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1.
A slightly-off-shoulder top you’ll pair with skirts, jeans, or corduroys for an effortless and put-together look.
Promising review: “I have another shirt that’s almost identical to this one from a high-end brand, and I love this one more. The fabric is very soft and comfortable. The fit is just right and the black is super dark and didn’t fade in the wash. Going to buy more!” —Vilma
Get it from Amazon for $9.99+ (available in sizes XS–XXL and in 33 colors).
2.
And a faux-suede miniskirt you can wear that blouse with, or any basic long-sleeved black shirt for that matter!
Promising review: “I love this skirt so much! I got a large (150 lbs, 5’4″) and it fits me perfectly. 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 and18 colors).
Promising review: “I love this skirt so much! I got a large (150 lbs, 5’4″) and it fits me perfectly. 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 and18 colors).
3.
A denim overall dress so you have something comfy to throw on over your fall sweaters, and voilà — you have a very cozy outfit for the day.
Amazon
Promising review: “This looks better/more expensive in person! Love it! It’s so cute and has that ’70s vibe. The waist is pretty loose in the back, but you can’t tell from the front. I’m 5’7″, about a size 8, and got a medium, and it hits mid-shin (pretty much looks exactly like the picture). I could see this working for plenty of body types!” —CP BK
Get it from Amazon for $34.99 (available in sizes XS–XXL and in two washes).
4.
A sweater with a knotted back and color-blocked bold colors you’ll want to wear every day for style and comfort.
Boohoo
Get it from Boohoo for $20 (originally $40; available in sizes 12–26).Â
5.
And a pair of simple yet stylish black high-waisted jeans that’ll go perfectly with all your colorful sweaters. Reviewers say these are super stretchy!
Madewell
Promising review: “I absolutely love these jeans! I will say that I usually size up in the Perfect Vintage due to lack of stretch but these felt much stretchier than the usual Perfect Vintage fit. They are super comfortable and the perfect trendy jean for fall/winter.” —TRAVELER123
Get it from Madewell for $128 (available in sizes 14W–28W, 23–32, and in petite and tall sizes).
6.
A gorgeous knitted sweater dress ideal for anyone in need of a warm and stunning outfit for autumn occasions, dates, or Halloween!
Vogue by Nekar / Via Etsy
Vogue by Nekar is an Etsy shop offering handmade Swarovski jewelry, shoes, clothes, and bags.
Get it from Vogue by Nekar on Etsy for $44.99 (available in sizes S–2X).
7.
A super-soft long-sleeve knitted dress just begging to be paired with tights and leather boots/booties.
Promising review: “Wore this dress for Thanksgiving and I loved it. It’s cute. It’s comfy and it makes me look good. You have to play around with the tie in the front so it doesn’t look so bunched, but that’s minor. I already ordered another one in black.” —Gabi
Get it from Amazon for $28.99 (available in sizes S–XXL and 31 colors).
8.
A puff-sleeve blouse you’ll look fabulous in. Try this statement piece with a simple skirt and leggings or high-waisted pants and your OOTD will be showstopping!
Promising review: “Didn’t expect much for $18 but it’s actually really nice on. Purchased black and will be buying the burgundy color too. Order a size up, it runs small.” —Nazarena Sadati Bowring
Get it from Amazon for $17.99+ (available in sizes XS–XL and in seven colors).
9.
A pair of trendy paper bag pants and a long-sleeved linen shirt ideal for anyone who is carrying their love of linen well into fall. We all deserve a lightweight and lovely outfit like this one in our wardrobe!
Love And Confuse, Love And Confuse / Via Etsy
Love And Confuse is a Lithuania-based Etsy shop offering linen dresses, tops, pants, high-waisted shorts, and more!
Promising review: “Beautifully made pants tailored to my measurements. This is my third purchase from L&C and I plan on adding more pieces in the near future.” —Tina Barone
Get them from Love And Confuse on Etsy: the paper bag pants for $80 and the long-sleeved linen top for $65 (both items are available in sizes XS–XL and 32 colors).
Love And Confuse, Love And Confuse / Via Etsy
Love And Confuse is a Lithuania-based Etsy shop offering linen dresses, tops, pants, high-waisted shorts, and more!
Promising review: “Beautifully made pants tailored to my measurements. This is my third purchase from L&C and I plan on adding more pieces in the near future.” —Tina Barone
Get them from Love And Confuse on Etsy: the paper bag pants for $80 and the long-sleeved linen top for $65 (both items are available in sizes XS–XL and 32 colors).
10.
