An Official Ranking of Taylor Swift's Music Video Boyfriends – Sean O’Pry…

An Official Ranking of Taylor Swift's Music Video Boyfriends – Sean O’Pry – 'Blank Space' Success Factor: Sean O'Pry is one of the highest paid male models in the world (he's walked for Versace and Armani to name a few). In 2014 Vogue named him one of the top 10 male models of all time. In 2012, he appeared in Madonna's "Girl Gone Wild" music video. Hotness Factor: Those eyes and that jawline, enough said!