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.
© @kellyosbourneKelly 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.
© @kellyosbourneKelly 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.
© 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
© @kellyosbourneSid 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.”
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?”
© GettySid 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.
© ETIENNE LAURENTTheir last appearance was in February