Anna Wintour’s face, shrouded in that eternal page boy cut (cut so perfectly they might actually use a stencil) is emblematic of the entire fashion industry – who else could rock that look for 50 years? But exactly what is it about her that makes her such a fascinating subject? Sure, she’s elegant and chic, but there’s something more, something totally thrilling and regal about her unapologetic power and her sway over the industry (not to mention her uncanny ability to make people hop when she says hop.) It’s her air of enigma, that perfect poker face; we mean, just look at the way she hides behind those dark, glossy glasses lenses, that makes her unknowable – and makes us think she might just be having a laugh at everyone. Respect.

Here are some of our top picks from The September Issue, i.e. Anna’s universe.