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A local man gambles on his ability to charm any lady into the sack and gets much more than he bargained for.
Shortly after the morning waitress who replaced Markie at the Oxford coffee shop has a child, Pam is looking for help to fill the morning shift. Trisha, a homeless girl is counting change in a booth. Pam hires her and, having recently married, sets Trisha up in the house she was preparing to sell. Nate and coworkers come into the diner for lunch and see the new girl. Nate mentions in passing that he bets he could get her in bed on the first date. They call him on his statement, so he sets things up. Figuring Trisha as a less than proper girl, he charms her, hoping to win that bet. Little does he know, she is much more complex than he ever expected. After the date, Nate must decide whether he should leave her alone as intended, or open his mind and risk exposing his heart.