Border Guard! Astrid Hofferson
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In her job as a Border Guard, it's Astrid's job to make sure no illegal goods get shipped in or out of the island of Berk. For her favourite smugglers though, she's more than willing to turn a blind eye to the secret compartments and unmarked barrels. (Even Border Guards need cheap booze sometimes.)
Then comes the day when she lets Hiccup Haddock take a dragon in and even he is surprised.