Smiling Flowers

Cheerilee's Cutie Mark symbolizes her love of teaching...at least, that's what she tells everypony.

A Cutie Mark is meant to represent the personality and special talent of each pony that has one. Cheerilee's flowers symbolize her desire to help her students bloom, and the smiles represent the cheer that she hopes to bring to their lives.

At least...that's what she tells everypony who asks.