My current pair of shoes having almost bit the dust after four years of good service, I’m in the market for a new pair.
Durability. I wear the same pair of shoes every single day, and I don’t want to have to go buy a new pair after only a year. I want something that is going to stand up for a relatively long time.
Comfort. Obvious. Nothing that will pinch my toes or give me fallen arches or whatever.
Weather-resistant. No suede or any other fabric that will cause me to have to go around puddles or stay inside when raining. I live in Seattle and it is more or less permanently soggy here. I need shoes that won’t care too much about that. (OK, I’m not going to go creeking or anything, but if I’m out on a rainy day, I’d like my feet to stay at least somewhat dry.)
I don’t mind if they require a short break-in process. One of the most comfortable pairs of shoes I ever had was a pair of leather boots that were hideously uncomfortable for about a week, and then fit me like a glove.
I’m debating between your basic pair of Converse All-Stars, or a pair of Doc Martens. I’ve never owned a pair of Docs, though, so I don’t know how comfy they’ll be in the long run. I am open to other suggestions as well. Price is no object, as I am willing to pay quite a bit of money for a good pair of shoes that will last a long time. However, if I can find a good pair of shoes for less money, that would be good too.