Official BOOKSMART Trailer Watch the official BOOKSMART trailer! The film, directed by Olivia Wilde, stars Beanie Feldstein, Kaitlyn Dever, Billie Lourd, Jessica Williams, Will Forte, Lisa Kudrow, and Jason Sudeikis. BOOKSMART will be released in theaters on May 24. On the eve of their high school graduation, two academic superstars and best friends realize they should have worked less and played more. Determined not to fall short of their peers, the girls try to cram four years of fun into one night.