18. Matt Damon
Matt Damon slipped 10 places since last year's PopSugar 100 but still earned his spot in the top 20. Damon and his family still call Miami home but spent much of the year around the world for work and play. Matt joined his friend George Clooney at the Venice Film Festival to kick off promotion for The Informant! and a few months later was back on the premiere circuit for Invictus, which earned Damon an Oscar nomination. Matt also continued all his work with the ONEXONE foundation, which even included a hilarious cameo on Entourage. Matt's sense of humor and great looks also earned him a spot in Kimmel's Handsome Men's Club and a guest spot on 30 Rock. In March, some of his A-list friends honored and roasted Matt when he received the American Cinematheque Award, and he capped off his year with the great news that his wife, Luciana, is expecting again!