Adrian Grenier Vincent Chase Actor Kevin Connolly Eric Murphy Actor Kevin Dillon Johnny "Drama" Chase Actor Jerry Ferrara Turtle Actor Jeremy Piven Ari Gold Actor Samaire Armstrong Emily Guest Star Debi Mazar Shauna Guest Star Monica Keena Kristen Guest Star Leighton Meester Justine Chapin Guest Star Beau Garrett Guest Star Perrey Reeves Mrs. Ari Guest Star Joshua LeBar Josh Weinstein Guest Star Jordan Belfi Adam Davies Actor Julian Wells Stripper Guest Star Frank Medrano Liquor Store Cashier Guest Star Brooke Tobol Guest Star Dune Kossatz Staples Girl Guest Star Cliff Dorfman Cliff Guest Star Kate Albrecht Christy Guest Star Bogdan Szumilas Agent Guest Star Mark Wahlberg Executive Producer Stephen Levinson Executive Producer Doug Ellin Executive Producer Larry Charles Executive Producer