No. 6: Colin O'Donoghue as Autolycus

Credit: ABC
Colin O'Donoghue who plays the dashing Captain 'Smoulder Eyes' Hook in Once Upon a Time (ABC). O'Donoghue already has the cheeky charisma down to a tee, not to mention the physical acting abilities and facial hair.
Captain Hook is basically Autolycus, if he was a storybook character, or at least the non-evil Captain Hook is. Plus, it would save wardrobe a lot of work because he already has the the shirts and leather trousers.
Most importantly, Colin O'Donoghue is able to play an intellectual without coming across patronizing or condescending to the other characters he interacts with.
Not an easy skill to master.
8 Comments