Demi Lovato and Wilmer Valderrama (With a 12-year age gap)
Although their relationship is finished, Wilmer Valderrama appears to have a thing for younger ladies. His preferences have gotten a lot of attention in the past, especially during his six-year engagement with singer Demi Lovato.
Despite their 12-year age difference, the pair appeared to be able to work through their difficulties. The two eventually broke up and moved on with their lives. Wilmer is currently engaged to Amanda Pacheco, with whom he has a child.