Roko comments on The Social Coprocessor Model - Less Wrong
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Not entirely, although there does seem to be some shame attached to doing this.
I do much the same thing by wearing hiking boots everywhere. They're waterproof, well-insulated for cold weather, and also increase my height more than sneakers.
Yes, cowboy boots have bigger heels, but are they waterproof and insulated? ;)
If I wore boots like that, I would feel obligated to also wear jeans, a button-up shirt, and a cowboy hat. Is this considered acceptable in most social situations?
Jeans with a cool wash, definitely. Button-up shirt, sure, but you could swap in a nice graphic T-shirt instead. You don't need a cowboy hat.
Military boots are also good for a little height, and they are stylish and will go with just about anything.