In this coming-of-age comedy, Tim Dunphy is leading a go-nowhere existence, spending his days smoking pot and hanging out with his best friend, Drugs Delaney. But Tim's lazy days of getting high are jettisoned after a brush with the law convinces his blue-collar dad to send him to a Connecticut prep school. The one saving grace of the new school is Jane, a fellow student Tim falls for immediately.
Shawn Hatosy
as Tim Dunphy
Amy Smart
as Jane Weston
Alec Baldwin
as Old Man Dunphy
Jon Abrahams
as "Drugs" Delaney
Richard Jenkins
as Barney
George Wendt
as Joey
Robert Turano
as Fran
Gabriel Mann
as Jack Wheeler
George Martin
as Dean Mort
Libby Langdon
as Tim's mother
Jonathan Brandis
as Mousy
Jack Ferver
as Irv