The spotlight has swung back to Jennifer Lopez and her former romance with Sean “Diddy” Combs, but this time it’s because of something much darker unfolding in the courts.
As Diddy faces serious sex trafficking charges, old interviews and memories from their relationship days have popped back into public view, giving fans a glimpse of how JLo once viewed their time together.
Looking Back at a Complicated Relationship
Back in 2002, just a year after their split, Jennifer Lopez sat down for an interview with Diane Sawyer on Primetime: Special Edition, where she reflected on her relationship with Diddy.
Diane asked if she ever felt scared during their time together. Jennifer was clear — no, she wasn’t afraid.
Instead, she explained that the relationship simply wasn’t the right fit for her.
Jennifer talked about how she cared deeply for Sean but they just didn’t share the same life goals or ideas about family.
She emphasized that it wasn’t really about anything Sean did wrong — he was just being himself.
The problem, she said, was more about her needing to set personal boundaries and learn to put herself first.
If she was unhappy, she realized it was on her to make a change, not on him.
Highs and Lows of Their Time Together
Their romance started in 1999 when Jennifer was working on her debut album, On The 6, which Diddy helped produce.
It was during this period that Jennifer famously wore that iconic green Versace dress at the 2000 Grammy Awards, a moment that still gets talked about today.
But it wasn’t all glitz and glam. The couple’s time together hit a serious bump when both were arrested following a nightclub shooting in Manhattan at Club New York in late 1999.
Reports said Diddy allegedly fired a gun during the incident, which injured three people.
Jennifer wasn’t charged, and Diddy was later cleared of all charges, but the event surely cast a shadow on their relationship.
Moving On and Facing the Present
Jennifer and Sean broke up in 2001, just before his trial was set to begin.
He was acquitted, but their relationship has clearly stayed in the public eye — especially now with Diddy’s ongoing sex trafficking trial.
Meanwhile, Jennifer has been busy shining on the scene.
Just recently, she stepped out looking absolutely stunning at a benefit concert for songwriter John Kander’s 98th birthday in Midtown Manhattan.
Rocking a vibrant orange feathered sweater and glossy skirt, she looked radiant and confident, clearly focused on her career and personal happiness.
Trial Revelations Stir Up More Controversy
The trial has brought some shocking testimonies to light, particularly from Diddy’s ex-girlfriend Cassandra “Cassie” Ventura.
She gave detailed accounts of alleged physical and psychological abuse she endured over more than a decade, including disturbing claims of coercion and manipulation during Diddy’s infamous parties.
There was also testimony from a male escort who said he was hired by Diddy to take part in sexual acts with Cassie, describing how she was allegedly pushed into unprotected sex and orchestrated encounters.
Diddy’s legal team counters these claims by portraying Ventura as a willing participant in his lifestyle.
They admit domestic violence happened but argue it didn’t amount to the criminal conspiracy prosecutors allege.