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I try to experience driving wherever I go, so I have had some stressful drives.
First off, I've lived in some crazy metro areas and drove every day in Los Angeles, DC, Miami and Manila.
Other crazy drives have been San Francisco, Rome, Naples, Rio (during the World Cup!), London to Brighton, Manhattan and Kauai.
Saving the worst for last, the craziest drive I've been on in the USA was at nighttime on the Road to Hana in Maui. Hairpins like the tail of the dragon, only blind, narrower and sometimes one lane both ways. Crazy locals sliding around in beaters with no headlights.
Craziest drive outside of US was Delhi to Gurgaon during a monsoon. This was back before their recent infrastructure boom so it was dirt roads, tuktuks, motorcycles, big trucks, open excavations and unmarked hazards...all hidden under a nice citywide flood. I think it took us 4 hours to travel 5 miles. It was both hilarious and horrifying to see pedicabs and pedestrians get swallowed whole by hidden holes under the floodwaters
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