It's not that they fit better than any other shoe. In all honesty, they're not all that comfortable. They're terribly thin and flimsy as all hell. You wear a shoe for seven years, it doesn't have much choice but to fit. And although they've walked me home for the better part of my adult life, presently they're under a pile of laundry six-weeks deep. I've tried dressy shoes, running shoes, hipster shoes, and flip-flops, but I always return to my Chucks.
I guess in some fucked up way, that's love. I love those old pieces of shit.