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Jive in Hi-Fi 13: It [i.e. booted] comes from the story of a fisherman warning young fishermen never to wade in deep water without hip boots because they could run into trouble. So, when you hear the words, ‘I’m hip’ or ‘I’m booted’ it’s said to let you know they have no fear of trouble or that they understand what’s shaking.at booted, adj.1