The Surprise Rock 'n' Roll Proposal: 5 Shocking Details Of Who Proposed To Kelly Osbourne And The Custom Ring

The question of who proposed to Kelly Osbourne has been definitively answered, confirming a rock 'n' roll love story two decades in the making. As of the current date, December 11, 2025, Kelly Osbourne is officially engaged to her long-time partner, Slipknot DJ Sid Wilson. The surprise proposal, which took place just a few months ago in July 2025, was a deeply personal and family-centered affair, cementing their union after a whirlwind romantic period and the birth of their first child. The engagement has captivated fans, not only because of the couple's contrasting public images—Kelly, the former *Fashion Police* host and daughter of rock royalty, and Sid, the masked heavy metal turntablist—but also due to the unique, sentimental details surrounding the moment. This is a fresh chapter for the Osbourne family, who have publicly welcomed the man they call Kelly’s "soulmate" into their fold.

The Man Behind the Mask: Sid Wilson's Biography and Profile

The man who proposed to Kelly Osbourne is Sidney George Wilson, a prominent figure in the world of heavy metal music. He is best known as the masked DJ and turntablist for the Grammy-winning metal band Slipknot. * Full Name: Sidney George Wilson * Stage Names: Sid Wilson, DJ Starscream, #0 * Date of Birth: January 20, 1977 * Age (as of Dec 2025): 48 years old * Place of Birth: Des Moines, Iowa, U.S. * Occupation: Musician, DJ, Turntablist, Keyboardist, Record Producer * Primary Band: Slipknot (1998–present) * Role in Slipknot: Turntablist, Keyboardist (known for his energetic stage presence and various masks). * Solo Career: Has a solo career as DJ Starscream, blending various electronic and industrial sounds. * Relationship Status: Engaged to Kelly Osbourne. * Child: Son, Sidney (born 2022), with Kelly Osbourne. * Net Worth: Estimates vary widely, but sources place his net worth between $1 million and $15 million, primarily earned through Slipknot's massive album sales and global tours. Wilson is recognized for his intense, chaotic stage presence, often engaging in high-energy acrobatics and stage dives during Slipknot performances. His relationship with Kelly Osbourne represents a unique blend of rock royalty and nu-metal intensity.

A Proposal Backstage: The Unexpected Setting and Date

The engagement was a surprise to many, especially given the couple's long, platonic history. The details of the proposal are a perfect reflection of their rock 'n' roll lives. The proposal took place in July 2025. It happened backstage at an event celebrating Kelly's father, Ozzy Osbourne. While Black Sabbath's official final concert was in 2017, the recent proposal was reportedly at a private or family-focused event, sometimes referred to in reports as "Ozzy Osbourne's final concert" or "Back To The Beginning," which centered on the Prince of Darkness. This intimate, family-centric setting was a deliberate choice by Sid Wilson. It meant that Kelly's legendary parents, Ozzy and Sharon Osbourne, were immediately present to share in the joy. It has been reported that Ozzy Osbourne even weighed in on the Slipknot DJ marrying his daughter, giving his blessing to the union. The moment itself was captured in a short clip shared by Kelly, where Sid began his emotional proposal by saying, “Kelly, you know I love you more than anything in the world.” The low-key, family-approved nature of the proposal was a sweet contrast to the couple's public, high-octane rock personas.

The Sentimental Story Behind Kelly Osbourne's Engagement Ring

One of the most talked-about aspects of the engagement is the bespoke, custom-designed ring. It is not just a piece of jewelry; it is a profound nod to Kelly's childhood and her relationship with her father. Sid Wilson worked with a luxury jewelry brand to create a one-of-a-kind piece. The ring is a bespoke gold and diamond piece that was directly inspired by a piece of jewelry Kelly had worn as a child. Kelly has often spoken about a ring she wore as a young girl, which was a replica of her mother Sharon Osbourne’s engagement ring. Sid Wilson took this deeply personal detail and commissioned a ring that closely resembles that childhood favorite, making the moment of the proposal incredibly sentimental. This attention to detail highlights how much Wilson understands and cherishes his fiancée’s personal history and family ties. The ring is a symbol of their long-standing connection and the blending of their families.

From Friends to Fiancés: Kelly and Sid Wilson's Relationship Timeline

Kelly Osbourne and Sid Wilson's romance is a testament to the idea that the best relationships often start with a solid foundation of friendship. Their love story is a long-term journey that only recently turned romantic. * 1999: The First Meeting: Kelly and Sid first met on the music scene in 1999. At the time, Slipknot was touring, and Kelly’s family was already entrenched in the rock world. They remained friends for over two decades. * January 2022: Officially Dating: After over twenty years of friendship, the pair officially began dating. Kelly announced their romantic relationship publicly, calling Wilson her "best friend and soulmate." * May 2022: Pregnancy Announcement: Kelly announced she was pregnant with their first child. * Late 2022: Birth of Their Son: The couple welcomed their son, Sidney, named after his father, into the world. Kelly and Sid have kept their son's life relatively private. * July 2025: The Engagement: Sid Wilson proposed to Kelly Osbourne, making their decades-long friendship officially a lifelong commitment. This romantic progression is different from Kelly's past public engagements. Kelly Osbourne has been engaged twice before her current engagement to Sid Wilson. 1. Luke Worrall (2009–2010): Kelly was engaged to the model Luke Worrall. 2. Matthew Mosshart (2013–2014): She was also engaged to chef Matthew Mosshart. The current engagement to Sid Wilson feels different and more permanent, rooted in a deep, enduring history and shared parenthood. The couple, who are now navigating their new lives as parents and fiancés, are a prime example of a modern rock 'n' roll family.