Aubrey O’Day thinks there’s one specific part of Sean ‘Diddy’ Combs’ sex trafficking trial that is especially difficult for the embattled entertainer.
“The more tense interaction that I was very curious of is with Puff, because it’s been spoken about as common knowledge amongst people that are in the scene and around that situation, that it was rough losing Cassie for him with [ex-wife] Kim [Porter] being gone this would likely be the only other person that … maybe he loved and claimed in front of the world like he did Kim,” O’Day said during the Friday, May 16, episode of Amy Robach and T.J. Holmes’ “Amy & T.J.” podcast.
“There’s not a ton of women that he’s, like, openly claimed for very long periods of time, and I think he probably was sitting in front of somebody that he loved most in the lane of girlfriend and you know beyond Kim Porter, and then also somebody that he probably hates the most in life because she’s potentially — he sees her as responsible for being the demise of his entire existence,” she continued.
“I thought the dynamics of also him knowing that that could have been the baby that’s inside of her and that he could have had her child — he had children with a bunch of women throughout the relationship that he wasn’t as open with as he was with Cassie. I think that probably had to hit on so many levels. I can’t even imagine the torture. I don’t think there are enough drugs that could make me go to sleep at night after that,” O’Day concluded.
Cassie is currently pregnant with her third child with husband Alex Fine. The pair also share two daughters, Frankie and Sunny.
Diddy and ex-girlfriend (real name Casandra Ventura Fine) dated on and off for more than a decade before ending their relationship in 2018. Cassie sued Diddy for sexual assault and abuse in 2023.
“After years in silence and darkness,” Cassie said in a statement to The New York Times after filing a bombshell lawsuit against Diddy for alleged abuse and assault. “I am finally ready to tell my story, and to speak up on behalf of myself and for the benefit of other women who face violence and abuse in their relationships.”
Diddy, meanwhile, issued a statement of denial via his legal team that same day. “Mr. Combs vehemently denies these offensive and outrageous allegations. For the past six months, Mr. Combs has been subjected to Ms. Ventura’s persistent demand of $30 million, under the threat of writing a damaging book about their relationship, which was unequivocally rejected as blatant blackmail,” his lawyer Ben Brafman said in a statement to the outlet. “Despite withdrawing her initial threat, Ms. Ventura has now resorted to filing a lawsuit riddled with baseless and outrageous lies, aiming to tarnish Mr. Combs’s reputation and seeking a payday.”
Diddy has been in jail since September 2024, when he was arrested in New York after a grand jury indicted him on charges of racketeering conspiracy, sex trafficking by force, fraud or coercion and transportation to engage in prostitution, to which he pleaded not guilty. The trial began on May 5. He has denied all allegations and has pleaded not guilty.
Cassie’s legal team, for its part, claimed that Diddy offered her “eight figures to silence her,” which she rejected. Instead, she sued her ex-boyfriend for allegedly harming her in the past both physically and sexually. The pair settled the case for $20 million in 2023.
If you or someone you know has been sexually assaulted, contact the National Sexual Assault Hotline at 1-800-656-HOPE (4673). If you or someone you know is experiencing domestic violence, please call the National Domestic Violence Hotline at 1-800-799-7233 for confidential support. If you or someone you know is a human trafficking victim, contact the National Human Trafficking Hotline at 1-888-373-7888.
