Four teenage boys devote their summer to escaping the streets of Cleveland, Ohio, by pursuing a dream life of professional skateboarding. But when they get caught in the web of the local queenpin, their motley brotherhood is tested, threatening to make this summer their last.
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Stuck repeating the same pattern of mistakes again and again, Andrew Egan reluctantly accepts a teaching job to support his floundering, stand-up comedy career. As an increasingly anxious Andrew grows accustomed to the droll institution and its occupants he suspects that one of the students may be his downfall and that the previous teacher may not have left of his own accord. His life slowly unraveling, Andrew’s lessons fall on deaf ears and he soon becomes part of a larger cosmic joke.
In 1985, against the backdrop of Thatcherism, Brian Jackson enrolls in the University of Bristol, a scholarship boy from seaside Essex with a love of knowledge for its own sake and a childhood spent watching University Challenge, a college quiz show. At Bristol he tries out for the Challenge team and falls under the spell of Alice, a lovely blond with an extensive sexual past.