Waiting is the hardest part … Finally … At LONG Last … Season Two (1988-1993) kicks off! Kenny and Mark drops back into New York, circa 1988 - a year when Madonna starred on Broadway, sashayed with Sandra, laid into Letterman, and got photographed … a LOT! She also wrote and recorded what would become considered her first masterpiece album Like a Prayer and faced the truth about her future as Mrs. Sean Penn.