Year: 2005
Anna Nicole Smith tried to embody Marilyn Monroe throughout her whole career. The two were compared numerous times: the baby voice, the “dumb blond” persona, the fact that Monroe was the first to pose for Playboy and Smith found her fame as a centerfold, and the fact that Smith even rented Monroe’s old house in Hollywood. Ironically, they both died of a drug overdose; Monroe at 36 and Smith at 39.