Shockingly Explicit Texts from Cassie Ventura Exposed in Court Showing Her Excited for Sex With Sean ‘Diddy’ Combs: ‘I’m always ready to freak off’
In a courtroom drama that has captivated many, Cassie Ventura's explicit text messages to Sean "Diddy" Combs were unveiled on Thursday. These messages emerged as the defense sought to undermine her claims of being coerced into participating in degrading sexual encounters, referred to as "freak-offs."
One particularly revealing message from Ventura, 38, sent on August 5, 2009, read, "I’m always ready to ‘freak-off’ lol." At the time, she was in her early 20s, while Combs was in his late 40s, marking a significant age gap in their relationship.
The sexually charged texts became a focal point during the cross-examination led by defense attorney Anne Estevao. Ventura, an R&B singer, had spent the previous two days detailing the alleged abuse she endured throughout her decade-long relationship with Combs.
Much of Ventura's testimony revolved around the disturbing and often violent "freak-off" sessions that Combs orchestrated, which she described as humiliating and filled with baby oil. She testified that her participation in these encounters was driven by a desire to please Combs and to avoid his wrath, which frequently escalated to physical violence.
However, Estevao aimed to portray Ventura as a willing participant by highlighting the sexually explicit messages exchanged between the two. In several texts, Ventura appeared to express enthusiasm about engaging in the "freak-offs." For instance, in a 2017 message, she told Combs, "I’m too excited" about an upcoming encounter. She also mentioned forgetting an iPad, which she testified was used to record their sexual escapades.
In another exchange, Combs encouraged Ventura to "have fun, impress me" as she headed to a sex shop to gather supplies for their "freak-off." The jury was shown messages from May 26, 2017, which occurred near the end of their relationship, discussing her trip to a store called the Pleasure Chest.
During her visit to the adult store, Ventura testified that she would purchase various sexual items, including lubricants and outfits. The messages also revealed a conversation about avoiding pregnancy, with Ventura noting her ovulation and Combs assuring her they would "be extra careful."
As the explicit messages were read aloud, Ventura requested a break, visibly cradling her eight-month pregnant belly. Tension mounted as she grew frustrated with Estevao reading through a lengthy series of old messages, prompting her to ask, "Do you have any questions for me?"
Combs, now 55, was seen taking notes in court for the first time as the shocking texts were presented. One message from 2009 indicated Ventura's growing discomfort with the "freak-offs," expressing her fear that Combs was using her solely for sex. "I like that. I want it and I want to give you the same. I just think that I have to trust you beyond it just being sexual. Do you know what I mean?" she wrote.
Ventura also disclosed that she sometimes wore masks and wigs to conceal her identity during the "freak-offs." "The encounter itself was pretty crazy," she recounted. "I really followed [Combs’] lead on that because I had never done it before. I definitely didn’t want anyone to know."
When asked by Estevao if she feared that the release of explicit tapes would jeopardize her career, Ventura responded affirmatively, "Yep." According to her testimony, Combs typically recorded the "freak-offs" he orchestrated.
Combs has pleaded not guilty to serious charges, including one count of racketeering conspiracy, two counts of sex trafficking by force, fraud, or coercion, and two counts of transportation to engage in prostitution. If convicted, he could face life in prison, making the stakes incredibly high in this ongoing legal battle.
