Chic packing light how to #1: Shoes that go with you everywhere

One cute pair for everyday activities, one comfortable pair for running late, one pair of heels for dinner or going on a date with a handsome man if needed…. I would need to bring 3 pairs of shoes at least! 3 PAIRS…OMG they would take enormous space! What can I do? No date possibility or no running late? Well, we can never tell things before they happen… I should bring them all!)
Should I?