Slideshow will continue in seconds. Click to skip
There's still a good eight weeks of chilly temperatures and impromptu snowfalls left, so why make getting dressed hard? Click through for seven easy ways to rework your go-to winter pieces.

The Piece: A striped sailor shirt.

The Standby Pairing: The ultimate off-duty combo of stovepipe jeans, flat boots and a gray overcoat.

Try This Instead: Resist the urge to go casual and reach for slouchy leather trousers and bright white pumps instead. A striped jacket is a the perfect way to finish the outfit, so long as you find a style with much thicker horizontal lines than those on your shirt. Contrast is what makes this look work, so the two motifs mustn't be similar.

Click through to shop the look now.

The Piece: A long, double-breasted overcoat.

The Standby Pairing: Over, well, everything—what else can you do with it? It's an overcoat, after all.

Try This Instead: All it takes to make your outerwear seem like a totally new piece is a skinny black belt around the waist. Besides giving you an hourglass shape (no small feat when you're wearing several layers), this easy add-on totally changes the coat's sihouette. Don't be surprised if people think it's new!

Click through to shop the look now.

The Piece: High-waisted jeans.

The Standby Pairing: Tucked-in T-shirts and button-front shirts.

Try This Instead: Counterintuitive as it seems to wear a cropped sweater in the middle of winter, it totally works when you balance it with above-the-belly-button denim. Top the outfit off with a boxy overcoat (cropped sleeves optional, but they do mesh nicely with all this proportion play), and that sliver of exposed stomach won't get cold at all.

Click through to shop the look now.

The Piece: A tweedy jacket.

The Standby Pairing: Outfits meant for milder winter days, since this mid-weight style doesn't provide very much warmth.

Try This Instead: Quadruple its heat factor by adding a thick fur (faux or real, your choice) underneath. Try to make the second layer a little longer: you want at least a little bit of plush fabric to show.

Click through to shop the look now.

The Piece: A chambray shirt.

The Standby Pairing: Slightly darker jeans for a Canadian tuxedo done right.

Try This Instead: Make this preppy staple seem sporty and sleek by mixing it with silk track pants and a colorful cropped sweater.

Click through to shop the look now.

The Piece: Skinny denim.

The Standby Pairing: A soft neutral-colored cable-knit sweater and black ankle booties that are, or look a lot like, something Isabel Marant designed.

Try This Instead: The key to looking dressed up in your more comfortable pair of jeans is picking the right colors. A pastel pullover and grey suede boots seem super-sophisticated, especially when mixed with a coordinating statement necklace.

Click through to shop the look now.

The Piece: Black trousers.

The Standby Pairing: Similarly serious workwear pieces, such as oxford shirts and boyfriend blazers.

Try This Instead: Give the whole look a playful spin by tossing a long pink coat over the whole thing. Because the top layer is so unabashedly girly, feel free to make your outfit underneath menswear-heavy: the more push-pull, the better.

Click through to shop the look now.