Definitely go for it! I've seen a few really cool alternate interpretations of Assassins. This modern Connor is my favorite:
I'd say be creative and go all out!
Done: Captain Malcolm Reynolds (Firefly); Eleventh Doctor (Doctor Who); Captain Levi (Shingeki no Kyojin); Captain Jack Harkness (Doctor Who); Vash the Stampede (Trigun); The Kid (Bastion)
In progress: Booker Dewitt (Bioshock Infinite) - 90%; Steampunk'd Han Solo (Star Wars) - 98%; Connor Kenway (Assassin's Creed III) - 30%; Max Rockatansky (Mad Max series) - 35%; Bucky Barnes/Winter Soldier (Captain America: TWS) - planning
Future: Mal Reynolds (improved), Jaime Lannister (GoT)