A lace peplum top to throw on with your favorite pair of jeans or leggings. You’ll be glad you bought it when you *really* don’t have 15 minutes to dig through the closet to find a suitable outfit.
11.
And a pair of faux-leather leggings you’ll pair with that peplum top for an all-black fit, or wear it with as much plaid as you can possibly muster for a classic look!
Promising review: “Girl, friend, nonbinary peep, bro, these leggings are your holy grail. Everyone at my holiday party wanted to know where I got them. I had to send the link to my work friends and my extended family. These leggings are comfy, you can move well in them, and they’re cute with any oversized sweater. It’s like wearing really fierce pajamas.” —Kelsey
Get it from Amazon for $27.99+ (available in sizes XS–4XL and six styles).
Promising review: “Girl, friend, nonbinary peep, bro, these leggings are your holy grail. Everyone at my holiday party wanted to know where I got them. I had to send the link to my work friends and my extended family. These leggings are comfy, you can move well in them, and they’re cute with any oversized sweater. It’s like wearing really fierce pajamas.” —Kelsey
Get it from Amazon for $27.99+ (available in sizes XS–4XL and six styles).
12.
A casual party dress with deep pockets so you can carry your phone on you and queue up “Monster Mash” for the third time during your annual spooky festivities.
Promising review: “The fit was perfect. Perfect length. Touched right at the top of my foot which was exactly what I wanted. The material is higher quality than what I thought it would be. Seems like it will last. Cut a little low. It has deep pockets, which is amazing. I will definitely be a repeat customer. I got so many compliments and people wanting to know where I purchased it. I may just get one in every color.” —TracyJ1986
Get it from Amazon for $31.99+ (available in sizes 14–26 plus and 14 colors).
13.
An oversized button-down shirt you just may need in multiple colors, because an easy-to-layer shirt like this goes with anything and is an essential part of any wardrobe!
Target
Promising review: “Cute. I purchased black, white, and green. Love the green color. I wanted to wear it casually. It’ll be a nice work shirt and it isn’t see-through! This style is oversized. Size down if you want a more fitted look.” —Husky Mama
Get it from Target for $15 (available in sizes XS–XXL and five colors).Â
14.
A luxuriously soft wrap you can throw over a basic long-sleeved T-shirt and wear it as a shawl or a scarf — either way, it will be the perfect outfit accessory!
Amazon
Promising review: “I was honestly surprised at how lightweight this is. It’s also very, very soft to the touch. I figured it wouldn’t be warm enough, but I got chilly and wrapped the shawl around myself. Within two minutes I realized that my shoulders and arms were toasty warm. I didn’t think something so light could be so warm. Treat yourself to one. It’s not very expensive and it keeps the chill out.” —Susan Goldstein
Get it from Amazon for $10.99 (available in 11 colors).
Amazon
Promising review: “I was honestly surprised at how lightweight this is. It’s also very, very soft to the touch. I figured it wouldn’t be warm enough, but I got chilly and wrapped the shawl around myself. Within two minutes I realized that my shoulders and arms were toasty warm. I didn’t think something so light could be so warm. Treat yourself to one. It’s not very expensive and it keeps the chill out.” —Susan Goldstein
Get it from Amazon for $10.99 (available in 11 colors).
15.
A cropped long-sleeved shirt serving the black-and-white cookie vibe or celestial look you need in your life. I have this shirt and it is one of my faves — I love the stripes underneath, and it’s super easy to mix and match this top!
Harper Hendrickson, amazon.com
Harper Hendrickson, amazon.com
16.
A cute and cozy smocked dress made for you and your little one so y’all can look adorable during your autumnal family photo shoot. Reviewers say you won’t want to ~leaf~ this set out of your wardrobe!
Little Mia Bella / Via Etsy
Little Mia Bella is a California-based small business offering matching outfits for you and your little one(s), such as jumpsuits, dresses, and matching T-shirts with skirts.Â
Promising review: “Item was just as imagined, and was delivered in time for a birthday party! I am pleased with both of our dresses. Thank you! I will definitely be shopping from here again! 💕” —abbiegarciabÂ
Get it from Little Mia Bella on Etsy for $25.99+ (available in sizes S–XL, also available in baby and children’s sizes).
17.
A long flannel shirt to throw on with Sherpa-lined sweats when you need to run errands or be present for a Zoom call *and* prioritize coziness.
Amazon
Promising review (for the pants): “I’m always cold in the Wisconsin winters. These toast me up and are perfect for lounging. So cozy.” —Jodi Larson
Get them from Amazon: The pants for $19.99+ (available in sizes XS–XXL and in nine colors) and the flannel shirt for $12.99+ (available in sizes S–XXL and 12 colors).
