Last weekend, I couldn’t believe my luck as I thrifted an old L.L. Bean barn coat for $15. Just days prior, Prada had shown a very similar jacket layered over a sheer pencil skirt and pumps. The contrast between the rugged jacket and delicate, sexy skirt was incredibly chic, and got me thinking: even the most utilitarian items can be extremely stylish in the right context. Gorpcore and the rise of Arc’teryx as the creative-director-bro uniform is one example, just as Crocs—once ridiculed for their blobby, bulbous shape—are in a constant cycle of high fashion collaboration. This summer, soccer jerseys paired with little slip skirts or kitten heels were all the rage, and running shorts, like the ones we wore in middle school gym class, joined knee-high boots in stylish ensembles. As we transition into the colder months, we’ve gathered seven practical items we think can be quite fashionable, from the humble cargo skirt to a Lands’ End signal flag men’s crewneck sweater.
Adult Squall Signal Flag Crew Sweater
I am constantly stealing my boyfriend’s sweaters, and for good reason. I love an oversized, slouchy, cozy top—like this men's sweater from the Lands' End limited-edition Squall Collection—in the colder months, especially when paired with a pleated, knee-length skirt or sturdy straight-leg denim.
Merrin Clogs
Once you go Dansko, you can never go back. Pair with thick socks and a wide-leg pant for a comfy, hygge vibe.
Fleece Boyfriend Hoodie
We all saw the large structured grey hoodies on the Miu Miu runways last winter. Sometimes they were styled with tiny briefs—which might not be the most practical for fall and winter—but they were also layered over leggings and under large wool overcoats. Fashionable, in a IYKYK way and very easy to replicate.
Individual 10 Sheer Knee Highs
They sell socks similar to these in little plastic pouches in the hosiery section of Walgreens. Recently, they have become a style statement, rather than a practical work sock, when paired with mary-janes or loafers.
Nash Jeans
These extremely sturdy pants are excellent in the colder months. They’re roomy enough to wear above base layers and look excellent with a fisherman knit and structured jacket.
Boat and Tote
This is the only canvas tote you’ll ever need, and recently, the girlies have been customizing them with quippy little slogans.
Detachable-panel Cargo Skirt
Whether you’re hiking, raving, or doing your best Bella Hadid cosplay at the grocery store, a cargo skirt that unzips into a mini-skirt is always a good idea. We love it styled with a fitted black turtleneck and sneakers.