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From sun-soaked sports fields to city sidewalks, the polo shirt has remained a menswear mainstay for good reason. It’s the rare style that feels just as at home at the golf course as it does at the dinner table—a true bridge between casual and refined. As our own collection of polo styles continues to grow, we thought we’d offer a few thoughts on how to wear polo shirts today, along with a nod to their storied past.

fit model wearing The Merino Polo in Heather Black

A Brief History

Like so many style staples, the polo shirt began its life as functional gear—in this case, on the backs of British polo players in the 19th century. The version we recognize today owes much to tennis legend René Lacoste, who in the 1920s reimagined the stuffy tennis whites of the day into a soft, short-sleeved cotton shirt with a flat collar and buttoned placket. That modernized design made its way from the court to Ivy League campuses and beyond, earning its reputation as a foundational piece in the smart-casual wardrobe.

Curious to learn more? Check out our full History of the Polo Shirt.

When and How to Wear a Polo Shirt

Because of its balance between polish and ease, the polo shirt lends itself to a wide range of uses. Here are a few of our favorite ways to style it:

1. With Jeans or Chinos

Pair a classic polo tee with well-fitting selvedge denim jeans or chinos for an easy everyday uniform. Tuck it in for a more put-together look or leave it loose to keep things casual.

fit model posing in The Newton Sweater Polo in Heather Clear Blue

2. With Tailored Trousers

A sweater polo or merino wool polo shirt looks right at home under a lightweight sportcoat or paired with pleated trousers. Opt for muted colors or subtle textures for added sophistication.

fit model posing in The Valencia Sweater Polo in CIlantro Rib

3. With Shorts in the Summer

When temperatures rise, a breathable cotton polo shirt in a textured knit or pique weave will keep you cool without sacrificing style. Pair it with tailored shorts and slip-ons or sandals for weekends away.

fit model wearing a polo shirt with shorts

4. Layered Under a Jacket

For transitional weather, try a merino wool polo shirt under a trucker or bomber jacket. The collar adds a point of interest at the neckline, while the wool keeps you warm without bulk.

fit model posing in The Button Down Polo

The Taylor Stitch Polo

We craft our polo shirts with the same care and intention as everything we make—opting for premium, responsible fabrics and subtle nods to vintage styling. From breathable cotton pique to heritage-inspired sweater knits, our polos are built to hold their own across a range of settings. Easy to wear and rewarding to break in, they strike the balance between comfort, texture, and timelessness.

Whether you’re heading out for the weekend or dressing up for dinner, a well-made polo shirt belongs in your rotation. Explore our full lineup of polo tees, sweater polos, and merino wool polos.

fit model posing in The Merino Polo in Heather Black

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