Britney Spears

Lucy Wagner

Cullen G. Chambers

Kit's Father

Ritchie Montgomery

Customer

Shonda Farr

Kit's Friend

Branden Williams

Kurt

Kyle Davis

High School Burnout

Katherine Boecher

Dylan's Other Girl

Bahni Turpin

Ms. Jenson

Beverly Johnson

Kit's Mom

Kim Cattrall

Caroline

Jamie Lynn Spears

Young Lucy Wagner

Justin Long

Henry

Dan Aykroyd

Pete Wagner

Anson Mount

Ben

Taryn Manning

Mimi

Zoe Saldana

Kit

Dave Allen

Bar Patron