Chelsea Boots: The Jeans and Pants That Sit Right With Them

Chelsea boots get filed under “safe” pretty quickly. Ask anyone what to wear with them and you’ll get the same three words back: skinny jeans, obviously. As if the boot…

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Mens Black Jeans: Building Outfits From Tees to Jackets

I ironed my black jeans once. Properly ironed them, crease down the front like school trousers, because I had a second interview for a job I badly wanted and I’d…

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What Color Shirt Goes With a Blue Suit?

I own eleven blue suits. Eleven. I counted them properly last month while doing a closet purge that was supposed to result in fewer suits and instead resulted in me…

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Wide Leg Jeans in Winter: Shoes and Outfits for Cold Days

The reputation on wide leg jeans in winter is that they’re impractical, full stop. They drag through slush, they need the kind of shoe you can’t wear once the sidewalks…

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Mens Cardigan: Layering Over, Under and With

I checked my “worn twice this week, don’t wash yet” chair last Tuesday and counted. Four cardigans in five days. Not four different sweaters, four different cardigans, because apparently that’s…

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Light Gray Pants and Jeans for Women: Easy Outfit Ideas

I counted last month, because counting things is basically my whole personality at this point, professionally and otherwise, and light gray pants or jeans made it into eleven separate outfits…

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Sweater Dress Styling: Shoes, Boots, Coats and Jackets

My roommate walked into the kitchen on a Tuesday, looked at me for exactly two seconds, and said, “You’re wearing the vacuum sweater as a dress again, aren’t you.” Which,…

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Which Color Pants Go With a Navy Blazer?

The reputation is that a navy blazer only really works with gray pants, maybe khakis if you’re feeling loose, and that’s the whole conversation. Every men’s style guide I’ve ever…

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Pink Shirt: Tie and Pants Combinations

I bought my first pink shirt for a video I never posted. That’s the whole embarrassing part, right there, before I even get to the tie. It was February, I’d…

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Mini Dress Styling: Underneath, Over It, and With Boots or Coats

The reputation mini dresses carry is that they belong to a decade of your life and then you graduate out of them, quietly, the way you graduate out of standing…

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