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Unless otherwise specified, all sizes in this post are listed in women's.
1.An open weave cardigan that's the perfect layering piece, because now people can see that you have great taste in cardigans *and* great taste in camisoles.
2.A long-sleeve skater dress, because yes, you already have five skater dresses, but this one has a unique twist-front neckline, which instantly makes your whole outfit look more pulled-together.
3.A high-rise maxi skirt that will make you feel so utterly Y2K, you'll want to immediately run to the mall and buy an Avril Lavigne album. (PS: Do malls still exist?)
4.A sleeveless denim jumpsuit, because the retro-inspired collared top and zip-front + ultra-current wide legs = a totally timeless look.
5.An extended shoulder tee that's dressier than your average T-shirt, but still as comfy as your beloved threadbare "2013 St. Patrick's Day Fun Run" T-shirt.
6.A lace corset tank top, because it's exactly what you need to take your usual weekday "tank and jeans" look up a notch. You can also pop open a few of the corset's clasps if you want to convert it into a sexier, going-out top.
Target
Promising review: "This corset fits me so well that I bought all the colors." —Melvin
Price:$18 (available in sizes XXS–4X and three colors)
7.A pair of super high-rise curvy tapered jeans that are made with denim and spandex — so you get the look of classic denim mom jeans in a stylish black wash, without that, you know, crushing feeling you can get from ones made of pure denim.
8.A fine-gauge ribbed cardigan so you can give off casual "Oh, me? Just on lunch break from my art gallery job!" vibes wherever you go.
9.A puff-sleeve empire waist dress that looks like a seriously high-end dress, but its price is closer to what you'd pay for a seriously high-end brunch. How egg-sellent (sorry).
10.A cropped blazer, because it's time for you to finally live out all your '90s office chic fantasies. I say, go all the way with the look and put your glasses on your head! Push a pencil through your bun! Look adorable as you drop a bunch of papers! Etc!
11.A long-sleeve plisse top that's comfortable and casual, but also a little more sophisticated than your standard plain cotton top.
12.A chunky-knit sweater dress in rust, because this piece is a multi-tasker, just like you: it will make you look cute, and it will keep you warm and cozy as heck on chilly days.
13.A pair of seamed straight-leg jeans that are a more grown-up version of the cargo pants trend. Plus, these are the ultra-rare stylish pants that actually have enough room to hold your phone, wallet, lip balm, those weird mints you're always chewing, etc.
14.A short-sleeve pointelle mock turtleneck, because putting on a turtleneck instead of a T-shirt always instantly makes an outfit 80% fancier. (Don't argue with me, it's science.)
15.A textured ruffled top that looks like you bought it at a fancy boutique (instead of a store that also sells toothpaste and corn chips).
16.A midi slip dress, because who said layering has to revolve around jeans? Pair this baby with some wool tights, a long-sleeve crop top, your favorite chunky cardigan, some big boots, and you might feel so stylish, you'll forget that you have to run the car for five minutes to warm it up before you leave the house.
17.A puff-shoulder crop that's especially great for anyone who's curious about the puff-sleeve trend, but afraid of looking like they're wearing a Halloween costume. This puff is subtle, giving your look a touch of fun without straying into "Samantha the American Girl doll" territory.
18.A pleather racing jacket, for style situations where your old jacket simply won't do. The racing-style neckline and tailoring set it apart from the moto jacket pack.
19.A notched collar corduroy blazer, to tie pretty much any outfit together. And if you're feeling matchy-matchy, there's a pair of matching shorts that would look so cute over tights.
20.A boatneck bodysuit, because wearing a boatneck neckline is basically like holding a sign over your head that says "Hello I Am Polished & Sophisticated" (but with less arm strain).
21.A rib knit midi dress that makes it look like you put a ton of effort into getting dressed — even though it feels like you're just wearing an enormous T-shirt.
22.A long sleeve dress with a cut-out neckline, because I don't like to throw around words like "elegant," "breath-taking," and "so utterly stylish, they'll let you cut the line at the bagel store," but you will be all of these things in this dress.
23.An oversized white button-down that might seem kind of basic, but actually, this shirt is the secret to looking sophisticated and vaguely French, with almost no effort.
24.A zip-front denim cargo jacket because yes, I know you already have a denim jacket, but this one has such unique style! That zip front alone makes this one worth a second look.
25.A slim-fit off-shoulder blouse that's made with easy-to-wear stretch fabric, so it's comfy, but the asymmetrical neckline creates some serious "Who IS she??" energy.