Because you like Ben Barry in How to Lose a Guy in 10 Days
A wildly brilliant detective, Sherlock Holmes can figure out everything except how to interact with other human beings. See them in Sherlock.
Castiel might be an immortal angel, but the human world is still more than a little confusing. See them in Supernatural.
His murderous megalomania aside, Loki is quite charming. Just don't mention his strapping older brother; he's a tad jealous. See them in Marvel Cinematic Universe.
A daring conman, Flynn Rider is so charismatic that you might not mind when he steals from you. See them in Tangled.
What Ron Weasley lacks in motivation and book smarts, he makes up for in loyalty and street smarts. See them in Harry Potter Series.
Chandler Bings keeps his friends on their toes with his cutting wit, all the while trying to discover his own place in life. Could he BE any funnier? See them in Friends.