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Gossip Girl star and boyfriend of Leighton Meester, Sebastian Stan played tennis for Hublot’s Tennis Fusion Celebrity Challenge at Sutton East Tennis Club in New York wearing Bess Dirty Boy Jeans.

When I saw these pictures, I immediately recalled this post proving womens trends quickly cross over to mens. No one should make fun of Sebastian’s outfit; I for one am not sports inclined and would play tennis in high heels if I could.

Soon, Stan will be moving past his small screen career where he will be joining Natalie Portman in the upcoming film, Black Swan; the movie revolves around a rivalry set in the world of ballet.