If you’re looking for a classic, comfortable, leather knee high boot, the Loeffler Randall Goldy boots are hands down my top recommendation. The round toe gives them a timeless feel, and the shaft is just roomy enough for skinny jeans. I have them in camel—Shopbop has them in both brown and black. See how I’ve styled mine here and here.

I always recommend having a crisp, clean pair of white sneakers on hand for those fall days when you’re not feeling boots. These fit the bill in every way: the quality is excellent for the price, there’s no showy logo, they’re comfortable, and they run true to size.

I consider a lace camisole a must-have staple because they can be worn on their own in the summer but also transition easily as a base layer into the cooler months and may even work under suiting in an office, depending on the setting. I size down to avoid a too-low cut as I’m small busted. See it on me here and here.

If you haven’t given a classic button up a chance in your wardrobe, let me convince you. Wear it with denim and flats for a Parisian look. Tie it in front and wear it with a slip skirt. Style underneath a coatigan with a popped collar. These truly are a closet staple, and this slim fit option by Vince helps you avoid a boxy look and is layering friendly.

You will be so happy if you indulge in this skirt because, let me tell you, not all slip skirts are equal. This one has a slim fit that flatters your figure while still maintaining movement and drape. The length works with heels, flats, or boots, and the silk feels incredible. Plus, it has an elastic waistband for comfort. It’s pricey, but the thoughtfulness of the design makes it worth every penny.

Vince makes some of the best classic, high quality cashmere sweaters. These are great staples pieces to add to your fall and winter wardrobe over time, starting with neutrals like white and taupe. They work well with jeans but are elevated enough to be worn with skirts and dress pants. The knit is firmer than cheap cashmeres so pilling is minimal.