Synopsis
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.
Cast

Shawn Hatosy
Tim Dunphy

Amy Smart
Jane Weston

Alec Baldwin
Old Man Dunphy

Jon Abrahams
"Drugs" Delaney

Richard Jenkins
Barney

George Wendt
Joey

Robert Turano
Fran

Gabriel Mann
Jack Wheeler

George Martin
Dean Mort

Libby Langdon
Tim's mother

Jonathan Brandis
Mousy

Jack Ferver
Irv
Alex Toma
Billy Fu

David Gere
Student in Closet (uncredited)
John J. Burke
High school student
Kyle Pepi
Little Jackie Dunphy
Ryan Pepi
Little Jackie Dunphy
More like this

Charlie Bartlett

Fast Times at Ridgemont High

Peggy Sue Got Married

The Rules of Attraction

How I Got Into College

Son in Law

The First Time

Can't Hardly Wait

American Pie

Kicking and Screaming

Dazed and Confused

The Spectacular Now

Irrational Man

At Middleton

Threesome

Trust

Animal House

Elizabethtown

Cherry

10 Things I Hate About You