Year: 2005
Sneaker: adidas Climacool Feather III

If anyone was going to be a Nike lifer, it was Andre Agassi. The epitome of tennis cool in the '90s, he was going to be a brand ambassador forever, just like Mike (and Charles, and Bo, and Johnny Mac). But no. In 2005 he jumped ship for adidas, wearing the Three Stripes in the twilight of his career. He's since re-joined the Nike family, where presumably he will stay, but that brief jump is still hard to believe.