A quarky romantic comedy that follows Tom, a man who aspired to be a architect but settled for being a greeting card writer. When Tom meets Summer, the new administrative assistant at his work, it is love at first sight. Unfortunately for Tom, Summer doesn't feel the same way. Eventhough Summer doesn't believe in relationships, her and Tom become much more than friends. When their relationship suddenly ends, Tom spends his days recounting their relationship by seeking advice from his two best friends and younger sister, Rachel.