The butterfly effect of Sean 'Diddy' Combs' legal battle with his former lover Cassie Ventura opened a can of worms, including staggering hotel footage showing him battering her. The clip, which got millions of pop culture fans venting, was another nail in the coffin for the rapper, who faced several allegations, including trafficking and physical abuse. However, long before Cassie's lawsuit and details of the physical assault clip were revealed, former fashion model Kimora Lee Simmons accused Diddy of attempted assault.

In 2004, Kimora Lee Simmons opened up about an incident that transpired between her and Sean "Diddy" Combs, resulting in a shocking reaction from him. According to the Baby Phat boss, the music executive allegedly charged at her and threatened to harm her during the altercation. Although the outcome of their exchange did not end in any form of violence, it appeared to be a foreshadowing of what happened between him and Cassie Ventura years later.

This article will explore Lee Simmons' decades-long accusation, the details of Diddy's physical assault video, and Cassie's past relationship with Diddy.

Updated October 2024: Sean 'Diddy' Combs was arrested in September. His charges range from racketeering to sex trafficking. However, Diddy is now facing an onslaught of allegations as more than 100 people are claiming to be one of Diddy's victims. With some being minors and the incidents occurring from 1991 to 2024, the legal issues that Diddy faces are not going away anytime soon. The lawsuits will be individual and not a class action lawsuit, as some outlets have reported.

The Details Of Kimora Lee Simmons' Allegations Against Diddy

Kimora Lee Simmons stated that she stood up to Diddy and he threatened to hit her

During a 2004 interview with New York Magazine, Kimora Lee Simmons narrated the details of her fallout with Sean "Diddy" Combs. The fashion designer had been discussing her career in the industry and her ex-husband's prowess in fashion when Diddy's name came up. It appeared like the duo were having a conversation when things went awry. The article read:

"And I was pregnant!" Kimora Lee Simmons further revealed to the publication while referring to Diddy as "The moron!" The star continued by stating that the music mogul eventually tendered a public apology to her. She noted that he got on his knees and acknowledged his mistake. Lee Simmons added, "I respect him for being a fierce entrepreneur, and I appreciate knowing that everything he does is emulating my husband."

The resurfaced interview got fans talking as many expressed their displeasure about what allegedly happened between the two celebrities, especially because Kimora Lee Simmons mentioned that she was pregnant. Notably, after Cassie Ventura slammed Diddy with her lawsuit in November 2023, Lee Simmons shared a cryptic message on her Instagram stories that read, "As you sow, so shall you reap."

Cassie's lawsuit detailed accusations of physical abuse and sexual assault that she experienced during the course of her relationship with Sean "Diddy" Combs. The allegations against Diddy included domestic violence, forcing her to have sexual intercourse with other men and non-consensual sex. A day after Cassie filed the lawsuit under New York's Survivor Act, Diddy settled it for an undisclosed amount.

However, this was far from the end of the rapper's woes, as three other people came forward accusing him of sexual harassment and trafficking, among other sexual misconduct. Diddy responded:

Things worsened for the embattled label boss in March 2024 when federal agents raided his properties in Los Angeles and Miami. This was in connection to a federal sex trafficking investigation. The accusations against Sean Diddy Combs also implicated his son, Christian Combs.

Cassie's career profile and net worth according to The Sun:

Inside Sean Diddy Combs' Past Relationship With Cassie Ventura

Sean Diddy Combs dated on and off for six years and officially broke up in 2014

Cassie Ventura was 19 in 2005 when she met 37-year-old Diddy, who signed her to Bad Boy Records. The duo began dating two years after Diddy ended his long-term relationship with the late model Kim Porter. According to Cassie's lawsuit, the rapper "aggressively" pursued her before they became an item.

However, it wasn't until 2012 before the pair confirmed their romantic relationship. Cassie and Diddy dated on and off for the next six years amid rumors of countless issues. The duo were quite private in their affairs, so little was known about their situation. By 2014, there were speculations that Cassie and Diddy had been engaged, but they broke up the same year.

The "Me & You" crooner and Diddy got back together in 2015 but hit a rough patch again the following year. According to Newsweek, there were reports that the former lovers had a heated argument, which led Cassie's mom to involve the police. Authorities reportedly filed a domestic incident report regarding the couple.

It is safe to say that the domestic incident report was linked to a startling 2016 surveillance clip that got out in 2024. In addition to all of Diddy's woes, the surveillance clip revealed the grim details of how he battered Cassie at a hotel. The clip showed the rapper dragging her by the hair and kicking her several times. He also appeared to have prevented her from leaving when she stood before an elevator.

Cassie Ventura ended her relationship with the I Needed A Girl rapper in 2018, but the reason for their split was not connected to assault issues. Two months later, the same year, she started dating her personal trainer, Alex Fine. Fine was initially Diddy's personal trainer before she became his client. The duo grew close and, with time, debuted their romance. They got married the following year and became parents to two children.