Urban's version was released as that album's second single in December 2006 and peaked at number 3 on the US Billboard Hot Country Songs chart.

Urban told Billboard that he recorded "Stupid Boy" at the suggestion of his wife, actress Nicole Kidman.

Tamara Conniff and Ray Waddell of Billboard described the song as "a ballad on how men foolishly break the hearts of the women they love.

"[1] Associated Press reviewer Michael McCall called it "a funky, witty take on a guy who can't appreciate how good he has it.

[4] Urban's rendition of "Stupid Boy" peaked at number 3 on the US Billboard Hot Country Songs chart.