Because you like Tony Blundetto in The Sopranos
A wildly brilliant detective, Sherlock Holmes can figure out everything except how to interact with other human beings. See them in Sherlock.
It's hard to tell if Dean Winchester cares more about saving the world or his 1967 Chevy Impala. 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.