Kelly Osbourne may have dropped a telling clue about the real status of her relationship with Sid Wilson just months before they decided to call off their engagement. Recent reports revealed that the couple had been experiencing difficulties, which sources close to Osbourne say are partly linked to her ongoing grief following the death of her father, Ozzy Osbourne, in July 2025.
During a joint television appearance for Omaze with her mother, Sharon Osbourne, Kelly was spotted without her engagement ring. At the time, some fans assumed she had not worn the jewellery due to her recent weight loss requiring a resize. Others now believe the absence was a sign that her relationship with Wilson was already under strain.
The Telling Clue Kelly Osbourne Dropped
Kelly was reportedly last seen wearing her engagement ring at a Grammys pre-event earlier this year, before removing it during her joint appearance with Wilson at the ceremony itself, the couple's last public outing together. When Kelly and her mother attended the BRIT Awards on 1 March, Osbourne was again without the ring, wearing instead a tribute piece in honour of her late father.
The ring itself carries a particularly poignant history. Wilson proposed backstage at Villa Park on 5 July 2025, during what was billed as Ozzy Osbourne's final concert with Black Sabbath, a full-circle moment for the family, with Kelly's parents present as Wilson got down on one knee. Ozzy died just 17 days later, on 22 July 2025, at the age of 76, from cardiac arrest. The engagement that had begun as one of the family's last joyful shared moments became, in hindsight, one of its final ones.
Kelly Osbourne hinted at relationship troubles after ditching her £500K engagement ring weeks before shock split from fiancé Sid Wilson https://t.co/G5AezgWxr2
— Daily Mail Celebrity (@DailyMailCeleb) March 23, 2026
Why Kelly Osbourne, Sid Wilson Called Off Their Engagement
An insider told the Daily Mail that the decision to call off the engagement did not come easily, but that Osbourne's well-being remains the priority. 'Kelly has been struggling following the loss of her father. The grieving process has been incredibly difficult, and she's been doing everything she can to cope. In truth, she and Sid have been facing challenges in their relationship for some time, and things were not as they appeared,' the source said.
The couple, who share a three-year-old son named Sidney, tried to make the relationship work before ultimately deciding to part ways. Despite the difficulties of recent months, the source noted that Osbourne remains sober and committed to being a stable presence for her son. Neither Osbourne nor Wilson has publicly commented on the split.
