Kelly Osbourne and Slipknot DJ Sid Wilson split in March 2026 after four years together, ending what had been her longest and most stable relationship to date. The breakup came roughly eight months after Wilson proposed backstage at Ozzy Osbourne’s final Black Sabbath concert on July 5, 2025 — and just months after Kelly lost her father, rock legend Ozzy Osbourne, who, who died on July 22, 2025, from a heart attack at age 76.
That timeline alone captures the emotional whiplash of Kelly Osbourne’s romantic life. From teenage romances in the early 2000s rock scene to two broken engagements before 30, the daughter of Ozzy and Sharon Osbourne has cycled through at least 14 documented relationships across two decades. Her Kelly Osbourne dating history includes rock vocalists, models, actors, and DJs — each chapter shaped by the relentless tabloid scrutiny that comes with growing up on reality television.
Did Kelly Osbourne Have a Girlfriend?
Kelly Osbourne has no documented history of dating women, and she has not publicly identified as bisexual or used a specific LGBTQ label in any verified interview. Every confirmed relationship in her dating history involves male partners — from Bert McCracken in 2002 through Sid Wilson in 2026.
The search query “kelly osbourne girlfriend” likely reflects curiosity about her current romantic partner rather than a specific same-sex relationship. According to a 2024 People magazine exclusive, Kelly was navigating “relationship strain” with her then-boyfriend Sid Wilson well before their March 2026 split. Kelly has never publicly confirmed a girlfriend or female romantic partner in any interview, podcast appearance, or social media post.
Her mother, Sharon Osbourne, has been vocal about LGBTQ rights through her work on The Talk, but that advocacy has not extended to any public disclosure about Kelly’s own sexuality. Unless Kelly herself addresses this directly, the verified record shows exclusively heterosexual relationships.
Kelly Osbourne’s Complete Relationship Timeline
Kelly Osbourne has been publicly linked to at least 14 partners between 2002 and 2026, including three engagements, multiple confirmed relationships, and several tabloid-reported connections. According to relationship tracking platform WhosDatedWho, the full Kelly Osbourne relationship history breaks into three distinct phases: early rock-scene relationships, a turbulent mid-career period of rapid dating, and the extended Sid Wilson partnership.
| Partner | Period | Status | Notable Detail |
|---|---|---|---|
| Bert McCracken (The Used) | 2002–2003 | Dating | First major public relationship |
| Kevin Zegers | Apr–May 2006 | Dating | Brief connection with Canadian actor |
| Luke Worrall | Jun 2008–Jul 2010 | Engaged (Mar 2009) | Split over infidelity allegations |
| Rob Damiani | Jan–Mar 2011 | Dating | Short-lived post-Worrall rebound |
| Anton Lombardi | May–Jul 2011 | Dating | Low-profile, minimal press coverage |
| Matthew Mosshart | Jul 2011–Jan 2014 | Engaged (Jul 2013) | Second broken engagement |
| Quincy Brown | May–Jul 2014 | Dating | Diddy’s son; brief post-Mosshart link |
| Ricki Hall | Jun–Jul 2014 | Dating | British tattooed model |
| Erik Bragg | Aug 2020–Sep 2021 | Dating | Cinematographer; pandemic-era relationship |
| Sid Wilson (Slipknot) | Jan 2022–Mar 2026 | Engaged (Jul 2025) | Son Sidney born 2023; split Mar 2026 |
Kelly Osbourne Young: The Early Rock Scene Romances
Kelly Osbourne’s first public relationships happened when she was barely out of her teens, already famous from MTV’s The Osbournes and attempting a parallel music career. Every early Kelly Osbourne boyfriend came from the alternative music world, and Bert McCracken set a pattern that would repeat for years — musicians, public visibility, and relationships that burned fast under tabloid scrutiny.
Bert McCracken (2002–2003)
Kelly began dating Bert McCracken, lead vocalist of post-hardcore band The Used, around 2002. Both were navigating the same alternative rock circuit — Kelly had just released material from her debut album Shut Up, while McCracken was riding The Used’s breakout success. According to Kelly’s Wikipedia biography, the relationship lasted into early 2003 and ended without major public fallout. McCracken has spoken openly over the years about his own substance abuse struggles during that period, and the relationship is widely understood to have run its course amid competing career pressures.
