Casual Steet Chic

>> Fall 2011 Fashion Week comes with many challenges — not least of them choosing the right pair of shoes. Sky-high confections will most likely garner camera snaps, but so will flats — when done right. Take note from this street-snapped cutie and don comfy brown oxfords with olive green cords, a posh trench coat, and a vintage leather backpack for a simultaneously functional and refined vibe. Extra points if you dare to wear the red lipstick.

Left to right: Ann Taylor Twist Scoop Neck Top ($38), Burberry Trench Coat ($1,095), Casio Analog Leather Strap Watch ($40), Current/Elliott Corduroy Pants ($139, originally $198), Revlon Matte Really Red Lipstick ($8), Big Buddha Oxfords ($55), Fossil "Vintage Re-Issue" Backpack ($218)