From British reality star to outspoken fashion critic, Kelly Osbourne has carved out a unique place in the entertainment world. Born on October 27, 1984, in Westminster, London, Kelly first crashed into our living rooms as the witty, rebellious teenager on MTV’s groundbreaking reality show “The Osbournes.” Growing up as the middle child of rock legend Ozzy Osbourne and sharp-tongued manager Sharon Osbourne meant her childhood was anything but quiet – or ordinary.
After “The Osbournes” wrapped, Kelly could have easily faded into the background like many reality TV personalities before her. Instead, she kept reinventing herself: launching a music career with her cover of “Papa Don’t Preach,” tackling fashion criticism on E!’s “Fashion Police,” and even competing on “Dancing with the Stars.” For a long time, her purple hair became her signature, a nod to both her boldness and her willingness to stand out – though she’s never been afraid to shake things up and try on new styles.
But it’s not just Kelly’s famous last name or evolving style that have kept her relevant. It’s her candor. Over the years, she’s spoken with disarming honesty about battles with addiction, struggles with body image, and the reality behind the spotlight. She’s never been one to sugarcoat her experiences or hide her flaws, and that realness has made her deeply relatable to fans.
Love Life Lowdown
When it comes to romance, Kelly’s relationships have been just as colorful as her hair. These days, she’s happily dating Slipknot DJ Sid Wilson. The two began their relationship in 2022 and soon after, Kelly announced that they were expecting their first child together. Their son, Sidney, arrived in late 2022, though Kelly’s kept much of his early life private – a sharp contrast to her own very public upbringing.
Looking back, Kelly’s dating history shows a definite preference for creative partners who understand the chaos and excitement of show business:
- Erik Bragg (2020-2021) – Kelly and cinematographer Erik started dating during the pandemic. Their relationship lasted about a year, during a period when Kelly was especially focused on her sobriety.
- Jimmy Q (2019) – Kelly was briefly linked to British model and tattoo artist Jimmy Q. The couple popped up at events in London for a few months before quietly splitting.
- Ricki Hall (2014) – Social media followers saw glimpses of Kelly’s relationship with British model Ricki Hall through photos and posts. It was relatively short-lived, but memorable.
- Matthew Mosshart (2011-2014) – Kelly’s engagement to chef Matthew Mosshart followed a whirlwind romance that began at Kate Moss’s wedding. They called off the engagement in early 2014, with Kelly later admitting she wasn’t ready to settle down.
Over the years, Kelly’s approach to love has noticeably matured. Early romances seemed fast and intense, but as she’s grown up – and especially since deciding to prioritize her own health – Kelly has become more thoughtful about her choices in partners.
As she put it in a 2021 interview, “I’ve realized you can’t build a healthy relationship if you’re not healthy yourself first.” It’s an insight that’s shaped not just her love life but her outlook on everything.
Finding Balance
Motherhood has added an entirely new chapter to Kelly’s story. For years, she wondered if she’d ever experience parenthood because of health issues, so becoming a mom to Sidney has been both a joy and a turning point. Unlike her own childhood, which played out in front of cameras, Kelly is fiercely protective of her son’s privacy. She shares snippets of motherhood but draws a clear line when it comes to his exposure on social media.
Her relationship with Sid Wilson seems grounded in an unspoken understanding of what it means to live in the public eye. With Sid’s background in one of metal’s biggest bands and Kelly’s lifelong experience in the glare of fame, theirs is a connection built on empathy, creativity, and mutual respect.
Looking at her relationships over the years, it’s clear Kelly gravitates toward people who are not only artistic but also have their own identity, separate from her family’s enormous shadow. And unlike her younger days – when every breakup or new boyfriend was splashed across the tabloids – Kelly has chosen to keep her relationship with Sid much more private. It feels like a sign of how much this chapter means to her.
Past Relationships
Sid Wilson
Erik Bragg
Lucien Laviscount
Ricki Hall
Quincy Brown
Matthew Mosshart
Natt Weller
Jonathan Pierce
Anton Lombardi
Nick Grimshaw
Rob Damiani
Luke Worrall
Kevin Zegers
Bert McCracken
For someone who literally grew up on camera, Kelly Osbourne has achieved something remarkable: she’s defined a public persona on her own terms, yet managed to keep parts of her life – especially the ones closest to her heart – out of the spotlight. From rebellious reality TV teen, to fashion critic, to doting mother, Kelly’s journey has been about so much more than her last name. Through ups and downs, romantic missteps and reinventions, she’s become wholly and unapologetically herself.
