It’s 88 degrees in Brooklyn as I write this, but we’ve only got another month or so before my favorite season arrives—fall. While at this point in the year I’m pretty sick of my summer clothes, I also don’t want to buy things that I’ll wear for five weeks before putting away until next June. So, here are a bunch of dresses that will take you from summer to fall. How? For summer, pair them with sandals and not much else—maybe some sunglasses, a giant straw hat, a glass of rosé. For fall, pair them with any combo from this list, depending on how cold it is and the look you’re going for: tights, boots, a scarf, a sweater, a t-shirt underneath, a beanie, apple cider donuts, hot chocolate.
I tried to include a variety of styles and price points here, but if you feel like something is missing, please let me know (email@example.com or by commenting) so I can keep it in mind for next time—I’m especially looking for brands that carry sizes over 30. Dresses here are listed from low to high prices, just like you sort when online shopping (or is that just me?).
Rosegal Plus-Size Open Shoulder High-Low Dress, $17.28, sizes XL-5X, rosegal.com
Cold shoulder dresses have their haters, but this one is very cute—and comes in three color options.
Forever21 Plus-Size Striped Babydoll Dress, $17.90, sizes 1X-3X, forever21.com
Layer this sundress over tights and a long-sleeved t-shirt for fall.
Fashion To Figure Bobbi Gingham Flare Dress, $19.99, sizes 0X-3X, nyandcompany.com
Gingham is adorable and I’m not giving it up when September hits.
Rebdolls “My Plan” Hip Tie Detail Dress, $25.49, sizes 1X-5X, rebdolls.com
This bright yellow dress is perfect for summer, and will bring a little sunshine to your fall as well.
ASOS Design Curve Ultimate Mini Tea Dress In Scatter Spot, $32, sizes 12-28, asos.com
Torrid Black Medallion Hi-Lo Challis Dress, $29.45, sizes 10-30, torrid.com
I like to think of this style as “subtle witch.”
Society Plus Classic Stripe Skater Dress, $49.99, sizes 14/16-30/32, society-plus.com
This skater dress is super cute and vaguely nautical.
eShakti Lemon Embellished Poplin Dress, $51.95, sizes 0-36 or customizable, eshakti.com
The perfect dress to listen to Beyoncé in. (Btw, eShakti’s dresses are customizable, so you can change up the neckline, hemline, and sleeve type and fit the dress to your precise measurements for an extra cost.)
River Island Plus Red Shirred Bardot Frill Hem Maxi Dress, $64, sizes 14-24, riverisland.com
Rue 107 Amber Dress, $78, sizes 0-24, rue107.com
We love the lace-up detail on this LBD.
Lovedrobe Button Through Midi Dress In Floral Print, sizes 14-24, $79, asos.com
*extremely Meryl Streep voice* Florals….for summer and fall? Groundbreaking.
SmartGlamour the Renate Brocade Open Back Dress, sizes XXS-15X, $80, smartglamour.com
Check, please (get it?). (BTW, like eShakti, SmartGlamour’s clothing is also customizable.)
Plus BKLyn Glow-In-The-Dark Constellation Dress, $85.99, sizes 1X-4X, plusbklyn.com
Let everyone know you’re really into astrology with this GLOW-IN-THE-DARK constellation dress.
Addition Elle L&L Fit And Flare Bustier Denim Dress, sizes 12-26, $119, additionelle.com
Wear this denim dress as-is or layer it over a tee.
Eloquii Sleeveless Dress with Grommets and Tie, sizes 14-28, $119, eloquii.com
How cool is this built-in belt?
Universal Standard Geneva Dress, sizes 6-32, $120, universalstandard.com
And Comfort The Apron Dress, $140, sizes 10-28, andcomfort.com
New brand And Comfort is all about luxury minimalism.
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