The Chris Isaak Show (2001) : 1x9

From Showtime: When his boyhood musical idol, trumpeter Jo Jo Burnett dies suddenly after playing with Silvertone, Chris is shocked to learn that he left no friends or family. Determined not to face a similar fate when he grows old, Chris invites his girlfriend Celeste to go on tour with him. It's a fine way of showing his commitment to the relationship, but it is not, as it turns out, a good idea. Especially since being on the bus allows Celeste to catch a glimpse of the groupies and breast-flashing female fans and the juvenile antics of the other musicians. Meanwhile, Anson, always the party dog of the band, is having his own crisis of faith, sparked by a young woman's observation that his teeth were beginning to yellow. And Yola, who's also decided to come along on the tour, is making a mess of things with her micro-management.