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Male escort alleges how much he was paid for each 'session' as he makes disturbing claims about Diddy 'freak offs'

Home> News> US News

Updated 15:10 21 May 2025 GMT+1Published 15:04 21 May 2025 GMT+1

Male escort alleges how much he was paid for each 'session' as he makes disturbing claims about Diddy 'freak offs'

The escort claimed to have seen Diddy and Cassie between eight and 12 times

Gerrard Kaonga

Gerrard Kaonga

Featured Image Credit: John Lamparski/Getty

Topics: Cassie Ventura, Diddy, News, US News, Crime

Gerrard Kaonga
Gerrard Kaonga

Gerrard is a Journalist at UNILAD and has dived headfirst into covering everything from breaking global stories to trending entertainment news. He has a bachelors in English Literature from Brunel University and has written across a number of different national and international publications. Most notably the Financial Times, Daily Express, Evening Standard and Newsweek.

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A male escort who claims to have regularly interacted with Diddy and Cassie Ventura has testified the details regarding their ‘freak off’ sessions in court.

The trial of Sean ‘Diddy’ Combs has seen numerous witnesses give information on the rapper and producer as he faces a bunch of different charges.

Diddy was arrested in September 2024 and charged with racketeering and sex trafficking by force, fraud or coercion.

He has denied all of the charges he faces.

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Since the trial kicked off earlier this month, the prosecution has taken a great interest in the producer’s notorious ‘freak off’ parties as well as his relationship with former girlfriend Cassandra Ventura, who is best known as Cassie.

The parties are where the prosecution believes these acts of illegality took place.

Diddy's trial has taken a detailed look at his relationship with ex-girlfriend Cassie (Neilson Barnard/Getty Images)
Diddy's trial has taken a detailed look at his relationship with ex-girlfriend Cassie (Neilson Barnard/Getty Images)

Focusing on the nature of the relationship between Cassie and Diddy, the court has heard of Diddy’s alleged drug addictions and the abuse she claims to have suffered at his hands.

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Most recently, a male escort known as The Punisher - real name Sharay Hayes - spoke to the courtroom on May 20 and gave alleged details about the couple’s sex life and how he was involved.

Hayes claimed that he was hired between eight and twelve times for additional freak offs after first meeting the couple in 2012, with him telling the court the last one happened in March of 2015.

He said: "She explained to me that her and her husband liked to create a sexy scene that consisted of me and her mutually applying baby oil, applying it to ourselves and to possibly each other, and try to create a sexy environment that her husband would eventually come out to watch."

He noted that he usually received $1,200 or $2,000 after each session and wondered why the amount varied at times.

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The male escort detailed how his alleged meetings with Diddy and Cassie would work (Mike Coppola/Getty Images for People.com)
The male escort detailed how his alleged meetings with Diddy and Cassie would work (Mike Coppola/Getty Images for People.com)

Hayes also explained that he would eventually engage in sexual activity with Cassie while Diddy watched and often gave instructions. He said that the encounters would last about four hours.

Speaking about how Diddy was involved, he said: "I was specifically told to not acknowledge her husband, try not to look at him, no communication or anything."

“[Diddy] would at some point come into the room, sit in the distance, gave subtle directions to Ms. Ventura based on... angles, lighting, positionings, and sometimes the sexual activity.”

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Hayes said his last encounter with the former couple saw Ventura allegedly pay him and thank him for 'respecting their privacy in terms of [their] interactions'.

  • Escort mentioned in Diddy trial alleges intimate details about Cassie 'freak offs'
  • Diddy sentenced to more than 4 years in prison for prostitution-related charges
  • Cassie breaks down in tears at Diddy trial revealing shocking details of what he would allegedly do to her at 'freak offs'
  • Diddy issues plea to judge in chilling letter addressing CCTV footage of him attacking Cassie

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