From Stilettos to Sneakers: A Breakdown of Hilary Duff’s Maternity Footwear on the Set of “Younger”

In November 2020, while filming the final season of the comedy-drama Younger in New York City, Hilary Duff, pregnant with her third child, moved between polished stilettos, knee-high boots, platform combat boots, and casual sneakers as part of Kelsey Peters’ fashion-focused wardrobe.

At 5’1″ (154.9 cm) with a US shoe size 6.5, Hilary Duff has long worn everything from towering heels and structured boots to casual sneakers, making footwear an especially noticeable part of her approach to proportion.

1. Sharp Tailoring: Hilary Duff Pairs a Saint Laurent Cape With Louboutin So Kate Pumps

On November 11, 2020, Duff stepped onto the Younger set in a layered look that balanced a loose floral blouse with the sharper lines of a Saint Laurent cape, leather pants, and Christian Louboutin pumps.

Hilary Duff pairs a structured Saint Laurent cape and leather pants with black Christian Louboutin So Kate pumps while filming Younger in New York City on November 11, 2020 (Credit: Instar / WENN)

Duff, who portrayed book editor Kelsey Peters throughout the series’ seven-season run, wore a loose-fitting floral blouse beneath the black wool-twill cape. Angular arm slits and a structured point collar gave the outer layer a clean, tailored shape.

A soft floral blouse offsets the structured Saint Laurent cape, while pointed Louboutin pumps continue the sharp line of Duff’s black leather pants

She wore her blonde hair loose and kept her makeup understated, allowing the contrasting textures of the floral blouse, wool cape, and leather trousers to carry the look.

Loose blonde waves and natural makeup complement Duff’s layered Younger wardrobe

A pink Louis Vuitton Capucines bag introduced color, while black Christian Louboutin “So Kate” pumps kept the footwear aligned with the darker cape and pants.

Introduced in 2013 and named after Kate Moss, the So Kate is distinguished by its elongated pointed toe, low-cut vamp, single sole, and steep 120mm stiletto. Our guide to Christian Louboutin’s most recognizable shoes compares the So Kate with other signatures from the red-soled designer.

Duff’s black suede Christian Louboutin So Kate pumps combine an elongated pointed toe with the style’s steep 120mm stiletto heel

The narrow toe and high heel create a continuous line beneath her cropped leather pants, making the footwear a deliberate extension of the tailored outfit rather than a competing statement.

Christian Louboutin’s So Kate pump is recognizable by its elongated pointed toe, low-cut vamp, and slim stiletto heel

2. High-Low Sparkle: Hilary Duff Styles a Retrofête Mini With Converse Chuck 70s

One day earlier, on November 10, Duff took the opposite approach to footwear, pairing an embellished charcoal Retrofête wrap dress with khaki Converse Chuck 70 high-tops.

The thigh-grazing dress featured rhinestone embellishments and bishop sleeves. Duff added a silver-buckled black leather belt at the waist, introducing another casual element to the otherwise decorative mini.

Hilary Duff offsets an embellished Retrofête mini dress with khaki Converse high-tops while filming Younger on November 10, 2020 (Credit: Instar / WENN)

Instead of extending the sparkle into her accessories, Duff grounded the look with khaki Converse Chuck 70 high-tops.

The Chuck 70 reworks the familiar basketball-shoe silhouette with heavier canvas, vintage-inspired detailing, and additional cushioning. Against the short embellished dress, the high-tops make the styling noticeably more relaxed.

Khaki Converse Chuck 70 high-tops temper the rhinestone embellishment of Duff’s Retrofête mini dress with a more casual finish

The muted Nomad Khaki color also works easily with the charcoal dress, while the substantial high-top shape gives the short hemline a stronger visual base.

The Converse Chuck 70 updates the classic high-top basketball silhouette with heavier canvas, added cushioning, and vintage-inspired details

3. Soft Neutrals: Hilary Duff Wears a Zara Mini With Gianvito Rossi Laura Boots

On November 17, Duff returned to the Younger set in another layered maternity look, this time combining soft winter whites and mint green with taupe knee-high boots.

She was photographed alongside co-star Sutton Foster, whose neutral outfit combined a fringed Whistles coat with a white button-front dress and white ankle boots.

