Our Style Editor Takes Iconic Denim Looks To A Whole New Level

You know those GUESS ads — the gorgeous girls, the windblown hair, and the kind of jeans you just want to live in? Of course, you do. We all do. The iconic imagery GUESS has been creating since 1981 (featuring femmes like Claudia Schiffer and our very own editor-at-large, Drew Barrymore) has proven you don’t have to be naked to be sexy, and denim really does go with everything. So, when we found out the new GUESS Originals collection was all about reimagined vintage styles like high-waisted jeans and overalls, we jumped at the chance to participate.
But, if you see the romance and mystery of these photos as unattainable or illusory, you're in good company. Our model and stylist for this story, style editor Annie Georgia Greenberg, was daunted by the prospect of filling such big sexy shoes. After playing with a few of the pieces, Annie used 'em to create looks that fit her personal denim style —"easy, basic, and comfortable" — inspired by the brand's iconic images. Click through to see the results for yourself, but we're already convinced: With the right attitude and the right denim, you can be your own version of the GUESS girl.

More from Styling Tips

Watch

R29 Original Series

Watch Now
Documentary
Five love stories behind diverse, multicultural marriages.
Watch Now
Lifestyle
Life experiments, 5 days at a time.
Watch Now
Fashion
The style of subculture.
Watch Now
Beauty
Viral trends, tried and tested.
Watch Now
Documentary
From vibrators to lipstick, learn how your favorite products are made.
Watch Now
Documentary
Extraordinary, one-of-a-kind individuals
Watch Now
Documentary
The latest stories to watch.
Watch Now
Lifestyle
Inside the homes of millennial women — & what they paid for them
Watch Now
Comedy
Let's talk about sex, baby.
Watch Now
Documentary
Female artisans around the world
Watch Now
Politics
Made by and for smart, opinionated women.
Watch Now
Film
We helped 12 female directors claim their power.