When Sean “Diddy” Combs enters court this week for his trial, he won’t just be facing a federal judge, he’ll be up against a line-up of witnesses ready to expose what prosecutors call a years-long trafficking ring cloaked in wealth, power, and celebrity access.
From ex-girlfriends to ex-bodyguards, the list of expected witnesses reads like a tabloid fever dream, and that’s before the cameras even roll. The Diddy trial, which officially kicks off Monday, May 5, 2025, in New York, is shaping up to be one of the most high-profile criminal cases in music industry history.
So, who exactly is set to testify against the Bad Boy mogul? Here’s a complete timeline of the accusers, witnesses, and insider accounts that could determine his fate.
Disclaimer: Each of the individuals mentioned below has been publicly named in recent court filings, media reports, or investigative documentaries related to the ongoing case against Sean “Diddy” Combs. Their inclusion here reflects their publicly reported proximity to the investigation and potential testimony, not the outcome or credibility of any claims. As of now, many details remain under seal or redacted to protect trial integrity. While the prosecution is expected to call several of these figures as witnesses, the full scope of their involvement and testimony remains unconfirmed and may evolve as the trial proceeds.
The Alleged Victims: From Cassie to Anonymous Lawsuits
Cassie Ventura – The Star Witness
Identified as “Victim-1” in court documents, R&B singer Cassie Ventura is expected to be the government’s lead accuser. Her explosive 2023 lawsuit alleged rape, abuse, and trafficking during her 10-year relationship with Combs. Though the suit was settled privately, Cassie will testify under her own name, and her account reportedly includes both physical evidence and multiple corroborating witnesses.
Anna Kane – From Jane Doe to Named Accuser
The ex-wife of NHL player Evander Kane, Anna Kane claims she was gang-raped and trafficked by Combs as a teenager. Initially anonymous, Kane has since gone public, adding another layer of credibility to the prosecution’s case.
Thalia Graves – The Studio Assault
Graves alleges a brutal assault by Combs and a bodyguard inside his Bad Boy studio in 2001. Her detailed claims, now publicly discussed in interviews, could be presented to showcase a pattern of behavior dating back two decades.
Kat Pasion – The Post-2020 Encounter
An actress and model, Pasion alleges that Combs forced himself on her during a 2021 trip. Though not named in the indictment, her story aired in the Fall of Diddy docuseries and may bolster the narrative of ongoing abuse well into recent years.
The Inner Circle: Employees and Ex-Associates Turned Witnesses
Jourdan Cha’Taun – The Chef Who Heard Too Much
Diddy’s former personal chef, Cha’Taun claims he witnessed the aftermath of Combs assaulting Cassie in a hotel. He’s featured in multiple interviews and is widely expected to testify.
Roger Bonds – The Bodyguard Who Intervened
As Diddy’s former head of security, Bonds says he once pulled Combs off Cassie during a violent incident and drove them away from the hotel. He’s a central figure linking private violence to public consequence.
Mylah Morales – The Makeup Artist with a Front-Row Seat
Morales claims she witnessed physical abuse during her time with Combs and Cassie. Her statements align with those of Cha’Taun and Bonds, forming what prosecutors call a “triangle of corroboration.”
Phil Pines – The Executive Assistant Inside the ‘Freak Offs’
Perhaps the most sensational insider, Pines was Combs’s senior assistant from 2019 to 2021. He alleges he was pressured into sex acts to “prove loyalty” and has linked Combs directly to the “Freak Off” parties described in the federal indictment.
Unexpected Names: Celebrities and Collaborators
Wanita “D. Woods” Woodgett – Former Danity Kane Singer
D. Woods, part of the group created by Combs on Making the Band, says he frequently harassed her bandmates. While not an abuse survivor herself, her behind-the-scenes account of Combs’s behavior toward young women in his orbit could sway the jury’s perception of his pattern of conduct.
Rodney “Lil Rod” Jones – Producer-Turned-Whistleblower
The producer who worked on Combs’s 2023 album has accused him of groping, harassment, and forcing him to “source women” for sex parties. His civil suit is still pending, but insiders expect him to take the stand in support of the government’s RICO and trafficking case.
What’s Still Unknown?
While the confirmed witness list is already explosive, sources close to the case suggest more names are under seal, including other artists, former employees, and even guests at Combs’s infamous parties. Prosecutors are reportedly protecting some identities for their safety.
Why It Matters
The witness lineup shows prosecutors are building a case around pattern, power, and proximity, with everyone from household names to behind-the-scenes staff stepping forward. It’s not just about one incident; it’s about an entire system of alleged exploitation under one man’s control.
Combs’s defense insists all interactions were consensual and dismisses the case as a “smear campaign.” But with this many firsthand accounts and a multi-agency investigation behind the charges, the jury will have a lot to weigh.
The Trial Begins Monday
With opening arguments expected on May 5, Sean “Diddy” Combs’s trial will bring years of rumors, lawsuits, and sealed stories into public view. For the music world, and survivors of industry abuse, it’s more than just a celebrity courtroom drama. It’s a reckoning.
Disclaimer: Each of the individuals mentioned above has been publicly named in recent court filings, media reports, or investigative documentaries related to the ongoing case against Sean “Diddy” Combs. Their inclusion here reflects their publicly reported proximity to the investigation and potential testimony, not the outcome or credibility of any claims. As of now, many details remain under seal or redacted to protect trial integrity. While the prosecution is expected to call several of these figures as witnesses, the full scope of their involvement and testimony remains unconfirmed and may evolve as the trial proceeds.
