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1.A cowl-neck tunic dress *so* incredibly chic and low-key that people may assume you're a heroine of a Nancy Meyers movie. Spoiler: You ARE.
2.A metallic pleated skirt that'll look ANYTHING but basic YET will match so many things that it'll earn its keep in that category. (And this story.)
3.A pair of high-waisted leggings that, yes *are* opaque, and you'll want to buy in each and every color and then wear all winter whether you're working or werking out.
4.Leather smoking shoes for a reliable classic that'll still be in style years from now — just be sure to get 'em resoled before they get too bad!
5.A trendy teddy coat in a neutral tone that'll help you ease into the style without feeling like you're committing to a fad.
7.Or a ~reversible~ faux-leather tote that'll give you a little more flexibility when you realize your outfit would look so much better with a black bag. Dump the contents, flip it inside out, rake everything back in, and be on your merry way!
8.Hunter rain boots for keeping your feet dry while frolicking through fields of wild flowers or dodging suspiciously dark puddles on city streets. Is that a coffee puddle or is it....
9.Or some sneaker-style rain boots you'll come to rely on for those days when it's a 30% chance of rain and you 100% don't want to ruin your good suede ankle boots OR sweat it out through wellies. And if it doesn't end up raining, it's NBD.
10.Knit jeggings so you can get away with wearing not-pants while wearing a socially acceptable semblance of pants.
15.A roomy top-handle bag with a shoulder strap so you can stash the stuff that you need for your busy-ass lifestyle. It's so good and useful that you may not even switch your bag for weeks on end. (No judgment.)
16.A rubberized rain coat for gloomy mornings when you can't dramatically drape yourself across a couch indoors. Sigh.
17.Dr. Martens that'll be a tough go-to for days when the sun is shining or it's beyond gray.
41.Slip-on sneakers in a perforated metallic style that'll make every well-cushioned step look a bit fancier.
42.A lacy LBD (that comes in other colors!) to get you through the rest of holiday party season. And weddings. And cocktail hours. And any other events where you need to look like a slightly better dressed version of yourself.
43.A mock turtleneck in a range of colors that'll be perfect for layering under your fave summer dresses or flying solo.