Movies Similar to Boy Meets World: No Such Thing as a Sure Thing (1999)

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Armed with "insider" information--mainly, that Pennbrook College's star football player Jerry Mungo (Grant Garrison) may lose his eligibility because of terrible grades--Jack (Matthew Lawrence) places what sounds like very small bet on Pennbrook's rival amish. Eric (Will Friedle) matches Jack's bet, little realizing that he has wagered a thousand dollars! Meanwhile, Topanga (Danielle Fishel) has a heart-to-heart with her divorcing parents, which helps change her mind about her future with Cory (Ben Savage). ~ Hal Erickson, Rovi