Lyric discussion by The_Lovecats 

Cover art for Glass Slipper lyrics by Dresden Dolls, The

This is on one leverl, like a kind of anti-Cinderella Story,

The fairy godmother puts the slipper on Cinderlla, she puts on a happy face "its exhausting to keep smiling when your toes are bleeding through the floor", and afterwards, the slipper fits leading to a happy ever after.

In glass slipper, the show is too small, and though, metaphorically she tries to fit it time and time again it never works.

A lot of dresden dolls have a kind of childlike wonder to them, his one simply because of the reference to the fairy tale; it asks the questions "Why didn't my prince charming come?" "why didnt the shoe fit me?"

Very Similar to Perfect fit.