How did Orwell's experiences possibly lead him to believe in socialism?

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George Orwell experienced life in a confusing part of history.  He was born in the 1903 and passed away in 1950. Because of the timing of his life and his eventual rejection of his fortunate upbringing, he witnessed much pain and felt great empathy toward the working class.

First, Orwell grew up in a privileged manner. After graduating and working in this way, he began to resent his privileged status and the British Empire that encouraged this way of life. As a result, he started being sympathetic to the lower (or working) class. Consequently, he believed that Socialism (a political system granting equal options to everyone regardless of class) would offer a more fair solution to benefit all individuals in a country, not just the privileged or upper class.

Subsequently, it is also worth noting that Orwell lived and fought during the Spanish Civil War. As a result of this, he was able to witness the horror of war and experience for himself the “classless” band of brothers who fought together, regardless of social status.

Through these and other experiences, Orwell was encouraged to accept Socialism. As Orwell states: 

Political language - and with variations this is true of all political parties, from Conservatives to Anarchists - is designed to make lies sound truthful and murder respectable, and to give an appearance of solidity to pure wind.

As a result, he eventually wrote his famous book, Animal Farmand continued in his Socialist beliefs. 

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