Willoughby was born in South Norwood and educated in London at the Slade School of Fine Art.
[1][2] At the Slade she developed a style with both Cubist and Art Deco elements, which led to a number of poster commissions.
[9] Beginning in 1915, she created cover designs for the catalogues and other publications of specialty bookseller and dance scholar Cyril W. Beaumont,[10] sometimes under the name "Vera Petrovna".
[1][11][12] She also created wooden souvenir figures depicting dancers Léonide Massine and Lubov Tchernicheva of the Ballets Russes.
During World War I, she lived with young signal officer Peter Llewelyn Davies.