Uniqlo Cashmere Turtleneck Sweater Available in 10 colors Shop now Everlane Cashmere Square Turtleneck Available in 9 colors Shop now Free People Cozy Cashmere Turtleneck Available in 7 colors Shop now
How to Wear It
Cashmere Turtleneck / Topcoat / Dark Skinnies / Gold Hoops Work Tote (I have this and adore it!) / Leopard Loafers
Cashmere Turtleneck / Cardigan / Girlfriend Jeans Combat Boots / Leather Belt / Twisted Hoops
When I was younger, I used to dream about dressing business casual — pencil skirts, sweater sets, a crisp blazer with a button-down underneath. I would pull out the J.Crew catalog and circle sky high heels and calf dusting coats and present it to my mom like “here’s what I would like to wear!” Her response: “Kelly, you’re nine.” Anyway, happily I have now made my childhood dreams come true with an inspiring array of silk button-downs. I cannot get enough of them — they are so incredibly versatile. Wear with jeans, with ponte pants, midi skirts, pencil skirts, joggers… the options are truly endless. I recommend investing in quality silk for a wardrobe staple that will last you forevermore.
Everlane Clean Silk Relaxed Shirt Shop now J.Crew Button-Down Shirt in Better Silk Shop now Club Monaco Helek Silk Shirt Shop now
How to Wear It
Blazer / Silk Button-Down / Ponte Pants / Snakeskin Mules / Mini Hoops
Denim Jacket / Silk Button-Down / Pleated Skirt / Ear Crawlers / Ballet Flats
I had a revelation earlier this year about jeans. My usual strategy was to buy one pair of jeans at any old place — usually a brand from T.J.Maxx called like “Great Jeans, Inc.” and you know what, they weren’t bad. But then I’d wear them basically every day and after two months they were pretty much kaput. So a few months ago, I rethought everything by investing in three pairs of higher quality jeans and rotating wears. Is this something everyone else has already realized is the easier way to live? Oh well.
Gap High-Waist True Skinny Shop now Good American Good Legs Skinny Jeans Shop now PAIGE Ankle Skinny Jeans Shop now
How to Wear It
Puffer Vest / Cozy Sweater / Dark Skinnies / Scrunchie / Boots
Trench / Tee / Dark Skinnies / OTK Boots / Ear Crawlers / Plaid Scarf
Ponte pants are the little black dress of my wardrobe. They are the Jennifer Aniston of Instagram. Universally beloved. Classic but fun. Casual but elevated. Literal perfection. That is all.
Everlane Side-Zip Work Pant Shop now Express Skinny Columnist Pant Shop now SPANX The Perfect Black Pant Shop now
How to Wear It
Leather Jacket (an editor fave!) / Lace Camisole / Ponte Pants / Ear Crawlers Black Booties / Croc Crossbody
Utility Jacket / White Tee / Ponte Pants / Windowpane Scarf Faux Leather Backpack / Sneakers
Just call me Meghan Markle because shirt dresses are all I want to wear lately. I’m not usually a dress person — I’m a pants gal all the way. But the casual coolness of a good shirt dress is out to change my mind. And I don’t want to jinx it… but I think I’m in love.
H&M Airy Shirt Dress Shop now J.Crew Denim Shirt Dress Shop now Topshop Utility Shirt Dress Shop now
How to Wear It
Sweater Coat / Denim Shirt Dress / Snakeskin Mules Tote Bag / Twisted Hoops
Plaid Coat / Utility Shirt Dress / Tiny Hoops / Boots
You know this already: boots are the staple of a good fall wardrobe. Whatever kind of boot is your current jam (riding boots, OTK boots, low-heeled booties, sky-high ankle grazers), invest in a quality pair that make you feel like a thousand bucks but won’t shred when they hit water.
Madewell The Regan Boot Shop now Steve Madden Over the Knee Boot Shop now Sam Edelman Penny Boot Shop now
How to Wear It
Puffer Jacket / Flannel / Skinnies / Riding Boots / No Crease Hair Tie
Denim Jacket / White Tee / Satin Midi / OTK Boots / Gold Necklace
I splurged on the Cuyana tote for my 27th birthday this year and I’ve never been happier with a wardrobe decision. I instantly feel more pulled together and luxe — packing up for work in the morning is an actual delight. Bonus: the bag fits A TON and is great for travel or flights. Pro tip: I got it monogrammed (#classylady4lyfe) and did the “Mini” size, which gave it the perfect, subtle glint of gold.
Madewell Medium Transport Tote Shop now Everlane Day Market Tote Shop now Cuyana Classic Leather Zipper Tote Shop now
How to Wear It
Wrap Coat / Paper Bag Waist Pants / Graphic Tee / Ear Crawlers Leather Zip Tote / Low Heels
Faux Fur Coat / Silk Button-Down / Faux Leather Mini Skirt / Black Tights Classic Leather Tote / Loafers
Another anecdote from my childhood, get ready! I used to wear my coats alllll the time, to the point where my family was like “hello, can you take your coat off and make yourself comfortable?” But honestly I didn’t want to. I just love coats that much. There’s something about the feeling of wearing them: mysterious, ready for adventure, literally warm. All my favorite things.
Topshop Carly Coat Shop now Halogen x Atlantic Pacific Herringbone Coat Shop now Mango Emerald Wool Coat Shop now
How to Wear It
Wool Coat / Graphic Tee / Raw Hem Jeans / Pearl Hair Clips Sneakers / Suede Crossbody
Carly Coat / Wide Leg Black Pants (bought these last year and wear them constantly!) Tie Front Top / Heeled Loafer / Matte Lip Pencil
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