I thought about getting a totally beat up Kelly to use for places where I would never take a good bag. Unfortunately, the beat up ones were so bad, I couldn't bring myself to purchase. I used to buy a less expensive second pair of shoes in a similar style to something expensive. When I had to take back a pair to the dept store because they starting falling apart fairly quickly, I stopped. I am a believer in good shoes as you only have one pair of feet and you better treat them right! I have narrowed down to just a few brands that fit me well. I know which styles to avoid too. The one advantage of experience!
RE: Saving things...I learned my lesson a long time ago with a pair of shoes. A million years ago I purchased a pair of white platform expensive shoes at Saks NYC on a trip there when I was living in the Midwest. I was afraid to wear them and get them dirty etc. I lingered so long that by the time I wanted to wear them, the styles had changed so much and in a very short time, that I thought they looked dated. Never again! I try to wear things when I get them. Not always successful, but I try. Also happy to report that i have lost my fear of wearing white in general regarding any potential soiling issues. White pants, white shoes white bag! No problemo!
I did that with a lot of shoes. The more I think a shoe is pretty, the least I use it. They sit in my closet, looking gorgeous, until they go out of style. I am also not that tolerant with heels, and most of these shoes have heels. Whenever I reach out for them I think "but what if I have to walk 100' with them?

I used heels more when when I was younger, to enhance my presence in the workplace. At 5'11" I didn't really need them for every day use, but I enjoyed wearing them when I had a special situation in my working environment which is mostly male. Somehow when I could stand and look at people straight in the eyes they seemed to respect me more. Still, my feet were hurting

The happiest about my thrifty habit is my niece, who has my same foot size. She has been getting tons of lightly used shoes for free. Now she is dating someone who's shorter than she is, so she doesn't want to use heels anymore. Her feet appreciate it, but I don't have anyone who appreciates my donations anymore!