Clark Gable with gray hair and a mustache stands outdoors with arms crossed, showcasing men's fashion in a light gray suit jacket, black shirt, and red pocket square. A rural landscape and mountains are in the background.

The polo is a style staple and one of the most versatile shirts a man can own. Donning one is an easy way to level up your look when the occasion calls for something a notch above a t-shirt.

But that ease can lead to complacency, and the polo often ends up in some very unstylish territory.

A guy needs a collared shirt for an event, grabs one off the rack at Kohlโ€™s, throws it on thoughtlessly โ€” and ends up looking like a middle manager at Acme Co.

Maybe thatโ€™s okay if youโ€™re about to give a PowerPoint presentation on Q3 sales, but a lot of guys would like to look sharper in a polo for social occasions, and even at work.

If you want yours to read as more stylish and handsome than boring and corporate, follow these five guidelines:

1. Dial in the Fit

Three men show how to wear a polo shirt in navy, blue, and brown, each paired with light-colored pantsโ€”offering effortless style tips against varied backgrounds.

Middle Manager Move:ย Oversized polos with sleeves hanging past the elbow and bodies billowing like sails.

Manly Upgrade: As with any garment, fit is king โ€” and thatโ€™s especially true with the polo, where a loose, shapeless cut only adds to the shirtโ€™s reputation as an afterthought. Instead of swimming in a sloppy shirt that hides your build, opt for a polo that flatters your frame with:

  • A slim-but-not-tight silhouette.
  • Sleeves that hit mid-bicep and hug the arm a little.
  • Length that lands mid-fly โ€” long enough to tuck, short enough to leave out.

2. Choose Classic Fabrics

Middle Manager Move: Shiny, synthetic polos with moisture-wicking sheen.

Manly Upgrade: Tech fabric exudes an air of the office and suburban-dad-dom. So save the shiny polos for the golf course, and choose polos made with traditional pique cotton or jersey knit. Jersey and pique cotton offer structure without stiffness and a texture that looks classic and inviting.

3. Dress It With Intention

Demonstrating polo shirt style, three men each wear a polo shirt with different pantsโ€”jeans and loafers, dress pants and sneakers, or chinos with red sneakersโ€”showcasing how to wear a polo shirt in versatile ways.

Middle Manager Move: Wearing a polo as part of a generic business-casual getup โ€” tucked into pleated khakis, paired with a braided belt and boxy dress shoes.

Manly Upgrade: You want to treatย the polo like a grown-up essential, not a placeholder. Give some thought to how you wear it and what you wear it with by:

  • Pairing it with tailored chinos, trousers, or well-fitting jeans.
  • Adding refined-yet-relaxed footwear: loafers, chukka boots, clean sneakers.
  • Accessorizing with a cool bracelet or watch (or both, like Clark Gable above)
  • Tucking it in (if you want) but anchored with a leather or canvas belt.

4. Branch Out With Colors

Middle Manager Move:ย Wearing only safe colors โ€” navy, black, or corporate baby blue.

Manly Upgrade: Thereโ€™s nothing wrong with a polo in a basic color like blue, but when youโ€™re trying to look more stylish and sharp than stiff and stale, branch into earth tones (olive, rust, cream), deep classics (burgundy, forest green), or even a light mint or pink for spring and summer.

5. Level Up With Layers

Showcasing men's fashion, these three men demonstrate how to wear a polo shirt: a beige blazer with navy polo, a brown checked blazer with navy polo, and a brown sweater over a white shirt paired with white pants.

Middle Manager Move:ย Nothing but the polo up top.

Manly Upgrade: One-dimensional outfits are fine, and a necessity for the hottest months of the year. But when the weather allows, adding a layer adds visual interest to your getup. Polos can look great with a lightweight jacket, cardigan, or even a sport coat over them.

Donโ€™t Let the Polo Phone It In

The polo shirtโ€™s got plenty more potential than being the go-to uniform of the apathetic office worker or the off-duty regional manager. With better styling, it can look intentional and sharp โ€” put-together but still laid-back. Wear it with some purpose, and it rises above the cubicle to become a sartorial statement.

This article was originally published on The Art of Manliness.


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