Not to be all "back in my day," but back in my day hardly anyone doubled up on shoes just because they liked them. Most of the time it was a struggle to just get one pair. (Also, it was an uphill walk to school, both ways, in the snow.) We got one pair of whatever it was, wore them until they could be worn no more, then moved on to the next pair. So live like a kid. When you see a pair you really like, buy a pair, put them on in the store, and wear them until the soles fall off. Or don't. Whatever. Your loss.
9. Wear Sneakers Like a Kid