IS IT OVER?

Kelly Osbourne fuels speculation with latest post amid Sid Wilson breakup reports


Kelly has had a rough time


LOS ANGELES, CALIFORNIA - FEBRUARY 01: (L-R) Sid Wilson and Kelly Osbourne attend the 68th GRAMMY Awards at Crypto.com Arena on February 01, 2026 in Los Angeles, California.  (Photo by Kevin Mazur/Getty Images for The Recording Academy) © Getty
Jovita TrujilloSenior Writer
MARCH 23, 2026 10:10 PM EDT

News broke this morning that Kelly Osbourne and her fiancé, Sid Wilson, have broken up, and her first post on Instagram neither confirmed nor denied the reports, but it did add fuel to the fire. On Monday, the 41-year-old shared a selfie with a barber known as KIINICKI on Instagram with the son she shares with Wilson. 

Kelly is helping her son nurse an illness without him© @kellyosbourne
Kelly is helping her son nurse an illness without him

In the pic, the trio had diapers on their heads as Kelly explained on the post, “Little man has conjunctivitis, so we are entertaining him. Thank the lord he is feeling better."

The host’s friend KIINICKI has been there for her amid weeks of tricky headlines. On Saturday, they attended Lilly Allen's West End Girl show at the London Palladium. 

Kelly has been spending time with friends© @kellyosbourne
Kelly has been spending time with friends

DailyMail reported on Monday that her famous father, Ozzy Osbourne's, passing in July 2025 is at the center of the split, and it's been a “difficult month” for Kelly as she copes with the separation. The insider told the outlet, “Kelly and Sid have decided to call off their engagement.” 

They noted that Kelly has been “struggling.” “The grieving process has been incredibly difficult, and she's been doing everything she can to cope,” they continued. 

 Sid Wilson and Kelly Osbourne © Getty
Sid met Kelly through her late father

The split comes amid headlines and public scrutiny about her weight. After the 2026 BRIT Awards in Manchester, where she collected the lifetime achievement award on behalf of Ozzy with her mom, Sharon Osbourne, she took to her Instagram story again, writing, “There is a special kind of cruelty in harming someone who is clearly going through something. Kicking me while I'm down, doubting my pain, spreading my struggles as gossip, and turning your back when I need support and love most."

"I'm currently going through the hardest time in my life. I should not even have to defend myself. But I won't sit here and allow myself to be dehumanized in such a way!" She continued. 

Meanwhile, sources recently told TMZ, friends “are concerned" but understand it's directly tied to Ozzy's passing, noting that she's "working on it." 

The viral proposal

Kelly and Sit met back in 1999 when Slipknot played at Ozzfest© @kellyosbourne
Sid proposed in front of Ozzy weeks before his death

Wilson proposed at the “Back To The Beginning" farewell concert on July 5th in front of Ozzy. He passed away shortly after on July 22. 

In the viral video, the keyboarder started his speech sweetly, “You know I love you more than anything in the world,” he said before the rock icon chimed in hilariously, “F--- off, you’re not marrying my daughter.”

View post on Instagram
 

Kelly and the rest of their family and friends laughed as Sid powered through with the proposal, “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?”

Sid Wilson, Sidney Wilson, and Kelly Osbourne on November 16, 2024 © Getty
Sid Wilson, Sidney Wilson, and Kelly Osbourne on November 16, 2024

Kelly would probably never have met Sid if it weren't for her dad. They have known each other for over 20 years, first meeting in 1999 when Slipknot and Ozzy headlined Ozzfest. 

After decades of friendship, things got romantic, and Kelly confirmed their relationship in 2022. They welcomed their son, Sidney, in January 2023. Their last appearance together was at the 2025 GRAMMYS. 

Their last appearance was in February © ETIENNE LAURENT
Their last appearance was in February

© ¡HOLA! Reproduction of this article and its photographs in whole or in part is prohibited, even when citing their source.