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Hip-hop mogul Sean “Diddy” Combs remains incarcerated at the Metropolitan Detention Center in Brooklyn as he prepares for his sentencing scheduled for Oct. 3, 2025. This follows his partial acquittal. A jury cleared him of sex trafficking and racketeering charges but found him guilty on two counts of violating the Mann Act (transportation to engage in prostitution). Now, while the world waits to see what a potential prison sentence might look like, we’re looking back at what Ozzy Osbourne’s son, Jack Osbourne, said about Kelly Osbourne’s personal experience with Combs. Here’s what he said about Combs giving Kelly diamonds.

Jack Osbourne claimed Sean ‘Diddy’ Combs gave 18-year-old Kelly Osbourne ‘diamonds’

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Jack Osbourne previously opened up about his life and family on the comedy podcast Inside of You with Michael Rosenbaum. While speaking on the podcast in 2025, he noted that Kelly Osbourne was once invited to one of Sean “Diddy” Combs’ parties.

“Kelly got invited to a Diddy party when she was like 18, and like, he ran into Kelly, and some weird thing happened where his bouncer knocked her over, and he invited her to one of his parties,” Jack recounted, according to The Mirror US.

Speculation ensued regarding Kelly and Combs. Ultimately, Jack said Kelly “ended up winning.”

“He gave her some diamonds and brought her to a party, and she went, ‘Later,'” Jack continued.

Fans who watched The Osbournes Season 2 Episode 8 might remember Sharon Osbourne raving about Combs at the time of filming. The episode shows Sharon explaining the scenario that Jack described in 2025. Kelly then came home wearing a diamond watch that Combs had gifted her.

“Wouldn’t it be cool if Kelly went out with Puff Daddy?” Sharon said. “And I was Puff Daddy’s mother-in-law? Puff Mummy. I think they would be so cute together.”

After meeting Combs, Kelly later verified to her mother that Combs was “manicured” and “well put-together.” However, Jack verified that he didn’t trust the situation.

In light of Combs’ arrest, Sharon defended Combs’ character. “He was so nice to me,” she said, according to DailyMail.com. “I never knew that side of him. He was so respectful to me and my family.”

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