Pick Your Pleat: Men’s Guide to Choosing a Dress Shirt

Shop Dress Shirts
When you buy something through our retail links, we may earn commission and the retailer may receive certain auditable data for accounting purposes.

Most men are hopeless when it comes to choosing a dress shirt. There’s way more to it than just getting your size right. In fact, the small details of a button-down change both the way it fits and the style you serve. Here’s our men’s style guide to choosing the best shirt based on pleats.

CUTTER & BUCK More to love David Donahue $135.00 Cutter & Buck $64.00$47.00 Cutter & Buck $65.50 Cutter & Buck $64.00 Cutter & Buck $64.00 Nordstrom Men's Shop $59.50 Size Info True to size. Considered a Classic fit; cut generously with extra room through the chest, armholes and sides. Details & Care Neat tattersall checks style a timeless cotton-blend sport shirt cut with plenty or room through the chest, arms and sides. A smart button-down collar, raised placket and chest pocket complete the classic look, while a convenient wrinkle-free treatment keeps you looking crisp all day long. 31 3/4" length. Rounded, adjustable button cuffs. Back yoke with box pleat. Curved hem. 60% cotton, 40% polyester. Machine wash cold, tumble dry low. By Cutter & Buck; imported. Available online only. Item #1097214 Free Shipping & Returns See more Back to top Reviews 'Epic Easy Care' Classic Fit Wrinkle Free Tattersall Plaid Sport Shirt Write a Review(1) Ratings summary 5 out of 5 100%of reviewers recommended this product. 5 stars1 review(s) 4 stars0 review(s) 3 stars0 review(s) 2 stars0 review(s) 1 star0 review(s) Narrow reviews by: Star Rating Fit Age: TOP 1,000 REVIEWERTOP 1,000 REVIEWER November 22, 2015 littledarla michigan Age:50-54 Yes, I recommend this product. Was this review helpful?Yes|NoReport inappropriate review business casual Great for business casual days at the office for my husband. Haven't been disappointed in cutter and bucks quality yet. My husband is picky and he wears it which means it is a hit. 'Epic Easy Care' Classic Fit Wrinkle Free Tattersall Plaid Sport Shirt A box pleat at the center back is the most common style for shirts. It creates a relaxed fit with easy motion. This style is common for casual shirts, but may not be appropriate for formal occasions.

CUTTER & BUCK 'Epic Easy Care' Classic Fit Wrinkle Free Tattersall Plaid Sport Shirt

We may receive compensation from retail partners.

NORDSTROM MEN'S SHOP Smartcare™ Trim Fit Stripe Dress Shirt Narrow pleats at the shoulders look a little more polished than their boxed counterparts. They tend to fit your shape more closely, creating an athletic frame. Wear a side pleated shirt when you want tailored style, like for a job interview or formal occasion.

NORDSTROM MEN'S SHOP Smartcare Trim Fit Stripe Dress Shirt

We may receive compensation from retail partners.

When your shopping for shirts, use this quick guide to get it right for the occasion. Box pleats are casual, side pleats are dressy. Remember that, and you’ll never go wrong.

If you buy something because we told you about it, we may receive compensation from retail partners.