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I've seen this 50 year-old prancing around town, proudly wearing a female high schooler's outfit. Vice Japan did a befitting video detailing the mindset and inspiration for doing so. One would ordinarily think such a person is out of his mind, but I love how the Japanese embrace and celebrate being different, in whatever way. The sense of liberation I get in Japan is a stark contrast to the suffocating nature of a judgemental society like Singapore. See the inner workings of 50 year old software engineer, turned social media sensation as he takes Vice on his daily prance around the city.
See part 2 here.