Best friends Unity and Ellen are in serious ruts. High school teacher Ellen, whose son's dream of going out of state for college is arousing financial anxiety, hasn't dated since she became pregnant on the night of her junior prom. Unity, a successful handyman, is grieving after her soldier husband was killed three years ago. Each woman goads the other to venture out of her restrictive comfort zone, daring the other to take on a list of challenges, ranging from singing karaoke to wearing sexy clothes, skydiving, getting a tattoo, and having sex. Summer brings big changes. Ellen accompanies her son, a dozen other high school athletes, and her good friend Coach Keith on a bus tour of Pacific coast universities. Unity, who works at a senior living community, is speechless when a septuagenarian friend tries to set her up with her great-nephew, but then she thinks about her bet with Ellen.