Unless otherwise specified, all sizes in this post are listed in women’s. 1. A pair of platform ankle boots designed with a stretch knit around the ankle, making them super easy to pull on and off so you can wear them to the airport and not have to have a mini panic attack when you get to TSA.
Promising review: "These have become my day-to-day bootie. They are super comfortable and are great for long walks (I work in Manhattan so I am walking a lot). I also love that the knitted, stretchy part comes up past the suede part of the boot.
My friend has a similar pair that scratches against her leg due to it being shorter and lacking the longer fabric portion. Overall, this is a great pair of affordable Chelsea boots!" — Marissa Sarv Get them from Amazon for $39.98+ (available in sizes 5–11 and in 19 colors).
2. A turtleneck bodysuit that reviewers say is not too thin and not too thick because we love a transitional piece between the warmer months and the cooler time of the year. Promising review: "This bodysuit is so comfortable! I've been looking for a bodysuit for a few skirts.
..you know, one that didn't result in a wedgie.
I was so happy to be able to wear this bodysuit literally all day without it trying to floss me! Absolutely recommend this garment!!! And it looks cute in fall photos!" — Pullin' Reviews Get it from Amazon for $19.99+ (available in sizes S–XXL and in 11 colors). 3.
A pair of overalls if you're a farmer, an artist, a barista, or anyone who is on their feet a lot and wants to be comfy and look cute at the same time. These are basically like wearing an adult onesie..
.what's NOT to like?! Promising review: "If you've been hesitant about whether or not to buy these, then this is your official sign to just do it!! I kept these in my 'Saved for later' cart for nearly a year before finally deciding to take the leap. Oh my GOSH, I am so glad I did! These are officially my favorite pair of overalls and absolutely perfect for fall.
They're so comfortable, and I most certainly will be ordering more in other colors. So if you're looking to unleash your inner painter/gardener, then this is the perfect outfit for you :D" — Nathan R Ford Get it from Amazon for $22.39+ (available in sizes S–3XL and in 15 colors and patterns).
4. An oversize crewneck for those days when you really don't want to get out of your pajamas, and because (for some reason) society has deemed PJs unacceptable in public. This sweater isn't technically sleepwear, but it feels like it! And it's super cute! Promising review: "I love this sweater and need to buy it in other colors because I wear it way too much.
It washes well. I purchased one size larger than normal because I wanted it to cover my rear so I could comfortably wear it with leggings. It’s perfect!" — Mom2_4 Get it from Amazon for $32.
99+ (available in sizes XS–XL and in 19 colors and styles). 5. A pair of Everlane's '90s cheeky jeans if you're a millennial who has come to the realization that skinny jeans are no longer "in" but still desperately want to hang on to the skinny jean feel.
As a Gen Z girlie, please just let me help you here. Promising review: "I have gone through the '90s Cheeky in probably every color (except bone, which is perpetually sold out); they are my favorite jeans I've ever worn in my life . They're comfortable, they fit like a glove, they're durable, they're adorable, and they go with everything.
They run a size large and get looser over time and don't retain their original waist size because they don't have stretch. Just remember that." — Alexx S Get it from Everlane for $110 (available in sizes 23–33, in three lengths, and in six colors).
6. A striped turtleneck with super-cute button detailing on the shoulders for those times we get invited out on our friend's boat and want to fit in with the nautical theme. Promising review: "This sweater is very comfortable and easy to pair with different options.
It has four buttons on the left shoulder that add to a dressy look. It can be worn with jeans and a pair of boots or with dress pants. It is warm on a cold day and still light enough that it isn't too bulky.
Then it is either as expected or slightly big. The sweater is easy to care for and still looks great after a couple of washings! I would buy this sweater in other colors." — Suzan Hornbeck Get it from Amazon for $22.
24+ (available in sizes S–XL and in 26 colors). 7. A leopard-print slip midi skirt to pay homage to the OG fashion icons: the Cheetah Girls.
Pair with some hoop earrings, a denim vest, a low-slung belt, and a fedora, and you might as well be their fifth member. Promising review: "This is by far one of my favorite purchases. It's an awesome skirt, and the price was unbelievable.
I'm so happy I purchased this. It looks way more expensive than it is. I get tons of compliments every time I wear it.
Buy it; you won’t be disappointed." — Jen Francis Get it from Amazon for $25.99 (available in sizes XS–XL and 11 colors).
8. A fuzzy three-piece loungewear set for when you want to get in some lazy "bed rotting" but don't want to look like a literal couch gremlin. In these, you'll basically be chillaxin' like a Kardashian.
Promising review: "I love this outfit. This has become my go-to when I don’t feel like getting 'dressed' when lying around the house, but still want to feel somewhat put together and not look frumpy. It’s super soft, warm, but not too warm.
It’s really cute." — Danielle Weiss Get the three-piece set from Amazon for $49.99+ (available in sizes S–XL and in 26 colors and styles).
