Investment broker Jake McBride lacks nothing when it comes to women and money. He is very open about the fact that his dates are nothing serious and that he'll never have a lasting relationship. That's why he's never thought of his secretary, Emily, as anything more than a talented but slightly plain and uninteresting little sparrow. But when he sees a man ask her out, he gets irritated for some reason. Suddenly wanting to be closer to her, Jake becomes an instructor in love for innocent and shy Emily. He teaches her about clothes, shoes, hairstyles... and even how to kiss!