Kevin Dillon as
Johnny “Drama” Chase
As an older brother to Matt Dillon in real life, Kevin Dillon knows a thing or two about sharing the spotlight. Perhaps that’s why Kevin’s portrayal as Johnny Drama is one of our favorite aspects of the Entourage series. Throughout the show’s eight seasons, we watch Drama strive for the stardom he once had while advising younger brother Vincent Chase as he shapes a career of his own. Like Vince’s agent Ari, Drama’s unchecked emotions manage to get him into trouble in both work and love during many episodes of Entourage.