Thinking outside the box? Overrated—especially this season, when a square print is top of mind. It’s all about plaid: Buffalo checks, blanket-perfect weaves and tried-and-true tartans that could easily tend “grunge.” Our favorite takes? The new button-down shirts that borrow from the boys (specifically, their wear-forever flannels), but were made just for us (We love their slim, tailored cuts!). When we’re not wearing them long and loose over tees, we’re topping them with bombers, denim vests and leather jackets. Want to stray from the norm in the traditional sense? Tuck one tight into a pencil skirt, and wear it to work.