This sounds like I'm a crazy person with tons of shoes but I only have/had three pairs (had to throw one pair out last night). They all have major holes and/or are disintegrating. One are canvas walking shoes (knock off Keds) from Target that I got for $9. I've had them for about a year but apparently Target does not sell them anymore which is very sad. Another is a pair of boots, they're leather and shiny, and were probably $50-$60 from DSW. The final is a pair of slip on canvas shoes I got from Target which were $17 or so, they didn't hold up super well since the bottom was made of hemp and it started disintegrating. I feel bad because replacing them is going to cost a lot, but I gotta wear shoes! Wearing holy shoes when there's any water on the ground at all totally sucks, my feet have often been wet this spring. Also most of my lady friends think I'm crazy for only having 3 pairs. Where are some good places to get them? I was thinking about Tom's for one pair of canvas shoes, even though they're expensive, just to give it a try.
Disclaimer: I do not only own three pairs of shoes, I have 3 fancy pairs of shoes from when I had a full-time job (now in grad school) and don't like them much for every day activities so will save them until needed. I also have 2 pairs of winter boots (casual and hardcore). And workout tennis shoes that I rarely wear since I usually bike and do yoga and wear my canvas shoes for biking.