Here is a detailed timeline of the main events covered in the sources, followed by a cast of characters:

Detailed Timeline of Events

• Late 2005/Early 2006: Casandra "Cassie" Ventura meets Sean "Diddy" Combs. Cassie is 19, and Diddy is 37.

• Shortly after Late 2005/Early 2006: Cassie is signed to Diddy's label, Bad Boy.

• Cassie's 21st Birthday (sometime in 2007): Diddy allegedly pulls Cassie into a bathroom and forcibly kisses her, their first physical encounter.

• September 2007: Diddy allegedly picks up Cassie from her apartment and gives her a pill she later learns is ecstasy.

• 2007 (sometime after September): Diddy allegedly pays a promoter to create a fake flyer for a party Cassie was supposedly hosting to give her a reason to go to Miami and get away from her boyfriend. During this trip, they allegedly used drugs and had their first sexual encounter.

• By 2008: Diddy had allegedly introduced Cassie to opiates and would frequently have pills and other drugs openly available.

• 2011: Cassie develops a relationship with Kid Cudi while her relationship with Diddy is strained.

• Early 2012 (during Paris Fashion Week): Diddy allegedly tells Cassie he is going to blow up Kid Cudi's car, wanting Kid Cudi and his friend to be home when it happens. Around this time, Kid Cudi's car explodes in his driveway.

• March 2016: Sean "Diddy" Combs is captured on security footage attacking his then-girlfriend Cassie Ventura at the InterContinental Hotel in Century City, Los Angeles.

• Shortly after March 2016: The boss of hotel security guard Eddy Garcia sells footage of the attack to Diddy for $50,000. Eddy Garcia is tasked with delivering the footage to Diddy. Diddy allegedly gives Garcia $100,000 in a paper bag and asks him to sign an NDA with a $1 million penalty.

• September 2018: Diddy and Cassie allegedly meet up for a breakup dinner. Afterwards, at Cassie's apartment (paid for by Diddy), Diddy allegedly rapes Cassie while she tells him to stop and tries to push him away.

• 2021: Combs buys back his Sean John clothing brand for $7.5 million.

• 2021: Relationship between Sean "Diddy" Combs and the witness known as "Jane" begins.

• Last Year (relative to June 2025): Combs attempts to enter the cannabis industry with a venture valued at up to $185 million.

• Last Year (relative to June 2025): Combs's $48 million Miami Beach home on Star Island is raided.

• September 2024: Sean "Diddy" Combs is arrested. The relationship between Combs and "Jane" ends with this arrest.

• Prior to June 2025: A trial date is set for Sean "Diddy" Combs. Federal raids have occurred.

• May 14, 2025: An article is published detailing how misinformation is clouding Sean Combs's trial. Misinformation includes doctored photos, an AI-generated song falsely attributed to Justin Bieber, and unfounded claims about Hillary Clinton.

• May 15, 2025 (Day 4 of Trial): The focus of the trial is the cross-examination of Casandra "Cassie" Ventura at Manhattan's Daniel Patrick Moynihan U.S. Courthouse.

• May 16, 2025: Reports emerge that Combs could lose most of his estimated $400 million fortune if found guilty of all charges.

• June 3, 2025:Eddy Garcia, a security guard at the Los Angeles hotel, testifies in the trial about the 2016 hotel assault footage.

• A man is barred from court for revealing the real name of the witness known as "Mia."

• The jury is dismissed for the day.

• June 5, 2025 (Day 17 of Trial):Bryana Bongolan finishes her cross-examination.

• The witness known as "Jane" takes the stand to begin her testimony.

• Judge Arun Subramanian warns Combs's lawyers after seeing the rapper "nodding vigorously" towards the jury during earlier testimony, stating he could remove Combs from the courtroom if it happens again.

• "Jane" testifies about sex sessions with male escorts, drug use, and Combs's control over her life.

• June 6, 2025 (Day 18 of Trial): "Jane" continues her testimony.

• June 9, 2025:Sean "Diddy" Combs is in the midst of a trial facing forfeiture charges under the RICO Act.

• An article discusses Diddy's wardrobe choice of sweaters in court as a potential strategic decision.

