Unless otherwise specified, all sizes in this post are listed in women’s.
1. A pair of breathable and super soft high-waisted leggings, because you deserve this level of comfort. More than 44,000 people have given them a 5-star review and say they're definitely opaque so you can live your best life without worrying about showing everyone your underwear.
Promising review: "These leggings are really fantastic! They're deliciously soft, breathable, and stretch nicely without becoming see-through. Also, it says to wash and air dry them, but I have put them in the dryer many times and they still remain true to size/fit. You really can’t best the price either. I’m very satisfied and would highly recommend these glorious leggings to anyone!" —Kelsey T.
Get them from Amazon for $9.99+ (available in one size and plus size; capri or regular lengths; and a variety of colors).
2. A super soft and oversized corduroy button-up to scratch your fall itch with a cozy shacket. Reviewers say it's lightweight, so you won't have to worry about burning up in it.
Promising review: "I love this corduroy shirt. It’s nice and oversized. I like to leave it open with a small white lace cami underneath. I even bought another one. It’ll be great year round. Reminds me of the '90s in the best way." —Andrea
Get it from Amazon for $29.99+ (available in sizes S–XXL and 29 colors).
3. A professional-looking plaid blazer if you're working in an office again (or just want to dress up again for your Zoom call).
Promising review: "The body is roomy and the jacket is very lightweight. I work in a corporate setting and for the past few years, I’ve tried to force myself to like more 'stuffy' traditional blazers. But I just never wore them. This blazer is perfect. I want something I can throw on and feel comfortable — and something long enough to cover my butt. This is so sleek and lightweight. I can see it being good year-round. Because it’s roomy, you can put a silk tank or a turtleneck underneath and control your own climate! The colors are also very pretty. The purple is not too loud." —JULES0317
Get it from Madewell for $168 (available in sizes XXS–XXL).
4. A cozy waffle-knit dress so you don't have to settle for randos on dating apps to feel a warm embrace.
Promising review: "This dress is so soft and comfortable! The knit is sort of a waffle-y pattern that makes the sweater so warm. The bottom two buttons are sewn shut, which is good since they don't pop open! The length is perfect and wearing this dress makes it feel like I'm wearing PJs all day!" —ChloeCabana
Get it from Amazon for $28.99 (available in sizes S–XL and five colors).
5. A puff-sleeve blouse for pumpkin picking, hot apple cider dates, and haunted hayrides.
6. A high-waisted check mini skirt that'll take you from work, to a dinner date, and then to drinks with friends. Pair it with tights if your workplace has a stuffier dress code or on those random days where the temp drops below 70 — so chilly!
Get it from Boohoo for $8 (available in sizes 14–24).
7. A faux-leather jacket because it'll extend the life of your spring and summer wardrobe for a few more weeks, as well as transition seamlessly into warmer wear come winter.
My colleague Natalie Brown (that's her in the photos!) loves her jacket. In her own words:
"I wore this vegan leather jacket almost every single day last fall (and spring) and have already pulled it out again because it goes with like, 90% of my closet and keeps me warm in fall's in-between temps (oh, and gives my summer dresses a delicious ~autumn~ vibe). It turns out everybody more fashionable than me wasn't kidding when they called a leather jacket a 'staple piece'! This version is super soft to the touch, and at least to me genuinely looks like leather both up close and from afar. I got it last August, have worn it a ton, and it still looks brand new!"
Promising review: "Very supple vegan leather. Looks way more expensive than it is. Do not delay in ordering this jacket! I got the black version a few months ago and finally the white version came back in stock. This jacket is great in every way. Even the hardware looks and feels expensive. The only other thing I could say advice-wise is that, if you are a tall woman, this jacket may be too cropped for you. Otherwise, it's fantastic in every way." —nosara9
Get it from Walmart for $49.95 (available in sizes XS–XXXL).
8. A stylish denim jacket to keep you cozy and bridge the gap between too-warm-for-a-heavy-jacket weather and summer-is-officially-over weather.
FYI, this is included in Prime Wardrobe so you can give it a trial run if you're a member!
Promising review: "I adore this jacket! It fits perfectly. I like wearing the sleeves rolled up, but when I wear them down they are more than long enough and I have really long arms. This can be worn with dresses, jeans, whatever! It's the perfect color." —Stacy
Get it from Amazon for $29.73+ (available in sizes XS–XL and 10 colors).
