Kelly Osbourne, Sid Wilson Split: 'Struggling' Star Reportedly Calls Off Engagement 7 Months After Backstage Proposal
A whirlwind proposal, a custom 'Honeybee' ring and now a quiet unravelling: Kelly Osbourne's latest chapter shows how messy life remains when the cameras move on.

Kelly Osbourne has reportedly ended her engagement to Slipknot musician Sid Wilson in Los Angeles, seven months after his backstage proposal at Ozzy Osbourne's final Black Sabbath show, with sources claiming the TV personality has been 'struggling' with grief since her father's death. The couple, who share a three-year-old son named Sidney, have not publicly commented on the split.
For context, Kelly Osbourne, 39, announced her engagement to Wilson last July after more than two decades of friendship and a relatively short period as romantic partners, according to Daily Mail. The pair first met in 1999 at Ozzfest, the heavy metal festival founded by her parents Sharon and Ozzy, but only began dating at the end of 2021. Their proposal story, shared widely on social media at the time, was framed as a full‑circle moment for the Osbourne family as Ozzy prepared to bow out of live performance.
According to an unnamed source quoted by the Mail, the decision to call off the engagement was not sudden. 'Kelly and Sid have decided to call off their engagement,' the insider said, adding that the reality star has been 'struggling following the loss of her father.' The same source described the grieving process as 'incredibly difficult' and said she had been 'doing everything she can to cope.'
Kelly Osbourne And Sid Wilson Split Amid Grief And 'Challenges'
The news came after months in which Kelly Osbourne had been unusually frank about how hard life had become. In early March, she hit back at online comments about her changing appearance, arguing that critics were piling on 'during the hardest time of my life.'
The source suggested the couple's problems long predated the break-up story. 'In truth, she and Sid have been facing challenges in their relationship for some time, and things were not as they appeared,' the source claimed. Attempts were reportedly made to hold things together for the sake of their son. 'They tried to make it work, particularly for the sake of their child, but ultimately decided that separating is the best path forward.'
The source added that Osbourne is said to be focusing on herself and on being the 'best parent she can be' to young Sidney. Somehow there's a familiar pattern here: an Osbourne trying to project some sense of order in a family life that has played out, often chaotically, in public for more than two decades.
Kelly and her reps have not yet commented on the reported split. Wilson has not issued any public response as well. Without direct confirmation from either party, the accounts of their split and the reasons behind it remain unfounded, as they are based entirely on unnamed sources.
From Backstage Romance to Called-Off Engagement for Kelly Osbourne
Last July, Osbourne posted a video to Instagram captioned: 'Oh and this happened yesterday!' It showed Wilson dropping to one knee backstage at Villa Park, as Ozzy played what was billed as his final ever show with Black Sabbath.
In the clip, Sharon Osbourne urged the room to stay quiet as Sid took Kelly's hand. 'Kelly, you know I love you more than anything in the world!' he began, before Ozzy cut in with a typically blunt joke: 'F*** off, you are not marrying my daughter!' The room laughed, Sid pressed on and asked: 'I want to spend the rest of my life with you – and ask in front of all of our family and friends, Kelly, will you marry me?'
Kelly appeared stunned, turning her head and covering her mouth as he slipped the ring on her finger. Sharon and Ozzy then beamed as friends and family clapped and cheered. The moment appeared to be a rare uncomplicatedly happy moment for a family that has weathered addiction, illness, and reality TV scrutiny.
Wilson's proposal had come with its own rock‑star flourish. He had worked with Los Angeles jeweller Mouawad on a bespoke design, featuring an 18‑carat yellow gold ring set with white and yellow diamonds and citrine accents, anchored by a reported 2.5‑carat round brilliant‑cut diamond. The piece was nicknamed 'the Honeybee,' a reference to Kelly's personal nickname.
Since then, the public story of Osbourne has shifted from engagement joy to a heavier kind of visibility. Alongside the unconfirmed reports about her father's death and the apparent collapse of her engagement, she has continued to appear at industry events. At the BRIT Awards, Sharon described Ozzy as 'the most humble egomaniac you could ever meet' and told the audience, with Kelly at her side: 'I'm honoured to accept this award from my gorgeous husband, this Lifetime Achievement Award. God knows, I wish he was here to accept it himself.'
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