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Born in the UK, Armstrong grew up in Dorset in the seventies, where she says that "fashion didn’t really exist". She graduated in 1984 from the University of Bristol, where she studied English and French Literature, then journalism at City University London. In 2011, she was awarded an honorary doctorate by the University of the Arts London. In 2002, Armstrong was awarded with Fashion Journalist of the Year at the Fashion Awards. In 2017, she was presented with the Fashion Journalist of the Year award by the Press Association, which she was also presented with in 2019.