However, my middle-class white-boy ass still would've been more comfortable had anybody been around to enforce the rules

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hmmm, my white middle class ass allways liked the fact you could brown bag all you wanted on the metro-north. In fact the trains to NYC on newyears is one of the best parties I've ever been to (thats alot of parties, I'm a professional...seriously!)
If I didn't want the chaos I'd put on my headphones and zone out.