Escort Testimonies in Diddy’s Sex Trafficking Trial Reveal Chilling Details of Alleged ‘Freak Off’ Encounters

As Sean “Diddy” Combs faces explosive charges of sex trafficking, abuse, and racketeering, two male escorts—Sharay Hayes and Shawn Dearing—have come forward with harrowing accounts of what they claim happened behind closed doors at Diddy’s infamous “freak off” parties.

Sharay Hayes, aka “The Punisher”, described his first encounter in October 2012 at Manhattan’s Trump International Hotel. Invited by Cassandra “Cassie” Ventura under the alias “Janet,” Hayes said he was initially told the night was for a dance performance. Instead, he was instructed to create a sensual scene with baby oil while a masked man—allegedly Diddy—watched silently.

“It was clear that this scene was based on his preference,” Hayes stated, recalling the man entering nude with his face veiled, directing lighting and angles from a chair.

Hayes claims he was hired 8–12 times over 2.5 years, earning $1,200–$2,000 per session. He emphasized Cassie never appeared coerced during their encounters, though he noted the environment felt “strange.”

Shawn Dearing, known as “Skyler,” told PEOPLE he participated in over a dozen freak-offs starting around 2015. Hired via Cowboys4Angels, Dearing alleged Combs orchestrated each session, controlling the energy and directing what happened. He claimed Cassie’s demeanor changed when Diddy left the room, once whispering, “No, no, no. Not until he gets back.”

“It was like the spirit was leaving the body,” Dearing said of Cassie’s emotional shift as the encounters darkened.

Both men said they never saw physical abuse, but described a dynamic that felt psychologically coercive. Dearing emphasized Cassie’s strength and praised her courtroom testimony as “heartfelt” and “genuine.”

Cassie’s Testimony and Visual Evidence

Cassie testified that Diddy forced her into non-consensual sex acts, including “freak offs,” and inflicted physical violence. Jurors viewed CCTV footage of a 2016 hotel attack and photos of her injuries. Diddy’s defense has argued her participation was consensual, citing affectionate text messages.

Final Note:
While Diddy has denied all charges, these testimonies and evidence paint a disturbing portrait of power, control, and exploitation at the heart of the case—one that’s far from over.