The film chronicles the summer 1989 afternoon when the future President of the United States, Barack Obama, wooed his future First Lady, Michelle Obama, on a first date across Chicago's South Side.

A high school transfer student finds a new passion when she begins to work on the school's newspaper.

When a poor guest arrives early to a creepy manor deep in the woods, he is greeted by the Lover's Grimm and told stories to pass the time before the party begins.