High school senior Walter Gibson and his best friend Lance are celebrating the fact they are moving on to college, but all Walter can do is lament the fact that he has lost his touch with women. Lance heads to UCLA while Walter moves on to college in New England. The two keep in touch by writing letters, but Walter's luck has not changed. His attempt to get close to Alison Bradbury from his English class by tricking her into tutoring him only results in his angering and alienating her. Eventually, he receives a phone call from Lance telling him to come to California for Christmas break because he has set him up with a beautiful girl, assuring him she is a Sure Thing.