being unquixotic the quote from my roommate 'do not repeat the same mistakes twice' so passing on things avoiding trouble to be taught the meaning of being wise and unfoolish

 ok so we're familiar with this story right the 'crazy' guy who keeps attacking the windmill and getting hurt from doing that so there's not doing that so in life thinking of all the many failures i've had and stopping before that gets worse so there's like the in turn miserly rationale like watching opportunities go by because the other side is maybe they'd be trouble or not feasible so not being generous and reasons for that dates that didn't go well getting used for a free meal never responded to again um dropping out of university being outcast um complaints for talking to other guests hearing warnings about different things and maybe listening to that

so getting cold getting jaded getting hardened no naivety or openness thinking into stuff like hearing warnings of injuries for not stopping hobbies so some of that reading the author henry miller and deducing that every so often something bad will happen and me i don't want bad stuff to happen so not emulating that the risks another seeing a skateboarder who was good get a injury that which could've been avoided um

but then doing what i was supposed to or having perseverance being resilient optimism hope so continuing with that which isn't dangerous which is ok to wisen up and change to get different results to not do the same thing and expect something different to happen

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Can someone help with an answer to this scenario? Is this feasible? Should I invest my energy in something else instead? Was instead I meant to have a guitar legacy? Was I tricked and niave? It seems like countless others get away with this and do it the wrong way.

Was this actually to my niave innocent ignorance a extremely stupid idea?

some of my quotes i remembered compiled extracted from fb (that doesn't work)