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My first trip into NYC was in a Frightliner straight truck (24' box). I instantly realized its impossible to get lost since the numbering of them is in order. But, trying to manuver around there is a pain. I went there everyday for about a week folling that and it started to get used to it. The cabs will cut you off ... hell .. they would cut off a ambulance. Just gotta do aggressive driving that you wouldn't normally do here.
Biggest pain is finding the damn lincoln tunnel. What pisses me off the most is there will be signs for it, and when you get close, the signs stop so then your on your own. I've gone down broadway through times square, comming up the west side highway, cutting over on 46th, 49th .. .never seem to get it the first time.
Personally I think driving on the LIE during rush hour or 287 (staten island into long island) are worse. Roads are in horrible condition, even though they are eternally forever under construction. Once I was comming back from Maine and hit the GW bridge around 4:30-5:00. It took me 2 hours to go from exit 3 to the bridge. Its about a mile and half distance.
It may be a great city to some, not to me. I hate driving it, or around it!