Sutton Foster and Hilary Duff take two different approaches to neutral fall footwear while filming Younger in New York City on November 17, 2020 (Credit: Instar / WENN)

Duff wore a mint green Zara mini dress with an organza ruffled yoke and high neckline, layering it beneath a long textured white Zara coat.

Hilary Duff layers a textured white Zara coat over a mint mini dress, with taupe Gianvito Rossi boots adding a warmer neutral at ground level

The long coat and short dress put the focus on her footwear. Instead of the pointed stilettos or casual Converse seen in her other on-set outfits, Duff chose taupe Gianvito Rossi “Laura” knee-high boots.

This silhouette is a familiar staple in Duff’s wardrobe. She has previously worn Gianvito Rossi knee-high boots with shorter hemlines, including a brown suede pair styled with a denim mini skirt.

The knee-high shafts of Duff’s Gianvito Rossi Laura boots bridge the gap between her mini dress and long white coat, grounding the pale outfit with taupe leather

She completed the look with long drop earrings, loose blonde waves, and a taupe Zara City bag with a gold chain strap.

Long drop earrings and loose blonde waves complement Duff’s softly coordinated mint, white, and taupe palette

Made from smooth leather, the Gianvito Rossi Laura boots have rounded toes and approximately 3.5-inch block heels. Their supple shafts can be worn straight or slightly slouched, as Duff demonstrated here.

A closer look at Duff’s taupe Gianvito Rossi Laura boots, featuring rounded toes, softly slouched leather shafts, and sturdy block heels

The combination also illustrates why the tall-boot-and-short-hem pairing keeps returning. Our guide to wearing knee-high boots with dresses looks at how different dress lengths interact with the height and shape of the boot shaft.

4. Utility Edge: Hilary Duff Grounds a Red Jumpsuit With Dr. Martens Jadon Boots

Duff’s polished Gianvito Rossi boots sharply contrasted with another pair she wore earlier in the production. On October 22, 2020, she arrived on the Younger set in a loose red jumpsuit with cuffed hems, an oversized wool scarf, and black Dr. Martens Jadon boots.

Hilary Duff contrasts a relaxed red jumpsuit with chunky black Dr. Martens Jadon boots while filming Younger in New York City on October 22, 2020 (Credit: Instar / WENN)

The combination worked through proportion: the loose jumpsuit and oversized scarf created volume above, while the heavy black boots gave the outfit a substantial base. Rolling the trouser hems kept the footwear fully visible, rather than letting the pants fall over the shafts.

Duff wore a black-and-white gingham face mask while spending time on set with co-stars Molly Bernard and Sutton Foster.

Hilary Duff with Molly Bernard and Sutton Foster during production of Younger‘s seventh season in New York City

With her blonde hair pulled into a casual bun, Duff accessorized with a gold pendant necklace and a black quilted Chanel flap bag.

A gingham face mask, oversized scarf, gold jewelry, and quilted Chanel bag add detail to Duff’s relaxed red on-set outfit

The footwear supplied the outfit’s toughest element. The Jadon takes the familiar lace-up combat boot and raises it on Dr. Martens’ chunky Quad platform sole. Duff’s black leather pair features eight-eye lacing, contrast yellow welt stitching, and a substantial treaded sole.

Those details are closely associated with the British footwear brand; our Dr. Martens guide covers the brand’s AirWair soles, yellow welt stitching, sizing, the break-in process, and styling.

Hilary Duff’s Dr. Martens Jadon boots bring eight-eye combat-boot styling, yellow welt stitching, and chunky platform soles to her cuffed red jumpsuit

How Hilary Duff’s Younger Wardrobe Made Four Very Different Shoe Styles Work

Taken together, these four Younger looks show how dramatically footwear could change the character of Duff’s on-set wardrobe. Louboutin’s pointed So Kate pumps sharpened leather tailoring, Converse high-tops relaxed an embellished mini, Gianvito Rossi knee-high boots balanced a short dress and long coat, and Dr. Martens platforms added weight to a loose jumpsuit.

Duff continued experimenting with footwear as filming moved into 2021. Her later final-season Younger looks included Valentino Supervee knee-high boots, Christian Louboutin Pigalle pumps, Proenza Schouler Chelsea boots, and casual designer sneakers.