Pocket squares are a symbol of style and sophistication. They add personality, elevate your outfit, and showcase your attention to detail. But, even the most versatile accessory has its limits. Believe it or not, there are moments when the best choice is to skip the pocket square entirely.

Here’s a guide to when not to reach for that square of silk—and why knowing when to hold back can actually enhance your style. 

1. In Ultra-Casual Settings

If the event is all about relaxed vibes—think a backyard BBQ, casual drinks with friends, or game day—adding a pocket square might feel overdone. Style is all about balance, and sometimes, less is more.

What to do instead: Opt for casual accessories that fit the setting, like a great pair of sneakers, a leather bracelet, or a baseball cap that adds a subtle touch of style.

2. When the Outfit is Already Pattern Overload

Bold patterns are a big trend, and we love seeing men embrace them. But if your shirt, tie, or blazer is already doing the heavy lifting with prints or textures, a pocket square can push the look into chaotic territory.

What to do instead: If you’re attached to the idea of a pocket square, stick to a solid color that compliments your outfit. Otherwise, let the rest of your look do the talking.

3. During a Job Interview

Yes, dressing well for an interview is crucial, but a pocket square can sometimes give the impression of being too polished or overly focused on your appearance. Interviews are about balance—showing you’re professional and approachable without coming across as trying too hard.

What to do instead: Stick to a clean, well-fitted suit with a sharp tie. Focus on being prepared, confident, and professional; your skills and personality will make the lasting impression.

4. With Jackets That Lack Lapels

Pocket squares are designed for tailored pieces with a breast pocket—no lapel, no square. If you’re rocking a bomber, track jacket, or denim, trying to wedge a pocket square into the look just doesn’t work.

What to do instead: Elevate your casual jacket with a well-matched scarf, sunglasses, or statement watch to keep your outfit stylish without forcing formal elements into the mix.

5. At Solemn Occasions

Funerals and similar events are about paying respect, not making a fashion statement. Even a subdued pocket square can feel unnecessary or out of place in such settings. The focus should remain on honoring the occasion, not accessorizing.

What to do instead: Stick to a clean, tailored suit in dark, understated tones. A simple tie, polished shoes, and a respectful demeanor are all you need to show thoughtfulness and respect.

Pocket squares are a go-to accessory for adding flair and personality, but true style is about knowing when to dial it back. Whether you’re keeping things casual, respecting the tone of a solemn event, or ensuring your outfit doesn’t veer into overkill, leaving the pocket square at home can be the most stylish choice of all.

So the next time you’re debating whether to reach for one, remember: sometimes restraint is the ultimate flex. And when the time is right? You’ll know exactly how to let your pocket square shine.