9. A pair of high-rise Levi's jeans if unstructured sweatpants aren't for you but your old denim is just too constricting. Enter: these jeans.
These jeans! Where do I start? Well, first of all, they are surprisingly comfortable. They've been my go-to pair since pre-COVID times and I still wear them on days when I want to feel...normal...despite still having to work from home. They never cut into my waist and stomach — even when I sit cross legged — and in fact I often forget I'm wearing denim because they just fit so nicely. And unrelated to their comfort, I love them because 1. they cup my butt nicely and don't make it look like a pancake and 2. they're the perfect length for my short legs (long torso short legs club unite!).
Get them from Levi's for $89.50 (available in sizes 23–32, two inseam lengths, and 12 colors).
10. A versatile painters jacket so you're fully prepared when your 90-degree day transitions into a 60-degree night.
11. A velvet V-neck cami for folks who want it to feel like fall (because what is more fall than velvet?) but who also can't commit to long sleeves because, as we've already established, it's still hot as heck outside.
Promising review: "I can't believe how great this top is for the price. Not only is it cute, but it's also comfortable and the fabric has a bit of a stretch to it and does not feel heavy at all." —Alison Wildes
Get it from Amazon for $13.99+ (available in sizes XS–XXL and in 13 colors).
12. A faux suede mini skirt that'll convince you that there's more to life than black denim (hard to believe, I know!). But don't worry, your jeans will still be there to slip into when this little number is in the wash.
Promising review: "I've had this black skirt for around nine months now and it has become a staple in my wardrobe! It has very VERY small pockets, but pockets nonetheless, and it's very comfortable. The zipper is high quality, the material feels expensive, and I haven't noticed any fabric shrinkage or color fading! For me it hits around mid-thigh." —liv
Get it from Amazon for $17.99+ (available in sizes XS–XXL and 18 colors).
13. A pair of compression bike shorts because you've finally had an epiphany and realized that bike shorts are indeed very stylish, especially when paired with a white T-shirt and a blazer.
Promising review: "Really like these shorts. I am going on vacation to Mexico soon and am planning on hiking and wanted an alternative to leggings so I don't overheat. These shorts are perfect and hit right above the knee. They are breathable and pockets fit my iPhone 8 perfectly, and the mini pocket in the tummy band is a nice bonus." —Amazon Customer
Get them from Amazon for $18.99+ (available in sizes XS–XXXL, a variety of colors, and in multi-packs).
14. A loose fit cable knit cardigan to wear while blasting Taylor Swift.
Promising review: "Pleasantly surprised at the softness and length of this cardigan. The white is a beautiful softer white color and the arms were long enough for me, which is a plus. Looking forward to using this piece as the weather changes. Definitely a wardrobe staple that can be styled so many different ways. It is not a tight fit but not bulky either in my regular size. I'll be purchasing other colors. I'm so happy with this one!" —Amanda Youngrren
Get it from Amazon for $27.99+ (available in sizes S–XXL and 28 colors).
15. A pair of baggy overalls if your ideal wardrobe can best be defined as "art teacher chic." Reviewers swear the loose, flowy, and breathable cotton linen fabric is incredibly comfy and lightweight on the skin.
Promising review: "I have gotten so many compliments on these overalls! I was looking for something comfortable and light enough to wear during the summer since I'm not a big fan of shorts. I'm pretty petite and it fits well and is just baggy enough. I love them so much I ordered another pair in blue!" —Cynthia Cahalen
Get it from Amazon for $15.99+ (available in sizes S–3XL and seven colors).
16. A mock neck cropped tank top so you can go braless without things turning into nip city. That's right — it has built-in cups for support and maximum comfort. And it's perfect for wearing on its own or layered under blazers, flannels, and shackets.
Klassy Network is a woman-owned small business started by Natalie Rogers.
Promising review: "Obsessed with this top. I have it in black, brown, and tan. I'm a 38DDD and wear an XL with and without pads and love it. Obsessed with all her styles of tops!" —Sandybel
Get it from Klassy Network for $39.99 (available in sizes XS–3XL and three colors).
17. A ruffle blouse for wowing from the front and the back. The adorable keyhole detail on the back is a cute touch that keeps this top from being anything but basic.
18. A sleek pair of faux-leather leggings that'll make you stop and say "damn" every time you pass a mirror.
19. A flowy sleeveless pleated dress because this one won't ~ruffle~ any feathers when it comes to comfort. It's made of a silky soft rayon and polyester blend that won't cling to your body — a plus when it's hot and humid.
