Anna is somewhere in between! Very naive, but also with a lot of unfulfilled sexual dreams and father problems.Anna didn't say anything when Penguin grabbed her ass to avoid a scandal. David could have gotten angry and knocked Penguin out. Penguin could have made her life miserable at work. She thinks Chris is a loser (because his cheap pick-up line is worth $1) and thinks she can control him and when he goes too far she'll get a slap in the face because she knows his nature and his loyalty is to her. But she's wrong and she's very naive, Chris can control her because he knows all her secrets and can use it against her at any time.
In the end, all of the complications are one thing for Anna - the chance to escape.
She wants what many young girls want, the good-looking bad boy who is rough but romantic with her, sexual adventures, but please with the knowledge that she is in control and can return to a nest/comfort zone at any time.
But her naivety will ultimately be her downfall.