Former WWE superstar Chris Masters recently opened up about Sharon and Ozzy Osbourne’s appearance at WrestleMania. He shared a candid account of his interaction with the iconic couple in an interview with TMZ Sports.
Masters reflected on the memorable moment, recalling how Ozzy Osbourne’s genuine reaction left a lasting impression on him. He also revealed that Sharon Osbourne’s interest didn’t stop at ringside.
“When I watch that back now, Ozzy was so genuinely entertained. It’s endearing to me when I watch that and I see how much I was able to entertain a legend like him, and for Sharon to be basically flirting with me,” Masters said.
He went on to describe how the interaction continued beyond the public moment, while also sharing his thoughts on the outcome of the event.
“Which she continued backstage after that, innocently… If that whole thing was a shoot, they wanted me to win… [But], the main thing was just seeing Ozzy’s joy. Like, that’s cool,” he continued.
The interaction took place at WrestleMania 23 in 2007. It was one of the most star-studded editions of the annual event, held at Ford Field in Detroit. The Osbournes’ presence at ringside added a rock-and-roll edge to the spectacle. Masters’ match that night became one of the more talked-about moments of the evening — not just for what happened in the ring, but for what unfolded around it.
Masters competed against Mr. Kennedy at the event, with Kennedy ultimately coming out on top. Masters’ suggestion that the outcome may not have been set in stone reflects the kind of behind-the-scenes ambiguity that has long fueled fan speculation about the inner workings of WWE storytelling.
Masters entered WWE as a first-round draft pick in 2005. He quickly established himself as one of the promotion’s most physically imposing talents. His signature submission hold, the Master Lock, became a defining part of his early character. It helped cement his reputation as a dominant force in the locker room.
Despite the early momentum, Masters’ run with WWE was relatively brief. He departed the company in 2009, though he made sporadic returns in the years that followed. His career arc — from highly touted prospect to cult favorite — mirrors that of many wrestlers who found their most devoted audiences long after their peak television exposure.
The WrestleMania 23 appearance remains one of the more colorful footnotes in Masters’ career. His willingness to revisit it with humor and warmth speaks to how fondly he looks back on that era of his professional life.
