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Over in ~books, I posted a link (#483903) to Vonnegut's "Harrison Bergeron," which is the ultimate story of conformity and equality taking over society. But I think in our current society (and in Leary's), while there's a push for conformity, there's also an awe of those who break out of it. So while there's pushback against showing signs of freethinking and individuality on a day-to-day level (go to work, do your job, don't ask questions in school that make teachers mad, same with parents, etc), people who break the mold are the ones we actually put on a pedestal.
The issue, of course, is that then people start trying to conform to those people.