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A man with an extreme case of agoraphobia (Greg) falls in love with the mail lady (Sadie) and must work up the courage to leave his house, which he hasn't stepped foot out of in years. Meanwhile, Greg's best friend (Mathew) drops by the house unexpectedly every day to both ridicule and comfort Greg as he slowly works up the courage to talk to Sadie. Life on the Outside takes place over the course of one week and is full of cute romance and fun humor.