1. Winter Boots - Ecco Trek 2. Waterproof, warm, and fucking expensive. I bought these hoping they will last me at least 5 years.
2. Loafers - Umberto Raffini. Got them 50% off.
3. Dress Casual - Rockports. Again, 50% off, I wear these all the time when I want to look a little nice but not too dressy. Only problem is the toe is getting scuffed on both, and I need to find a way to revitalize the leather and hide or repair the scuffing / scratches.
4. Dress - Kenneth Cole New York. Brand new, got them at about a 60% discount. I love them, but they do make my feet look huge.
5. Summer boots - Merrells. Had these for 2-3 years now, and they look brand new. Great shoes for when hiking in the summer or just doing lots of walking.
6. Pumas - Everyday shoes. My everyday shoes are ALWAYS Pumas. I've had 3 pairs of Speed Cats and 3 pairs of Drift Cats, and I currently have these. I want to replace them this year, as I'm a little tired of the black and gold. Nevertheless, still a fantastically comfortable shoe for everyday wearing/walking.
I try to take care of my shoes, as I waterproof them all with non-silicone based waterproofer, clean them, and try to keep the ones I don't wear every day in their boxes in order to keep them in good condition.