Michelle Obama's recent fashion choice at the Democratic National Convention, a playful Monse suit, highlights her continued influence in political fashion, contrasting with Melania Trump's luxury designer wardrobe which had a more divisive impact. The DNC in Chicago will be a pivotal moment for Democrats to showcase unity despite internal divisions and external protests, particularly regarding Vice President Kamala Harris' historic candidacy and policies towards Israel. Meanwhile, fashion continues to see unique collaborations, such as the Fendi x Chupa Chups lollipop holder and Disney x Balmain collection, which reflect a blend of craftsmanship, playfulness, and cultural tribute. Derek Guy, known for his menswear advice on X, discusses fashion history and tips on the FT's Life and Art podcast.