If you don't mind an alternative point of view here: it can be boring to live safely.

There are some widely contrasting views and versions of this, and of living more freely/dangerously. Some of them appear in On the Road, others in Into the Wild; and there are many others.

Someone once said something very pointed on this topic. He said that most people choose a safe life, and so they die a safe death.

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(Sean Grady's Endless Summer is a very interesting journal, which speaks to some of your points, as is Marcus McShane's.)