Metus comments on You have a set amount of "weirdness points". Spend them wisely. - Less Wrong
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Personally, people who do plenty of things weirdly come off as trying way too hard. Depending on your environment, choose one thing that you care about and do that. I wouldn't be found dead at a formal dinner in washed out jeans and a dirty t-shirt. I would be willing to experiment with neck pieces different from formal ties.