Welcome to Jeans Month on the Strategist, where we’re obsessively vetting denim — from trying on every pair at the Gap to asking dozens of stylish people about their favorite fits. For more, head to ...

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I have several crewneck sweatshirts, but only one is gray, and it’s not ideal. It is from American Giant and super-heavyweight at 16 ounces. Because of the fabric’s heft, it bunches when I try to ...