9. A striped button-down shirtdress because you want to honor one of your favorite spooky characters this Halloween season. Just make sure not to say Beetlejuice three times while you wear it! Promising review: "For the price, this dress is WONDERFUL.
I ordered according to my measurements to fit the bust so it would not pop or gap at buttons. The waist was not too large but will look better with a belt. GREAT for use as a Beetlejuice -inspired look for Halloween and then useful after!" — MrsStricklen Get it from Amazon for $28.
99+ (available in sizes 2–24 and in 12 colors and patterns). 10. A broken-in baseball cap if you're having a bad hair day and want to be able to leave the house without looking like a cartoon who just got electrocuted.
Promising review: "This cap is so perfect, and you can throw it on with any outfit! I got the beige one, and my sister got the white baseball cap. Both are such staples in our wardrobe now! And the fit is perfect. I love the little brown leather adjustable strap in the back; very luxe and high quality.
" — SAM97 Get it from Madewell for $19.99+ (originally $28; available in one size and in six colors). 11.
A lightweight maxi shirtdress that you can wear to work and during a night out on the town. Ideal for when you have a date directly after your nine-to-five and don't have time to go home and change. Promising review: "Lovely! It was a bit big in the midsection, but I bought it oversize on purpose.
It looks great with my chunky and thin belts! It's perfect for all seasons. I intend on wearing it this summer and then adding leggings for fall." — AMA Get it from Amazon for $29.
99+ (available in sizes XS–XXL and in 21 colors). 12. A pair of Sam Edelman loafers you can ~slide~ right into to elevate any outfit.
These would also look amazing with the shirtdress above for a casual-chic fall look! Promising review: "These shoes are a favorite! I ordered the black after having a beet red color for about a year and a half. They were comfortable right out of the box, the leather is supple, and they look high quality. I am very happy with my purchase.
These are often compared to the Brixton loafer from a high-end fashion brand." — Christine Get them from Amazon for $150 (available in sizes 4–14, in wide width, and in several colors and patterns). 13.
A long-sleeved V-neck ribbed sweater I feel like Bella Swan would totally rock. Just pair it with a grey hoodie, a pair of Converse, and a mildly confused expression and you'll be living your Forks, Washington fantasy. Promising review: "This is a very high-quality sweater! The material is thick and warm and soft.
It's very well made and comfortable. The color is beautiful. I ordered the brown and black one in the XL, and it fits me great.
" — Michele Delgado Get it from Amazon for $30.99+ (available in sizes S–XXL and in 25 colors and patterns). 14.
A wrap-style tunic so you can wear something just as comfy as your fave T-shirt but that looks a little more put together (no shade to T-shirts, though, for real). Promising reviews: "The shirt is perfect! It's lightweight but not flimsy. It's soft to the touch.
It's great for wearing to work without being too dressy. Works really well with dress slacks; can't wait to try it with skirts this summer! " — Keisha Page "Love this top! Size is as expected. I have purchased 4 of these.
Only suggestion is to hand wash as the material will become knobby after a few washings. Lesson learned from first order. Comfortable and a great fit! Want two in every color.
" — PZ Get it from Amazon for $24.99 (available in sizes 16–24 and in 10 colors). 15.
These vintage-inspired polarized sunglasses because you want to block out the haters (and the sun) while also lookin' good as hell. Promising review: "OBSESSED!!!! They’re sooo cute! They look super high end and expensive. They’re very lightweight and fashionable.
I love everything about them. They came in the cutest box and came with a drawstring bag to hold them in and a lens cloth! Love, love, love!" — Tianna Get it from Amazon for $25+ (available in five colors and also in sets of two). 16.
A swoop-neck top with a built-in bra because, let's be honest, it is nearly impossible to find the perfect strapless bra, and with this, you don't have to! Buzzoms is a Black woman–owned small business creating clothes with a "boob pocket" in them so you can ditch your bra. The pocket is made with a breathable mesh material with an elastic band underneath to hold everything in place. Get it from Buzzoms for $70 (available in six sizes ranging from XS–XXL — see sizing chart for bra size details).
17. A strapless mesh bustier that you'll feel very smug telling people is from Amazon because it looks so much more expensive than its price tag. Time to serve some Hailey Bieber realness in this beauty! Promising review: "Perfect and versatile.
This fit like a glove. I wore to a birthday celebration and I felt super secure and comfortable and chic. Will be a repeat outfit offender and wearing this piece in so many different ways.
" — Princess Get it from Amazon for $19.99+ (available in sizes 00–20 and 13 colors). 18.
A button-down baby doll dress in denim if you want to look like a fashionable cowgirl but have never actually seen a cow IRL (and if that's the case, you really should try to see one sometime. Cows are great). But don't worry — you can wear this on and off the farm! Promising review: "This dress fits perfect.
