When dad dies, Rhonda inherits everything, including Sam, who is banished to an attic room and relegated to the role of servant. She also works at the diner (now renamed Fionas) and Fiona makes sure Sam has little time for a social life. Most of the snotty kids at school look down on Sam and dub her Diner Girl. Her best friend is aspiring actor, Carter (Austin Ames), whose sense of the dramatic makes him as much of an outsider as Sam is.
Sams prince is a mystery Internet pen pal whom she has a date to meet at the upcoming school Halloween dance if she can escape from the diner. With Rhondas help, she does, and she arrives at the dance wearing a mask and looking sensational. She meets her prince who turns out to be the schools star quarterback, Austin Ames (Chad Michael Murray). Like Fiona, Austin has dreams of going to Princeton even though his father (Kevin Kilner) has different ideas. Like any real prince, it seems Austins future has been already mapped out for him.
To make it back to the diner before Fiona finds out she has gone AWOL, Sam flees the dance, dropping her cell phone rather than losing a glass slipper, and remaining a mystery to the love-struck Austin. Sam is convinced that if Austin finds out that she is Diner Girl, he wont want to know her, so she keeps her identity from him. What she hasnt anticipated is just how spiteful jealous stepsisters can be and Brianna and Gabriella have just uncovered her secret.