Embrace the Pocket Square: Elevate Your Daily Style

Back in boarding school, I refused to wear mandatory school ties and even served detention for it. Together with like-minded peers, I vowed never to let ties constrain my neck after graduation.

I stuck firmly to this promise for years, going tie-free even at weddings, funerals and interviews. Yet I still wanted to add subtle flair to smart casual outfits—and pocket squares became my perfect solution.

During a trip to Nantucket, I chatted with Vineyard Vines designer Eric Vos, who shared his styling tips. He noted pocket squares are ideal for tie-free looks, injecting fresh color and layered texture. Matching it to suit hues works best, while plain white linen is always a foolproof pick.

There’s no need for complicated folds either. Timeless flat folds and easy puff styles are neat, effortless and classy enough to elevate any look. A well-chosen pocket square turns blazers, seersucker suits and tweed coats instantly refined, serving as a low-key yet striking gentleman’s finishing touch.

Inspired by Eric’s elegant styling, I picked out multiple signature silk pocket squares featuring sailboat, lighthouse and cocktail glass motifs. Soft fine silk in gentle pastel shades pairs flawlessly with navy blazers. Styling wisdom: stick to one bold tone per outfit to keep taste understated. They only need occasional cold hand washing for easy upkeep.

Blending East Coast preppy charm with laid-back West Coast vibes, this dual-sided pocket square is crafted from premium Italian fabric, offering two styles in one piece. Its elegant geometric patterns and soft blue tone match almost all formal attires effortlessly.

Out of reach for most full suits, Tom Ford’s refined pocket squares remain accessible. I favor its minimalist polka-dot styles, which fit seamlessly with seersucker and pinstripe suits, delivering steady high-end sophistication.

Perfect for cool autumn days and tweed outerwear, wool pocket squares complement thick textured fabrics far better than silk. This German luxury piece boasts rich vintage tones reminiscent of fall scenery, bringing authentic old-world gentleman charm to seasonal outfits.