Luke Worrall (2008–2010): The First Engagement
Kelly met British model Luke Worrall around June 2008, and the relationship moved fast. By March 2009, Kelly — then 24 — was wearing an engagement ring. The split came in July 2010, driven by widely reported allegations that Worrall had been unfaithful with a transgender model named Elle Schneider while still engaged.
Kelly addressed the betrayal in multiple interviews, describing it as devastating and humiliating on a very public stage. For a young woman already under constant scrutiny as the daughter of Ozzy and Sharon Osbourne, the fallout played out in real time across tabloids on both sides of the Atlantic. She later credited the experience with forcing genuine self-reflection about what she wanted from a partner.
Two Broken Engagements: The Mosshart Era and Its Aftermath
Kelly Osbourne’s second engagement collapsed within three years of the first, making her one of the few young celebrities to publicly weather two called-off engagements before turning 30. The pattern carried real emotional cost — and triggered a visible shift in how much of her personal life she was willing to share publicly.
Matthew Mosshart (2011–2014): The Second Engagement
Kelly and Matthew Mosshart — a vegan chef and brother of The Kills vocalist Alison Mosshart — began dating around July 2011. The pairing brought a creative, artistic energy. By July 2013, they were engaged. According to Life & Style magazine’s timeline, the engagement was called off in January 2014, handled with notably less tabloid drama than the Worrall split. Neither party issued a detailed public explanation.
Ricki Hall, Quincy Brown, and the Rebound Period
The months after the Mosshart split saw Kelly briefly linked to multiple figures in rapid succession. Quincy Brown — son of Sean “Diddy” Combs — and British tattooed model Ricki Hall both appeared in tabloid coverage between May and July 2014. Neither connection lasted beyond a few weeks. Kelly later acknowledged this period as a time of deliberate experimentation with dating while simultaneously working on her sobriety and mental health.
| Engagement | Partner | Engaged | Split | Duration | How It Ended |
|---|---|---|---|---|---|
| First | Luke Worrall | Mar 2009 | Jul 2010 | ~16 months | Infidelity allegations |
| Second | Matthew Mosshart | Jul 2013 | Jan 2014 | ~6 months | Mutual, quiet split |
| Third | Sid Wilson | Jul 2025 | Mar 2026 | ~8 months | Split amid personal hardship |
Kelly Osbourne and Sid Wilson: From 20-Year Friendship to Engagement to Split
Kelly Osbourne and Sid Wilson were together from January 2022 through March 2026 — her longest documented relationship — before splitting weeks after navigating the death of Kelly’s father, Ozzy Osbourne. Their story arc, from decades-long friendship to parenthood to engagement to breakup, represents the most significant chapter in Kelly’s relationship history. Among all searches about Kelly Osbourne Sid Wilson, the engagement and subsequent breakup generate the most interest.
How They Got Together
Kelly and Sid Wilson, the turntablist and DJ for heavy metal band Slipknot, first crossed paths through overlapping rock industry circles more than 20 years before becoming romantic. The Osbourne and Slipknot families had a long-standing connection. When the friendship turned romantic in early 2022, Kelly confirmed it publicly on Instagram. Sharon Osbourne voiced enthusiastic approval, describing Wilson as someone the family had known and trusted for years — a meaningful endorsement given how publicly previous Osbourne-family-adjacent relationships had imploded.
Son Sidney and Parenthood
Kelly announced her pregnancy via Instagram in 2022, and their son Sidney was born in 2023. Kelly has spoken candidly about navigating pregnancy and new motherhood while maintaining her sobriety — a detail largely absent from most tabloid coverage of the relationship. According to a viral October 2025 social media post, toddler Sidney dressed as his grandfather Ozzy for Halloween, biting a bat head in a nod to the infamous 1982 concert incident.
Engagement and Breakup (2025–2026)
Sid Wilson proposed on July 5, 2025, backstage at Ozzy Osbourne’s final performance with Black Sabbath in England. Just 17 days later, Ozzy died of a heart attack on July 22, 2025, at age 76, with coronary artery disease and Parkinson’s disease listed as contributing factors. According to TMZ, Kelly and Sid split in early March 2026 — roughly eight months after the engagement. Sources described the period as “incredibly difficult” for Kelly, who was simultaneously grieving her father and managing the pressures of a high-profile engagement.
Sharon and Kelly Osbourne made their first public appearance together since Ozzy’s death at the 2026 BRIT Awards, where a tribute was held in Ozzy’s honor. Whether Kelly and Sid Wilson will reconcile remains unconfirmed as of March 2026.
