Unless otherwise specified, all sizes in this post are listed in women's.
1. A faux-wrap floral number to have everything coming up roses, even when it gets too chilly for a sleeveless dress.
2. A comfy asymmetric plaid shirtdress so you can ~check~ "easy autumn outfit" off your shopping list.
3. A boho-chic pick with crochet details you won't want to ~weave~ for your next brunch date without.
4. A breezy ruffled tunic dress so great for any occasion, it's actually hard to think of places you couldn't wear it. Plus, since it works with or without tights, you can rock it now through the holidays.
5. An elegantly embroidered fit-and-flare dress you're sure to get sew many compliments on.
6. An autumnal floral midi that's never met a brunch, office day, dinner date, or evening at the theater it didn't want to attend (but it is totally texting your ankle boots first to make sure they're going, too).
Get it from Loft for $99.95 (available in sizes 00–18 regular and petite).
7. A turtleneck bodycon dress people will think you had to shell out a ton of dough for.
8. A sultry, rocker-chic faux leather bodycon mini with stretchy spaghetti straps and a classic shape that makes it ideal for layering under pretty much every sweater and jacket you own.
Get it from Target for $35 (available in sizes XS–4X and in three colors).
9. An upcycled overall dress made from two recycled pairs of jeans sewn together into a layer-ready pinafore. Pop it over your fave long sleeve for a cute weekend look.
10. A surprisingly comfy bodycon mini dress equally awesome for rocking on its own (just add heels, sneakers, whatever) or layering with a scarf, jacket, or sweater.
11. A swingy side-button tunic that's cute as, well, a button.
12. The perfect bodycon LBD for parties held in transitional weather, thanks to its sheer long sleeves. Your pits need to breathe when you're dancing your butt off!!
13. A boho tunic dress, which I'm not saying you HAVE to pair with a floppy hat, hoop earrings, and boots for a vibe that's ~a little bit Alexis~, but am definitely saying you should.
14. A glam mock-neck satin gown possessed of the magical ability to be black-tie appropriate with strappy heels but also happy-hour appropriate under a moto jacket.
Promising review: "Stylish and snazzy. Easily one of my favorite dresses in my closet. As a smaller-chested woman, I was able to wear a padded push-up bra without any restrictions. Good length; can wear with a 4" heel and not need to have it hemmed — which is unusual for someone my height (5'). The color is my favorite. I love that the material is more of a thicker satin finish instead of a gloss silk that snags easily." —Olga M.
Get it from Lulus for $84 (available in sizes XS–3X and in five colors).
15. A tie-waist balloon-sleeve sweater dress that looks high fashion but has a super-low price tag.
16. A professional-looking tweed shift dress reminiscent of pieces by a fancy designer that rhymes with Schmanel — for a teeny-tiny fraction of the price. It'll look super posh with or without tights underneath.
17. An autumnal mixed-material tunic dress sure to patch up your boring wardrobe problems, so you'll definitely be plaid you bought it.
18. A boo-tiful fit-and-flare printed with adorable lil' ghost pals that's so precious, you'll want to keep wearing it long after spooky season ends (and honestly, don't give up the ghost — I totally think you can get away with it).
19. A romantic lace-trimmed, elbow-sleeve midi, because who ever said summer romance needs to end when fall arrives?
20. A sleek plaid bodycon dress sure to have everyone at work or on the weekends ~checking~ you out.
21. A posh oversized turtleneck dress that basically screams, "Why yes, I DID just get back from frolicking through the leaves. Please bring me a PSL."
22. A denim shirtdress for anyone who's starting to get bored of their old jeans and is looking for a jean-ius new way to wear denim this season.
23. A ~check~tacular grid-print midi dress that's obviously got pockets — where else are you supposed to keep all the compliments it'll score ya?
24. A so-cute-I'm-not-sure-how-it's-even-allowed fox-print shirt dress you'll look forward to ~sly~-ding into at least once a week. Just prepare for compliments once people see you dressed to the (ca)nines.
Get it from ModCloth for $61.99 (originally $89; available in UK sizes 8–22, aka US sizes 4–18).
25. A comfy three-quarter-sleeve dress, which is way more than three-quarters awesome. You'll give it a 4/4, 10/10, or whatever you want to call it for versatility, style, and POCKETS!
26. A wedding guestworthy pleated midi dress with chic flared sleeves that makes a bold statement all on its own, but you'll get bonus points for rocking it with a statement necklace. Booties and a floppy hat make it extra autumnal.
27. A cool mixed stripe shirt dress sure to stand out in a sea of blah blazers at work or a zillion floral frocks at brunch.
28. A surprisingly chic oversized hoodie dress (with pockets!!!) that'll look effortlessly cool with sneakers and over-the-knee boots alike.
29. A mock-neck mini shift for a mod, appropriate-for-all seasons staple that's an excellent backdrop for all your bold jackets, shoes, and accessories, but would also be chic on its own with flats.
30. A chic dress that's basically an oversize cardigan you can layer, use as office wear or loungewear, and count on to keep the eponymous T. Swift song stuck in your head all day.
Get it from Eloquii for $99.95 (available in sizes 14/16–26/28 and in two colors).
31. A long-sleeved T-shirt dress that seems basic, but is there anything basic about a pretty asymmetric hem or over 8,000 positive reviews? Didn't think so.
32. A sweet sheer-paneled, collared tunic dress with floral embroidery that's simply begging to be paired with badass combat boots.
33. A unique knit combo dress to make you look like a layering expert — even though all you did was pull this baby on. Bonus points if you add a statement necklace!
34. A comfy and swingy all-season floral dress that would be ideal attire for wandering around in a field twirling to Folklore and Evermore.
35. A crying-eyes faux-leather overall dress meant to signify that "crying is badass" for my fellow sensitive rockstars out there. This'll take your moody fall vibes to a whole new level.
36. A bodycon gingham turtleneck dress sleek enough to layer but also an excellent combination of sexy and high fashion on its own.
Get it from Shopbop for $129 (available in sizes XXS–XL).
37. A plaid bodycon pinafore for anyone missing back-to-school vibes — but wants to give them a grown-up edge. Pair with a pack of fresh No. 2 pencils and a badass attitude.
Rebdolls is a WOC–owned small business based in Harlem, NY!
Get it from Rebdolls for $44.90 (available in sizes M–5X).