How to Match Your Shirt with Different Types of Trousers

A great shirt deserves the perfect pair of trousers to complete your look. At Boss & Co, our custom shirts are designed to fit flawlessly and elevate your style — but knowing how to match them with different trousers can take your outfit to the next level. Here’s your guide to pairing shirts with various trouser styles for every occasion.

1. Dress Pants

Ideal for formal and business settings, dress pants paired with a crisp custom shirt create a polished and professional look.

  • Shirt Choice: Solid colors like white, light blue, or subtle patterns work best.

  • Tips: Tuck your shirt in neatly and add a belt that matches your shoes for a refined finish.

2. Chinos

Chinos offer a smart-casual vibe, perfect for office casual or weekend outings.

  • Shirt Choice: Experiment with checks, stripes, or pastel colors to add personality.

  • Tips: Roll up your sleeves for a relaxed look, and pair with loafers or casual shoes.

3. Jeans

For a timeless casual style, jeans and a custom shirt are a go-to combo.

  • Shirt Choice: Opt for chambray or denim-look shirts, or stick to classic solids for versatility.

  • Tips: Untucked shirts or a half-tuck can keep it laid-back. Sneakers or boots finish this look well.

4. Shorts

Great for warm weather or casual outings, pairing shirts with tailored shorts keeps you cool and stylish.

  • Shirt Choice: Lightweight fabrics like linen blends and bright colors or patterns work best.

  • Tips: Choose shorts that hit just above the knee, and pair with loafers or casual sandals.


Pro Tip: Balance Colors and Patterns

If your shirt has bold patterns, keep your trousers neutral to avoid clashing. For solid shirts, you can be more adventurous with trouser colors and prints.


Ready to design your perfect custom shirt to pair with any trousers? Start your Boss & Co customization today and step out in confidence.