“Oh, no. You don’t understand, this is an Alaïa,” Cher Horowitz exclaimed when held at gun point at a gas station in Clueless. I would have been just as upset because Alaïa is “like a totally important designer.” I think Cher could see into the future where Azzedine Alaïa would become a living legend. The rules of seasonal collections and fashion weeks no longer apply to him: he shows what and when he feels like and every single piece he does, whether it’s a couture gown, a shoe or an accessory, is instantly considered an investment.

So if I were rich, I would buy this perforated Anglaise leather tote to tide me over while I patiently waited for one of his body-con bondage dresses (because he invented them!). Don’t you know? The most beautiful women in the world wear Alaïa!

Naomi wearing Alaïa in Elle circa 1990

$2,200 US at Net-a-Porter.

PS. Yes, this is a new feature. I like to torture myself.