Fashion

14 Style Lessons I Learned From JFK

How to dress like the man who mastered relaxed confidence and laid-back sophistication.
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1. Invest in a statement watch.



Once you find a watch you love, you'll feel naked without it. It doesn't necessarily have to be a luxury watch—the simpler, the better when it comes to everyday wear. My go-to watch has a simple gold rectangular case with a dark brown alligator strap.

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2. When in doubt, throw on a chunky crew-neck sweater.



A great crew-neck sweater, preferably in neutral tones like oatmeal or camel, is the epitome of casual chic.


3. Master the mismatched suit.



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For less formal events and dinners, pair a darker wool or tweed jacket with a crisp pair of lighter slacks. It says, 'I know how to dress, but I don't take myself too seriously.'


4. The white oxford is beach uniform.



Whether on the Atlantic or Pacific, Mediterranean or Baltic, opt for a white oxford or linen button-down rather than a graphic tee or tank top.

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5. It's okay to dress down an outfit with sneakers.



I love to dress down an everyday put-together look with a pair of simple sneakers, like these classic Vans from J. Crew.


6. Crease your pants.



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Before any event, make sure your pants are creased and your shirts are ironed, preferably at a dry cleaner. People will notice.


7. Always have a wool sports coat on hand.



JFK mastered the Ivy League look. Elevate any outfit with a tailored wool sportcoat.

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8. Wear a bow tie every chance you get.



Because every gentleman knows that black tie means black bow tie.


9. Know the right pair of sunglasses for your face.



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Invest in the perfect pair of sunglasses, and wear them confidently.


10. A long overcoat is the best kind of overcoat.



It's time to say adieu to that cropped peacoat you've rocked since you were eight years old. A long wool or cashmere overcoat says, "I'm on my way to a very important meeting"—no matter where you're heading.

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11. The oversized sweater is your friend.



Sunday morning? Oversized sweater. Long flight? Oversized sweater. Running late to work? Oversized sweater.


12. The right frames can change your face in a good way.



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A friend of mine once told me I look better when I'm wearing my glasses. I didn't know if I should be offended or not; JFK was rarely seen in his round tortoiseshell frames. Either way, the right pair of glasses—for those of us who aren't 20/20 fortunate—can embellish an already-handsome visage.


13. A plain white t-shirt can look put together.



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A well-cut tee, like this one from Incotex, coupled with a pair of black jeans or navy chinos, evokes an understated sophistication.


14. A skinny tie with a simple pattern never fails.



A simply patterned necktie adds a fun twist to any plain grey or navy suit.

*This story originally appeared on Townandcountrymag.com
*Minor edits have been made by the Townandcountry.ph editors

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Tucker Westbrook
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