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 ...

Like the women’s winning pair by Duluth, the flannel-lined, relaxed-fit jeans from Carhartt felt pretty much like popping on a pair of sweats but looked nicer and provided much more warmth.

and is a bit looser in the seat and thigh for a more relaxed fit. Carhartt WIP SSENSE The subtle stone wash won't give you the same fade potential as raw denim. Black jeans often bring to mind ...