Would you be impressed?
It's been a while since I've seen this film but there's been a question that has nagged me about it. Let's put aside the implausibility of the plot (how many guys would spend their last summer before college doing this and how many parents would let them and not call the cops to have him hauled away?) and focus on the central motivator: does this audacious act of love impress women? Would you be pleased and feel kindly toward a guy parked outside of your house for a month+ or would you feel disturbed and wish he would just go away? Would it depend on who the guy was or would any guy doing this make you feel the same way?
How about other large displays of interest? If a guy sent you a dozen roses every day for three months would you be impressed or have a restraining order issued? What if the geekiest guy you knew offered to paint your house and fence for free, would you let him?
-Doughdee222 "I am a realist, not a pessimist. The real world is pessimistic by nature."