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Olivia Wilde stars as the anxiety-ridden Barrett, who takes up with an agoraphobic, played by Jason Sudeikis. The two engage in a courtship over the phone, discussing the dates they would go on if their phobias didn't stand in the way. As the fantasies develop, the two must decide if they can put aside their fears in order to find real-life romance.
The story follows a put-upon high school student (Michael Seater) who loans out his van (nicknamed "The Sin Bin") to his friends for their sexual exploits. Complicating matters, he is caught in a love triangle between a cute girl at school (Emily Meade) and the villainous student liaison (Bo Burnham).