Trust Me I Should Know Where someone with years of hard-won personal experience, and lots of trial and error, shares everything they’ve learned. Read more here . Photo-Illustration: The Strategist; Photos: Getty, Rudy Jude 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 our Jeans Month hub . From her studio window in Maine, Julie O’Rourke, the 40-