Detailed Timeline of Sean "Diddy" Combs' Legal Battles

1990

• November 23, 2023 (Alleged Incident Year): Liza Gardner alleges that Sean Combs and Guy's Aaron Hall sexually assaulted her and her friend.

1991

• December 2023 (Alleged Incident Year): Joi Dickerson-Neal alleges that Combs drugged and sexually assaulted her and shared a video of the assault.

2000

• September (Alleged Incident Year): A woman alleges Combs sexually assaulted her when she was a 16-year-old babysitter.

• December (Alleged Incident Year): A civil lawsuit accuses Combs and Jay-Z of raping a 13-year-old girl at an MTV Video Music Awards after-party. (This lawsuit was later dropped in February 2025).

2001

• September 24, 2024 (Alleged Incident Year): Thalia Graves files a lawsuit alleging Combs and his head of security drugged her, bound her, raped her, and recorded the incident.

2008

• On or about 2008 - Date of Indictment: According to the grand jury indictment, Sean Combs, along with others, were members and associates of the "Combs Enterprise," engaging in racketeering activity, including sex trafficking, forced labor, kidnapping, arson, bribery, and obstruction of justice.

2009 - 2018

• From at least 2009 - up to and including 2018: Sean Combs is alleged to have knowingly recruited, enticed, harbored, transported, provided, obtained, advertised, maintained, patronized, and solicited individuals for commercial sex acts, knowing or in reckless disregard that force, threats, fraud, and coercion would be used. This period includes the alleged abuse of "Victim-1" (Casandra Ventura).

• From at least 2009 - continuing for years: Combs is alleged to have physically abused women, including striking, punching, dragging, throwing objects at, and kicking them. These assaults were sometimes witnessed by others.

2016

• March (Alleged Incident Month): A video captures Combs kicking, dragging, and throwing a vase at a woman (later identified as Cassie Ventura) at a Los Angeles hotel as she attempted to leave. Combs allegedly tried to bribe a security staff member to ensure silence.

2023

• November (Alleged Incident Year): Pop singer Kesha changes the lyric in her song "Tik Tok" from "wake up in the morning feeling like P. Diddy" to "wake up in the morning feeling like just me" during a live performance.

• November 16: Casandra "Cassie" Ventura, Combs' former girlfriend, files a lawsuit against him, accusing him of rape, physical abuse, and controlling aspects of her life for years.

• November 17: Combs and Ventura agree to settle her lawsuit.

• November 23: Liza Gardner and Joi Dickerson-Neal file separate lawsuits accusing Combs of sexual assault.

• December 6: A "Jane Doe" files a lawsuit alleging she was gang-raped by Combs, Harve Pierre, and a third assailant at a recording studio as a teenager in New York, after being flown there on a private jet by Bad Boy Records' then-president.

• December 12: Brands and businesses begin to distance themselves from Combs following the allegations, and his streaming numbers plummet.

• December 14: A reality TV show about Diddy's family is pulled amid sexual assault lawsuits.

• December: A civil lawsuit accuses Combs, along with Jay-Z, of raping a 13-year-old girl at an MTV Video Music Awards after-party in 2000. (This lawsuit was later dropped in February 2025).

• December: Combs is accused of raping and sexually assaulting three men in separate lawsuits.

• December: Combs is accused of sexual battery against a former male employee.

• December: Combs is accused of drugging and sexually assaulting a woman who was "lured" to his party through a radio contest.

2024

• January 12: It is reported that Diddy will not attend the 2024 Grammys amid sexual abuse claims.

• February: The lawsuit against Combs and Jay-Z (filed in December 2023) is dropped.

• February: Combs' former producer Rodney Jones accuses him of sexual assault in a new lawsuit.

• March 26: Federal agents raid multiple properties belonging to Sean Combs in Los Angeles and Miami; electronics are seized by Homeland Security agents.

• April: At a Coachella performance with Reneé Rapp, Kesha changes her "Tik Tok" lyric to "wake up in the morning like f--- P. Diddy." She later states she plans to permanently perform this version.

• April: Combs' radio airplay and streaming figures decrease significantly.

• June 7: Howard University revokes Combs' honorary doctorate, returns his $1 million donation, and terminates his pledge agreement.

• June 16: New York City Mayor Eric Adams announces the rescinding of Combs' key to the city.

