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Unless otherwise specified, all sizes in this post are listed in women's.
1. A ruffled hem dress to wear with strappy heels for a classy look or with a leather jacket and black, ankle booties for an edgier vibe. Throw on a pair of gold earrings to elevate the look.
2. A V-neck baby-doll dress that would look fab with a pair of knee-high boots and a cross-body purse for your next coffee date. Enjoy your pumpkin spice!
3. A maxi wrap dress so you can make a statement at this fall's outdoor (mulled) wine and cheese soirée. Ooooo, you'll be looking spicier than the wine!
4. A prairie dress because how cute would you look in this while frolicking in the leaves? I mean, c'mon!
5. A bohemian maxi that's casual enough for the farmers market and chic enough for Thanksgiving dinner. These would look great with leather, saddle mules.
6. A floral dress for your annual apple-picking afternoon at the orchard with your besties. Pair it with a brimmed hat, ankle booties, and hop aboard the hay ride.
7. A midi dress that's great for the office and happy hour afterward. Tip: Pair this beauty with a maple Old-Fashioned.
8. A striped bodycon dress to don under your fave leather jacket. Throw on a pair of suede boots to kick off ~feisty fall.~ Sizzle, sizzle!
9. A flowy floral for tasting seasonal beers and pumpkin ales at your local brewery. Lookin' like a ~fall-en~ angel.
10. A tank dress so *hot* you might need to cool down with an apple cider sangria (and everyone around you too). Wink wink!
11. A polka dot dress for your picnics, potlucks, and leaf-peeping. You'll definitely be ~spotted~ in this one, babe.
12. A puff-sleeve dress that you can dress up with a pair of heels for an elevated look or throw on a pair of white sneaks for a brisk walk in the park.
13. A boho chic dress for getting lost in a corn maze. Put on your best brown booties and some simple jewelry to tie the 'fit together.
14. A tie-dye tunic dress that's cute, comfy, and oh-so-perfect for running errands. Time to get going on Halloween decor shopping. Bonus: It has pockets for your keys, wallet, and phone.
15. A ballon-sleeve dress that'll immediately have everyone ~popping~ the question: "Where's your dress from?"
16. A bodycon dress by Sofia Vergara for a flirty night out with your S.O. Adorn it with a simple necklace and a few bangles for an elegant look.
17. A bell-sleeved dress to keep you warm on a brisk autumn day. Layer it with a denim jacket come evening time.
18. A shift dress that'll work as your #OOTD for just about any occasion — work, date, brunch — you name it.
19. A tunic dress that can be casual with boots, dressed up with a statement necklace, or layered with a scarf and tights for chillier fall days.
20. A leopard dress so you can ~swing~ into fall with a fun print that never goes out of style. Meow.
21. A charming baby-doll dress that's bound to turn heads. Its expressive sleeves and ruffled hem add just the right amount of dimension.
22. A casual crewneck dress for when you want an easy, hassle-free (but still so very cute) 'fit to pair with your mules.
23. A striped minidress because this pattern is timeless. Oh, and it's designed with pockets that you can fill with a bag of candy corn for a festive, on-the-go treat.
24. A button-up dress that's simply ~bow~tiful. Wear it with sandals in the summer and then pair it with sneakers, tights, and a knit cardi come fall.
25. A monarch butterfly midi dress because why not make a bold statement at your upcoming holiday party? You can even dress it down by throwing on a knit cardigan and wearing black ankle booties.
26. A puff-sleeve midi dress that'll without a doubt end up on your IG grid. *Clicking ❤️ button.*
27. A belted dress for impromptu, casual lunch dates. They're not going to know what hit them.
28. A sweatshirt dress that proves cozy clothes are chic enough to wear outside your home.
29. A striped, V-neck dress for an effortlessly stylish look for Sunday brunch with the BBFs.
30. A lace-trim dress that comes in so many cute colors, you might want to add them all to your cart. Say hello to your new, go-to 'fit.
31. An overall dress for you to rock at this year's harvest festival. Tip: Wear a long-sleeve sweater or bodysuit underneath to stay warmer and cozier on your hay ride.
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