Respect the order:
The key to layering is to start with the softest layer and work your way out to the most durable.
Build your wardrobe this spring with lightweight layers that make it simple to pile on while the weather's chilly and then easily peel off once it warms up. Like a linen sweater, a jean jacket or these suggestions below.
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