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The entirety of Freddie DeBoer's life outlook is that he loved hippies/bohemians in new york in the 90s and then turned out to be quite smart and a world view crystalized around that abstract attraction/memeplex. It was pretty clear in his infamous planet of cops piece and it explains exactly why he lives in a groundhog world of noticing the left has lost it's mind but waking up the next day completely forgetting that realization.

As for the 90s vs today, the tech sucked and was expensive, the domination of the moral majority sucked even though it's piercing light gave contrast to interesting subcultures just as much as modern progressivism sucks despite it's life giving contrast to communities like our own. The grass is greened by the lack of our, or at least my, current enemy but there is a cause for the sword in every era.

the domination of the moral majority

Was nonexistent.

You're not from the Bible Belt, are you? Christian zealots ran the show and were quite controlling in the 90s. Into at least the late 2000s they were teaching only creationism in science class and punishing kids at my public school for not participating in prayers or having books like Harry Potter or the Golden Compass.

Cracks didn't start showing in that dominance until the late 2000s with growing internet access providing locals who weren't with the program access to secular spaces, plus I think the close marriage between the Bush administration and evangelicals drove some wedges and made being a Southern Baptist less of an everyone thing and more of a Republican thing.