Milly and Michelle Obama had an intertwined relationship throughout her eight years as first lady. Mrs. Obama previously wore Milly on the cover of Essence Magazine with President Barack Obama, during an appearance on the Late Show with Stephen Colbert, and during her final stroll of the White House.

Michelle Obama wearing the Milly Selena dress in Essence magazine, the Milly Bell Sleeve top for her final stroll at the White House, and Milly trousers on Late Night with Stephen Colbert.

When Stylist Meredith Koop originally expressed interest in a custom piece for Mrs. Obama to wear for the presidential portrait, inspiration was drawn from a dress that walked the Milly S/S ’17 runway. It was a contemporary, emotive design with a distinctly female American spirit. The revealed arms were groundbreaking and very modern for a portrait of the first lady. Elated at the potential of this opportunity, the sketch was quickly created and sent to the White House.