Cassie Ventura Details Painful “Freak Offs” With Sean "Diddy" Combs Amid UTI Struggles During Trial

In shocking testimony that has sent jaws dropping across the entertainment industry, singer Cassie Ventura stormed the stand in Sean "Diddy" Combs' ongoing federal sex trafficking trial on May 14, dishing grisly details about the physical price she paid during the mogul's infamous "freak off" sex capades. Ventura, 38, who had an on-again, off-again affair with Combs between 2007 and 2018, said she was pressured into having sex with male prostitutes at his request even as she suffered from severe health issues such as urinary tract infections (UTIs). Her story outlined an unpleasant tableau of abuse hidden by comfort and privilege, now being unveiled in federal court.

The "freak offs," Ventura says, were not infrequent but regular and intense. "When we were having frequent freak offs, they were back-to-back and sometimes I would do a freak off with the infection," she testified in court. Recalling her determination to keep performing through the agony, she added, "I tried to flush it out with water. I got to the point where Cipro [the antibiotic Ciprofloxacin] didn't work anymore. It was a mess.." Ciprofloxacin, a very effective antibiotic that is commonly prescribed for UTIs, stopped working for Ventura because of misuse, an alarming signal of the return of her infections. The way she described it was far more than just the physical pain. The physical and emotional burden of being forced into sex while you're seriously medically unwell made the pandemic aspect all the more painful.

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But UTIs were just half the battle. Ventura described how the constant use of lubricants when performing the act of fellatio led to sores in her mouth. "It was really painful for a long time," she said. "I can't believe I actually dealt with that." She also says she developed gastrointestinal problems related to the long-term stress and trauma tied to these experiences. It's her raw and hard-to-hear statement that does more cutting through the celebrity gloss that has always coated Combs' public persona. At one point in her testimony, Ventura added with a cadaverous bluntness, "Having sex with a UTI was horrible, so uncomfortable. I would not advise it."

The courtroom was silent as the former "Me & U" singer outlined years of suffering pain, both physical and emotional, at the hands of one of the most powerful men in music. Her testimony was not only a moment of personal catharsis but also a potential red-letter moment in the government's case against Combs, who is charged with numerous counts of sex trafficking and abuse. The new testimony is the latest regarding accusations against Combs, a figure long venerated in the entertainment world. But lurking behind the multimillion-dollar empire, the over-the-top parties, and the celebrity-packed collaborations, Ventura's words reveal a much darker reality, one of exploitation, manipulation, and chronic pain.

As the trial proceeds, Cassie Ventura's voice remains a reminder, clear as a bell, of the price that women pay but remain silent about victims of invisible violence in the wings of the famous and the powerful. Her bravery may not only bring justice in her own case but also embolden others to break free of the vicious cycle of abuse. Courtroom proceedings will return later this week when prosecutors continue to probe the grim culture laid bare by Ventura. In the meantime, the world is watching as a music mogul collapses, one wrenching testimony at a time.