5 Fashion Rules to Break This Season

When it comes to fashion, the rules are always changing.

If there’s one eternal fashion commandant we support more than any other, it’s this: Always stay true to yourself. Fashion trends may come and go, but your personal sense of style will remain year after year. Choose high-quality, well-made garments that are constructed from ecofriendly fabrics and are made in a responsible manner. These investment pieces will serve you well, and they’ll last way beyond one short season.

Of course, that doesn’t mean you can’t have fun with the latest trends. While it’s probably unwise to replace all of your neutrals with neon when the ’80s come back in vogue, incorporating a fun, brightly colored scarf, bag, or vest into your current wardrobe can keep you feeling fashion-conscious without breaking the bank.

And while “traditional” rules of the fashion set (no white after Labor Day, for instance) may have been made with good intentions, there are certain occasions that merit bucking tradition and blazing your own trail. Below, we’ve pulled together five established fashion rules that we recommend blatantly rejecting this fall. Happy shopping (and rule breaking)!


  1. The rule: Never mix prints

Mixing prints is one of our favorite rules to happily ignore. If you’re nervous about getting it right, start off small by mixing two neutrals—like this dark plaid top with a muted-tone cashmere scarf. Once you start to feel more comfortable with the idea, you can experiment with mixing smaller prints with larger ones, using bolder, brighter colors, and adding tons of texture. Your imagination is truly the limit for this one, and there is no right or wrong. Have fun with it!

Merino Wool Funnel Neck Top

Reclaimed Cashmere Striped Scarf

  1. The rule: Always dress as if you’re going on a job interview

Loungewear is having a major moment right now, and the rules around getting dressed up to run errands are much more relaxed than they were 20 years ago. To be clear, donning a silk nightie to go pick up a gallon of milk might still elicit a few stares. But if you find yourself spending your days and nights in oversized, comfortable organic-cotton separates, there’s no need to change before going out shopping. Comfort and fashion can coexist, as evidenced by these soft-as-a-dream leggings.

Ankle Length Leggings

  1. The rule: Define your waistline

Figure-flattering silhouettes look great, but oversized styles can be just as flattering—and twice as comfortable. Balance loose, flowing tops with slim-fit pants or skirts, or opt to wear an oversized dress with or without a belt. Whether you choose to wear your oversized dress loose or nip it in at the waist, you have an outfit that can be worn for all kinds of occasions, from work to weekend and from date night to cocktail hour.

Collie Popover Blouse

  1. The rule: Don’t wear horizontal stripes

Depending on the piece, horizontal stripes can actually be quite flattering. Look for thin stripes in variations of the same shade. Pair the striped piece with a solid color if you’re feeling timid about breaking this rule. But even wide horizontal stripes can look good if the cut of the garment is flattering. We promise…they won’t make you look wide.

Merino Wool Striped Pencil Skirt

  1. The rule: Sweatshirts are only for the gym

When you see this organic-cotton sweatshirt dress, you’ll realize why this rule definitely shouldn’t exist. Following along with the loungewear/athleisure trend, items that were once classified as strictly workout apparel have experienced a major upgrade, and have been spotted on runways all over the world. Wear your comfy organic-cotton clothing with some fabulous boots or sneakers and other accessories for errand running, and then put on a pair of heels to dress up the same look for a girl’s night out.

Raglan Fleece Dress