
"Shoulda. Coulda. Woulda."
A successful author is forced to confront an unrequited high school crush when he returns home to deliver a commencement address to graduating seniors. Shasta O'Neil, a sexy high school senior flirts with the visiting author and invites him to the prom.
Scarlet Smith

Henry McCarthy

Big Girl

Shasta O'Neil

Wino

Javier

Principal Marshall

Darcy Portola

Mrs. Leuchtenberger

Brad Nelson

Mrs. Smith

Mrs. McCarthy

Mr. McCarthy

Mr. O'Neil

Mrs. O'Neil
Officer Bird

Cop

Goth Girl

Jungle Journalist #1
Jungle Journalist #2

Goth Girl Singer
River Village Guard #1
River Village Guard #2
Student in Hallway

Party Kid

Nurse
Valedictorian

John John

Disc Jockey
WRHS TV Host

Bookstore Employee
Student Hollywood Reporter
Shasta's Boyfriend

Narrator

Tree Dwelling High School Student
Prom Date Girl
Senior
Franky (as Shawn Ronell McDonald)
Cannonball Guy
Student
Wild Prom Boy / Basketball Player
Senior Stud (uncredited)

Party Girl (uncredited)
Senior (uncredited)
Angie (uncredited)

Beauty Shop Receptionist (uncredited)

Skater Kid (uncredited)