The Varsity Jacket

First, let’s be clear. We’re not telling you to dust off your old varsity duds and start wearing them to brunch on Sunday. Save those for your son. Instead, grab one of these slimmer, modern numbers in today’s sale from top brands like Unionmade, Converse Black Canvas, and more. Pair it with a plaid button-down, some dark denim, and finish it off with a casual pair of sneaks (points if you rock some PF Flyers for that modern “Sandlot” look). At the end of the day, while you may not be scoring touchdowns or knocking balls out of the park anymore, it’s totally cool (and encouraged here) for your style to reflect your glory days.