Jennifer Lopez, Casper Smart & 9 Other May-December Romances

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Demi Lovato, 19, & Wilmer Valderrama, 31

Lovato was linked to the famous Colombian-Venezuelan playboy after she broke up with singer Joe Jonas. Since then, rumors have been flying about a rumored romance between the two. At 31, Valderrama is 12 years older than Lovato. The two were spotted kissing outside Valderrama’s Los Angeles home this week.