16) Quentin Tarantino in Desperado (1995)
Filmmakers Quentin Tarantino and Robert Rodriguez represent one of the most notable and strongest friendships in Hollywood. They have not only worked together before, such as on their 2007 film Grindhouse, but have also assisted each other on set, sometimes earning just one dollar. Looking back to 1995, Rodriguez was still rising in Hollywood when he received the opportunity to direct a big-budget sequel to his 1993 independent hit El Mariachi. Tarantino, who made a splash at the Cannes Film Festival a year earlier with his influential film Pulp Fiction, appears in a small role as a "Pick-Up Guy" who spends a lengthy time sharing a complicated dirty joke with a bartender (Cheech Marin, who also has a notable cameo in the film).