house ad reads "OUR TOP TIPS FOR WINTER BUSINESS CASUAL"; background image shows a young professional woman wearing winter business casual and walking in a snowy city
Kate Hepburn, "Bringing Up Baby"
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When and How To Wear Hats

Reader E writes to us with a request for an accessories post on hats: I would love to see a post on how to wear hats, not winter hats, but some of the more structured 50’s-esque hats that seem to be everywhere. I imagine they aren’t appropriate for a conservative office environment but where exactly…

Poll of the Day: Will You Wear a Peep-Toe Bootie to Work?
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Poll of the Day: Will You Wear a Peep-Toe Bootie to Work?

So I have been seeing the peep-toe bootie every.where this season, usually styled with skirts or cropped pants. And I always think the same thing — “Cute! But definitely in that ‘I’m-so-hip-I-don’t-need-to-wear-flattering-clothes way.’”  You know, like harem pants and those huuuge 80s-ish glasses that some kids wear. The peep-toe bootie trend also strikes me as…