Jessica Simpson really discovered a diamond in the rough with John Mayer. Famed shutterbug Annie Leibovitz shot a series of black and white celeb portraits for the new fall Gap campaign called Classics Redefined. Check out Mayer - who has successfully redefined himself from guitar geek to planet-conscious hottie - modeling a $39.50 sweater vest. Other stars in the campaign, which will begin appearing in magazines in September, include Lucy Liu, Sarah Silverman and Ken Watanabe.
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→John Mayer looks hot for the Gap
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