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1. A funky ruched button-front dress to act as the perfect base layer during chilly fall weekends. It covers up enough to keep you from getting cold, while still being cute enough to wear on a pumpkin-picking excursion with your closest friends.
2. A sleeveless sweater dress with ribbing that adds juuust the right amount of texture for your minimalist, solid-colors-only clothing aesthetic.
3. Or, if you're into patterns, try out this short-sleeve flutter dress that takes a summer classic into an autumnal direction. It'll help you hold onto florals, even though there's foliage all around you.
4. A ruffle-sleeve eyelet dress, because nobody talks about how warm the early fall can be in some parts of the country (I'm looking at you, southwestern states). If you need something to keep you cool while still adhering to your beloved fall color scheme, this is just the dress you need.
5. A plissé knit dress, because it is just the right balance of simple-meets-elegant for an early fall rooftop cocktail party.
6. A casual striped dress that's a one-and-done look you can quickly shimmy into before clocking into work on a busy Monday. If you aren't too keen on stripes, this dress comes in solid colors, too!
7. A ruched knit dress with a side slit (meow) to up the ante on your typical tank dress. This piece works great under a flannel shirt — the fabric will keep you warm, but the slit adds just the right amount of ~breeze~ you need to keep from overheating. Like they say: it's all about balance!
8. A sleeveless halter dress that comes in handy when you have a *super* important dinner date...on a Tuesday night immediately after work. This dress can go from day to night easily with accessories, and will have you looking fancy and feeling ~fine~ with very little effort.
9. A tiered embroidered dress because it proves that embroidery is NOT just for those blazing summer months. You can wear it with white socks and Mary Jane shoes for a city-chic look during September.
10. A lace-up knit dress that makes you look Zoom-ready, while still leaving you feeling cozy.
11. A graphic button-front dress, because cool weather calls for animal print! If you're new to wearing prints, this subdued gray and black design can help you segue into all sorts of funky colors and patterns.
12. A flutter-sleeve dress that is pretty much all you need for a cozy weekend spent in your reading nook. The long tiered construction is basically temperature control — it'll keep you cool and breezy when the weather is acting like it's still summer, and keep your legs safe from wind gusts when fall suddenly sweeps in.
13. A sleeveless plaid mini because it is the epitome of seasonal transitional fashion, with its summer-like cut and fall-like pattern.
14. A woven bodycon dress that you can really wear anytime, anyplace. Top this with a denim jacket while you work from a coffee shop, or pair this with platform Docs for a night out on the town. Bare-legged or with tights, on its own or layered with a tee or turtleneck — you're going to get a lot of mileage out of this one.
15. A long button-front dress to bring a grunge edge to your pumpkin-spice look. This dress, paired with a moto jacket and Oxford shoes, is pretty much all you need to truly welcome fall to your closet.
16. A cotton balloon-sleeve A-line dress that's perfect for any soiree you have on your calendar this month. It hits that sweet spot between casual and dressy, so it works equally well for brunch, work events, or a housewarming party. Pair this with your favorite cowboy boots if you want a look that makes everyone wonder, where did they get that...?
17. A smocked dress for those days where it's just cool enough outside to dedicate the day to strolling around downtown. Wear this on a first date, or just on a date with yourself!
18. A ruched mesh dress that you'll wear to pretty much every fall wedding on your docket this year!
19. A shark-bite-hem dress with a subtle cowl neck if you want to wear patterns this fall but still want to adhere to your "dark hues only" fashion palette. (Trust me, I get it.)
20. A long printed sweater dress, because there's nothing better than wearing something that feels like a cozy blanket — except feeling all that coziness, plus taking a break from wearing pants.
21. A satin bodycon that you'll want to reach for during all those back-to-school events! Whether you're wearing this to homecoming or a formal, this satin texture will have you looking fall-ready, while the cutouts will keep you from feeling overheated or constricted, and allow you to move on the dance floor.
22. A long-sleeve shift dress because it is as versatile as it is cute — you can wear this to a cozy matinee with your S.O., or dress it up with strappy heels for a night on the town with friends. No matter where or how you wear it, the tiered construction, baby doll waist and slightly puffed sleeves will help you craft a perfect look.
23. A button-down T-shirt dress that's your ticket to looking like you just stepped off the set of a moody '90s rom-com. Add a choker necklace and platform Mary Janes for the ~full vibe~.
24. A sleeveless corduroy dress, because it's fall — and that means it's time to bring on the warmer fabrics, baby! Throw a flannel shirt on over this dress, and you'll be one pumpkin-spice latte away from being the official poster child for autumn.
25. A mesh bodycon dress that feels like your favorite tank top while making you look like a million bucks! You can wear it on its own on warmer days, or layer with a tee or tights when things start to cool down.
26. A long-sleeve wrap dress with a ruffled hem, because its casually sophisticated style helps you look like you took hours to get ready — when, in actuality, you only really had about five minutes to put a look together before heading out the door.
27. A puff-sleeve midi dress that reviewers love to wear both backward or forwards! Who doesn't love a 2-in-1 piece that actually looks great both ways?
28. A tiered A-line dress, because those random hot September days can creep up on you! If you also want to wear this during chillier days, however, you can pair it with a crewneck sweater for that coastal grandmother aesthetic.
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