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i used to be the same. after 2005 i stopped buying retros all together and only bought the main AJs, Kobes, and Lebrons.
now tho, I started buying retros again because all my old OGs & retros are worn down or sold. now i only want something i can wear without worry about if it'll fall apart even if the quality and material sucks on newer retros.
I totally feel you on that. My 99/00 metallic 5s were one of my favorites until it started to crack right by where the air bubble was. After that I bought the 2011s as a replacement (though I haven't worn them yet) , but I can already tell they are no where close to the older models in terms of comfort and quality. Hate to be that person that keeps repeating this, but I feel this is true.