Well, I don't think to get her mad, but jellous might be a good one. He wants to show her that he's not going to sit around waiting for her, he's going to get some random girl who is willing to make out with him anywhere and basically almost stalk Rory so she has to keep seeing the two of them together. Personally, thats what I think his trick is to getting Rory. Though, making out with someone else, in my personal oppinion, is not a good way to get that person because they will just get sad/upset everytime they see the two of "you" together, but "you" are "with" the other person, so "I" wouldn't do anything about it. Haha, wow, seemes like I used a lot of quotation marks...