Sean Combs Time Line & Cast of Characters

📅 Detailed Timeline of Events

📌 Late 2020

• Jane meets Sean "Diddy" Combs in Miami, exchanges contact information.

📌 2015

• Brianna Bongolan meets Cassie Ventura to launch a clothing line, which ultimately fails.

📌 2015-2016

• Bongolan acts as "live-in drug dealer" for Ventura, supplying various drugs daily.

📌 2016

• Bongolan meets Diddy at a dinner party organized by Ventura.

• Balcony Incident: Bongolan alleges Diddy physically assaults her on Ventura's balcony.

• A disturbing "hotel video" involving Combs is referenced.

📌 May 2021

• Jane and Diddy's romantic relationship begins.

• Introduction of drug use and role-play fantasies in their relationship.

📌 Throughout Relationship (2021-2024)

• Jane alleges coercion into drug-fueled "hotel nights" involving male escorts and extended, no-sleep sessions.

📌 Up Until 2023

• Bongolan collaborates with Diddy as a stylist.

📌 November 2023

• Cassie Ventura files civil lawsuit against Diddy, quickly settled.

📌 Before Trial

• Bongolan files a $10 million civil lawsuit against Diddy.

📌 September 2024

• Diddy is arrested, ending his relationship with Jane.

📌 June 5, 2025 (Trial Day 17)

• Judge Arun Subramanian warns Diddy for inappropriate jury interactions.

• Bongolan testifies under immunity deal, detailing her alleged experiences, drug supply, and witnessing violent behavior.

• Jane begins testimony, describing her relationship dynamics, coercion, and "hotel nights."

🎭 Cast of Characters

🎤 Sean "Diddy" Combs

• Role: Defendant

• Accused of sex-trafficking, racketeering, sexual battery, and coercion through intimidation, drugs, and violence.

👤 Jane

• Role: Anonymous former girlfriend and alleged victim (2021-2024)

• Claims coercion into drug-fueled sexual encounters involving male escorts.

💃 Cassie Ventura

• Role: Former partner of Diddy, alleged victim

• Filed quickly settled civil lawsuit; involved in key allegations including abuse and control.

👗 Brianna "Bana" Bongolan

• Role: Stylist, friend of Ventura, second alleged victim

• Claims assault by Diddy, involved as "live-in drug dealer"; filed separate civil lawsuit.

💼 Mia

• Role: Former personal assistant, first alleged victim witness

• Provided testimony supporting a pattern of abuse.

⚖️ Judge Arun Subramanian

• Role: Presiding Judge

• Issued warnings regarding courtroom behavior to maintain trial integrity.

🛡️ Nicole West Morland

• Role: Defense Attorney

• Known for rigorous cross-examinations, particularly of Bongolan.

🕶️ Don

• Role: Male escort

• Introduced to Jane by Diddy for sexual encounter.

🎤 Ray J

• Role: Mentioned Drug Dealer

• Identified by Bongolan as a drug source, causing courtroom surprise.

📸 Deontay Nash

• Role: Celebrity Stylist

• Testified earlier, close friend of Ventura, highly connected in fashion.

📺 Ben Taylor

• Role: Legal Analyst

• Provides professional commentary on trial strategies and judge's actions.

🎬 Michael Babamcock

• Role: TMZ Executive Producer

• Comments on trial developments, especially Bongolan’s testimony and related civil lawsuits.

🎙️ Lisa Evers

• Role: Media Commentator

• Discusses the extensive range of involved parties and drug-related issues in the trial.