Season: 1
Air Date: August 22, 2004

Entourage's defining episode is also the first season's strongest installment, clearly laying out the formula and tone for the show's future. Gary Busey provides a cameo that's more than just a quick "Hey it's that guy" role, incorporating him into the plot in a way the show would later feel comfortable doing with actual A-listers.

Our first real look into the wacky rapport between Ari and Mrs. Ari (Perrey Reeves), while also confirming that Ari as a character is indeed here to stay after he completely blacks on a rival agent trying to woo Vince. There's also a nice scene of the guys enjoying the California sunset at the end to drive home what the show's all about: best friends living the life, together.