I would ask her out because of her natural boobs. I wouldn't ask her out because of her overly mature face.
Isn't it a rule of thumb to de-shade when painting a girl's face? For example, the character lines that develop sideways from the nose should be illustrated, but I question the strength and length of the shading, which in this case makes me not want to ask her out.
On the other hand the boobs are totally alive. It is our civic duty as figure modellers to highlight and shade them the hardest we can.