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Slipknot’s Sid Wilson Drops The Mask On The Red Carpet With Kelly Osbourne

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

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

Osbourne, 40, and Wilson, 47, were cast in black ensembles on Wednesday, November 20, the comedian’s first performance. Matt Matthews‘video series Stretch at Home.

Osbourne looked dapper in a long-sleeved top, leather pants and cat-eye sunglasses while Wilson ended up in an oversized black and gray skeleton sweater and baggy pants. The Slipknot singer, who often covers her face with a gas mask when performing with the heavy metal band, wore her long hair slicked back for the event.

Aside from dating her man, Osbourne also posed for a photo with Matthews, 32, and the former Bachelor. Colton Underwood. Matthews also shared a photo of himself, Osbourne, and Wilson on his Instagram Story.

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

A timeline of Kelly Osbourne and Sid Wilson's relationship

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

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

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

Slipknot's Sid Wilson Drops The Mask On The Red Carpet With Kelly Osbourne

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

“After 23 years of being friends, I can’t believe where we ended up!” Osbourne wrote on Instagram at the time alongside a photo of herself and Wilson kissing. “You are my best friend, my soul mate and I love you very much Sidney George Wilson. 💜”

The couple welcomed son Sidney in late 2022, Kelly’s mother, Sharon Osbourneconfirmed for a January 2023 release in the UK Speech. Kelly has shared adorable photos of Sidney on social media and opened up about how motherhood has changed her.

“I truly believe that my child saved me and made me a perfect person,” he said Us Weekly in October. “I don’t think I knew what love was before I had a baby.”

I Osbourne alum, who has been in a coma since 2021, noted that she “can’t believe God would have given” her a child before she was ready.

Slipknot's Sid Wilson Drops The Mask On The Red Carpet With Kelly Osbourne

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

“[When] I was still drinking, still taking full advantage … I would have been a bad mother. I had not sacrificed enough,” he explained. “I’m so glad it happened when I’m older and with you—together.”

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

“I definitely want more children! I found my boy. We don’t need a certificate. But I know that Sid really wants to get married, so we will get married,” she said. “I never in a million years thought I’d end up with a rock star, but I did. We have known each other for 25 years.”

Kelly’s rock star father, Ozzy Osbournethat’s the reason he met Wilson in the first place. The pair first crossed paths when Slipknot toured Ozzfest – a music festival founded by Ozzy, 75, and Sharon, 72.


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