A lesson in transitional dressing (and shopping).
Jessica Teves, Head of Content
This dress is so perfect and elegant—an absolute wardrobe classic that I’ll call on time and time again for dinners, work, and more. I’m envisioning this with boots and an oversized cardigan for a day-to-night look that works for me all fall and beyond.
Heels are not happening for me at the moment, so I’m embracing the utilitarian trend and investing in these chunky lug-sole boots. Most everything Daniel Lee—the brand’s creative director—touches is near perfection, and I’m hopeful these boots are as comfortable as they are chic.
I’ve been on the hunt for a light shearling coat featuring dropped shoulders and a super-relaxed rancher fit, and this Nili Lotan number fits the bill. I can’t wait to wear this on repeat for many, many years to come.
Leya Kaufman, Head of Sales
There’s nothing I love more than a cozy fall sweater in a flattering silhouette. And at a time when we’re so glued to our screens for Zoom calls, unexpectedly feminine but casual pieces like this are a must.
This is the perfect transitional coat. It’s chic but heavyweight enough that it will allow me to continue outdoor dining in New York City through November. I can’t wait to throw on this effortless, refined fall basic to dress up a pair of leggings for date night.
While I’m obsessed with boots, extended weekend walks call for comfortable lace-up bootie-inspired sneakers. This suede high-top seasonal sneaker keeps my fall look together, but doesn’t hold me back from running around the city for hours. I might even need more than one pair.
Rachel Pickus, Creative Associate
Even though I’m a year-round boot-wearing kind of girl, there’s nothing like strapping on a pair as soon as the weather dips below 70. Although my collection is already threatening to take over my closet floor, I’m having a hard time saying no to these black leather beauties.
In addition to my yearly urge to purchase a new pair of boots, I’ve been on the hunt for the perfect patchwork jacket. It’s a little bit kitschy and a little bit grandma-y, but undeniably CHIC. The perfect antidote to a drab fall day.
Let’s set the record straight, Boyish jeans are truly the best! I purchased my first pair during a late-night Instagram spiral and was pleasantly surprised to find them insanely soft and flattering. Seeing that I’m finally getting sick of wearing sweatpants every day (crazy, I know…) I’m itching to stock up on my favorite denim.
Halle Lagatta, Associate Creative Producer
This is the kind of sweater that makes me dream of wintery days spent sipping hot cocoa fireside, après ski in Aspen. Sitting on my couch with some Swiss Miss will do for now, so long as I’m wearing this perfectly cozy alpaca pullover.
I don’t think there’s anything more powerful than feeling subtly bold. I know that sounds like an oxymoron, but this trench is seriously the perfect garment for those moments of strength you often need as the wind starts picking up, while still maintaining some semblance of glam. This gorgeous hue will be sure to match those rosy cheeks!
These are not your mother’s wellies. As a shoe-obsessed person, it’s easy for me to justify spending obscene amounts of money on a pair—these rubber boots are no exception. As I save my coins, I’ll be dreaming about walking in inclement weather with these guys on my feet. Bring it on, winter!
Kelsey Dobbs, Senior Marketing Manager
This fall, I have been loving the look of a timeless button-down. This staple from AYR checks all the boxes, and the oversize style and the subtle tan stripe add a unique touch. I have been wearing this constantly tucked into my favorite jeans or paired over my favorite leggings.
I always look forward to adding a new pair of jeans to my rotation, and AGOLDE never disappoints. This high-rise style has the perfect amount of stretch, which makes these my perfect wear-with-anything pair.
Fall weather is always so unpredictable, and I have been searching for the perfect lightweight but cozy jacket that I can layer over my favorite sweaters and tops. This oversize jacket is reversible and perfect for those chilly fall days.
Hannah Baxter, Senior Beauty Editor
I have such a hard time figuring out how to dress for fluctuating fall weather, so I tend to stick with long-sleeve cotton styles that I can easily pair with a vintage blazer. This top is breathable but not too summery, and considering how affordable Simon Miller’s rib styles are, I plan on stocking up in one or two new colors this season.
My denim collection can be divided into two groups: the boyish, wide-leg, comfy variety, and the tight, high-waisted, can’t-quite-sit-but-your-bum-looks-amazing pairs. These jeans are the latter. Again, crazy affordable, but the quality is still so good—organic cotton (that won’t stretch out in the wash) and the silhouette has the golden waist-leg ratio to help you look leaner and longer. They’re a must for your fall wardrobe, trust me.
Clearly, I have a thing for orange this season. But seriously, if you don’t have a nice long-sleeve dress in your collection, it’s time to invest. Whether you have a fall wedding, an important work meeting, or simply want to pour yourself a glass of scotch and sit on the couch all by your stylish lonesome, it’s 100 percent worth it. I’ve been drooling over this Tibi style for weeks now, so I think it’s time I finally add to cart. Maybe I’ll even splurge for some new boots to wear with it...
Camille Freestone, Writer
So I’ve already waxed poetic about my thoughts on vests this season, and obviously the same sentiments still prevail. I love this cream *affordable* rendition from Cos and plan on pairing it with a stark white button-down—a color combo I am loving at the current moment—with black leggings and loafers.
Purchased at the beginning of the pandemic, these stirrup leggings may or may not have been my most-worn item of clothing over the past seven months. Then, the Prada Resort ’21 show really kicked my love for the style into high gear. Catch me in an oversize button-down or blazer with a pair of these tucked into a ballet flat all season.
OK, so I could actually live in anything Elin Kling designs for Totême—this line is seriously the epitome of how I wish I dressed every day. The jacket specifically is perfect for the current weather. Not to mention, the cargo-style pocket is having a major moment!
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