How can a trench be this cute and smoking-hot at the same time? The short length and lack of sleeves give this trench-style a fresh, young appeal, while the oversized collar makes it as adorable as a baby. But the tailoring is what pulls this altogether for an haute couture result. A nod to the original late-sixties Yves Saint Laurent safari collection, as memorably modeled by Veruschka, this new millennium update has been reworked with exaggerated, razor sharp lapels and a flirty silhouette that suggests a super-chic waitress uniform. Arguably more versatile than Yves’ original, there are so many great ways you can accessorize to change the look of this dress, from total safari to downtown chic. It comes with one catch: the trench-as-dress can evoke only one mental image, and it is one that should be avoided at all costs – that of a flasher. So keep it cheeky and play with that tie belt as if you’re going to undo it like you’ll undo your man. On Net-a-Porter
Pair with: White and olive khaki look fresh together. Clutch Reece Hudson’s “No.6 Lady” bag in ostrich – just make sure your dress is double-knotted before your hands are occupied by this oversized envelope! At Kirna Zabête for $3,600.