The performance by Robert Downey Jr. at Sting’s 60th birthday celebration continues to amaze music fans. Reactions like “Ironman can sing – like that?!” are common. As befits a superstar of his kind, Downey Jr. is modest about his relationship with Sting. He describes how they first met when Downey was in his mid-twenties and fascinated by the notion that he was a gifted songwriter. He attempted to palm a demo cassette onto Sting in the stairwell following a Sting performance. Sting was taken aback.

Trudy Styler, Sting’s wife and a fan of Less Than Zero, recognized Robert Downey Jr. “How kind of you to have come,” she said as she greeted the young actor. Sting and Trudy didn’t bring it up until 25 years later, when they told Downey they had found the tape and asked if he wanted it back. If they listened to the cassette, Downey deadpanned the notion that they could rewind it and tape the case shut once more. Fortunately, this did not prevent Downey from appearing at Sting’s 2011 birthday fundraiser.