Hip-hop mogul Sean “Diddy” Combs is in hot water following his arrest in September 2024. He pleaded not guilty to charges of sex trafficking, and transportation to engage in prostitution. According to lawyers involved in the case, famous folks who knew Combs should expect a call. Now, we’re looking back at Combs’ past alleged relationship with Hollywood actor Cameron Diaz. Here’s what a source said about Combs feeling “bummed” when she started dating her now-husband, Benji Madden.
Sean ‘Diddy’ Combs allegedly felt upset when Cameron Diaz started seeing Benji Madden
Sean “Diddy” Combs and Cameron Diaz never took their alleged relationship public. However, multiple sources through the years claimed that the hip-hop mogul and the Hollywood A-lister had an intense romance that lasted years. Diaz and Combs reportedly met at the 2008 Academy Awards, and eyewitnesses spotted them together numerous times until 2012. Combs and Diaz’s reps denied any romantic involvement, but fans weren’t convinced.
Diaz moved on with Benji Madden in 2014. They met at an event in May of that year and got engaged just seven months later. As of 2024, the couple continues to stay strong, and they have two children together.
In 2014, a source told Us Weekly that Combs wished he could “turn back time” for Diaz.
“He was at a dinner and the subject turned to Cameron dating Benji Madden,” the source said. “He said, ‘If I could turn back time, things would be different!’ He was bummed, saying, ‘She’s the sexiest girl in the world.’”
Just two years prior, another source told Us Weekly that Diaz was spotted “straddling” Combs at a Golden Globes afterparty. “Her hair was all crazy, her makeup was smeared, and they made out in front of everyone,” the insider alleged. “She was acting like a teenager!” Diaz’s representatives denied the claims.
Sean ‘Diddy’ Combs allegedly expected his exes, like Cameron Diaz, to stick up for him after his arrest
Hollywood and music elites continue to keep their distance from Sean “Diddy” Combs after his arrest. While Combs seemed to have a lot of support from famous folks during his heyday, silence surrounds him now. A source told In Touch Weekly that the mogul expected his exes, like Cameron Diaz and Jennifer Lopez, to have his back.
“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,” the 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.”
The source added that Diaz and Lopez feel “legitimate fear” that Combs has enough information and recordings to “seriously embarrass” them. However, there’s not much they can do. “So, all they can do is hope and pray he keeps his mouth shut,” the insider continued.
Many celebrities were offered to ‘resolve matters’ in the case privately
Many of the lawsuits against Sean “Diddy” Combs involve more than just Combs. Celebrities have been named as witnesses and/or participants in Combs’ alleged “freak-off” parties, which allegedly involved drugging and coercing participants into sexual activity and then filming them.
Attorney Tony Buzbee, the representative of over 120 of Combs’ victims, told TMZ that he sent letters to many A-listers to “resolve matters” out of the public eye. According to Buzbee, many celebrities chose to pay up and settle out of court.
It remains unclear which celebrities in connection to Combs were called and who chose to settle.
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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