The battle between taggers and the railroad has been going on forever at this trestle overpass at the north end of town. The line still operates, connecting Naugatuck Valley towns with Metro North at Stamford or Bridgeport, then on down to Grand Central. The train schedule clusters around the two rush hours so I guess people use it for commutation.
NYC bicycles tend to be a bit strange. Old beaters with the paint worn off by heavy lock chains, or fancy mountain or crossover models, or the converted fixed-grear track bikes favored by messengers. This one's a pretty normal road bike: standard drop bars, downtube shifters, cleat pedals. It wouldn't look out of place on a century tour out in the countryside.