• June 28: Miami-Dade County district attorney Katherine Fernandez Rundle revokes "Sean 'Diddy' Combs Day" in Miami Beach.

• September 10: Dawn Richard, from "Making the Band," files a lawsuit against Combs alleging sex trafficking, sexual assault, and false imprisonment, confirming she was a witness to claims in Ventura's lawsuit.

• September 16: Sean Combs is arrested in New York City after a grand jury indicts him on charges of racketeering conspiracy, sex trafficking, and transportation to engage in prostitution.

• September 17: Combs pleads not guilty in his first court appearance. U.S. Magistrate Judge Robyn Tarnofsky denies Combs bail, ordering him to remain in federal custody.

• September 18: A second judge, Andrew L. Carter Jr., denies Combs bail again due to concerns about potential witness threats and intimidation, despite a $50 million bond offer. Combs remains incarcerated at the Metropolitan Detention Center in Brooklyn.

• September 24: Thalia Graves files a lawsuit alleging Combs drugged, bound, raped her, and recorded the incident in 2001.

• September 27: A Florida model (Jane Doe) files a lawsuit alleging Combs drugged, sexually assaulted, and impregnated her. She claims Combs' then-girlfriend, Yung Miami, pressured her to have an abortion.

• October 1: More than 100 new sexual assault lawsuits are reported to be filed against Combs, bringing the total to 120.

• October 4: Publication date of an updated article discussing Diddy's legal battles and his incarceration at the Metropolitan Detention Center in Brooklyn.

• October 10: Sean Combs' sex trafficking trial date is set for May 2025.

• October 14: Six new accusers sue Sean Combs, including a teenager claiming assault at a White Party.

• October 21: Seven new lawsuits are filed against Combs, including one alleging he drugged and raped a 13-year-old girl.

• October 29: New lawsuits accuse Combs of sexually assaulting 10- and 17-year-old boys.

• November 27: Sean Combs is denied bail for a third time.

• December: TMZ releases a docu-series titled "The Downfall of Diddy."

• December: Netflix announces a television documentary miniseries, "Diddy Do It," executive produced by 50 Cent, with proceeds going to victims.

2025

• January 3: Peacock releases a trailer for a documentary, "Diddy: The Making of a Bad Boy."

• January: Rolling Stone reports over forty lawsuits against Combs.

• January 13: A new lawsuit claims Combs raped a 16-year-old babysitter in September 2000.

• January 14: "Diddy: The Making of a Bad Boy" is released on Peacock.

• January 28: Investigation Discovery releases a 5-part documentary series titled "The Fall of Diddy."

• January 31: Prosecutors add two new victims to Sean Combs' case.

• February 6: Rapper Kanye West tweets "Free Puff," expressing support for Combs.

• February 15: The lawsuit accusing Sean Combs and Jay-Z of raping a 13-year-old girl in 2000 is dropped.

• February 21: Diddy's lawyer quits, indicating he loses part of his legal team.

• April 18: A bid by Combs' lawyers to delay the trial for two months is denied by the judge.

• May 5: Jury selection for Combs' federal trial begins in the Federal District Court in Lower Manhattan.

• May 12: Opening statements and witness testimony begin. Cassie Ventura is the first to take the stand for the prosecution.

• May 17: Dustin Valencia is reported missing from Forsyth Co. GA.

• May 20: Legal analysts tell Newsweek that Diddy's trial is "going his way so far," with "acquittal likely," citing a "consent problem" for the prosecution.

• May 22: Judge Arun Subramanian states the trial should "wrap up" by July 4.

• June 10: Diddy has an issue with something in the courtroom, captured by a sketch artist.

• June 18: A break-in is reported at the home of slain MN Rep. Melissa Hortman.

• June 23: Major developments are reported in the Diddy trial on TikTok.

• June 24: Diddy's defense team indicates they will not call any witnesses and expect to rest their case by Wednesday, June 25. Legal experts describe this as a "calculated risk," aiming to highlight the prosecution's burden of proof. Diddy confirms his decision not to testify, calling it his decision with his lawyers.

• June 26: Closing arguments begin in Diddy's sex trafficking trial. Prosecutor Christy Slavik tells the jury that Combs "thought his fame, wealth and power" put him above the law, leading a criminal enterprise for two decades using "power, violence and fear." A new lawsuit is filed by a woman accusing Diddy and his son, Justin Combs, of luring her to Los Angeles for a gang rape.

