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Typically, of or relation to a moment when when one's actions make a situation incredibly awkward, [to the point] of self-injury, but unlikely causing any real or permanent damage. Often related to interactions with the [opposite sex]. Origin unknown, but possibly from John Stuart Mill's "On Liberty" and the harm principle, which Wikipedia explains as saying "The harm principle holds that each [individual] has the right to act as he wants, so long as these actions do not harm others. If the action is self-regarding, that is, if it only directly affects the person undertaking the action, then society has no right to intervene, even if it feels the actor is harming himself."
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