My current approach to shopping, especially for my own wardrobe, is to keep an eye out for chic pieces that are guaranteed to elevate any outfit. The way I see it, these pieces can easily boost my current outfit rotation without any heavy lifting on my end—anything to make getting ready faster and easier, the better. During a recent online shopping excursion, I was pleased to come across a stellar selection from some of my favorite retailers including Nordstrom, H&M, and Shopbop that fit the bill perfectly.
When going over my top picks, I noticed that most of them could be divided into six key pieces like straight-leg jeans, chic long coats, black flat shoes, and more. In fact, these pieces can be mixed and matched to create a variety of stylish head-to-toe fall and winter looks. Scroll on to peruse all 32 of my stylish finds, plus some outfit inspiration to guide how you can style each piece.
Cool Straight-Leg Jeans
Cool jeans are a must no matter the season, and the current denim offerings are too good to pass up. I especially have my eye on straight-leg styles that are guaranteed to stand the test of time.
Elevated Sweaters
Sweater weather is here and the more elevated the sweater, the better. These pieces are guaranteed to bring any outfit to the next level with very little effort.
Standout Black Flat Shoes
Flat shoes are trending, and I can't get enough of the many styles. Black options with a classic free are currently top of mind since they go with just about everything.
Sleek Long Coats
You may already know about my appreciation for chic long coats, so the sleek picks below won't come as a surprise. Blacks and other neutrals are recommended since they fit effortlessly into any wardrobe.
Pretty Sweaterdresses
It's sweaterdress season and I couldn't be more excited. I am all for one-and-done dressing, and a pretty knit dress fits the bill. I can't decide which of the timeless picks below I love the most.
Sculptural Jewelry
Sculptural jewelry is having a major moment and the options are endless right now. The rings and earring styles have my attention this season.
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This Just In: The Denim Wash That’s About to Dominate Every Cool Outfit This FallWill you love it or hate it?
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This Classic Shoe Is Every Parisian's Secret to Making Jeans Look Elevated in FallAnd you probably already own it.
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My Mom Only Shops at T.J. Maxx and Marshalls—Here's What She Sent Me to Buy for Fall 2025She had me at under-$100 Uggs and Levi's.
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The New Elite Way to Shop Is Off the Grid and Invite OnlyIf you know, you know.
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Not Classic Ballet Flats, Not Loafers—Everyone With Cool Style Will Be Wearing These Shoes With Black Trousers in Fall 2025As seen on Katie Holmes.
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I Just Started Investing—31 Chic Pieces That Will Have Me Dressing the PartEffortless and elevated is the goal.
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I Only Buy Jewelry That Makes People Ask "Where Did You Get That?"—19 Cool Pieces I'm Eyeing for My Next PurchaseBrooches, bangles, and toe rings? Yes, that's right.
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Summer or Fall, This Is the Casual But Elegant Flat-Shoe Trend That Always Looks Good With JeansAs seen on Jennifer Aniston.
