You are not only begging to cook for her, but you are willing to fit your "dinner date" around her schedule? Who is the bitch in this situation?
If you have already been alone with her twice and failed to seal the deal, then you are not handling her very well at all. When you first meet a woman, your relationship is ambiguous. You could be "just friends", you could get her motor running, she does not know yet. It is folly to try to guess her intentions before she herself knows--girls are not vulcan logic units who instantly classify guys into "loser", "platonic", or "doable". You have to set the tone of your relationship with her and that is what Oscar is talking about when he tells you to do something naughty. But instead you have "massaged" her or played parchisi or whatever asexual stuff you thought of. She is probably nervous too, so you might not have blown the situation but you have definately acted in a way conducive to masterbation.
Honestly, it sounds like you are scared of how she will respond. You are a young guy and that is pretty normal, but don't be timid. (And what's with the handle Virgin Killer? Unless you've got 17 year old high school chicks on tap...)