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3 Casual Cool Looks to Up Your Athleisure Game

Mastering the art of dressed down, casual cool isn’t always easy, especially when it comes to pairing sweats with heels. Feeling comfortable, while at the same time stylish, is the perfect marriage of fashionable and wait, am I on my couch? Remember, balance is key to this type of look. Casual and dressy in perfect harmony. These are my three go-to looks when it comes to athleisure style.

Look 1. A drop-crotch style pant, pulled up to show off the ankles paired with a bright-colored pump. The pump is key for dressing up this seemingly casual look. To really pull this off, make sure the pant is a more fitted style.

Courtesy Jenna Gruttadauria

Free Fallin Tee - Free People
Nik Nik Pants - Good hYouman
Shoes - BCBG (past season)
Bag - Vaalbara Designs

Look 2. These are straight-up knit sweatpants — the coziest pants I own. By pairing it with a simple, similarly colored tank and pair of booties, these sweats are instantly transformed from casual to chic. A sleek jacket and statement bag finish off this look perfectly.

Courtesy Jenna Gruttadauria

The Best Tank - The Oxford Trunk
Eleanor Pant - Good hYouman
Shoes - Zara (past season)
Coated Denim Jacket - Hidden
Bag - Celine

Look 3. This look is kind of a reverse take on the athleisure trend. Wearing sneakers with a dress is an unexpected way to make a dress feel less dressy. Wearing a jacket with a trendy twist really makes the look feel complete. Other than the dress, every piece in this outfit should be casual.

Courtesy Jenna Gruttadauria

Voile and Lace Trapeze Slip Dress - Free People
Monet Fringe Jacket - Blank NYC
Sneakers – Vans

– Jenna and Jessica

Jenna Gruttadauria and Jessica von Bluecher are co-owners of The Oxford Trunk, a Santa Monica-based online and brick-and-mortar women’s lifestyle boutique. Specializing in health and beauty, Jenna and Jess are also lovers of dogs, beach days, red wine and cheese.

Connect with Jenna and Jessica on Instagram and follow The Oxford Trunk on Instagram and Pinterest for daily fashion and beauty tips.

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