Testimony in the sex trafficking, racketeering, and prostitution engagement trial of Sean ‘Diddy’ Combs began last Monday (May 12). Week one opened a window into what prosecutors claim was a sleazy world of group sex, drugs, and violence behind the hip-hop mogul’s glittering, larger-than-life persona.
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Much of the testimony was cringey. Combs’ ex-girlfriend, Cassie, recalled him allegedly beating and pressuring her into degrading sexual performances known as “freak offs.” A former security guard, male escort, Homeland Department agent, and former Dainty Kane member, Dawn Richard, also took the stand.
Despite only being week one, bombshell after bombshell dropped in that New York City courtroom. We’re heading into week two of testimony on Monday (May 19), but here are five MAJOR moments from the trial so far.
1. Defense Agrees Diddy Is Violent, But Slams His Trial Charges
Diddy’s lawyer, Teny Geragos, took an unconventional approach to defending Combs in her trial opening statement. She agreed that the hip-hop impresario has a “bad temper.” Geragos even said Sean Combs is prone to violent outbursts that are often fueled by alcohol, jealousy, and drugs. However, she insisted his actions align with domestic violence charges and that there isn’t proof he engaged in sex trafficking and racketeering.
“Sean Combs is a complicated man. But this is not a complicated case,” she said in court. “This case is about love, jealousy, infidelity, and money.”
Additionally, Geragos argued that Combs’ sexual habits were part of a swinger lifestyle involving consenting adults. She opened week one by reminding jurors that “kinky” sexual desires don’t equate to sex trafficking.
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2. Jurors See Videos & Photos Of Combs Attacking Cassie In Hotel
The packed courtroom went silent while jurors watched security camera video of Sean Combs assaulting Cassie in a Los Angeles hotel in 2016. For context, the video shows the R&B singer walking down a hallway toward the hotel’s elevators. Moments later, Combs comes around the corner, strikes her and throws her to the ground before kicking her and then dragging her back toward their hotel room.
Jurors also saw photos of damage in the hotel hallway, including flowers on the floor and soil spattered against a wall. Later, as Cassie testified about the attack, jurors saw photos of her swollen lip.
The trial’s first witness was a former hotel security guard, Israel Florez. He testified that Combs attempted to bribe him with a stack of money, including a $100 bill on top. Florez claimed that Diddy said, “Don’t tell nobody.” Florez said he responded, “I don’t want your money. Just go back into your room.”
3. Cassie Spares NO Details While Describing “Freak Offs”
The ‘Me & U’ singer also testified that Diddy was into voyeurism, the act of watching other people engage in sensual or sexual acts. Additionally, she said he dictated every aspect of sex events he dubbed “freak-offs,” “Wild King Nights,” and “Hotel Nights.”
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The “highly orchestrated” affairs involved male sex workers, heavy drug use, and plenty of lubrication. “It was his fantasy,” Cassie testified. The musician claimed each “freak-off” involved about 10 large bottles of heated-up baby oil.
“It was such a mess,” Cassie said on the stand while heavily pregnant with her third child. “It was like, ‘What are we doing?'”
She also said Combs asked her to perform degrading and painful sex acts with male sex workers. Cassie said eventually she was doing “freak-offs” weekly for a decade, with the final one in 2017 or 2018. “The freak-offs became a job,” Cassie recalled.
She said she felt she couldn’t refuse because she feared the videos would be made public. Jurors also heard from Daniel Phillip, who said he was a professional stripper paid to have sex with Cassie while Combs gave instructions. He testified that he once saw Combs drag Cassie by her hair as she screamed.

