Escort Testifies in Diddy Trial, Claims Cassie Gave One Rule During ‘Freak Offs’ with Baby Oil, Silence, and Sex

As the sex trafficking trial against music mogul Sean “Diddy” Combs intensifies, explosive new testimony has surfaced—this time from a male escort who alleges he was involved in a series of sexually explicit encounters orchestrated by Combs and his longtime partner, singer and model Cassie Ventura.

The trial, which stems from a September 2024 federal indictment involving charges of sex trafficking by force, fraud, or coercion, as well as racketeering, continues to send shockwaves through the entertainment industry. Combs has firmly denied the charges, but each day of testimony seems to deepen the complexity—and darkness—of the allegations.

On May 20, 2025, Sharay Hayes, a self-identified male escort, took the witness stand to recount what he describes as multiple encounters with Combs and Ventura over a four-year period beginning in 2012. Hayes’ chilling narrative painted a disturbing picture of controlled sexual scenarios referred to as “freak offs,” staged primarily in hotel suites and marked by a strict rule: do not acknowledge Diddy.

The First Call: “Janet’s” Birthday

According to Hayes, the initial point of contact came in the fall of 2012 when he received a phone call from a woman identifying herself only as “Janet.” She claimed it was her birthday, and that her “husband” had granted her permission to hire an exotic dancer as a special gift. The escort testified that he believed the job was a standard one—perhaps a playful performance for a small bachelorette-type gathering.

He was instructed to meet the mysterious client at the Trump International Hotel in New York City, a luxury location that Hayes was accustomed to for high-end bookings. However, what awaited him at the suite was far from ordinary.

Upon arrival, he was greeted at the door by a woman in a robe, wearing what he believed to be a wig. That woman, he later realized, was Cassie Ventura. Ventura, known for her singing career and high-profile relationship with Diddy, had been in an on-again, off-again relationship with the music mogul for over a decade. Despite the birthday woman referring to Combs as her “husband,” public records confirm the two were never legally married.

A “Sexy Scene” — But With Rules

What Hayes thought would be a simple dance turned into something far more orchestrated. Inside the suite, he said he noticed dim lighting, electric candles, bowls of warm water, and an unusual number of baby oil bottles.

Ventura allegedly told Hayes that she and her “husband” weren’t looking for a dance. Instead, they “liked to create a sexy scene.” But that scene came with one very specific—and very strange—rule.

“I was specifically told to not acknowledge her husband, try not to look at him, no communication or anything,” Hayes testified.

The instruction left Hayes feeling disoriented, but he complied. When Combs entered the room, Hayes described him as fully nude, though he noted that he couldn’t clearly see the man’s face due to the lighting and angle. That ambiguity, intentional or not, appeared to be part of the scenario’s psychological construction.

Repeat Performances and Rising Intensity

The initial session was not a one-time event. Hayes testified that he participated in eight to twelve similar encounters with Combs and Ventura between 2012 and 2016. Each meeting, he said, followed a familiar pattern: an opulent hotel suite, copious amounts of baby oil, a sensual setup, and an increasingly orchestrated and intense sexual dynamic.

According to Hayes, Combs frequently took on a directorial role during these encounters. He would allegedly issue commands such as “sit forward,” guiding the escort’s movements and dictating specific acts. It wasn’t just participation—it was choreography.

In one particularly memorable instance, Hayes claimed that Combs threw a stack of money on the bed mid-act, exclaiming, “I like this sh*t.” The implication was clear: the power, the control, the money—it was all part of the experience for Combs.

Hayes stated that the sessions often lasted several hours, involving extensive use of baby oil and minimal conversation. Despite the artificial sensuality of the scenarios, he noted a palpable undercurrent of manipulation and control, enforced by silence and secrecy.

An Arrangement with Boundaries

Despite the clearly orchestrated nature of the encounters, Hayes testified that Ventura and Combs emphasized discretion above all else. Ventura, he said, always referred to Combs as her “husband” during these sessions, reinforcing the illusion of intimacy and commitment even though the two were never legally bound.

After what he claims was the final encounter in 2016, Ventura allegedly paid Hayes and thanked him for “respecting their privacy in terms of [their] interactions.” He said this was the last time he saw either of them.

Hayes emphasized that he was not forced or coerced into the encounters but added that the environment was highly controlled and emotionally manipulative. The silence, the secrecy, and the psychological boundaries placed around him during each session all served to create an unspoken contract of compliance.

The Broader Context

Hayes’ testimony follows that of Cassie Ventura herself, her mother, and a former assistant of Combs, all of whom have described patterns of abuse, manipulation, and control. While Ventura’s earlier claims had hinted at private “freak offs,” Hayes’ statements offer new details that align with a broader narrative prosecutors are trying to establish—one in which Combs used his wealth and influence to construct a parallel world of exploitation, masked by luxury and celebrity.

The term “freak off” itself, now a central theme in this trial, refers to orchestrated sexual encounters involving multiple people, often under Combs’ supervision or direction. Prosecutors argue that these sessions, though made to appear consensual, were facilitated through power dynamics that eliminated genuine consent.

Legal analysts have noted that Hayes’ testimony is particularly damaging because it bridges the gap between private accusations and public corroboration. As a third party involved in these intimate encounters, his recollection offers a new perspective—one less emotionally connected to Combs or Ventura but nonetheless consistent with their accounts.

Diddy Denies All Allegations

Sean “Diddy” Combs has denied all charges, calling the allegations “false, offensive, and outrageous.” Through his legal team, he maintains that any encounters that occurred were consensual and that he has been targeted in a calculated attempt to dismantle his legacy.

Despite his denials, the mounting testimonies are painting a grim picture—one of manipulation, control, and carefully orchestrated abuse carried out behind closed doors.

As the trial continues, Hayes’ testimony is expected to influence both public opinion and the jury’s perception of the case. The courtroom may see more witnesses with similar stories, and the list of disturbing allegations against Combs appears far from finished.

A Trial with Tremendous Stakes

This is more than just a celebrity scandal—it’s a case that could have far-reaching implications for the entertainment industry, highlighting the ways in which power and money can create environments ripe for exploitation.

As testimony continues, one thing is clear: the walls around Combs’ carefully curated public image are beginning to crack. What lies behind them may redefine his legacy—forever.