Sorry if I sound like a broken record but ummm did you let her have pizza the first night? If you didn't you won't get her to jog with Bob. Secondly this is a slow corruption game...in other words buy jogging suits accordingly. don't go for the oolala ones until you gain her affection. Also, in the beginning, pay attention to what size she wears (she will tell you) before buying a suit for her and always save your game before going into the office and buying anything. One other thing, when in a scene never click your mouse unless there is dialog present.