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Billy Madison (1995)

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Details
Trailer

SEXUAL REFERENCES, LOW LEVEL COARSE LANGUAGE

Director:	Tamra Davis
Actors:	Bradley Whitford, Adam Sandler, Darren McGavin, Josh Mostel, Bridgette Wilson, Norm McDonald, Larry Hankin

He's heir to the Madison Hotel millions, but the only subjects Billy (Adam Sandler) has studied lately are babes and booze. For him, life has been a ten-year party since he left high school; drinking bottomless daiquiris, catching rays by the pool, pulling moronic pranks and chasing anything in (or out of!) a skirt.
But when Brian Madison (Darren McGavin) informs his goofball son that he plans to turn over his Fortune 500 company to vice president/weasel Eric Gordon (Bradley Whitford), Billy makes the bet of his life. He's going back to school - grades 1 to 12 in 24 weeks! - with hilarious results. And this time, Mr Madison's cheque book won't be the source of Billy's academic "advancement".
Can bona fide blockhead Billy clean up his act to win his father's respect, the family fortune and the love of his beautiful teacher, Veronica (Bridgette Wilson)? Hey, It's worth a shot!