It is mostly smooth sailing on tour with Shy as the two develop a sweet rapport with one another. There are plenty of stand-up acts and musical performances to go around. After Midge learns her lesson in Vegas that you have to adjust your act per the geographical background of your audience, she really gets good.
Midge befriends Shy's bass guitarist, Carol Keen, played by none other than Liza Weil, who played Gilmore Girls fan-favorite Paris Gellar. Keen is a single mother and veteran when it comes to performing on the road while mothering from a distance. She gives Midge some sage advice in a solidarity sisters moment.
Shy and Midge form a great bond that's a pleasure to watch. On their last night in Florida, she comes to his rescue after finding him beaten and bruised on his boat. Midge gets a reality check when she learns her boss can't stay at a different hotel because, well, it's Jim Crow Florida in 1960. She learns Shy is a closeted gay man, who, underneath his shiny smile and pretty girls on his arms, lives a darker life than she first thought. Out of gratitude, Shy reveals his original name: Dwayne.
