IntroductionSince ancient times, the word artist has acquired different connotations. It has been quite a quest to define it, and even with the most meticulous meanings, the word has still retained its mysterious singularity in defining the entire purpose of a man. Being an artist is more than just a philosophy and the concept belongs to a wide range of self-expression skills. It has been said that one of the most common skills is to be able to reinterpret experiences, social pressures, childhood adversities, successes and failures and translate them into a creative form that is attractive to others (Nguyen, 2011). This specific ability is directly associated with the uniqueness that the artist will begin to develop throughout his career, and will also constitute an important part in his formation as a person since he will be able to open up and expose himself to fierce criticism or the affable acceptance of rest of the world. Two distinctive artists who were characterized by their brilliance and ability to express their beliefs against the rules of morality and the concealment of Puritan society are Langston Hughes and Tennessee Williams. Hughes, born February 1, 1902 in Joplin, Missouri, was among the most important and controversial writers of segregated America. As a child, he struggled with his parents' separation, marked by constant moving and crossing paths between the two. However, as the great artist that he is, he took the difficult circumstances he lived in and the cruelty he experienced throughout his life and transformed them into the source of his ingenuity. Furthermore, the historical context in which the artist grew up was full of economic tribulations, anti-black segregation, war and… increasingly aggressive as he and his sister grew up. Furthermore, his sister, who was his best friend, was lobotomized by his parents due to his constant mental breakdowns. This event affected Williams deeply because the person he loved so much would never be the same again. Later, the artist became addicted to alcohol and barbiturates and suffered from constant breakdowns. At one point in her life, she thought she had breast cancer and underwent surgery. However, the surgery showed that it was not breast cancer but a lump caused by heavy alcohol consumption. To top his misery, the love of his life, Frank Merlo, died of cancer at an early age, leaving him with a void he would never be able to fill again. There was no doubt that his life was falling apart, but his writing never stopped being great.