Ex-escort: Cassie's ‘spirit changed' during sexual acts with Diddy
(NewsNation) — A former escort who participated in sexual encounters with Sean 'Diddy' Combs and Cassie Ventura said he witnessed a shift in the singer's demeanor over time, describing how what initially seemed like consensual adult play became increasingly 'performative.'
Shawn Dearing, who worked under the name Skyler and says he participated in more than a dozen encounters with the couple, told NewsNation that Ventura's behavior evolved from 'jovial' to forced compliance as the relationship progressed.
'Initially, when I had in the early days of seeing them, it seemed it was very jovial, like, you know, two adults who wanted to explore further, but as the encounters grew, there was an energy about these situations that devolved,' Dearing said Tuesday on NewsNation's 'Banfield.'
'I can definitely say there's a spirit that had changed through time. I don't know what happened behind closed doors with them, but there were signs,' Dearing said.
Diddy paid to make hotel video go away: Hotel security guard
Dearing described witnessing a moment when Combs left the room during one of their encounters. When Dearing attempted to speak with Ventura, she quickly silenced him.
'There was a moment where I kind of had a realization of the depths of the situation,' Dearing said. 'You could tell there was something that had come over her in a sense that she knew it may cause jealousy or something of the nature if her and I interacted in some way with him not there.'
Dearing characterized Ventura's later behavior as going through the motions rather than genuine participation, describing how 'she would put on the smile and then continue in her role, put on the smile, put the head down, and then just continue in the role.'
When pressed about whether Ventura appeared frightened, Dearing was careful in his language, saying he wouldn't characterize her demeanor as fear but rather as understanding 'her role' in the situation.
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'I wouldn't say frightened. I say she just understood the situation to the extent that she needed to,' Dearing said, calling Ventura 'a badass lady' who maintained her composure despite the circumstances.
The prosecution in Combs' trial claims that Ventura was coerced into participating in sexual encounters that Combs called 'Freak Offs.' Defense attorneys argue the encounters were consensual between adults.
'I've received guidance from individuals,' Dearing said. 'I'm here speaking with you, attempting to just have my side heard, and ultimately, I just want Cassie respected.'
Combs faces federal charges of sex trafficking, racketeering and other crimes. He has pleaded not guilty to all charges and remains in federal custody.
Copyright 2025 Nexstar Media, Inc. All rights reserved. This material may not be published, broadcast, rewritten, or redistributed.
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