Music
Rolling Stone Reporter Breaks Silence on Sean Combs Investigation
Rolling Stone's Cheyenne Roundtree describes lost police reports and repeated behaviour in her first interview on investigating Sean "Diddy" Combs after Cassie Ventura's lawsuit.

Rolling Stone investigative reporter Cheyenne Roundtree has given her first interview about reporting on Sean "Diddy" Combs, describing how a November 2023 civil lawsuit upended her own understanding of one of music's most famous couples.
The suit, filed by Combs's ex-partner, the singer Cassie Ventura, alleged that he had beaten and raped her, plied her with drugs and forced her into sexual encounters with male sex workers throughout their decade-long relationship.
Roundtree, like much of the world's media, was shocked when the filing landed. "I'd grown up in the era of Diddy and Cassie and viewed them as this power couple," she says. "Her hit Me & U was my song. Diddy was this mogul – I knew him for the music – and she was this style inspiration, this beautiful, talented woman living an amazing life."
That personal history made the allegations harder to process. Roundtree had known Combs first and foremost as a music mogul and Ventura as a style inspiration — a "beautiful, talented woman living an amazing life," in her words. The lawsuit shattered that image overnight.
What followed was an investigation into Combs's past life. Roundtree's reporting, as she describes it, paints a horrifying picture: lost police reports, repeat behaviours, rumours and run-ins stretching back through the mogul's career.
The detail of lost police reports points to a pattern of documentation that never hardened into consequences. The "repeat behaviours" she cites suggest that what Ventura alleged in her filing was not an isolated chapter but part of a longer record visible to those who knew where to look.
Roundtree's account also touches on the rumours that circulated around Combs for years — noise that, in retrospect, carried more signal than the industry acknowledged. Her framing is blunt about the mogul's approach, captured in the headline line of her interview: "No is not a stopping point for him."
The reporter's perspective matters because it comes from someone who did not set out to bring Combs down. She came to the story as a fan of both figures, with the same cultural reference points as her readers. Her shock mirrors the public's. Her subsequent digging is what distinguishes her account from it.
The Ventura lawsuit, filed in November 2023, opened the floodgates. Roundtree's investigation then reached back further, assembling a picture of allegations, whispers and institutional failures — the lost reports above all — that long predated the courtroom.
Her interview makes clear how much of that history sat in plain sight: rumours traded casually, run-ins never escalated, reports that vanished from the record. The question her reporting leaves open is how many other such files exist, and whether the institutions that lost them will now account for what they failed to keep.
Original: guardianbookshop.com
Tom Whitfield
Show full bio
Market editor covering industry trends and analytics at Arts & Voices.



