Within a document submitted for Sean ‘Diddy’ Combs’ defense lies a black and white photograph depicting two globally renowned female celebrities on a bed in bikinis, under a tacky mirrored ceiling.
The image, obtained by Daily Mail as it was submitted to the court, shows none other than Rihanna and Serena Williams.
Believed to have been taken some time in 2012, the pair appear on the bed next to an unidentified woman.
The woman is thought to be Capricorn Clark, Diddy’s former assistant, who stated this week that she was ‘let go’ during a trip with Rihanna that same year.
The photograph was sent to Diddy by his ex-girlfriend Cassie Ventura as part of a long text exchange
This image is part of a collection, which also includes photos of Cassie and Diddy kissing on private jet steps—a portrayal Diddy’s lawyers claim reflects the lifestyle enjoyed by a woman involved with one of hip hop’s most iconic figures.
They say Ventura not only wanted to take part in the ‘freak-offs’, but encouraged them and sometimes begged for them.
Ventura testified she felt she had to perform the sordid sexual trysts in order to maintain her relationship and keep her career going, which was allegedly dictated by Combs.
The photo sits among texts between Cassie and Combs in which she excitedly referred to her burgeoning fame.
Buried in an evidence file that was submitted to the court is this photo of Rihanna (center), Serena Williams (right) and an unidentified woman believed to be Diddy’s former assistant, Capricorn Clark. They are posing beneath a mirrored ceiling on a bed in July 2012
In one of their exchanges, Ventura referred to Combs as ‘Pop Pop’, a nickname she had for him, according to her testimony. She text him excitedly about social media fame and referred to their ‘Freak Offs’ as an ‘FO’
‘Going to FO [Freak-Off] on Tuesday!! These are all the things that I need Pop Pop to be with me at. Lol,’ she said, after making a reference to her Twitter profile expanding.
There is no mention of Rihanna or Williams, and there has been no suggestion during the trial or otherwise that either of them was ever involved in the couple’s sick sex games.
The crux of the trial lies in whether Ventura was forced to submit to their group sex acts, or if she took part willingly.
Combs has pleaded not guilty to all charges and denies wrongdoing.
Defense attorneys used the messages to suggest Ventura was a willing participant in Combs’ sexually adventurous lifestyle.
Days later, Cassie texted, ‘I just want it to be uncontrollable,’ referencing their upcoming sexual encounter.
In another exchange from 2012, Combs texted: ‘FO one last time tonight.’
Cassie replied, ‘What?’
The texts and photos are filed in larger evidence dumps that Diddy’s lawyers say prove Cassie enjoyed the perks of dating the most famous man in hip hop
They submitted photos of the pair loved-up on the steps of private jets
The jury was also shown photos of Rihanna and Cassie at star-studded events
Combs snapped back: ‘You can’t read?’
Her next message was pointed: ‘I don’t want to freak off for the last time. I want it to be the first time for the rest of our lives.’
Later that same day, Cassie followed up with, ‘I want to see you, but I’m emotional right now… I’d rather not do it at all.’
In another 2012 exchange, Combs told Ventura, ‘S***. Need you to go to doc.’
She replied, ‘Yea. We did a lot…a lot of d****. A lot of partying.’
‘I miss you… I miss our love sessions in the afternoon,’ another said.
The texts ran the gamut from graphic sexual fantasies to emotional longing but prosecutors stressed how over time Cassie’s messages reflected deepening pain, exhaustion, and emotional manipulation.
Many of the messages are romantic. Cassie and Combs often exchanged affections like ‘I miss you,’ and ‘Can’t wait to see you.’ But amid such softer notes are graphic declarations and disturbing fantasies.
She explained she once needed IV fluids to recover after the encounters and admitted developing an opioid addiction during the relationship because the drugs helped her ‘feel numb.’
Kim Kardashian with Serena Williams, Diddy and Cassie Ventura in Beverly Hills in 2012, the same year the bikini photo was taken
She described Combs as ‘obsessed with voyeurism,’ saying, ‘he was controlling the whole situation.’
The courtroom sat in silence when prosecutors displayed a message Cassie sent Combs after a 2016 assault, captured on surveillance video at the Intercontinental Hotel in Los Angeles.
In the text, Cassie wrote: ‘I’m not a rag doll. I’m somebody’s child.’
She also told Combs via text that he had been ‘out of control from drugs and alcohol that day.’
Despite this, a few days later the two were exchanging messages of affection. ‘We need a different vibe from Friday,’ she wrote.
The defense insists the texts prove Cassie was an equal player in an intense, unorthodox romance with several flirtatious messages between the pair.
In court, Ventura testified that she only went through with that sexual encounter to avoid an outburst before a scheduled film premiere.
Prosecutors maintain the messages were the product of years of conditioning and emotional entrapment.
Cassie testified she sometimes submitted to sex simply to avoid arguments or public scenes, including the night of the 2016 LA hotel assault.
During questioning about the night Cassie says Combs raped her in 2018, defense attorney Anna Estevao highlighted inconsistencies in Ventura’s description.
Among other evidence photos are troubling images of a battered and bruised Cassie after the notorious freak off sex sessions
Ventura and Combs finally broke up for good in 2018
Cassie pours her heart out in another lengthy message that details the ups and downs of their relationship
Cassie had told investigators in 2023 that Combs had been acting ‘very strangely’ that evening, but testified in court that he was ‘really nice’ at dinner.
When pressed under oath, Cassie clarified: ‘Nice, but strangely.’
She also admitted having consensual sex with Combs after the alleged rape and exchanging warm messages with him even after marrying her now-husband, Alex Fine.
Cassie, 38 and currently pregnant with her third child, appeared composed during cross-examination but broke down repeatedly in earlier testimony, especially when describing what she called ‘hundreds’ of freak-offs over her 11-year relationship with Combs.
She claimed she felt ‘compelled to participate’ to keep him happy and feared retaliation if she refused.
When Estevao confronted her with messages in which she appeared excited by the encounters, Cassie insisted her tone in texts did not reflect her internal experience.
‘There’s a lot we skipped over,’ she told the courtroom.
Combs’ defense argues the entire relationship was consensual.
They have emphasized Cassie’s expressions of affection and sexual desire to poke holes in her allegations of coercion and trafficking.
A heavily pregnant Ventura was the first trial witness. She is seen leaving for court on May 16
Alex Fine, husband of Cassie Ventura, sat through most of the testimony
But prosecutors say those same messages are part of the trap: an abused woman playing along out of fear and dependence.
At one point in 2013, Cassie texted: ‘Wish we could’ve FO’d before you left.’
Years later, she told Combs: ‘I’m not your sidepiece.’
Cassie has since reached a reported $20 million settlement with Combs over her civil suit filed in 2023.
She also disclosed a $10 million settlement with the Intercontinental Hotel over the 2016 assault caught on camera.
Combs, now 55, remains behind bars. He faces at least 15 years in prison if convicted.
The trial is expected to continue well into June.
