Camila Cabello
The solo sensation threw it back to classic Guess style in a graphic tank and high-waisted denim.
Joe Jonas & Charlotte McKinney
So this is what DNCE meant when they sang about cake by the ocean! The pop singer showcased his chiseled bod next to the stunning model for Guess' underwear campaign in 2017.
Drew Barrymore
Never been kissed? Hard to believe, given the actress's sultry black and white Guess spread from 1993.
Paris Hilton
The heiress and her precious pooch brought us back to the early 2000's with her oversized shades, gold bling and fur vest. So hot!
Gigi Hadid
Following in the footsteps of mama Yolanda Hadid, the blond bombshell got her start in the modeling world at just 2-years-old with Guess. Ten years later, Gigi was named the face of the upscale retailer. Talk about a full circle moment!
Priyanka Chopra
Va-va voom! The Quantico star served major sass for her pin-up-inspired spread shot in 2013. "I'm pretty much quintessential Guess—feminine, the big hair, the big eyes, the doe-eyed look," Chopra dished to E! News.
Amber Heard
In 2011, Guess enlisted the celeb and her movie star good looks to pose in a series of Marilyn Monroe-inspired ensembles
Anna Nicole Smith
Thanks to her 1993 Guess campaign, the late model's career skyrocketed to new heights and undoubtedly made her a household name.
Hailey Baldwin
You better work! Kendall Jenner's bestie dominated the Fall/Winter 2016 campaign like nobody's business.
Kate Upton
This Sports Illustrated cover girl fit right into Guess' vintage aesthetic for her sexy campaign from 2011.
Dannielynn Birkhead
After the tragic passing of Anna Nicole Smith in 2007, the infamous model's little girl honored her legacy by becoming a Guess Girl in 2012.
Adriana Lima
As she spread her wings as a Victoria's Secret Angel, this brunette beauty turned up the heat big time for Guess in 2000.
Candice Swanepoel
Leave it to this bikini-clad beauty to inspire our next trip to the pool. Candice's Guess campaign is definitely a fan favorite.