Waymon has a wonderful job in real estate and a bright future ahead of him, but he's stuck in a loveless long-term relationship. He meets Natalie, a lovely club-hopping hipster, and they fall in love instantly. Recognizing that he isn't cool enough to captivate her on his own, he enlists the help of his friend Bobby, a free-spirited smooth talker who works in Waymon's firm's mail room and uses the situation to improve his career.
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Waymon has a wonderful job in real estate and a bright future ahead of him, but he's stuck in a loveless long-term relationship. He meets Natalie, a lovely club-hopping hipster, and they fall in love instantly. Recognizing that he isn't cool enough to captivate her on his own, he enlists the help of his friend Bobby, a free-spirited smooth talker who works in Waymon's firm's mail room and uses the situation to improve his career.
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