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‘Cool’ means not caring what people think. At least that’s what they say.
They’re lying to you.
Being cool isn’t not caring; it’s caring way too much.
Let’s break it down a bit.
If you don’t care about what car you have or what clothes you wear (for example), you probably won’t end up with a cool car and cool clothes. You’ll end up looking like a homeless guy and driving a Prius. You’ll make logical rather than aesthetic choices because you’ll only think about the bare minimum necessary for survival. You might select clothes for temperature and cars for efficiency, because you care enough not to die or get stranded, but definitely not enough to step back and think, Wow, Elizabeth Taylor would have looked great in this.
On the other hand, if you do care what people think, then you will probably look cool (it’s not that difficult).
But you won’t be cool.