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Celeb & Ent

Michelle Obama’s New Book Is a Historical Document Dressed Up as a Coffee-Table Tome

By Eric November 15, 2025

In a moment that beautifully encapsulates the intersection of art and legacy, Michelle Obama prepared for her portrait sitting with renowned artist Amy Sherald, donning a stunning Milly gown. The event took place at the National Portrait Gallery, where Sherald was commissioned to create a distinctive representation of the former First Lady. As Obama sat poised for her portrait, her makeup was meticulously attended to by Carl Ray, a trusted friend and makeup artist who has worked with her for years. This preparation not only highlights Obama’s commitment to presenting her best self but also emphasizes the significance of this moment in capturing her essence for future generations.

Amy Sherald, known for her unique style characterized by vibrant colors and striking depictions of African American subjects, was chosen to create Obama’s official portrait, a decision that reflects a broader cultural movement towards representation in the arts. Sherald’s work often challenges traditional norms of beauty and identity, making her an ideal choice to portray a figure as influential as Michelle Obama. The portrait aims to encapsulate not just Obama’s physical likeness but also her impact as a role model, advocate, and leader. The collaboration between Sherald and Obama signifies a powerful moment in art history, as it contributes to the ongoing narrative of African American representation in prominent cultural spaces.

This portrait is part of a larger trend within the National Portrait Gallery to honor and celebrate diverse figures in American history. By commissioning artists like Sherald, the gallery is not only documenting the lives of influential individuals but also reshaping the visual landscape of American art to include voices and stories that have traditionally been marginalized. As viewers anticipate the unveiling of this portrait, it serves as a reminder of the importance of representation, the power of art to inspire, and the lasting legacy of Michelle Obama, whose influence continues to resonate far beyond her time in the White House.

Making an image for posterity: Michelle Obama, wearing a Milly gown and having her makeup touched up by Carl Ray, as she prepared to sit for Amy Sherald’s painting of her for the National Portrait Gallery.

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