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rezzeJ  ·  4155 days ago  ·  link  ·    ·  parent  ·  post: How does one become nonchalantly hilarious?

I think it's same as creativity/originality in anything, whether that be art, design, music composition, etc. It's all just about having a wide background knowledge which you can dissect and connect. Knowledge of the the people you're with, comedies you've watched, stand ups you've seen or books you've read. All that, combined with the right judgement of the moment just allows humour to naturally flow.