Whether or not you were the captain of your high school’s football team is irrelevant when it comes to a preppy classic such as the varsity bomber jacket. The versatile item looks great at the age of 19 or 40. An easy way to add a splash of interest to a casual everyday ensemble, you can take a style cue from Nordstrom. The retailer pairs Topman’s varsity bomber jacket with a simple tee, skinny jeans, and Converse sneakers. You can also take this outfit a step further and incorporate your favorite flannel shirt.