Real-Life Love
A Deep Dive Into Kelly Osbourne & Sid Wilson’s Relationship: His Surprise Proposal & More

This weekend was one for the books for the Osbourne family. Not only did Ozzy Osbourne play his last-ever show with Black Sabbath, but his daughter also got engaged!
Slipknot’s Sid Wilson used the special occasion to propose to his longtime girlfriend, Kelly Osbourne, backstage at England’s Villa Park on Saturday, July 5. In a clip shared to Kelly’s Instagram, Wilson starts his proposal by saying, “Kelly, you know I love you more than anything in the world.”
Her dad, who was looking on with his wife, Sharon Osbourne, revealed what would come next. “F**k off, you’re not marrying my daughter,” the rocker joked. It didn’t stop Wilson, who laughed at the remark, from getting down on one knee. “Nothing would make me happier than to spend the rest of my life with you. So, in front of your family and all of our friends, Kelly, will you marry me?” The reality TV star was quick to nod her head yes, while the room cheered.
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Now that the couple is happily engaged, we couldn’t help but do a deep dive into their relationship. Keep reading for everything we know!
What does Kelly Osbourne’s engagement ring look like?
Kelly showed off her custom white-and-yellow ring on her Instagram Stories, tagging the the luxury jewelry brand who made it. Wilson wanted the piece to reflect his nickname for his fiancée — Honeybee — so he approached Mouawad to bring his vision to life.
“Set in 18K yellow gold, the ring is adorned with white and yellow diamonds, citrine accents, and crowned with a brilliant round white diamond at its center, a radiant symbol of enduring love,” says the caption of Mouawad’s video, which gives more insight into the collaboration.
How long have Kelly Osbourne & Sid Wilson been together?
The couple hard-launched their relationship on Instagram in January 2022, according to People. However, their paths had crossed long before that: “Kelly and Sid met when his band was touring with Ozzfest in 1999,” a source told the magazine. “They have remained friends since. They are very happy together.”
What is Kelly Osbourne and Sid Wilson’s age difference?
Wilson is currently 48 years old, while his fiancée is 40.
Last year, Kelly opened up on The Osbournes podcast about their age gap. “We first met when I was a kid, and I think we only saw ever each other as kids,” she said. “We were just friends, because there was a seven-year age difference and back then, that was a huge, huge gap. I was 13 years old, and he was in his early 20s.”
Wilson became closer friends with her brother, Jack Osbourne, at the time. It wasn’t until over a decade later that Wilson developed feelings for now fiancée, Osbourne clarified.
Do Kelly Osbourne & Sid Wilson have kids?
They sure do. The lovebirds welcomed their first child, Sidney, in late 2022.
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Has Kelly Osbourne ever been married?
Kelly hasn’t ever married, but she has been connected to a few other famous figures in the past. Osbourne was engaged once before to British model Luke Worrall. They’d been together for a couple of years, but broke things off in July 2010.