Brandy Klark (Aubrey Plaza) spent her entire high school career as an overachiever. While this has left her set for college intellectually, it means that she missed out on a lot of important "experiences" along the way.
As a solution, she comes up with a "to-do list" of all the risqué, extra-curricular activities she missed out on and wants to complete before college. Along the way, she learns a lot about herself and inadvertently experiences much more than she originally set out to.