Cast of Characters

Principle Individuals Mentioned in the Sources:

• Sean "Diddy" Combs (Puff Daddy, P. Diddy, PD, Love): American hip-hop mogul, rapper, and record executive. He is the central figure facing numerous legal accusations, including sexual assault, racketeering, sex trafficking, and transportation to engage in prostitution. He has pleaded not guilty to all federal criminal charges and is currently in federal custody awaiting or undergoing trial.

• Casandra "Cassie" Ventura (Victim-1): Singer, former girlfriend, and business partner of Sean Combs. She filed a prominent lawsuit against him in November 2023, alleging rape and physical abuse, which was settled the following day. She is a key witness in the federal sex trafficking trial.

• Justin Combs: Sean "Diddy" Combs' son. He is named as a defendant alongside his father in a new lawsuit alleging they lured a woman to Los Angeles for a gang rape.

• Judge Arun Subramanian: The judge presiding over Sean Combs' federal sex trafficking trial.

• Christy Slavik: The prosecutor presenting closing arguments in Sean Combs' federal sex trafficking trial.

Other Notable Individuals/Entities Mentioned:

• Liza Gardner: Accused Sean Combs of sexual assault in 1990.

• Aaron Hall: Allegedly involved in the sexual assault with Liza Gardner and Sean Combs.

• Joi Dickerson-Neal: Accused Sean Combs of drugging, sexually assaulting, and sharing a video of her sexual assault in 1991.

• Harve Pierre: Former president of Bad Boy Records, accused in a lawsuit of being involved in the gang rape of a teenage "Jane Doe" with Sean Combs.

• Thalia Graves: Accused Sean Combs and his head of security of drugging, binding, raping, and recording her in 2001.

• Yung Miami: Sean Combs' then-girlfriend, alleged to have pressured a Florida model to have an abortion.

• Rodney Jones: Sean Combs' former producer who accused him of sexual assault in a lawsuit.

• Dawn Richard: Member of "Making the Band" who filed a lawsuit against Combs and confirmed being a witness to Ventura's claims.

• Kesha: Pop singer who publicly changed the lyrics of her song "Tik Tok" to remove references to "P. Diddy" in light of the allegations.

• Kanye West: Rapper who publicly expressed support for Sean Combs, tweeting "Free Puff" and calling him a "hero" and "idol."

• Jay-Z: Rapper accused alongside Combs in a now-dropped civil lawsuit of raping a 13-year-old girl in 2000.

• Marc Agnifilo: Sean Combs' lawyer in the federal trial.

• Adanté Pointer: Criminal defense and civil attorney who provided legal analysis on Diddy's defense strategy.

• Tre Lovell: Trial attorney who provided legal analysis on Diddy's defense strategy.

• Mark Chutkow: Former federal prosecutor who provided legal analysis on Diddy's defense moves.

• Bryana "Bana" Bongolan: Graphic designer and friend of Cassie Ventura, whose testimony led to Judge Subramanian threatening to remove Diddy from court for making expressions to the jury.

• Melissa Hortman: Slain Minnesota Representative, whose home was reported broken into on June 18, 2025.

• Dustin Valencia: Reported missing from Forsyth Co. GA on May 17, 2025.

• Joshua Rhett Miller: Newsweek chief investigative reporter covering the Diddy trial.

• Kiki Intarasuwan: News Editor for CBS News & Stations, covering the Diddy trial.

• Sugam Singhal: Author for Mint News, compiling a timeline of the Diddy case.

• Tony Buzbee: Texas attorney representing dozens of alleged Diddy victims, including the woman suing Diddy and Justin Combs for gang rape.

• Macy's: Business partner that distanced itself from Sean Combs following the allegations.

• Revolt TV: Business partner that distanced itself from Sean Combs following the allegations.

• Peloton Interactive: Fitness brand that removed Combs' music from its classes and playlists.

• Howard University: Revoked Combs' honorary doctorate and returned his donation.

• Eric Adams: New York City Mayor who rescinded Combs' key to the city.

• Katherine Fernandez Rundle: Miami-Dade County district attorney who revoked "Sean 'Diddy' Combs Day."

• Bad Boy Entertainment/Combs Enterprises/Combs Global: Corporate entities led and controlled by Sean Combs, alleged to be part of the "Combs Enterprise" criminal organization.

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