime show, and they would ‘watch it for hours’.
She also said she was sympathetic and understanding in the beginning when Diddy suggested she have sex with another man.
Kobe Bryant and Diddy ran in the same circles before the Laker’s untimely death in a 2020 helicopter crash. Bryant attended Diddy’s 50th birthday party with wife Vanessa
Diddy performed at Shaq’s Funhouse during Super Bowl Weekend in 2020
She said: ‘In these rooms, I felt my partner was trusting me in a very vulnerable moment and so he made me believe this was something really special, something him and I only did.
‘I took that on very strongly. I really wanted to just go along with these things. I didn’t want to judge him for the things I noticed in these rooms and the things he liked. I would put blinders on and just go along with (it).
‘Deep down in my heart, I didn’t want him to feel eyes were on him while he was in this vulnerable state.’
Geragos asked: ‘You viewed these rooms as a vulnerable state?’
Jane replied: ‘Yes.’
The jury was played an audio message Diddy sent to Jane in March 2023 after a trip to Turks and Caicos.
Diddy could be heard saying: ‘You are the crack pipe. That’s my new name for you, or shall I call you CP.’
In a text, Jane told Diddy they should ‘f*** or die trying’.
Diddy’s mother Janice Combs has been consistently present at the trial and walked into the Manhattan Federal Courthouse on Tuesday
Trainer Paul Arthur was the third member of the group’s ‘trifecta’ who played the role of Shaq in their bizarre Freak Offs. He also has been named by Cassie Ventura as a male escort she slept with
When asked what Diddy meant by being addicted, Jane said: ‘Yeah, to my sex.’
Jane told the court that early in their relationship Diddy told him he lived a ‘polyamorous’ lifestyle.
At first, Jane ‘didn’t mind it’ but then later on as ’emotions grew deeper and feelings grew deeper’ it was harder to deal with it, she said.
Jane said: ‘What was hard was the imbalance treatment….it was difficult when there became a (other) relationship that just publicly looked like a monogamous committed relationship, that I didn’t sign up for.’
After their first holiday to Turks and Caicos, Diddy flew in some other girls to see him.
Jane said: ‘It was new to see, it was shocking.’
Even at the start of their relationship, Jane thought Diddy was not taking care of himself and doing too many drugs.
She said: ‘On our way to Turks, I was facing him and could see his eyes and I could see his hands and his teeth and could tell he wasn’t taking very good care of himself. Not internally.
Dozens of bottles of Astroglide were found when Diddy’s Miami home was raided. Jane claimed that Diddy was so addicted to sex with her that he gave her the nickname ‘Crack Pipe’
Jane said towards the end of their relationship, Diddy’s drug use began to take a toll on his body and that he looked like he had ‘jaundice’
‘I felt he was developing jaundice; his gums were gray probably from drug use, his hand was shaky from over-consuming alcohol.’
But Jane was still won over by Diddy’s ‘larger than life’ personality.
She told the court she was ‘fascinated by him’.
‘He was really confident and strong and very boisterous and very sure of himself,’ Jane said.
‘Very righteous. Just seemed like a very bright light when I met him.’
Geragos asked about an escort called Paul, who was a regular participant in Freak Offs.
According to Jane, Diddy called all three of them the ‘Trifecta’ and they had individual nicknames for each other which blossomed into using the eye-raising NBA nicknames.
Later on, Jane appeared to lose her cool when Geragos suggested she was jealous of other women who were showered with gifts by Diddy.
‘Did you get a Chanel bag?’ asked Geragos.
Jane replied: ‘No I only got trauma.’
Geragos asked: ‘What is a Bottega bag?’ in reference to the designer label.
Jane shot back: ‘I’m sure you have one.’
When Geragos asked how much Bottega bags cost, Jane replied: ‘How much does my body cost?’
Shortly after, Jane asked for a break.
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