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Hip-hop mogul Sean “Diddy” Combs faces charges of racketeering, sex trafficking, and transportation to engage in prostitution following his arrest in September 2024. Partygoers who attended Combs’ infamous bashes continue to speak out about their personal experiences. A former Playboy model says she attended one of Combs’ parties. Here’s what the model said about how Combs watched Jennifer Lopez’s music videos continuously while she was at his hotel.

A former Playboy model said Sean’Diddy’ Combs watched Jennifer Lopez’s music videos continuously

Jennifer Lopez and Sean “Diddy” Combs have a history. The singer and the hip-hop mogul dated from 1999 to 2001 and remained friendly after they went their separate ways. Lopez hasn’t commented on Combs’ arrest, but her fans are waiting to see if she gets dragged into the case.

Former Playboy model, Rachel Kennedy, talked about her experience at one of Combs’ parties on DailyMail.com‘s podcast, The Trial of Diddy. She met Combs in 2000 when he came to a topless club in Tokyo where she worked. The following night, Combs returned to the club and invited her and her friends to his hotel.

Kennedy and her friends went to Combs’ hotel expecting a party. However, when he answered, she quickly realized it was just him. “I was like, ‘This is not a party,'” she recalled. “‘This is not the kind of party that we were all expecting.’ It was just him by himself. I never expected that it would just be him by himself in the room. But we went in, we didn’t think anything weird. He was friendly enough to where we decided, ‘OK, we’ll just hang out with him.'”

Kennedy said she noticed Lopez’s music videos continuously playing on Combs’ screen when she walked into his hotel room. Additionally, Combs appeared to be on the phone with Lopez. The two were dating at the time.

“It was kind of an odd thing to find out that we were watching [J.Lo’s] videos,” she recounted. “It seemed a little bit creepy to me, very disrespectful, since we were already in his room and there was no party going on.”

After an hour, Combs allegedly instructed Kennedy and one of her friends to head to his bedroom, where they had a sexual encounter.

Jennifer Lopez once talked about how she ‘knew’ Sean ‘Diddy’ Combs cheated on her

Sean 'Diddy' Combs in a suit next to Jennifer Lopez in a low-cut dress at the 2000-2001 Versace fashion show.
Sean ‘Diddy’ Combs and Jennifer Lopez at the 2000-2001 Versace fashion show | Stephane Cardinale/Sygma via Getty Images
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Jennifer Lopez talked about her past relationship with Sean “Diddy” Combs. According to former model Rachel Kennedy, she had a sexual encounter with Combs while Combs dated Lopez. Lopez once spoke about how she “just knew” Combs cheated on her during their romance.

”It was the first time I was with someone who wasn’t faithful,” she told Vibe Magazine, according to Entertainment Weekly. ”I was in this relationship with Puff where I was totally crying, crazy, and going nuts; it really took my whole life in a tailspin.”

Reports at the time said Lopez would knock on hotel doors and look for Combs. She didn’t deny the claims. “I never caught him, but I just knew,” she continued. “He’d say he was going to a club for a couple of hours and then never come back that night.”

The hip-hop mogul allegedly expected J.Lo to stand up for him after his arrest

Sean “Diddy” Combs doesn’t have many famous folks in his corner after his arrest. Jennifer Lopez hasn’t spoken out to support or condemn him. A source told In Touch Weekly he expected his exes, like Lopez and Cameron Diaz, to help him.

“He’s still in total denial and actually expected all his high-profile friends, and even his exes like J.Lo and Cameron, to stand up for him,” an insider alleged. “He can’t wrap his head around the fact that everyone’s just dropped him and wants no part of his sordid scandal.”

How to get help: In the U.S., call the RAINN National Sexual Assault Telephone Hotline at 1-800-656-4673 to connect with a trained staff member from a sexual assault service provider in your area. 

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