Kelly Osbourne stepped out with rugby player Oscar Wilson in Richmond, London, on Thursday for dinner following her split from Sid Wilson. The 41-year-old television star hosted an intimate soiree with friends at Neighbourhood Restaurant in Tower House.
Osbourne wore a dark red lace dress with a statement dark lip for the evening, boosting her height with shiny heels and styling her long blonde hair in loose waves. She was joined at the table by 21-year-old Wilson, who wore a navy suit with a crisp white shirt, and model friend Lisa Marie White.
Evening out in London
The group appeared to be enjoying the night out together as they dined in the south-west London district. Osbourne posed alongside Wilson and White during the gathering, which comes after a quiet period following her recent separation.
Osbourne is an English media personality and television presenter who first gained global fame appearing on the MTV reality series The Osbournes. Wilson plays professional rugby, while White works as a model.
Holiday getaway and reflection
The London outing follows a seaside holiday earlier this month where Osbourne said she felt reborn after stepping away from the madness. She spent time by the water with her three-year-old son, Sidney, relaxing by a swimming pool in a leopard print swimming costume, a large sun hat, and statement sunglasses before visiting the beach.
Reflecting on the getaway in an Instagram post, Osbourne wrote: "I’m really learning how important it is to step away from the madness sometimes. I get so wrapped up in life, work, people, plans… everything going on around me, that I genuinely forget I’m allowed to stop. To switch off. To breathe. To just be."
She added: "This holiday has reminded me that taking a break isn’t wasting time; sometimes it’s exactly what you need to come back to yourself. I honestly feel reborn. Lighter, calmer, happier… and very much NOT ready to go home. Note to self: do this more often. Life will still be there when you get back."
Split from Sid Wilson and band departure
The holiday came a week after Osbourne shared several impassioned Instagram posts that appeared to hit out at her ex-fiancé, keyboardist Sid Wilson, after he was ousted from heavy metal band Slipknot.
Wilson, 49, was told earlier this month that he had been permanently removed from Slipknot, the American metal group he joined in early 1998 as their ninth member. The reason behind his sudden departure remains unclear.
In one social media message, Osbourne wrote: "I can't protect you from yourself anymore. Wake the f**k up and take some responsibility. I will not take your s**t anymore. I'm done. I want to be happy and I have a beautiful son to raise. Leave me alone. Let me heal."
She continued in a subsequent post: "Strange how the loudest defence of the guilty is rarely innocence... It's distraction. When the mask slips, they don't face the mirror they throw it at someone else. I heard that when you break a mirror you get seven years bad luck. Or is that karma? This is why I always take accountability. As they say some are sicker than others."
In another Instagram Story, Osbourne added: "Also while I'm at it can I have my dogs back and all my possessions Oh yeah and maybe some child support?" She also shared quotes and a poem about protecting her child. Representatives for Wilson were contacted by The Daily Mail for comment.
Engagement and family background
Osbourne and Wilson quietly ended their engagement in March 2026, eight months after Wilson proposed. He proposed in 2025 during the final concert of Black Sabbath, the pioneering English heavy metal band fronted by Kelly's late father Ozzy Osbourne, in Birmingham.
The former couple share a three-year-old son named Sidney. Wilson spent more than two decades with Slipknot, an Iowa-based metal band known for their iconic masks and heavy sound, after joining during their expansion to a nine-member lineup in 1998.
