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Escort mentioned in Diddy trial alleges intimate details about Cassie 'freak offs'

Home> News> Crime

Updated 09:00 4 Jun 2025 GMT+1Published 09:01 4 Jun 2025 GMT+1

Escort mentioned in Diddy trial alleges intimate details about Cassie 'freak offs'

Shawn Dearing was brought up in Cassie's testimony and has now given his side of the story

Liv Bridge

Liv Bridge

An escort mentioned in Diddy's high-profile sex trafficking trial has spoken out about intimate details involving Cassie in alleged 'freak offs.'

The 55-year-old music producer was arrested in September from a New York hotel and stands accused of racketeering and sex trafficking by force, fraud or coercion, among other charges.

Sean 'Diddy' Combs has repeatedly denied all the charges against him, pleading not guilty.

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His trial kicked off on May 12, with his former partner of 11 years, Cassandra Ventura, known as Cassie, taking to the stand to give a detailed testimony of events.

The 38-year-old singer alleged Combs forced her to participate in so-called 'freak-off' sex parties, which involved her having sex with a male escort as Diddy watched on, as well as domestic abuse and physical violence at the hands of her ex partner.

The pair dated for more than a decade (Taylor Hill/Getty Images)
The pair dated for more than a decade (Taylor Hill/Getty Images)

The trial has now entered its fourth week as of Monday (June 2), after having heard from dozens of other witnesses, like former assistants, hotel managers and Cassie's former partner, Kid Cudi.

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Shawn Dearing, an escort known professionally as 'Skyler,' has also been mentioned as one of 10 men hired by Diddy to participate in the 'freak offs.'

Cassie revealed his name when she was on the stand, saying he was one of several escorts that were hired from the website Cowboys4Angels.

Now, the man says he never intended to release his story but has decided to break his silence now that his identity and alias has been made public from the courtroom.

In an interview with PEOPLE, Shawn claims he was hired for 'more than a dozen' times for sex with Cassie and Combs after meeting the couple around 2015.

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“I never wanted to open my mouth,” he said. “I don't seek attention. I don’t want to go out there and make it seem like I’m trying to get my name known off of this experience."

Cassie has accused her ex of physical violence (NCP/Star Max/GC Images)
Cassie has accused her ex of physical violence (NCP/Star Max/GC Images)

He went on to allege that while he never saw Combs physically harm Cassie, he says he witnessed 'psychological' abuse - and suggested it appeared the singer was 'there under Diddy's control'.

"We did everything under his direction," he continued when describing the freak offs, adding there was a 'constant energy of knowing that we must perform for him or else'.

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The 37-year-old further praised Cassie for her heartfelt and harrowing testimony, describing her as 'uplifting', 'the kindest and most respectful person' and a 'bada** lady' who was 'genuine throughout.'

Shawn has appeared to endorse Cassie's claims, stating Combs 'never touched me' but had directed the pair to engage in sexual activity.

He described Combes as like a 'drone' in the sex parties and that Cassie never spoke when the rapper left the room.

Shawn's photograph was used as evidence in the trial (Department of Justice)
Shawn's photograph was used as evidence in the trial (Department of Justice)

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He said in one instance where he tried to talk to her, she replied: "No, no no. Not until he gets back."

Shawn further said he felt Cassie didn't want to take part in the sex parties, that took place in a Beverly Hills Hotel and a private condo in Los Angeles, stating that the young woman's attitude changed when the sessions turned 'dark'.

"You could see that it was kind of like the spirit was leaving the body," he told the news outlet.

The comments come as we also heard from Diddy's former employee, Capricorn Clark, who claims she witnessed Diddy being violent towards Cassie.

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Jurors also saw CCTV footage of Combs attacking Cassie inside a Los Angeles hotel back in 2016, which the 38-year-old claimed came after she had attempted to 'flee' a freak-off.

Photographs of Cassie's alleged injuries, which include bruises to her face and lip, were also shown to the jury.

Meanwhile, the defense showed jurors a dossier of text messages between Cassie and Diddy in a bid to suggest she consented and was a willing participant in the 'freak offs'.

The trial continues.

Featured Image Credit: Jeff Kravitz/FilmMagic via Getty Images

Topics: Celebrity, Crime, Diddy, Entertainment, Sex Trafficking, US News, Cassie Ventura

Liv Bridge
Liv Bridge

Liv Bridge is a digital journalist who joined the UNILAD team in 2024 after almost three years reporting local news for a Newsquest UK paper, The Oldham Times. She's passionate about health, housing, food and music, especially Oasis...

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@livbridge

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