Diddy Trial's Most Disturbing Claims: Week Five Breakdown
- Sean "Diddy" Combs faces ongoing federal sex trafficking, racketeering, and prostitution charges at a New York trial since May 12, 2025.
- The case stems from allegations including Cassie Ventura's 2023 lawsuit and multiple testimonies about private "freak-off" parties involving abuse and coercion.
- Former escort Shawn Dearing, 37, described attending over a dozen such gatherings that seemed consensual at first but grew darker, involving psychological and physical harm.
- Dearing said Ventura appeared to comply "to please him" as the events worsened, adding, "It wasn’t just physical. It was psychological," highlighting troubling dynamics.
- The trial is advancing with ongoing witness testimony that could influence verdict and sentencing, with a possible prison term ranging from 15 years to life.
12 Articles
12 Articles
Diddy's ex's testimony could provide powerful corroboration to allegations in sex crimes trial: expert
Sean "Diddy" Combs' ex-girlfriend took the stand Monday and testified for the third day in the rapper's federal trial for sex crimes. His ex, who testified under the pseudonym "Jane," told prosecutors that there were times she felt coerced into hotel nights with Diddy and that the Bad Boy Records founder still pays for both her legal fees and rent. Jane recalled alleged instances of abuse while dating Diddy on and off for three years and up unti…
Diddy’s Ex-Escort Claims ‘Freak Off’ Parties Took Dark, Disturbing Turn
A former escort employed by Sean “Diddy” Combs has come forward with explosive claims about the nature of the rapper’s now-infamous “Freak Off” parties, alleging they spiraled into something far darker over time. In a revealing interview with People Magazine, 37-year-old model Shawn Dearing detailed his experience participating in what he described as “more than a dozen” of these private gatherings, many involving singer Cassie Ventura, Diddy’s …
Michael B. Jordan, Britney Spears, 50 Cent and Kanye West are some of the celebrities that have been mentioned

Diddy Was Having Freak-Offs Right Up Until He Was Arrested And More From Trial’s Fifth Week
Source: Penske Media / Getty In order to have drug-filled “freak-offs” someone had to bring drugs from city to city and according to Jane Doe in the trial of Bad Boy records founder Sean “Diddy” Combs that job repeatedly fell on her. According to Deadline, “Jane,” a pseudonym used to hide her identity, claims that she and others in the rap mogul’s inner circle were required to transport Ecstasy and more, which was used for drug-fueled sex sessi…
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