Slipknot’s Sid Wilson Ditches Mask on Red Carpet With Kelly Osbourne


Sid Wilson and Kelly Osbourne.
Jesse Grant/Getty Images for Live Nation

Kelly Osbourne and her boyfriend, Sid Wilson, were all smiles posing together at a recent red carpet event.

Osbourne, 40, and Wilson, 47, were coordinated in black ensembles at the Wednesday, November 20, premiere of comedian Matt Matthews’ video series Home Stretch.

Osbourne looked chic in a fitted long-sleeve top, leather pants and cat eye glasses while Wilson kept it casual in an oversized black and gray sweater with a skeleton emblazoned on it and baggy pants. The Slipknot musician, who normally covers his face with a gas mask when performing with the heavy metal band, wore his long hair slicked back for the event.

In addition to cheesing with her man, Osbourne also posed for a photo with Matthews, 32, and former Bachelor Colton Underwood. Matthews also shared a snap of himself, Osbourne, and Wilson via his Instagram Story.

“@kellyosbourne ILYSM 💕,” he captioned the post.

Kelly Osbourne and Sid Wilson s Relationship Timeline

Related: Kelly Osbourne’s Boyfriend Sid Wilson Wears Gas Mask to the Grammys

Kelly Osbourne met her boyfriend, Sid Wilson, two decades before they started dating — and it was all thanks to dad Ozzy Osbourne. Kelly met Wilson in 1999 when his band Slipknot toured with Ozzfest — the music festival founded by her parents. The pair developed a lasting friendship before officially confirming in February 2022 […]

Osbourne and Wilson confirmed their romance in February 2022 after knowing each other since 1999.

Slipknot Sid Wilson Ditches Mask on Red Carpet With Kelly Osbourne

Colton Underwood, Matt Mathews and Kelly Osbourne.
Jesse Grant/Getty Images for Live Nation

“After 23 years of friendship, I can’t believe where we have ended up!” Osbourne wrote via Instagram at the time alongside a photo of her and Wilson sharing a kiss. “You are my best friend, my soulmate and I am so deeply in love with you Sidney George Wilson. 💜”

The couple welcomed son Sidney in late 2022, which Kelly’s mom, Sharon Osbourne, confirmed during a January 2023 appearance on the U.K.’s The Talk. Kelly has since shared sweet photos of Sidney via social media and opened up about how motherhood has changed her.

“I truly believe my baby saved me and made me a whole human,” she exclusively told Us Weekly in October. “I don’t think I knew what love was before having a baby.”

The Osbourne alum, who has been sober since 2021, noted that she doesn’t “believe God would’ve given” her a baby before she was ready.

Slipknot Sid Wilson Ditches Mask on Red Carpet With Kelly Osbourne

Sid Wilson, Matt Mathews and Kelly Osbourne.
Jesse Grant/Getty Images for Live Nation

“[When] I was still actively drinking, still actively using … I would’ve been a terrible mother. I wasn’t selfless enough,” she explained. “I’m so glad it happened when I was a little older and I had my s— together.”

Kelly also shared that she hopes to expand her family with Wilson.

“I definitely want more babies! I found my guy. We don’t need the certificate. But I know Sid really wants to get married, so we will get married,” she said. “Never in a million f—ing years did I think I’d end up with a rock star partner, but I did. We’ve known each other for 25 years.”

Kelly’s rock star dad, Ozzy Osbourne, is the reason she met Wilson in the first place. The duo first crossed paths when Slipknot toured with Ozzfest — the music festival founded by Ozzy, 75, and Sharon, 72.