Born in London, England, she has modelled campaigns for Guess jeans, L'Oreal, Jaguar, Jaeger, Marks and Spencer, Bella Freud and Temperley London. Bailey also works as a writer and has written for Vogue, Harper's Bazaar, Vanity Fair, Glamour, The Independent, The Daily Telegraph and The Sunday Times. She is and a Cultural Ambassador British Fashion Council and an Ambassador for Oxfam. In September 2011, Bailey was announced as a contributing editor to British Vogue. She went to Wheatley Park School near Oxford, and later studied English at the University of Southampton, receiving first-class honours. She lives in London and has two children: a son Luc and a daughter Lola Tiger. LESS