In the latest Vogue Original Short, Anna Wintour takes on — and, of course, conquers — the comedy world. To complement Amy Schumer’s July cover, the Condé Nast creative director and Trainwreck star filmed a Freaky Friday-esque bit.
To give you all some context, Amy’s professed just how little interest she has in the world of fashion. “I don’t think it’s stupid; there’s no moral reasoning,” she tells Vogue. “It’s just not my thing.” Gesturing toward her yoga pants and navy-blue puffer, she continues: “I just have this sense of entitlement that I should be able to feel comfortable at all times, like I could go to bed at any moment in what I’m wearing.”
This explains why she crashes and burns as Anna. In a meeting to discuss Amy’s feature, the two defiantly declare one another’s jobs “easy” and a life swap challenge ensues. Amy quite literally takes a dive in Wintour’s shoes, hopelessly trying to differentiate between cardigans and choke down a Gisele Bündchen-worthy lunch. Wintour, meanwhile, slays the crowd at the Comedy Cellar, ending her set with a mic drop to raucous applause. She even pulls off the fashion crime of wearing her sunglasses at night. The woman can really do it all.