Hilary Duff knows how to turn a simple coffee run into a full-on style moment. In March 2014, the actress and singer stepped out in Studio City wearing bold red skinny jeans, a faded denim jacket, and her go-to Belle by Sigerson Morrison wedge ankle boots.
Effortlessly blending comfort and edge, she later picked up flowers for a birthday party—proving that off-duty dressing can still be head-turning. If you want to recreate Hilary’s casual-chic vibe, we’ve got the outfit breakdown and tips on how to style similar pieces yourself.
Recreate Hilary Duff’s effortlessly chic look by pairing bold red skinny jeans with a zip-detail denim jacket and beige wedge ankle boots for an easy, stylish day outfit (Credit: WENN)
Breaking Down Hilary Duff’s Effortlessly Chic Street Style Look
Hilary Duff wore sexy red J Brand skinny jeans, which unfortunately have sold out everywhere.
She styled her pants with a faded denim zip-detail jacket by RTA Denim, her favorite Belle by Sigerson Morrison Kyeran wedged ankle boots, and Ray-Ban Aviator sunglasses.
Sigerson Morrison, started in 1991 by Kari Sigerson and Miranda Morrison, is no longer in business.
Hilary Duff elevates her casual look with a fitted, zip-detail faded denim jacket by RTA Denim, pairing structure with laid-back cool (Credit: WENN)
Why Hilary Duff Keeps Reaching for These Belle by Sigerson Morrison Boots
Hilary Duff’s enduring love for Belle by Sigerson Morrison’s “Kyeran” ankle boots is evident in her diverse street-style ensembles. She effortlessly pairs these versatile booties with a range of outfits, showcasing their adaptability and timeless appeal.
For instance, she styled them with a black tuxedo blazer and skinny jeans, adding a polished touch to her casual look as she left Zinqué Café in Venice, California.
Hilary Duff shows how to wear black jeans with a tuxedo blazer and booties (Credit: Michael Wright / WENN)
The then-26-year-old singer sported Le Skinny Moto Crop jeans by FRAME Denim paired with a white T-shirt and a black tuxedo blazer by Helmut Lang. She completed the outfit with a Chanel bag and her favorite Belle by Sigerson Morrison “Kyeran” ankle boots.
Hilary Duff shows off her black Chanel Jumbo quilted flap bag in Los Angeles on August 20, 2014 (Credit: Michael Wright / WENN)
Do you love how Hilary Duff styled her black tuxedo blazer? This tailored blazer, crafted from smooth wool with a gentle stretch, features a chic asymmetrical hem that points forward and sits above the waist at the back, adding a modern twist to a classic look.
In another appearance, Hilary combined the boots with cropped mid-rise skinny jeans and a black top, creating a chic and comfortable outfit for a birthday party.
Additionally, she was spotted wearing the “Kyeran” boots with dark-washed skinny jeans and a tie-dye blouse, perfecting a relaxed yet stylish daytime ensemble. These repeated pairings highlight how the “Kyeran” boots seamlessly integrate into Hilary’s wardrobe, reinforcing their status as a staple in her fashion repertoire.
Hilary Duff pairs bold red skinny jeans with beige Belle by Sigerson Morrison wedge ankle boots for a casual yet eye-catching look on March 22, 2014 (Credit: WENN)
Hilary’s denim jacket boasts long sleeves, a spread collar, a front zipper, and button details:
RTA Denim Faded Denim Zip-Detail Jacket, $425
Hilary has repeatedly proven that a denim jacket and ankle boots are a fail-safe pairing in her off-duty style rotation.
How to Style a Denim Jacket Like Hilary Duff: Fresh Fall Outfit Ideas
The denim jacket remains a year-round essential, consistently elevating daily outfits. If you’re feeling denim jacket fatigue, let Hilary Duff inspire you with her fresh styling ideas!
Hilary Duff steps out in a chic outfit featuring a cropped denim jacket, mint green mini skirt, and stylish ankle boots (Credit: TNYF / WENN)
In October 2014, Hilary, who had recently separated from her husband, gave this jacket a fresh twist.
Hilary Duff showcases her stylish metallic quilted shoulder Chanel Boy bag while out in the city (Credit: TNYF / WENN)
She styled a faded cropped denim jacket with a mint-green miniskirt and a tank top. The fresh color palette makes it perfect for spring or summer.
Hilary Duff flaunts her legs in a mini tube skirt on the set of ‘Younger’ in New York on October 9, 2014 (Credit: TNYF / WENN)
Hilary added her trusted pair of Belle by Sigerson Morrison Kyeran wedge ankle boots and a metallic Chanel Boy bag to keep it seasonal for an autumn-ready look. The chunky chain necklace adds a nice finishing touch!