8 New Ways To Wear Your Old Jeans

Click through to see how Rihanna, Olivia Palermo, and more wear everything from lived-in boyfriend denim to cuffed skinnies. Trust us: your old jeans have never looked so new.

Susan Cernek


Stockholm Street Style

Madewell’s Editorial Director takes her H&M jeans for an uptown spin with a J.Crew button-down and Stella McCartney blazer. Polished add-ons, like Madewell sunglasses, a Celine bag, and Prada pointy-toe pumps, complete the look.


Get The Look: Madewell Market Popover Top ($70) in Pure White; Paige Denim Verdugo Ultra Skinny Jeans ($199) in Lynn Destructed.

Frida Gustavsson


Imax Tree

The model punches up a relaxed denim-on-denim combo with a leopard tote bag.


Get The Look: Theory Rifna Lightweight Denim Shirt ($195); Joe’s Jeans Straight Ankle Jeans ($165) in Beckanne; Diane von Furstenberg 440 Mini Leopard Bag ($295) in Brown/Black.



INF Photo

Rihanna hit on the holographic trend in Stella McCartney’s cropped top and Iridescent Metallic Clutch ($670). Styled with Manolo Blahnik sandals, the high-impact accents give a futuristic twist to her Acne Generic Girl Ripped Mid-Rise Jeans ($375).


Get The Look: UNIF Plur Cropped Top ($69) in Pink; Topshop Moto Vintage Boyfriend Jeans ($90) in Mid Stone; Marc by Marc Jacobs Techno Holographic Leather Wingman Wristlet ($118) in Light Holographic.

Gwen Stefani


Survivor, PacificCoastNews.com

The singer takes her style cues from the boys in her The Psychedelic Furs band t-shirt, baggy jeans, and tough boots--but a red lip and round shades lend a hit of glamour.


Get The Look: Ksubi Boyfriend Jeans ($280) in Straight Up; Oasis Buckled Boots ($138) in Black.

Behati Prinsloo


Wylde / Splash News

The model channels a decidedly laid-back approach to fashion in a crop top and rolled jeans, but livens up the look with playful accents, like a bandana headband and ankle socks.


Get The Look: Topshop Crop Tee ($50) in White; Anine Bing Boyfriend Jeans ($179) in Vintage Wash; American Apparel Solid Calf-High Socks ($8) in Camel.

Kristina Bazan



The Kayture blogger tempers H&M’s rough-and-tumble jeans with Zara’s feminine floral top, Dsquared’s Limited Edition Swarovski Crystals Sunglasses ($701), and Jimmy Choo’s bag and Kuki Sandals ($850).


Get The Look: Romwe Floral Print Blouse ($29) in Light Yellow; Current/Elliott The Slouchy Stiletto ($273).

Olivia Palermo



Palermo’s Paige Denim Lydia Skinny Jeans ($209) look instantly sophisticated with a Rebecca Minkoff Becky Jacket ($368) in Calico, Tibi cream cami, and Andrea Carrano flats. Westward Leaning’s Children of California Sunglasses ($180) and Mulberry’s Lily Boucle Tweed Shoulder Bag ($1850) help break up the neutral palette.


Get The Look: H&M Short Blazer ($25) in Beige; Big Star Kate Mid Rise Straight Jeans ($136) in 17 Year Legacy.

Sienna Miller



Take your favourite silk scarf, a la Miller, and wear it as a belt around your worn-in jeans. Teamed with a sweet crochet top, it’s a chic take on bohemian-inspired dressing.


Get The Look: Free People Sleeveless Lace Inset Tank ($78) in Ivory; Zara Relaxed Vintage Cigarette Jeans ($80) in Blue; American Eagle Outfitters Striped Scarf ($25) in Cream.