
Devon Sawa
Simon Harris

The deeply resonant story of a boy named Simon who, despite being raised in an upper-class Manhattan household with all its privileges--and restrictions--is haunted by the mysterious circumstances surrounding his mother's death. In Simon's eyes, his high-powered businessman father Matt wasted no time in marrying his stepmother Lauren, a woman with a perfect facade whom he suspects of having an affair with Matt long before his mother's demise. When Simon is sent away to boarding school in preparation to attend Princeton, he meets Andrew, who introduces him to marijuana and LSD, and immerses him into a whole new world populated by dreamers, artists, utopians, flower children, and partiers who spend the better part of their lives "on tour" at music festivals. Simon is deeply moved by the beauty and freedom of these people, and feels they are the family he has always sought. At his very first concert Simon meets Jennifer, a beautiful young hippie to whom he is immediately attracted; Trace, a hipster on the road less traveled who immediately bonds with him; and Kevin, a champion of the "seize the day" ethic--who is dying of AIDS. As Simon delves deeper into this new-found free-spirited lifestyle, he faces an inevitable conflict not only with the life his father has planned for him, but also with the self-destructive emotional turmoil deep within. Struggling to come to terms with these conflicts, Simon makes a series of bad decisions which land him in a strict drug rehab program run by a street-smart, yet caring woman named Kate. It is here that Simon is made to take a look at himself in an honest light and to learn that until he finds out what is right for him, his chances for happiness will be fleeting at best.
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Devon Sawa
Simon Harris

Bill Smitrovich
Matt Harris

Tara Reid
Jennifer

Eric Mabius
Andrew

Colman Domingo
Trace

Charlayne Woodard
Kate
Lisa Burgett
Lauren

Henri Lubatti
Kevin

John Pirruccello
Joe

Stephen Tobolowsky
Doc

Daphne Brogdon
Simon's mother
Blaine Walker
Young Simon
Manny the Hippie
Vegan GooBall Man

Amos Glick
Neal
Heath Lourwood
Jason

Bob Morrisey
Mr. Whitney

Cole Stratton
Kyle

Scott Ragle
Hippie Stir Fry Buyer