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I wear my stuff to death too. I hate shopping (I always feel like I'm being watched) but I also just find comfort in old clothes. A few of my t-shirts have holes in them, it just means that they get put into the wear-at-home-only rotation. I still have some (cheapish) clothes from like 6 years ago for instance.
As far as preference goes, it has to be comfortable, and breathable. Especially the latter as I live in a place that can get up to 120 degrees F.
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