Former Playboy Model Reveals Disturbing Encounter with Diddy Involving Jennifer Lopez Videos

In a startling revelation, former Playboy model Rachel Kennedy has shared details of an uncomfortable encounter with Sean “Diddy” Combs, dating back to 2000.

Kennedy claims that during one of Combs’ infamous “freak-off” parties, he repeatedly made her watch music videos of his then-girlfriend, Jennifer Lopez, in his Tokyo hotel room—creating what she described as a bizarre and unsettling experience.

The incident reportedly took place in Combs’ luxury suite atop a Tokyo hotel. Kennedy explained that she was living in Tokyo at the time, working at a topless nightclub where she first encountered Combs.

She recalled an evening when Combs and his entourage—around 25 people—entered the club, creating quite a scene. Noticing the high-profile guest, she quickly realized his celebrity status. After a brief conversation, he mentioned having a party and invited her to bring friends.

The following night, Kennedy encountered Combs again at the club. This time, his group was smaller, and Combs’ head of security was notably absent. He specifically asked Kennedy to join him, and soon, she and two other women were escorted to his hotel room, only to find that what had been described as a “party” was far from what they expected.

Kennedy recalls arriving to see Combs in a bathrobe, holding a bottle of champagne. “I realized, before we even walked through the door, that it was just him. This was not the party we had imagined,” she said.

Once inside, Combs had them sit down as he played Lopez’s music videos on repeat, each video looping over and over while he stayed on the phone. Kennedy later discovered he was speaking to Lopez throughout the evening, even as he kept replaying her videos for his guests. “It felt a bit creepy,” Kennedy noted, as she and her friends sat watching Lopez’s videos in silence while he was on the call.

This surreal and unsettling experience left Kennedy with lingering discomfort, illustrating yet another layer of the complicated relationships and unusual behaviors within Hollywood’s elite circles. As more people speak out about past encounters, questions continue to arise about the hidden lives of powerful figures like Combs and the extent to which fame shields them from scrutiny.