There's nothing more classic and cool than a simple heather grey sweatshirt with a perfect fit.
A well-made basic that will get better with age and never go out of style, you can dress it up, dress it down, weekends, evenings, whatever and wherever. You can wear over a button-up with denim or over a tee shirt with gym shorts. It's versatile and easy, like all your clothes should be.
There are plenty of options that work, but this tailored-not-tight option from Buck Mason is our favorite on the market.
It's priced well, made-in-the-USA, and has a fit more reminiscent of a long-sleeve tee than the boxy crewnecks you'd find in a sporting good store. Slim through the body and relaxed through arms and shoulders, the sweatshirt has comfort and movability while still looking tailored and flattering.
Available now for a nice clean $78, you won't regret buying it six years from now when you're still wearing it twice a week.