[4] In 2005, at age fifteen, she entered the French Elite Model Look and was chosen to move on to the international final in Shanghai.
[5] After her win, Di Calypso debuted in fashion in September 2005, modeling for the Prada Spring 2006 collection.
[5] Her runway work forged her career, walking for top designers and fashion houses, like Chanel, Valentino, Yohji Yamamoto, Dolce & Gabbana, Jil Sander, Diane von Furstenberg, and Emanuel Ungaro.
She was also featured in a spread of Vogue Paris, alongside other French models Sigrid Agren, Jennifer Messelier, Mélodie Dagault, Constance Jablonski, and Mathilde Julia Frachon, declaring France as the country to produce the next wave of supermodels, as other countries like Russia and Brazil had done before.
She has appeared in French, Italian, Portuguese, and Japanese Vogue, Harpers Bazaar, Allure, and Dazed & Confused editorials.