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 Rex Lee Lloyd Actor Perrey Reeves Mrs. Ari Actor Emmanuelle Chriqui Sloan McQuewick Guest Star Scott Caan Scott Lavin Guest Star Autumn Reeser Lizzie Grant Guest Star Dania Ramirez Alex Guest Star Jonathan Keltz Jake Steinberg Guest Star Janet Montgomery Jennie Guest Star Patrick Gallagher Randy Guest Star Beverly D'Angelo Barbara Miller Guest Star Carrie Fisher Anna Fowler Guest Star Miguel Sandoval Carlos Guest Star Constance Zimmer Dana Gordon Guest Star Sasha Grey Sasha Grey Guest Star Randall Wallace Randall Wallace Guest Star Lenny Kravitz Lenny Kravitz Guest Star Diddy Sean Combs Guest Star Jerry Jones Jerry Jones Guest Star Rhys Coiro Billy Walsh Guest Star Mark Wahlberg Mark Wahlberg Guest Star, Executive Producer Chris Bosh Chris Bosh Guest Star Frank Maharajh Agent Raj Guest Star Kendra Chase Cheryl Guest Star Diana Carr Amber Guest Star Geneva Somers Mary Guest Star Jamal Thomas Agent Guest Star Brit Shaw Dana's Assistant Guest Star Yori Uehara TMZ Reporter Guest Star Michael Li-Paz Rabbi Guest Star Jessi Ellin Bat Mitzvah Kid Guest Star George Boedecker TMZ Reporter Guest Star Eiran Zell Golfer Guest Star Steve Fisher Golfer Guest Star Stewart Rahr Golfer Guest Star Karina D'Bautista Mexican Party Patron Guest Star Nicholas Givanio Miller Gold Agent Guest Star Eli Jane Entourage Actress Guest Star Nicolette Nightingale E's Hot Secretary Guest Star Aaron Zell Golf Instructor Guest Star Sarah Zurell Agent Guest Star Stephen Levinson Executive Producer Doug Ellin Executive Producer Denis Biggs Executive Producer Rob Weiss Executive Producer Ally Musika Executive Producer