i like the idea that everything that could go wrong goes wrong. like he goes to pick her up and his car dies so he has to get his dad to come tow it, and so they walk to their date and like her heel breaks or something, and then they got to the restaurant and it's closed, so they end up eating somewhere like mcdonalds because they can't walk any farther to get to a real restaurant and some wild little kid runs into him and spills his drink all down the front of him