20th century painter Louis Wain is known for his amazing cat-paintings. The evolution of the role and significance of cats in his paintings follow a poignant trajectory of events in his life. Through the course of his life, he kept losing his near and dear ones and his mental health deteriorated. Eventually he was sent to a mental hospital where his cat paintings gained the artistic flavour of abstract expressionism; creating the “Monalisa of asylum art”. Eminent writer H. G. Wells once remarked about Wain’s paintings, “He made the cat his own. He invented a cat style, a cat society, a whole cat world. British cats that do not look and live like Louis Wain cats are ashamed of themselves.”. This article takes a cruise through the life of Louis Wain, tracing the social dynamics surrounding him and articulates his struggles, reimagined through the lens of his obsession with cats. (Link to publication in Cogito, on Feb 2021)