Trousers

These skinny, calf-length houndstooth pants give the classic trouser a fresh update with their modern, trendy cut. A slouchy sweater will perfectly balance out the slim bottoms … and keep you from looking too '90s corporate.
To buy: Zara, $70
Riot Blouse

This silk chiffon blouse in deep blue and black houndstooth is effortlessly chic and a bit edgy at the same time. A hint of neon green makes the pattern really pop off the sheer fabric. Tucked in or loose, this will pair perfectly with black jeans.
To buy: Bloomingdale's, $218
Factory Pencil Skirt

Made of wool and nylon, this houndstooth pencil skirt is an office staple. Dress it down with a simple white V-neck, or go fancier with a black suit jacket. The thicker fabric makes it perfect for chillier winter days.
To buy: J.Crew Factory, $90
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Coat

The big, black-and-white houndstooth of this wool and polyester coat is totally classic, while the shape adds a more contemporary feel. It's the perfect all-in-one item: You can wear it to work, on a casual weekend or even as a cover-up on a chilly date night.
To buy: Zara, $179
Mariah Dress

Cozy up for fall in this merino wool sweater dress—a great investment piece. The vibrant oranges and blues give the classic houndstooth an update, and the pixelated look of the pattern is very modern. Pair it with dark tights and booties for the perfect fall-to-winter outfit.
To buy: Rag & Bone, $395
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Kneesocks

For a fun pop of pattern in an otherwise plain outfit, grab a pair of these houndstooth knee socks. They also look great peeking out over the top of tall boots, and are an easy way to subtly join in on the trend.
To buy: Chuggs, $25
Print Pleated Dress

Take houndstooth out of the office with this flirty chiffon dress, which has fun with the trend by patching together all different styles of the pattern. Paired with pumps—try colored ones for a real pop of whimsy—it'll suit any fancy occasion.
To buy: Mango, $70
Sweater

A keyhole closure on the back of the neck—tied with red ribbon—adds some flair to an otherwise basic houndstooth sweater. Pair it with a bright pair of jeans for a fun office-casual look.
To buy: Gap, $27
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Floral Print Jacket

Overlaying the sometimes-staid houndstooth print with a delicate floral pattern is the perfect way to make the trend accessible for more funky folks. The short and tailored zip-up makes a great fall coverup.
To buy: Zara, $100