She was pretty

Love and vanity are put to the test when a once beautiful girl becomes unattractive, and the unattractive boy that loved her grows up to be a very attractive man.

The collapse of Emily's family business, she lost everything , including her beauty, while her old acquitance Caleb transformed from an unattractive geek into a handsome fashion editor. When the former rich girl, Emily and the late bloomer Caleb are united at a fashion powerhouse, their reversed fortunes quickly become more drama than the publication can handle.