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Unless otherwise specified, all sizes in this post are listed in women's.
1. A super-stylish faux suede midi skirt made with a rib-knit material, because you want to be prepared when you're invited to a last-minute dinner date after class and need something easy and comfortable to wear while still looking chic.
2. A cuddly cashmere sweater for those days that you really don't want to get out of your pajamas to go to your 8 a.m. class, and because for some reason, society has deemed PJs unacceptable in public. This sweater isn't technically sleepwear, but it feels like it! And it's super cute!
3. An adorable smiley face baseball cap if you're having a bad hair day and want to be able to leave your dorm without looking like a cartoon character who just got electrocuted.
4. A smart front-tie shirtdress because when you have a presentation for class, you want to dress for success (even if you were up 'til 3 a.m. the night before finishing said presentation).
5. A pair of platform loafers you can ~slide~ right into to elevate any outfit. These would also look amazing with the shirt dress above for a classy casual fall look, in or out of the classroom!
6. A cozy lightweight shacket for those fall days when you wake up and it's chilly outside but then somehow it's 75 degrees by lunch.
7. A pair of tie-waist wide-leg pants if you're wanting to look stylish and put together but skirts and dresses aren't exactly your thing. Plus, these look incredibly comfortable, IMO.
8. A pair of Marc Jacobs sunglasses for when you're walking across campus and need to block out the haters (and the sun) while looking good as hell.
9. A gorgeous floral baby doll dress because you want to be looking and feeling your best when formal season comes along. Plus, this photographs beautifully for all the pics you'll take on your first day back!
10. An extra cuddly sleep shirt if you might have partied a little too hard the night before and need to take a ~self-care~ day to recover and laze around (so you can do it all over again tonight).
11. A ribbed activewear set that comes with biker shorts and a workout bralette, so you can crush the fitness classes your school offers in style and comfort.
12. A wide-leg jumpsuit because sometimes putting an outfit together is hard (especially if you're running late for class), and this is basically a full ensemble all on its own.
13. A cute T-shirt dress with pockets (!!) you could dress up with hoops and platforms or dress down for class with your favorite pair of sneakers and your backpack.
14. An adorable cheetah-print cardigan to pay homage to the OG fashion icons: The Cheetah Girls. Pair with some hoop earrings, a denim vest, a low-slung belt, and a fedora, and you might as well be their fifth member.
15. A sweet Lucky Brand peasant top that, depending on your school colors, could make for a really cute game day/tailgate outfit. Just pair it with a denim skirt and cowboy boots and you're ready to go. (Can you tell I went to college in Texas? Hook em'!)
16. A pair of Levi's overalls for when you're struggling to put an outfit together, and you need to make it halfway across campus to make it to class on time.
17. A flirty lil' workout dress with built-in shorts because it's still hot AF outside, and you're sick of all the thigh chafe going on when you're walking from class to class.
18. A buttery leather tote bag with a removable liner that makes it super easy to clean out so you can store your computer and textbooks in style and ease. And it comes with a matching wristlet!
19. A pair of drawstring shorts so you can go from studying at the library to lounging in your dorm, to napping, to running errands — all without having to change bottoms.
20. And lastly, a baggy crew neck sweatshirt that will surely become your a.m.-class uniform. Just roll outta bed, toss this on, and you'll be ready to get that A, hunnyyyyy!
The reviews for this post have been edited for length and clarity.