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Weaving and driving fast through [the streets] of a residential area or just a low traffic non-mainstream road or part of town. (Cutty meaning taking an [alternative] route home that is off the main road i.e. "I took the cutty way all the way home.") (And shark meaning to drive fast and wind your way through sharp turns and stops signs typically of a [neighborhood], and to do so with the agility and speed of a shark.) Hence the phrase "cutty shark"
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