Tailored vs. Regular-Fit Button-Ups: Which Suits Your Workday?

Model wearing the Gordon white button-up shirt with light blue contrast cuffs and blue jeans.

A good work shirt should look polished and not making you feel restricted. Choosing between tailored and regular fit starts with the silhouette you prefer, but measurements matter more than the label.

When to consider tailored fit

Tailored fit generally follows the body more closely, with less extra fabric around the torso. It’s worth considering if you prefer a streamlined look tucked into chinos or worn under a jacket. The shirt should still let you sit, reach, and move without pulling across the buttons.

When to consider regular fit

Regular fit generally offers more room through the torso. It’s a useful starting point if you prefer a less body-hugging shape for everyday office wear. Fit names vary between brands, so check the size information rather than assuming your usual size will feel the same.

A regular-fit option for your workday

For a regular-fit option, Standard Reserve’s Gordon White Button-Up is listed as Contemporary Fit (Regular). Its body is 100% cotton, excluding trims, with contrast details inside the cuffs, collar, and placket. Pair it with navy chinos for work or jeans for a more relaxed evening.

Check measurements before choosing

Before choosing any shirt, compare its available measurements with a shirt you already enjoy wearing. Check sleeve length, collar comfort, and whether the front stays smooth when you sit down. Stretch fabric can add flexibility, but it doesn’t replace choosing the right size.

The best fit isn’t automatically the closest-fitting one. It’s the one that gives you the shape you want and enough room for your actual day.