Like a true style icon, Olivia Palermo's entire outfits make us swoon almost every time! The mix of textures and materials with the black in her outfit gives a lot of visual interest, from the patent leather boots to the wool vest and her distressed denim. And she might even be convincing me that I need to try the short hair look...

Moms (and frankly, all of us!) seek comfort in everyday wear, and Alessandra Ambrosio proves that you don't have to sacrifice style to keep up with the kiddos. On a trip to the farm with her son, she sports an easy graphic tee and jeans, but the fedora and riding boots are the perfect touches of flair without going overboard. Keep a lightweight utility jacket handy by effortlessly tying it around your waist!

Everything about this outfit had me gushing over J-Lo. The gal just glows! She takes your basic jeans + tee look and ups the chic factor tenfold with this gorgeous trench and strappy stilettos. I love the unexpected combo of blush and forest green with the bright jewel tone bag - an instant must-have!

A black moto jacket is a staple in every gal's closet - and Kerry now has us convinced that a white one is a necessity too! The lace-up detailing on the sleeves gives it a little bit more edge, along with ripped jeans, dark round sunnies, and those glam glitter heel ankle boots. This neutral outfit would work fabulously with any of your favorite graphic tees - tuck them into your jeans for a cleaner look!