Waxed Canvas Jacket

Waxed canvas is a material that will help protect you from the elements. They also break in as you wear them more, aging like fine wine. Modern suppliers have embraced waxed jackets as the timeless pieces they are. There are plenty of riffs on this jacket, from chore coats to truckers to field jackets. Barbour sells the most recognizable waxed canvas jackets, but new American heritage brands like Flint and Tinder offer fresh takes on the classic. Find one that suits your style and wear it with your best worn-in denim so that your outfit looks like it was made just for you.

Brown Leather Jacket

Captain America wore this jacket in the ’40s and present day, and it looked great in both eras. You don’t need to be built like Cap to pull this jacket off; it is already timeless by itself. Look for a jacket that has been passed down by your dad or grandpa or get a new one to break it in yourself. Modern leather jackets that are cut slim look great over a T-shirt and jeans. Roomier fits are a great outerwear piece for semi-formal looks; try a chocolate or chestnut leather jacket over a striped dress shirt and slacks for an all-American business casual look.

Short Jackets

Blue Denim Trucker

The denim trucker jacket is perhaps the most recognizable piece of Americana in the fashion world. With a cropped look that ends around the waist, this jacket is perfect for adding a stylish edge to your casual looks without dominating the outfit. Levis made the original, but these jackets are universal now. Decide what details you like, and you can find one to suit your style. Wear it with grey chinos and a T-shirt or go all out and wear a denim jacket with jeans. You can take your favorite denim jacket into smart casual occasions by wearing it with chinos and a button-down; just make sure your jacket is well-tailored and free of holes.