Donaldson was born in London, and educated at the Camden School for Girls, living in Kentish Town with her parents.
Since being scouted by Select Model Management in 2003 at the age of 16 while shopping in Camden, Donaldson has landed campaigns for fashion houses such as Dior, Jil Sander, and Dolce & Gabbana and is the face of British luxury goods house Burberry.
In the May 2007 issue of American Vogue, she was featured on the cover with fellow models Doutzen Kroes, Caroline Trentini, Raquel Zimmermann, Sasha Pivovarova, Agyness Deyn, Coco Rocha, Hilary Rhoda, Chanel Iman, and Jessica Stam as the “World’s Next Top Models.”[5][6] Later, in the September 2007 issue of British Vogue, she was named a "Head Girl", a model to watch out for in the upcoming season. In 2008 casting agent James Scully, who is responsible to pick which model is to score a spot on top runways, says in regards to Donaldson:
“ One of the most-expensive-looking girls, yet a frail beauty at the same time. Beautiful skin, baby eyes, and pouty lips. A real English rose, but there's a sexpot underneath all of that waiting to be unleashed. She's also more guarded than the other girls, which throws people off, but it makes me super-gushy and nervous like a schoolboy. I could totally see her married to a rock star!
Donaldson has appeared on the covers of Vogue for Britain, Italy, China, and Australia. In particular, she was on the March 2009 covers of Vogue simultaneously in the UK, Australia, and Italy. She also appeared in the Victoria's Secret Fashion Show in 2010.
In 2009, Vogue Paris declared her one of the top 30 models of the 2000s.
Lily is the face of the new Monsoon Accessorize campaign for Spring Summer 2011.
Personal life
Donaldson dated Vladimir Restoin Roitfeld, son of former Vogue Paris editor-in-chief Carine Roitfeld.
She is close friends with models Gemma Ward and Irina Lazareanu, the latter with whom she shot a Mulberry campaign.
In May 2008, Donaldson reportedly spent US$2.2 million on purchasing a two-bedroom apartment on Tompkins Square Park around East Eighth Street in New York
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