Looking for Art in Artificial Intelligence

Is the probability of winning the Imitation Game independent of time, culture and social class? Arguably, as we in the West approach a time of more fluid definitions of gender, that original Imitation Game would be more difficult to win. In the 21st century, our communications are increasingly with machines (whether we like it or not). Texting and messaging have dramatically changed the form and expectations of our communications. For example, abbreviations, misspellings and dropped words are now almost the norm.