1. An oversize knit sweater dress so you can rely on a trendy one-and-done outfit. This + your usual boots = no room for error.
2. A spotted satin midi skirt for throwing under your favorite go-to sweater. This'll dress up everything and anything before you have time to overthink.
3. A nylon backpack with a chic pom-pom, because this'll help you say goodbye to the worn-out backpack you've been using since your freshman year of college.
4. A printed mini dress that'll call it a wrap on getting ready the minute you put it on. Congratulations, you're officially the best dressed in the office.
5. A ruffled, front-tie t-shirt so you can stick to your usual tee-and-jeans combo, but with an approachable update.
6. A houndstooth mini skirt for pairing with really anything and looking très chic. You will not mess this up. It's impossible. I PROMISE.
7. A pair of block-heeled over-the-knee boots with drawstring ties, because these'll make every single outfit you wear this season look effortlessly cool (even the sweatshirt you insist on wearing every other day).
8. A ruffled button-down cardigan that'll easily give all your old tops a polished upgrade. Did you hear? ~Plain white tees~ are making a comeback.
9. A cashmere-like midi dress so you can look like a professional even if you've been wearing the same pants to work since last Tuesday.
10. A satin blazer for adding a sophisticated twist to your favorite black jeans. Want to get REALLY emotional? You can wear this with leggings. I'll pass the tissues.
11. A backless lace-trim bodysuit, because this'll answer your weekly "what the heck do I wear?!" pleas every Saturday night. No more backing out of plans because you don't like your clothes.
12. A pair of embellished leather gloves that'll be the *star* of your ensembles, thanks to their ability to make all your outerwear look stylish.
13. A striped cardigan sweater so you can chicly accessorize your usual leggings without straying too far from your ~comfort~ zone.
14. A pair of high-waisted faux leather shorts with a ruffled, belted waist for a simple yet fashion-forward way to dress up your plain sweaters.
15. A leopard print belt, because this'll meet you in the *middle* when it comes to subtly giving your denim a fashionable twist.
16. A bow-front velvet mini dress that'll replace your overused LBD and give your evening wardrobe a breath of fresh air. The best part? This doesn't need any accessories.
17. A pair of lightweight platform sneakers so you can *run away* from wearing your old gym shoes with regular outfits. Comfort AND style? All hail athleisure.
18. An off-the-shoulder sweatshirt for answering your prayers by letting you wear sweats to work while still getting full fashion credit. Miracles do exist.
19. A pleated polka dot skirt with ~pockets~, because you can throw this over literally any top and still look OOTD-ready. Should you buy this in every color to rotate every week? Obviously.
20. A pair of high-waisted printed leggings that'll prove living in comfort will always be *in vogue*. Will you wear these for the next 365 days in a row? Absolutely.
21. A loose-fitting sweater so you can remain your relentlessly comfortable self while still managing to look *extra* presentable for the day.
22. A floral maxi dress with delicate tie-sleeves for a) successfully making long dresses a winter staple and b) relying on a one-step outfit to look effortlessly put-together.
23. A pair of faux leather leggings, because these'll help you ~kick up~ your wardrobe with some edge starting the minute you buy these — heck, do it one leg at a time.
24. A Calvin Klein velvet bralette that'll give all of your sheer shirts an elegant touch. AND no underwire? We are truly blessed.
25. A pair of tassel earrings so you can polish your ensembles without creating a hassle. No need to get overwhelmed — these'll go with everything.
26. An embellished cut-out tank for safely mixing it up if you're one to resort to all-black outfits whenever you go out. See how easy it is to wear some color?
27. A wide-leg jumpsuit with POCKETS, because this'll help you get ready in a mere moment, aka you can toss these over your go-to warm tops. Who knew something other than pajamas could be so satisfying?
28. A pair of crushed velvet strappy flats that'll elevate everything you wear without the need for *sole*-crushing heels.
29. A knit wrap midi dress so you can leave your beloved sweats behind for a day and still feel nice and cozy. Did this take a lot of effort? Not at all, my friend.
30. A graphic T-shirt for the epitome of sneakily wearing your usual lazy outfits — except now you'll discover a pattern of compliments.
31. A belted checked cape coat, because this'll ditch your overused parka and give your work clothes the dressy treatment they DESERVE.
32. A velvet embroidered dress that'll help your wardrobe flourish — even when thrown over leggings. Believe in the power of this dress.
33. A chiffon blouse with a beaded collar so you can stylishly top off your everyday bottoms before you're up to your ~neck~ in clothes thrown on the floor. This'll nix mornings of overthinking.
34. A pair of faded bootcut jeans for pairing with anything just as easily as your usual black denim, but this'll give your tops a little more *flair*.
35. An open-back sweater, because this is just as approachable as your usual toppers. Except now you'll receive double the compliments — this is an exact science.
36. A belted cardigan that'll have you looking Insta-worthy in a ~cinch~. Are you wearing the same exact blouse you wear every week underneath? That's our secret.
37. A mesh watch band so you can continue to accessorize with your Apple Watch, but now you'll be one *step* ahead of the trends.
38. A button-down shift for dressing up literally any bottoms you'd like. Leggings? Check. Jeans? Double check. Pajama pants? Sure!
Realizing you've already worn your leggings three days in a row like:
Still looking to update your wardrobe? We've got you *covered*:
— 30 Beautiful Dresses Sure To Make Everyone Swoon
— 33 Heels That'll Make You Scream "OMG, NEED!"
— 31 Wardrobe Staples That Are Both Practical *And* Pretty
— 32 Gorgeous And Warm Sweater Dresses For People Who Just Really Hate Pants