Despite the industry’s quest for wide-cheeked perfection, the gawky, gap-toothed look is always in. Usually these girls, with their big noses and knobby knees, are the coolest of all.

Take, for example, Lili Sumner. Fresh out of the gate, the New Zealand native nabbed an exclusive at Saint Laurent, walking two of the more signature looks in Hedi Slimane’s spring 2014 collection for the house. In print, too, she oozes attitude.

As Karolina Kurkova can attest, the ugliest of ducklings often make the most swanniest of models.