Police Officers are the modern-day embodiment of medieval knights, going to work each day with a noble cause to protect and serve society. The profession requires cops to see people at their worst. Coping becomes an essential component of a police officer’s arsenal. One of the primary coping mechanisms utilized by cops is humor. A cop can find something funny about almost anything, regardless of how tragic the circumstances. Dark humor involves making light of a serious, disturbing or taboo subject matter. It is sometimes viewed as morbid, cruel, offensive, and graphic in nature and is yet, still found funny. This is the story of the author’s twenty-year police career with the New York City Transit Police and NYPD as he worked with some of New York City’s darkest knights – those cops who did and said the funniest things under the most difficult circumstances.