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In 2013, it dawned on me that I was doing this all wrong. My closet was packed. I had tons of shoes and clothes. I didn't really love anything. I had plenty to wear and didn't want to wear any of it. I was still in the habit of buying cheap, buying a lot. What if I took the money I would spend on two $10 dresses and buy a $20 dress?
I was in Target yesterday and immediately saw a blue & black Aztec sweater hanging in the clearance section. The price tag was $16 and some change. I immediately put in my shopping cart without thinking twice. Sure, I could browse the clearance racks and find two tops for $8, but why? I loved the sweater. Right now I'm typing this while wearing that lovely sweater and I have no regrets.
I find myself buying LESS these days, but I have MORE to love. It's easy to slip into the addiction of finding a "bargain", but usually that bargain goes in a pile with the rest of your bargains and doesn't bring too much joy.
The moral of my story is: buy what you love. Bargain shop, by all means, yes. Just realize the value of owning a piece you truly enjoy.