Add a little color with easy-going outerwear like this cotton bomber in a dusty green. Of course you'll zip it up over your off-duty tees and hoodies, but feel free to stack it over a button-down.
A sturdy shirt that can be worn on its own with the sleeves rolled or buttoned-up over a T-shirt and under a cardigan or jacket. It also makes for a lightweight shirt jacket that you can sport over a henley.
Denim & Supply, $98
Falling somewhere between a tailored blazer and a field jacket, this knit cotton jacket is a relaxed, breathable alternative to your standard structured sport coat. But it's just as easy to dress up or down.
Todd Snyder, $395
A weatherproof color-blocked cotton trench that won't look out of place on cold, wet days in the city and looks even sharper when layered over a suit or with a pair of jeans and your standard shirt/tie/blazer.
Brooks Brothers, $348