Woody's friend George has given him a couples ticket to the upcoming Hi-Teen Carnival at their high school. As such, Woody, who has always just hung out with friends in groups, contemplates asking a girl out on a date for the first time in his life, but being inexperienced, he doesn't know how to go about it or how to act on the date. He ponders who to ask. The prettiest girl or the most outgoing girl may not be the best choice, but rather the girl with who he thinks he would have the best time may be. His older brother Ed may be able to give Woody some pointers as his own examples of what he does from the time he talks to the intended to ask her out to the time he drops her off at the door after the date is over. Several specific events within that span are shown showing the wrong ways to handle the situation to one of the right ways. These situations include who to ask, how to ask her, if he needs to buy her a gift such as flowers, and what to do when he drops her off at the door after the date is over.
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