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My observation, from my own experiences growing up, and from raising three children (youngest is still in college) and observing countless friends with varying parenting styles is that individual personality plays a huge role. Not that parenting rules don't play a part, but... we all fall somewhere different on a spectrum of risk taking, envelope pushing, common sense, rule following, respect for authority, etc.
Out of three kids we had two who were, from the get-go, cautious and risk averse, and one (middle child) who "courted danger" at every turn. He needed more rules and structure than the other two combined.
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