Wish You’d Worn The Gown Award
When Anna Wintour at the 2010 CFDA Fashion Awards wearing the floral print from one of my favourite looks from Carolina Herrera’s Fall 2010 collection, I instantly wished she’d worn the gown.

We often see Anna wearing pencil dresses at this length with kitten heels, but I would’ve been blown away had she worn the gown.

Trademark sunglasses complete her look.

Credit: Style.com & INFEvents