Sean “Diddy” Combs’ legal team is shifting focus during his ongoing legal battle — highlighting the music mogul’s involvement in a swingers lifestyle as a way to counter serious sexual misconduct allegations. And during a tense cross-examination, Cassie confirmed she was introduced to and participated in that lifestyle during their relationship.
Diddy’s defense attorney, Anna Estevao, questioned Cassie directly about the nature of their past sexual experiences, asking whether the couple ever discussed being part of the swingers scene. Cassie responded affirmatively, acknowledging that such conversations did take place.
She also revealed that she accompanied Diddy to sex clubs, where she watched him engage in sexual acts with other women multiple times — a reversal of prior testimony from another witness, who claimed Diddy would often watch her have sex with a male sex worker during what’s been described as “freak-offs.”
Freak-Offs vs. Swingers Lifestyle
During cross-examination, Estevao pressed further, asking Cassie if these “freak-off” events were part of the same swingers lifestyle. Cassie replied:
“Related in a sexual way, yeah. But they’re very different.”
Her response suggests that while both involved consensual sexual activity, the structure and dynamic of each situation differed, possibly undermining the prosecution’s attempt to paint Diddy’s actions as predatory rather than consensual.
Legal Team Argues Swinging Was Normalized
Diddy’s lead attorney, Marc Agnifilo, has argued that participating in group sex or swinging is not uncommon, and for Diddy, it was normalized behavior. The legal team appears to be leaning on this angle to downplay the allegations of coercion, sex trafficking, and non-consensual behavior included in the federal indictment filed last year.
According to that indictment, Diddy allegedly orchestrated “freak-off” parties, which prosecutors described as:
“Elaborate and produced sex performances that Combs arranged, directed, masturbated during, and often electronically recorded.”
The defense is now arguing that much of this behavior was rooted in consensual exploration of a swingers lifestyle, rather than criminal exploitation.
Strategy: Shift Perception from Coercion to Consent
By highlighting Cassie’s past involvement in consensual sex clubs and acknowledging her role in Diddy’s alternative lifestyle, the defense may be attempting to blur the line between consensual adult behavior and coercive misconduct — a central point in this high-profile case.
However, prosecutors remain firm in their claims that Diddy’s actions went far beyond consensual behavior, involving elements of manipulation, abuse of power, and systematic exploitation.
What’s Next?
As Cassie’s testimony continues, and the cross-examination unfolds, both legal teams appear locked in a battle over framing and interpretation — with the defense working to contextualize Diddy’s behavior and the prosecution pushing to prove it crossed legal and moral boundaries.
