While most of us were wearing braces and going through an awkward stage, Ryan was singing and dancing his way to the top. Check him out shimmying his hips in a leather motorcycle jacket and gyrating on the ground while singing "Runaround Sue." Serious skills!
Ryan went on to star on The Mickey Mouse Club with fellow future A-listers Justin Timberlake, Britney Spears and Christina Aguilera, and become one of our biggest celeb crushes. Enjoy this vintage Gosling goodness!