A former male escort who was hired by the embattled music mogul, Sean “Diddy” to sleep with his then girl-friend, R & B singer, Cassie Ventura, in his controversial “Freak Off” s3x parties, has broken his silence.
Shawn Dearing, who went by the alias “Skyler,” revealed in an interview with People Magazine that he was hired for over a dozen sexual sessions with Cassie and Diddy after meeting the couple around late 2014 or early 2015.
His decision to speak out follows the public disclosure of his identity and professional name during Ventura’s emotional testimony.
Cassie, 38, took the stand last month in Diddy’s ongoing sex trafficking trial, testifying that she was forced into disturbing, choreographed sex marathons involving multiple male escorts, which she referred to as “Freak Offs.”
She admitted she did not want to take part in them and said she hired male companions, including Dearing, through the website Cowboys4Angels.
Dearing, 37, supported Ventura’s account, saying she appeared emotionally detached during the parties, likening her behavior to that of a “drone.”
He described how the sessions took place at the Beverly Hills Hotel and a private condo on Sunset Boulevard in Los Angeles.
“We did everything under his direction,” Dearing said of Diddy, adding there was a “constant energy of knowing that we must perform for him or else.”
Although he never witnessed physical abuse, Dearing said he observed psychological control and sensed that Ventura was under Diddy’s domination.
He described one instance where Ventura refused to respond to him while Diddy was out of the room, whispering, “No, no, no. Not until he gets back,” indicating her fear of speaking without Diddy present.
Dearing also suggested Ventura’s demeanour would shift as the sessions became more intense or “dark,” saying, “It was like the spirit was leaving her body.”
He admitted there was a clear understanding that there would be consequences if she disobeyed Diddy, though he wasn’t sure what those consequences entailed.
Though initially reluctant to share his experience, Dearing felt compelled to come forward and expressed admiration for Ventura, calling her a “badass lady” who remained genuine despite the traumatic circumstances.
“I want what’s best for her,” he said. “I want her respect, first and foremost.”
