Prosecutors in Sean “Diddy” Combs’ federal trial have presented a collection of provocative images from his past, which they claim are incriminating evidence of his alleged crimes.On Monday, a more shocking set of images was released as the trial focused on the day Combs was arrested in a New York City hotel room in September 2024.
Diddy had already been indicted at the time and was holed up in a hotel room at the Park Hyatt Hotel in Midtown Manhattan for over a week, waiting for his imminent arrest. But according to prosecutors, the disgraced rap mogul was intent on having one last hurrah, ‘freak off’ before being taken into custody, and when officers breached his room, they found a trove of baby oil and drugs awaiting the sxual marathons. The release of the images sparked a frenzy online after the public previously saw shocking text messages where Cassie Ventura said she ‘loved’ freak-offs.
Other bombshell images from the trial included injuries Cassie says she sustained in their turbulent relationship, and intimate pictures from the first time the couple had sex on ecstasy after her 21st birthday. Gasps were reportedly heard inside the Manhattan courtroom when the images from inside Diddy’s hotel room arrest were revealed this week. Images taken inside the room show an arrangement of baby oil, and a mysterious pink powder in small bags. Pills in bottles prescribed to ‘Frank Black’, a possible pseudonym for Combs, were also in the room, alongside mood lighting and stacks of cash. Prosecutors claimed some drugs found in the room were found to be ketamine and MDMA, and Cassie testified that ‘pungent’ candles were also a common theme in the freak-offs.
Cassie told the court that when she first met Combs almost 20 years ago, their relationship was a platonic mentorship to help her music career. But she said everything changed shortly after she turned 21, when they had sex for the first time on a trip to Miami and their tryst escalated. She said they had been day-drinking on a boat party and alleged that Diddy gave her an ecstasy pill shaped like a blue dolphin.
‘We were just having a good time,’ she recalled. Cassie offered intimate details of how particular Diddy allegedly was about his ‘freak-off’ sessions as prosecutors showed behind-the-scenes images from preparations for the events.
In one image, Cassie was seen wearing a long thigh-high lace boot, and she said she often wore outfits and wigs during marathon sexual performances.
Cassie also alleged that Diddy would use mood lighting and a ‘red room’ to set the tone for the hours-long sessions.
Diddy’s ex-girlfriend, Cassie Ventura, took the stand for over four days at the start of the high-profile trial, where she claimed she suffered years of abuse and was coerced into the ‘freak offs.’ At the conclusion of her testimony, prosecutors showed an image of the singer with a busted lip.
Cassie said she sustained the injury in a horror episode inside a Los Angeles hotel where Combs was caught on surveillance footage kicking and stomping on her. ‘That’s me, a selfie of me with a fat lip,’ the singer said in court when questioned over the picture.
In another injury picture, Cassie was seen with a large cut over her eye that she alleged happened when Diddy threw her into a bed frame in Canada. During the weeks-long trial, a number of A-list celebrities and high-profile figures were named and seen in pictures related to Diddy’s notorious parties.
Not all celebrities in the images are accused of any wrongdoing but were seen at the parties where women were allegedly drugged and coerced. Stars, including Leo DiCaprio, have been snapped at the bashes, including one where The Revenant actor sipped champagne surrounded by Diddy and other attendees. Other pictures showed Cassie and Diddy lounging on a couch outside as other women joined them, and in another, Cassie was seen partying with former best friend Kerry Morgan for her 21st birthday. Diddy’s legal team also introduced raunchy text messages that offer an insight into his fateful relationship with Cassie. The texts showed Cassie saying she ‘loved’ the freak-offs that she testified were forced upon her. 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.
‘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.
Photos following a raid on Diddy’s mansion in Miami in March 2024 showed how the property was turned upside down by the feds.
The raid took center stage at Diddy’s trial this week as agents testified that they found ‘parts of AR-15 rifles’ in the mansion.
They said they also found ‘sex toys and Astroglide’, and an agent said the serial numbers had been scratched off weapons to make them untraceable.
In a lawsuit filed in October 2024, a month after his arrest, images from the filing offered a behind-the-scenes look at the events.
Combs is seen dancing with young women in a Las Vegas hotel room party, and in another picture, he sat at a table surrounded by bottles of Diddy’s own vodka brand, Ciroc.
He appeared to catch the person photographing him in the act, and in the next image, Diddy was seen glaring at them across the table.
The images were filed by a woman who alleged that she was drugged with the date-rape drug GHB, with another picture showing a small plastic container she alleged was used.
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See all the photos released from Diddy trial so far as the hip-hop mogul fights s£x trafficking charges
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