A troubled woman seeks out the child she gave up for adoption; a gay motel owner takes in a handsome drifter; and the wife of a preacher frets that a gay couple has moved in across the street. All of their lives will intersect as Loggerheads subtly draws out their secret losses and desires.

The seeds of love are planted when Lisa, a high-powered investment banker, receives flowers from a secret admirer. But when his fairy-tale fantasies clash with her workaholic ways, they soon find out that sometimes, it's harder than it seems for love to conquer all.