Twice Shy tells the story of two strangers who have shut themselves down emotionally as a way to cope with their lives. Bob is an artist with a creative block who loses himself in an aimless existence, while Casey suffers from deep-seated anxiety and feelings of abandonment. Brought together through an unexpected circumstance, they begin to open up and trust each other, gradually finding that their fears of being hurt are overcome by the simple joys that they now share. As they tentatively try to build a life together, the harsh realities of the outside world begin to intrude on their happiness, but the experience changes them both in fundamental ways.