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Feeling pressured to become more sexually experienced before she goes to college, Brandy Klark makes a list of things to accomplish before hitting campus in the fall. Brandy Klark Aubrey Plaza has just graduated from high school where she excelled in every subject, except real-life sexual education. When her older sister tells her how important it is to be experienced, Brandy writes out a sex to do list for herself for the summer. Her friend Cameron might be the perfect guinea pig while she sets her sights on the popular and sexy Rusty Waters as the ultimate end goal.

The film is about a recent high school graduate Plaza , who feels she needs to have more sexual experiences before she starts college. Brandy Klark Aubrey Plaza , from Boise, Idaho , is an overachieving but socially awkward teenager who graduates as the valedictorian of her high school in After the ceremony, Brandy's two best friends, Wendy Sarah Steele and Fiona Alia Shawkat , take Brandy to a party, where she gets drunk for the first time. Brandy makes out with a muscular college boy she has a crush on named Rusty Waters Scott Porter.

But though I went in more than ready to laugh—I even forced myself to chuckle aloud in some early scenes in an attempt to prime the laughter pump, which is never a good sign—this thin, floppy comedy never quite became the high-spirited summer sex romp it clearly set out to be. Cast as an earnest, literal-minded, sexually repressed valedictorian with a framed photo of Hillary Clinton on her desk, Plaza has an emotionally muffled quality. As played by Plaza and written by Carey , Brandy is neither particularly likable nor particularly interesting, so that as her sexual conquests pile up through the long, hot summer of , we get progressively less invested in each one.