It is just the right length also. It is very versatile. I can accessorize it with any color of jewelry and shoes.
I will be wearing it a lot this summer." — M. Behnke Get it from Amazon for $41.
99+ (available in sizes XS – XXL and 28 colors). 19. A seriously stylish tank touting a trendy crisscross V-neck because just a plain ol' tank top is kinda boring, right? This puts a fun new spin on the classic staple! Promising reviews: "This is the second tank I purchased because the first one was so soft and light, very comfortable.
This was even prettier than the picture. The fit is true to size and stretchy to allow movement. These are now my two fav summer tops!" — Jessica "I absolutely love this top! The fit is perfect.
It is very cute! I want one in every color!" — Amazon Customer Get it from Amazon for $19.99 (available in sizes S–XXL and 32 colors). 20.
Some colorful boho-inspired harem pants that basically feel like you're not wearing pants at all. I wore these pretty much exclusively in 2017, and I have to admit that was my comfiest year to date. Promising reviews: "The most comfortable pants I've ever worn.
I don't even know why I would bother wearing anything else. Fits great, silky soft, lightweight, and breathable. Perfect summer pants when it's a tiny bit cool for shorts but too warm for yoga pants or jeans.
Purple is just as vibrant as the pictures." — tatianna "Looooove these pants I cannot wait to wear them! 😍 they're so cute and so comfy I need them in every color. I am definitely going to wear these to my next yoga class.
" — B Get them from Amazon for $18.95+ (available in three sizes that fit XS–3XL, two lengths, and 30 colors). 21.
A high-waisted swing skirt you can pair with your tried-and-true tees or a fancy lil' blouse. Regardless of how you style it, you're gonna be thanking yourself for adding this to your cart. Promising reviews: "I love, love, love this skirt! I love it so much that I immediately bought four more in different colors.
It’s high-waisted and the perfect length without being too short. If you’re on the fence..
.get the skirt ! I found the polka-dot ones are true to size while the florals are more snug with less stretch." — Kara DiBie "Love this skirt and want it in every color.
It is light and airy and great fabric." — Amazon Customer Get it from Amazon for $28.99 (available in sizes XS–XL and 40 colors/prints).
22. A crop top because sometimes a full-length T-shirt is just too damn warm when it's hot out, even in the fall. Pair this with denim shorts or a flowy skirt and you're good to go! Believe me, this will be a vacay staple for years to come.
Promising review: "This is a great affordable option for laying over sleeveless tops in cooler weather!" — cmh8561 Get it from Target for $5 (available in women's sizes XXS–4X and six colors). 23. A floral romper one reviewer called "the comfiest outfit ever!" Not having to match a top and bottom, AND you're comfy AF? YES.
Promising review: "I love this romper. It's a great fit. It's so lovely and cool on a hot day and really comfortable.
I feel like I am wearing pajamas! The look is really adorable and the print is cute." — Kristina Kury Get it from Amazon for $18.99+ (available in sizes S – 3XL and 36 colors).
24. A pair of Woxers you can wear under your dresses and skirts to prevent chafing or sport lazing around your room after a day of classes. I just got my first pair and I'm OBSESSED with how incredibly buttery soft they are.
Promising review: "These are by far the most comfortable pair of underwear I now own. They are lightweight, have a lot of stretch to them, and fit well. They don’t roll up and I can wear them underneath anything.
Would highly recommend these!" — Yael Studio Get them from Amazon for $19.99+ (available in sizes S–3XL and 18 colors and multipacks). 25.
A pleated tennis skirt so you can ~serve~ the cutest trend of the year without depleting your bank account. Get it? Like tennis! Wear it sporty with a polo or flirty with a blouse for an easy vacay look. Promising review: "I LOVE this skirt.
I found it off a review on TikTok. The skirt fits like a glove, with room to stretch (not tight or ill-fitting). I’m really happy with this product because it’s hard to find a product that accommodates my size and comes in good quality.
If you were hesitant, I would suggest checking your measurements. I might buy more colors!" — Nick Get it from Amazon for $19.88+ (available in sizes 0–12 and 39 colors and patterns).
26. Some high-waisted flare leggings with a super supportive ruched waistband if you want to be the most fashionable person in yoga class. Promising review: "I love these pants — great for working out or simply lounging in.
" — Miriam Get it from Target for $16 (originally $20; available in sizes S—XL and in three colors). 27. And finally, a floor-length sundress with pockets (!!) that's as comfortable as a nightgown but still looks very elegant and grown-up.
Promising review: "Comfortable, good quality, and cute. This is a great lightweight dress that can be dressed down for a summer day at the beach or park, or dressed up for work. It is a soft woven fabric, not stretchy, and not see-through at all.
" — Justin Get it from Amazon for $34.99+ (available in sizes XS – 5XL and 44 colors). Reviews have been edited for length and/or clarity.
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