The hills in this town sometimes force me to rethink my general aversion to flats for most in-city activities (other than walking long distances). It's disconcerting!Chloe suede and leather ankle boots, $750 at net-a-porter.

But — hills aside — how amazing would these look on? ... Unbelievably amazing, guaranteed.Christian Louboutin patent pointed-toe pump,
$695 at Bergdorf Goodman.