Let’s face it ladies, fall fashion is as much about comfort as it is about style, and nothing tucks into your favorite new boots like a comfy (read: stretchy) pair of leggings. Top them off with a soft oversized sweater and a blanket scarf and you’re in cozy fashion heaven. Now, we’ll be honest, when it comes to fashion we’re usually all about breaking the rules, but in the case of leggings, there are a few style guidelines we must hold fast to. Keep scrolling to read 5 dos of wearing leggings, plus 10 Stylist-approved leggings outfits, too!

Featured items: 1. Casual: Spacedye M’Leggings, Taylor Tee, Reversible Wrap Sweater, Pyramid Charm Earrings, Vince ‘Nina’ d’Orsay Flat 2. Dressy: Cable Cowl, Simple Cami, Spacedye M’Leggings, Rock Star Earrings, Steve Madden ‘Cynthia’ Booties

Featured items: 1. Casual: Fergie Turtleneck, Sleek Legging, Pyramid Charm Earrings, Jasper Bangle, Dune Easton Leather and Suede Trainers 2. Dressy: Sleek Legging, Monaco Cami, Ava Jacket, Cameo Necklace, Sole Society ‘TIIA’ Heels

Featured items: 1. Casual: Napa Vest, Relax Tee, Sleek Legging, Chelsea Charm Necklace, Vince ‘Nina’ d’Orsay Flat 2. Dressy: Harbor Jacket, Cleo Top, Sleek Legging, Zelda Cuff, Sam Edelman ‘Blake’ Booties

Featured items: 1. Casual: Lara Sweater, Beyond Tee, Safari Legging, Pyramid Necklace, Dune Easton Leather and Suede Trainers 2. Dressy: Convertible Jacket, It’s a Wrap Shirt, Safari Legging, Zelda Cuff, Steve Madden ‘Cynthia’ Block-Heel Booties

Featured items: 1. Casual: Shirttail Cardigan, Daisy Blouse, Sleek Legging, Pyramid Charm Earrings, Zelda Cuff, Sam Edelman ‘Blake’ Booties 2. Dressy: Outing Blazer, Waterfront Shirt, Sleek Legging, Cameo Earrings, Marc Fisher ‘Baker’ Block Heel Pump