7. "The Script And The Sherpa"

Season: 1
Air Date: August 15, 2004

There's a weed drought in L.A. and, what's worse, Vince is letting his new, earthy girlfriend voice her opinion on career strategies, much to Eric's chagrin. Entourage started out with a certain offbeat quality it never quite maintained after the first season—for better or for worse—but it's on high here when the guys visit a Sherpa, played by an unrecognizable Val Kilmer, the first celeb to show that special guest stars could do more than just play themselves for cameos.