• Articles and social media posts discuss various aspects of the ongoing trial, including lawyer perspectives, witness testimony (including male escorts and "The Punisher"), defense strategies (including denied mistrial motions and the "alleged balcony incident"), and the prosecution's case (including RICO charges and the opening statement by U.S. Attorney Emily A. Johnson).

Cast of Characters

• Sean "Diddy" Combs: A billionaire hip-hop mogul facing serious legal challenges, including charges of sex trafficking, racketeering conspiracy, transportation to engage in prostitution, and forfeiture charges under the RICO Act. He has pleaded not guilty to all charges. The trial is currently ongoing in June 2025.

• Casandra "Cassie" Ventura: Sean Combs's former longtime girlfriend and an alleged victim. She is a key witness for the prosecution in the trial and has testified about alleged abuse, including group sex sessions and physical violence.

• Judge Arun Subramanian: The judge presiding over Sean Combs's trial in Manhattan. He has issued warnings regarding courtroom behavior.

• Stefan Cassella: Former deputy chief of the Justice Department's Asset Forfeiture and Money Laundering Section, hired by Sean Combs to fight forfeiture attempts against his assets.

• Eddy Garcia: A security guard at the Los Angeles InterContinental Hotel who testified in the trial about providing security footage of Combs attacking Cassie Ventura to Combs.

• "Jane": A former girlfriend of Sean Combs and one of three alleged victims giving evidence in the trial. She is testifying under a pseudonym about alleged coerced sex sessions with male escorts and drug-fueled events.

• "Mia": Sean Combs's ex-assistant, who testified under a pseudonym. Her real name was revealed outside of court, leading to a man being barred from the proceedings.

• Bryana Bongolan: Mentioned in the context of her cross-examination on Day 17 of the trial.

• Nicole Westmoreland: An attorney mentioned in relation to Bryana Bongolan's cross-examination.

• Mark Geragos: A criminal defense lawyer who has defended high-profile clients like the Menendez brothers. He is the father of Sean Combs's defense lawyer, Teny Geragos, and commented on the significance of Diddy's wardrobe choices in court.

• Teny Geragos: Sean Combs's defense lawyer. She spoke in her opening statement about the prosecution's portrayal of her client.

• Jo-Ellan Dimitrius: A jury consultant who commented on the psychological impact of wardrobe and body language on jurors in a trial.

• Luigi Mangione: Mentioned as having worn a sweater during his trial for the murder of Brian Thompson, demonstrating a similar strategy to Diddy's wardrobe choice.

• U.S. Attorney Emily A. Johnson: Delivered the prosecution's opening statement, which is described as painting a horrific portrait of Diddy's alleged organized system of exploitation.

• U.S. Attorney Damien Williams: Spoke on the charges against Sean Combs, stating that Combs coerced victims to fulfill his desires.

• Kristina Khorram: Diddy's former chief of staff, whose potential role as a named co-conspirator was discussed in the context of the trial.

• David Gelman: A criminal defense attorney who believes Diddy will be found not guilty, citing the challenges of finding an unbiased jury and suggesting it is not a strong case for the government.

• Gloria Allred: A famed civil rights lawyer who appeared outside the courthouse during the trial to speak on the importance of due process and the right to a fair trial.

• Justin Bieber: Falsely attributed to an AI-generated song titled "I Lost Myself at a Diddy Party," contributing to misinformation surrounding the trial.

• Jeffrey Epstein: Mentioned in a manipulated image circulating online, linking him and Diddy with Donald Trump.

• Hillary Clinton: Featured in an unfounded viral claim that the FBI seized a tape showing her killing a child at one of Combs's parties.

• Kid Cudi: Developed a relationship with Cassie Ventura in 2011, leading to alleged threats and the explosion of his car.

• Kim Porter: Diddy's girlfriend at the time he allegedly forcibly kissed Cassie on her 21st birthday.

• "The Punisher": A witness whose testimony was discussed in relation to the trial.

• Brian Thompson: UnitedHealthcare CEO, whose murder trial involved the defendant Luigi Mangione wearing a sweater.

• Lyle and Erik Menendez: Brothers defended by Mark Geragos, mentioned as having employed similar strategic wardrobe choices in their trial to influence the jury.

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