Ashley Richmond's goal to become a psychologist becomes derailed by sudden doubts. She questions what direction her new career track should take. In her personal life, her brothers have become strangers, but she's ready to try to forgive past mistakes and reconnect. While trying to decide on her career and figure out her sibling relationships, life takes another turn when she meets Jason. Their mutual attraction is complicated by his family obligations and her uncertainty over the future. Can they form a relationship with all the obstacles in their path? As they share their experiences of sibling relationships and future plans, they find life a messy but sweet experience.