Why is it so hard to really live in a YOLO way?

Sometimes I try to tell myself "one day we'll all be dead, and none of this will even matter, so why not?" as motivation for like talking to a woman if I am scared of rejection or something... and I find it hard a lot of the time, because people are so dang mean so much.

Why is it so hard to really live in a YOLO way?
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