Amazon
Promising review (for the pants): “I’m always cold in the Wisconsin winters. These toast me up and are perfect for lounging. So cozy.” —Jodi Larson
Get them from Amazon: The pants for $19.99+ (available in sizes XS–XXL and in nine colors) and the flannel shirt for $12.99+ (available in sizes S–XXL and 12 colors).
18.
A long-sleeved vintage-style dress that’s handmade and has just the right amount of shimmer for an OOTD everyone will truly remember!
Simple Chics Boutique / Via Etsy
Simple Chics Boutique is a South Carolina–based Etsy shop specializing in fairy dresses, cottagecore dresses, fall crewnecks, and much more!
Get it from Simple Chics Boutique on Etsy for $45.99 (available in eight colors).
19.
A cute cropped hoodie to pair with comfy jeans or high-waisted joggers on days when casual but cute is absolutely the goal.
Target
Promising review: “Sooo cute. So comfy. So unique and stylish! Def size up if you want this to be a little roomier/longer as this is a cropped sweatshirt.” —dianalynn06
Get it from Target for $18 (available in sizes 1X–4X and four colors).
Target
Promising review: “Sooo cute. So comfy. So unique and stylish! Def size up if you want this to be a little roomier/longer as this is a cropped sweatshirt.” —dianalynn06
Get it from Target for $18 (available in sizes 1X–4X and four colors).
20.
A velvet tunic dress in a trendy deep green or red hue you’ll feel your best in, according to satisfied reviewers.
Amazon, amazon.com
Promising review: “Super comfy. It’s very good quality, which surprised me. It’s one of the hidden gems of Amazon. I ordered the biggest size they had as I thought it might run small, but I definitely could’ve gotten away with my true size. Regardless, it’s roomy and very warm.” —Brooke B
Get it from Amazon for $29.98+ (available in sizes S–4XL and in five styles).
Amazon, amazon.com
Promising review: “Super comfy. It’s very good quality, which surprised me. It’s one of the hidden gems of Amazon. I ordered the biggest size they had as I thought it might run small, but I definitely could’ve gotten away with my true size. Regardless, it’s roomy and very warm.” —Brooke B
Get it from Amazon for $29.98+ (available in sizes S–4XL and in five styles).
21.
A hooded quilted jacket that’ll go perfectly over any basic set of shirt and pants. A little jacket like this is an excellent way to create a fashion rule of threes look!
22.
An investment-worthy leather moto jacket reviewers say they’ll be sporting for life, as will you — it’s stylish, timeless, and durable. Pair it with a denim shirt and comfy vintage jeans for a stellar fit!
Madewell
Promising review: “Literally the most expensive thing I own. If my house catches on fire, I’m grabbing this jacket and then my boyfriend. I searched for several months for the perfect moto jacket, and honestly, even the ones in the $200–$300 range just didn’t fit right (and I thought THAT was too pricey!). This one is perfect. It’s a forever piece.” —GIRLINAUSTIN
Get this look from Madewell: the jacket for $498 (available in sizes XXS–XXL and five colors), the denim shirt for $79.50 (available in sizes XXS–XXL), and a pair of high-rise vintage-style jeans for $128 (available in sizes 23–32 and petite and tall sizes).
Madewell
Promising review: “Literally the most expensive thing I own. If my house catches on fire, I’m grabbing this jacket and then my boyfriend. I searched for several months for the perfect moto jacket, and honestly, even the ones in the $200–$300 range just didn’t fit right (and I thought THAT was too pricey!). This one is perfect. It’s a forever piece.” —GIRLINAUSTIN
Get this look from Madewell: the jacket for $498 (available in sizes XXS–XXL and five colors), the denim shirt for $79.50 (available in sizes XXS–XXL), and a pair of high-rise vintage-style jeans for $128 (available in sizes 23–32 and petite and tall sizes).
23.
A casual long-sleeve dress featuring autumn colors and a cut with a little bit of swing to brighten up your workweek.
Promising review: “OK, so first and foremost, I am absolutely floored by how cozy this dress is. It fits very nicely and swings away from the body at the waist. I adore the silhouette this gave me. The material was a little sheer, but it was cozy and very soft. Also, it has POCKETS! It was so convenient to be able to carry my phone around. It was very nice.” —Kayla
Get it from Amazon for $24.99+ (available in sizes XS–XXL and 38 colors).
24.
A perfect little pumpkin dress that’ll have you winning best-dressed at the pumpkin carving contest this year, which *should* be a category, IMHO!
ModCloth
Get it from ModCloth for $85 (available in sizes 6–26).Â
25.
