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Aubrey Plaza plays Brandy Klark, a Type-A, overachiever who comes up with a "to-do list" featuring all the risqué extra-curricular activities she missed out on in high school and wants to complete before college.

 

Set in 1993, valedictorian Brandy Klark (Aubrey Plaza) wants to shed her uptight image before college, so she assembles a to do list of all the “activities” she missed out on in high school. Quickly realizing that she's way out of her depth, Brandy solicits her best friends (Alia Shawkat, Sarah Steele, Donald Glover, Christopher Mintz-Plasse and Johnny Simmons), older sister (Rachel Bilson) and burnt-out boss (Bill Hader) for their help and advice. If the group is going to complete the list by September they'll need plenty of imagination and very open minds.