Ira & Abby is a romantic comedy directed by Robert Cary that explores monogamy, marriage, and trust. Ira Black (Chris Messina) is floundering in both his personal and his professional lives. His dissertation is unfinished, his therapist of twelve years has just dumped him as a client, and his long-term girlfriend Lea (Maddie Corman) has just dumped him as a lover. In the wake of the collapse of what little structure his life possessed, Ira decides that he needs to make serious changes in his behavior. He joins a gym and immediately takes to the gym's membership coordinator, Abby Willoughby (Jennifer Westfeldt). The two bond, and mere hours after meeting each other, Ira proposes marriage. Abby accepts, but Ira soon realizes that his new wife may have more baggage than he bargained for. The couple's fledgling marriage sends shock waves not only through Abby and Ira's lives but also through the lives of their extended families.