An oversized teddy bear coat to throw on when you want to get as close to walking around in a fuzzy blanket as possible. You can even dress this look up with a jumpsuit!
Amazon, amazon.com
Promising review (for the coat): “OBSESSED!!! Exactly like a coat from Urban Outfitters except at a fraction of the cost. It’s super comfy and warm! Love love love it! It feels expensive and is super cute. You don’t have to spend so much money on trendy items — it’s so not worth it when you can find cute dupes.” —Vanessa
Promising review (for the jumpsuit): “I absolutely love this outfit and I will be purchasing another in a different color.” —Wysheta
Get them from Amazon: the coat for $17.99+ (available in sizes S–3XL and 34 colors) and the jumpsuit for $15.99+ (available in sizes S–3XL and 32 colors).
Amazon, amazon.com
Promising review (for the coat): “OBSESSED!!! Exactly like a coat from Urban Outfitters except at a fraction of the cost. It’s super comfy and warm! Love love love it! It feels expensive and is super cute. You don’t have to spend so much money on trendy items — it’s so not worth it when you can find cute dupes.” —Vanessa
Promising review (for the jumpsuit): “I absolutely love this outfit and I will be purchasing another in a different color.” —Wysheta
Get them from Amazon: the coat for $17.99+ (available in sizes S–3XL and 34 colors) and the jumpsuit for $15.99+ (available in sizes S–3XL and 32 colors).
26.
A versatile cold-shoulder T-shirt dress so you have a layering piece to wear with denim, thigh-high boots, patterned tights, or a colorful jacket.
Promising review: “This was a gift for my daughter. She absolutely loves it! She says it is perfect! Just roomy enough, and the pockets are the best part ever! She is currently going to purchase the other two colors because she loves it so much!” —Nana
Get it from Amazon for $12.99+ (available in sizes XL–5X and 16 colors).
27.
And a cropped moto jacket in a blush color you’ll stand out in. Whether you wear it over that black dress on chilly days or with a blouse and skirt is up to you!
Kin By Kristine
Kin By Kristine is a Black woman–owned fashion brand founded by Kristine Thompson, who started her career as a plus-size blogger before becoming a designer. They offer tops, dresses, jackets, pants, and skirts.
Get it from Kin By Kristine for $72.95 (available in sizes 14–26).Â
28.
High-waisted corduroy pants in a straight tube cut I’m lamenting over because I need these on my person, like, now, please! These pants will look stellar on you with chunky boots, basic tees and tops, and as part of layered ensembles.
Your Way Fashion / Via Etsy
Your Way Fashion is an Etsy shop offering leopard-print dresses, high-waisted jeans with chains, and high-waisted patchwork paints you’ll adore.Â
Get it from Your Way Fashion on Etsy for $27.23 (originally $54.47; available in sizes S–L and two colors).Â
29.
A plaid lapel-collared coat so you can look your best and stay warm as the days get colder. Reviewers say you’ll be raking in the compliments in this piece!
Promising reviews: “I get so many compliments whenever I wear this coat. It always ties my outfits together and makes me feel spruced up. The weight is really versatile, too! It was a godsend when I went to a convention in San Diego. I could wear it over my sleeveless dress in the air-conditioning or outside walking by the water and feel very comfortable. I wore it over long sleeved shirts and sweaters with boots in the fall and winter and felt super cute. It’s held up well and I couldn’t be happier!” —Noneya
Get it from Amazon for $45.99 (available in sizes XS–XXL and five prints).
30.
And Doc Martens platform boots I personally swear by. These will give you a little lift, and take any fit to the next level — and they are ultra durable!
Harper Hendrickson, Doc Martens
FYI — these do take quite a while to break in. I wore mine on my daily long walks for a month straight, and now they are comfy as heck, but they did bruise and blister my feet a bit in the process. The look is worth it IMO, and they are slip-resistant — they stopped me from falling in my stairwell on a rainy day, something I can’t say for my Vans slip-ons. The zipper also makes them super easy to get on and off!
Get them from Dr Martens for $200 (available in sizes 5–14 and two colors).
Harper Hendrickson, Doc Martens
FYI — these do take quite a while to break in. I wore mine on my daily long walks for a month straight, and now they are comfy as heck, but they did bruise and blister my feet a bit in the process. The look is worth it IMO, and they are slip-resistant — they stopped me from falling in my stairwell on a rainy day, something I can’t say for my Vans slip-ons. The zipper also makes them super easy to get on and off!
Get them from Dr Martens for $200 (available in sizes 5–14 and two colors).
You in your new fall fit:
Netflix
Reviews have been edited for length and/or clarity.
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