I really liked Robin Wong’s reflection on why he keeps returning to the same streets to make his images.
the beauty of doing the same routines, walking the same paths is the familiarity of the location, and you know every turn and corner, you know the details inside out, so you can be prepared for the unexpected. That is also the exciting part of shooting on the streets, you will find something unusual, something you will not know will happen beforehand, and the surprise is worth the redundant process of walking the same streets all over again. […] It isn’t about finding something completely new or extra-ordinary to shoot but finding beauty in the most ordinary settings and make it worth clicking your shutter button for.[^ Emphasis added.]
Like Wong, I’ve found that familiarity can sharpen my eye. Because I walk the same places regularly, I’m able to find the images I do. Having seen the same scene hundreds of times, I can tell when something has changed or that there’s some novelty in the scene that’s before me.
To some extent I think of regularly seeing the same scenes a little like drinking whiskey. At first, whiskey just tastes hot and spicy; any differences seem more theoretical than real. But over time you notice subtle nuances and also detect rarified variances between what you’re enjoying. And you can get excited over little things that really aren’t apparent or distinguishable to someone that hasn’t built up the same kind of palate.
When you walk the same streets over and over, you develop your own sense of what should and shouldn’t be there. You can detect what’s normal or novel. By training your eye on these common spaces, you develop your style. If you need to find something novel in the same place over and over, you’ll develop a unique way of seeing the world, whereas if you’re always seeing a new place you don’t need to stretch in quite the same way — you don’t need to push yourself to develop your sense of what is visually interesting to you.
All of which is to say: from afar, street photography can look pretty dull or boring because there’s a lot of repetition. It’s exactly this repetition, however, that helps you discover the kind of photographer you are.