Cassie Alleges She Had An Affair With An NFL Football Player During Diddy Relationship

BY Gabriel Bras Nevares 9.4K Views
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Sean Combs, photographed in his NYC studio in 2001. © ROBERT DEUTSCH / USA TODAY NETWORK via Imagn Images
Cassie's testimony in the Diddy trial also detailed his alleged jealousy of various other men whom she saw while on breaks with Puff.

While the Diddy trial for alleged sex trafficking has a long way to go, the witness testimony of Cassie Ventura is already explosive. One big part of this discussion is how the prosecution and defense is inquiring into their relationship dynamic and its alleged toxicity.

Per TMZ, Ventura alleged she had an affair with an NFL football player during her romance with Sean Combs. It's unclear if they were on a "break" at the time, or if they were on the same page regarding their status.

Nevertheless, she went into more alleged detail on Friday (May 16) in court, although she did not name the athlete. Defense lawyer Anna Estevao spoke to the singer about an alleged 2016 incident in which Puff took her phone after suspecting an affair with the NFL player. Ventura said she recalled the situation. "I don't know if he's playing anymore," she said of the mystery athlete.

Cassie recalled a similar conflict with Diddy that Estevao brought up. This time, it concerned his alleged jealousy over her supposedly dancing with Chris Brown, a claim she denied.

Diddy Trial Day 5

Los Angeles Premiere Of "Can't Stop Won't Stop" - Arrivals
LOS ANGELES, CA - JUNE 21: Cassie and Sean "P. Diddy" Combs attend the Los Angeles Premiere Of "Can't Stop Won't Stop" at Writers Guild of America, West on June 21, 2017 in Los Angeles, California. (Photo by Jerritt Clark/Getty Images)

As for what this means in the context of the trial, this paints their relationship as very complex and incendiary. For the defense, this means separating their individual situations to the criminal charges against the Bad Boy mogul. For prosecutors, they want to establish this as a pattern of alleged behavior influencing or resulting in alleged crimes.

We will see just how long this Cassie testimony against Diddy lasts. Prosecutors asked the judge to finalize this today (Friday, May 16) due to her pregnancy.

Other alleged conflicts between the couple concern alleged flings with Michael B. Jordan and Kid Cudi. In addition, this witness testimony also painted "freak-off" parties as Ventura's "job," a claim both sides want to thoroughly investigate.

With all this in mind, many folks wonder what could be next in the Diddy trial. We will see if future witness testimonies are as revealing. In any case, these remarks show just how toxic and complicated these relationships can get amid a whirlwind of other allegations and factors.

About The Author
Gabriel Bras Nevares is a staff writer for HotNewHipHop. He joined HNHH while completing his B.A. in Journalism & Mass Communication at The George Washington University in the summer of 2022. Born and raised in San Juan, Puerto Rico, Gabriel treasures the crossover between his native reggaetón and hip-hop news coverage, such as his review for Bad Bunny’s hometown concert in 2024. But more specifically, he digs for the deeper side of hip-hop conversations, whether that’s the “death” of the genre in 2023, the lyrical and parasocial intricacies of the Kendrick Lamar and Drake battle, or the many moving parts of the Young Thug and YSL RICO case. Beyond engaging and breaking news coverage, Gabriel makes the most out of his concert obsessions, reviewing and recapping festivals like Rolling Loud Miami and Camp Flog Gnaw. He’s also developed a strong editorial voice through album reviews, think-pieces, and interviews with some of the genre’s brightest upstarts and most enduring obscured gems like Homeboy Sandman, Bktherula, Bas, and Devin Malik.