What Kelly Osbourne’s Relationship History Reveals
Across 14 documented relationships spanning 24 years, Kelly Osbourne’s dating history shows a clear evolution — from chaotic early pairings defined by tabloid exposure to increasingly private, intentional partnerships shaped by sobriety and personal growth.
- Music industry pattern: At least five of Kelly’s documented partners — McCracken, Worrall (connected through music), Mosshart, Jimmy Q, and Sid Wilson — came from the music or creative arts world. Kelly Osbourne is a music industry figure herself, and her social orbit has consistently reflected that.
- Three broken engagements: Worrall (2009–2010), Mosshart (2013–2014), and Wilson (2025–2026). Each ended under different circumstances, but the pattern suggests Kelly values commitment while struggling with the pressures that accompany it under public scrutiny.
- Sobriety as a dividing line: Kelly has been open about her struggles with addiction and her journey through recovery. Her post-sobriety relationships (particularly with Erik Bragg and Sid Wilson) have been markedly more private and stable than the earlier, more turbulent pairings — until external tragedy intervened.
Kelly Osbourne is one of the few celebrity figures whose entire romantic life has played out on camera, starting with The Osbournes when she was 17. That level of exposure would strain any relationship — and understanding it is essential context for anyone examining her dating history.
Frequently Asked Questions
Does Kelly Osbourne have a partner right now?
Kelly Osbourne is currently single as of March 2026. She and Sid Wilson, Slipknot’s DJ and her fiance, split in early March 2026 after four years together. TMZ reported the breakup on March 23, 2026, noting it occurred during an “incredibly difficult” period following the death of her father, Ozzy Osbourne, in July 2025.
Is Kelly Osbourne in a relationship?
No. Kelly Osbourne’s most recent relationship with Sid Wilson ended in March 2026. The couple had been engaged since July 5, 2025, when Wilson proposed backstage at Ozzy Osbourne’s final Black Sabbath performance. Whether they will reconcile has not been publicly confirmed.
Did Kelly Osbourne ever have a girlfriend?
There is no verified record of Kelly Osbourne dating a woman. Her entire documented relationship history — spanning 14 partners from 2002 to 2026 — involves male partners exclusively. Kelly has not publicly identified with any LGBTQ label in interviews or on social media.
Does Kelly Osbourne have a husband?
There is no Kelly Osbourne husband — she has never been married. She has been engaged three times — to model Luke Worrall (2009–2010), chef Matthew Mosshart (2013–2014), and DJ Sid Wilson (2025–2026) — but none of these engagements resulted in a wedding.
Does Kelly Osbourne have a child?
Kelly Osbourne has one child, a son named Sidney, born in 2023. Sidney’s father is Sid Wilson. Kelly has spoken publicly about the challenges of maintaining sobriety during pregnancy and early motherhood, describing parenthood as the most grounding experience of her life.
Who is Kelly Osbourne’s father?
Kelly Osbourne’s father was Ozzy Osbourne, the legendary Black Sabbath frontman and solo heavy metal artist. Ozzy died on July 22, 2025, at age 76, from a heart attack. Kelly’s mother is Sharon Osbourne, the television personality and entertainment manager. As the daughter of a rock icon, Ozzy’s outsized fame shaped every aspect of Kelly’s public life, from her appearance on MTV’s The Osbournes (2002–2005) to the intense media scrutiny of her relationships.
Who is Sid Wilson, Kelly Osbourne’s ex-fiance?
Sid Wilson is a musician best known as DJ and turntablist #0 of Slipknot, the Grammy-winning heavy metal band from Des Moines, Iowa. He and Kelly knew each other for over 20 years through the music industry before becoming romantically involved in January 2022. They share a son, Sidney, and were engaged briefly before splitting in March 2026.
The Full Picture
Kelly Osbourne’s relationship history tracks a specific kind of celebrity arc — one where every heartbreak, every rebound, and every new beginning gets dissected in public. Three engagements, zero marriages, one child, and a string of partners that reads like a who’s-who of the rock and entertainment world. The “kelly osbourne girlfriend” question that drives many searches to this topic has a straightforward answer: no confirmed female partners, but a deeply complex romantic life that defies simple categorization.
The March 2026 split from Sid Wilson, coming so soon after losing Ozzy, marks one of the most difficult periods Kelly has faced. What comes next remains an open question — but if two decades of public dating history are any guide, Kelly Osbourne will navigate it on her own terms.
