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dlthomas comments on A Rational Approach to Fashion - Less Wrong
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Fashion is a completely subjective opinion. If you want to be fashionable, you need to figure out who you're trying to be fashionable for, and figure out what they like. In my case, this is easy, since the person I dress for is myself. I therefore choose clothing that is comfortable and functional given the large amount of time I spend outdoors. I do get comments on my clothing at times, which are sometimes complimentary and sometimes not. I think it's best to wear the things you yourself like, even if you are dressing for someone else, though. Don't you want to attract the kind of people who like the things you do?
Choice of goals is subjective. Effectiveness of your actions in meeting those goals is objective.
I agree. Choice of goals is based on preferences. But in order to meet the goal of being fashionable, considering subjective opinions is the only way to be objectively successful. To expand on that, I think a person would have to consider things like which people they want to judge them as fashionable. You can't please everyone--the person who likes goth styles is probably going to have a different aesthetic than the one who wears sweaters with kittens (although perhaps not always).