The Diddy Diaries

Mega Edition: The Cross Examination Of Cassie Ventura Begins On Day 4 (6/29/25)


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On the fourth day of Sean "Diddy" Combs' federal sex trafficking and racketeering trial, Cassie Ventura faced intense cross-examination from the defense. Attorney Anna Estevao sought to portray Ventura as a consenting participant in their tumultuous relationship, highlighting text messages and emails that suggested mutual affection and willingness to engage in the so-called "freak-offs"—drug-fueled group sex encounters central to the prosecution's case. The defense emphasized instances where Ventura appeared to plan these events, referencing messages where she expressed anticipation and involvement in organizing them. They also delved into her past relationships, including with rapper Kid Cudi and actor Michael B. Jordan, to suggest mutual jealousy and complexity in her relationship with Combs.


Ventura, who is currently eight months pregnant, maintained that her participation in these events was driven by fear and manipulation. She testified that Combs exerted control over her, using threats and violence to coerce her into compliance. When questioned about their drug use, Ventura acknowledged that they both used substances but asserted that Combs became angry if she used drugs without him, indicating a controlling dynamic. She also recounted incidents of violence, including an episode where Combs allegedly threw a wooden hanger at her friend, leading to the end of that friendship. Despite the defense's efforts to challenge her credibility, Ventura remained composed, reiterating that her actions were often a result of coercion and fear.



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source:

May 15, 2025 - Day 4 of testimony in the Sean ‘Diddy’ Combs trial | CNN
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The Diddy DiariesBy Bobby Capucci

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