A current fall favorite, the Oxford is also a fashion classic. If you like the menswear trend but don't think you can pull off a vest or huge wideleg trousers, this is a more subtle way to go.
These vintage inspired Pointy Toe Pumps by Stuart Weitzman (were $285, now $190) have great side-hole cutouts. Rock them with a pair of hot tights to really make them pop.
We know what you're thinking: "Fringe?" Okay, so they look a little bit like what your dad used to wear to the office (minus the three inch heel). But trust us, these sturdy Dolce Vitas (were $80, now $53) are sophisticated yet comfortable enough to get you through your own torturous workday. Maybe the old man was on to something.