20. A pleated polka dot midi skirt with a comfy elastic waistband and pockets (!) to keep you covered without weighing you down.
21. A pair of stupidly soft joggers if the rest of the clothes in your closet would tell me that you're in an exclusive and ultra committed relationship with comfy, cozy, stretchy joggers. Is there room for one more pair?
Promising review: "Imagine microfiber, how its light and has a smooth texture. Then imagine if microfiber and velvet had a baby. This is that baby! It's light and smooth like microfiber, but also has some of the warmth and texture (not *quite* fuzzy, but holds warmth still). VERY comparable to suede. Super super comfy, almost like you're wearing pajamas. These are the ultimate lounging sweats! Bonus, my cat loves them ❤" —Sabrina
Get it from Amazon for $8.99+ (available in sizes S–3X and a variety of colors/styles).
22. A colorful lantern sleeve midi dress so you can stand apart in the sea of buffalo plaid this fall.
Mr. Water New York is a New York-based (surprise!) small business that sells the dreamiest clothes.
Promising review: "I got this dress for my brother's wedding. The dress is absolutely gorgeous! I've gotten so many compliments on it! It's also such lovely lightweight fabric! The wedding was outdoors in July in Texas, so I was very grateful for the light weight fabric keeping me as cool as possible given the circumstances!" —Hannah Yaklin
Get it from Mr. Water New York on Etsy for $89 (available in sizes XS–XXL).
23. A breathable and roomy wide-leg jumpsuit for maximum ventilation — because "fall" still means the highs are in the 80s. It's like wearing PJs in public except everyone is complimenting you instead of looking at you weird.
Promising review: "So comfy and cute. You can wear them for running errands or anything casual yet it has style. This is a lightweight cottony fabric that fits perfectly. It’s easy to wash and I let it hang to dry so it won’t shrink, which some reviewers had reported." —Amazon Customer
Get it from Amazon for $12.99+ (available in sizes XS–5XL and 19 colors).
24. A boho maxi dress that'll make you feel like you're ready for Coachella. I mean, it's still bright, sunny, and 94 degrees outside, so I think this is still acceptable.
Gypsy Tale is an LA-based clothing brand run by Gia (who's also the model in the photo above!).
Promising review: "This dress is awesome. I was concerned about the bust (36D and broad shoulders) fitting. I ordered a large. It is snug on top, but I put on a cute lace cami and opened the top three buttons. WOW! Gia was extremely helpful when I contacted her about the fit. She shipped the item out lightning fast too!" —fay
Get it from Gypsy Tale on Etsy for $59 (available in sizes S–L).
25. A striped T-shirt because blah blah blah basic blah blah blah goes with everything blah blah blah staple in your wardrobe. What more is there that can be said of a striped T-shirt? C'mon — just get it!
Reviewers suggest ordering a size up for the perfect fit.
Promising review: "Very cute and comfortable! I like the ribbed fabric and the shirt is long enough to tuck in, but not long enough to bunch up under the waistline of your bottoms." —Emily
Get it from Amazon for $14.99+ (available in sizes XS–XL and 18 colors).
26. A pair of high-waist cargo pants to wear today, tomorrow, and then on Halloween as part of your Kim Possible costume.
27. A ~waffle-y cute~ tie-front waffle-knit top with no right to be so lovely. It's soft, cozy, stretchy, and lightweight — the quadfecta (which is definitely a real word and not one I just made up).
Promising review: "I can’t believe I didn’t buy this shirt sooner! It’s everything I hoped it would be and much better than what I expected! I’m definitely getting this shirt in all the colors! A similar shirt from Urban Outfitters sells for like $45, so this is much better for my wallet!" —Marie Lassley
Get it from Amazon for $15.99+ (available in sizes XS–XXL and in 37 colors and prints).
28. A flowy maxi dress so you can feel like you're on a tropical vacation while you're sitting in your stagnant apartment on yet another Zoom call.
Promising review: "I just received this in the mail for a wedding in a few weeks and let’s just say, I’m SO ready to wear it right now! I ordered the bright teal and the color is true to what is shown online. Also, the dresses are true to size. This dress is flowy and breathable, and I can’t wait to wear it on the dance floor in a few months! (Only con is that it took me a few minutes to figure out how to tie it correctly but after that, I give this dress a 5/5)" —Autumn Hunsinger
Get it from Amazon for $25.99+ (available in sizes S–XXL and 23 colors).