Kiernan Shipka Stuns at 2016 Costume Designers Guild Awards in Alexander McQueen

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In early 2016, Mad Men actress Kiernan Shipka took the fashion world by storm with her classy, fashion-forward, yet age-appropriate sense of style. At just 16 years old, she had already become quite the fashion icon.

Kiernan Shipka wears her hair down at the 18th Costume Designers Guild AwardsKiernan Shipka wears her hair down at the 18th Costume Designers Guild Awards with Presenting Sponsor LACOSTE at The Beverly Hilton Hotel on February 23, 2016, in Beverly Hills, California (Credit: Brian To / WENN)

At the 2016 Costume Designers Guild Awards, Kiernan proved her styling prowess in a breathtaking gray ruffled dress by British fashion designer Alexander McQueen.

From Sally Draper to Fashion Icon

Nine years earlier, she was cast in her first major role as Sally Draper, the daughter of lead character Don Draper, in the acclaimed TV series Mad Men, which aired from 2007 to 2015.

Jon Hamm as Don Draper shares a tender moment with Kiernan Shipka as Sally Draper on Mad MenJon Hamm as Don Draper shares a tender moment with Kiernan Shipka as Sally Draper on Mad Men (Credit: AMC)

Kiernan’s Mad Men Journey

Kiernan made her first appearance as Sally Draper in ‘Smoke Gets in Your Eyes,’ the premiere episode of Mad Men, at just seven years old. The episode aired on July 19, 2007. Born on November 10, 1999, in Chicago, she celebrated her eighth birthday later that year.

“I remember going up to January [Jones, who played Betty Draper] when I first started,” she told The Los Angeles Times, “and being like, ‘Don’t you play my mom?’ I remember when I would have 6 a.m. call times, I couldn’t sleep the night before. I was so excited to wake up early.”

Actresses January Jones and Kiernan Shipka attend the "Mad Men" Season 3 PremiereActresses January Jones and Kiernan Shipka attend the “Mad Men” Season 3 Premiere at the Directors Guild Theatre on August 3, 2009, in West Hollywood, California (Credit: Adriana M. Barraza / WENN)

“I think I was a very passionate, excited, young child, and it’s sort of a testament I think [to] everyone on the set of Mad Men for never really treating me like I was a child or less than them,” she said in an April 2021 interview with InStyle’s editor in chief Laura Brown. “They always just treated me like a cast member.”

The Details of Kiernan’s 2016 Look

Kiernan Shipka wears a gray ruffled Alexander McQueen dress on the gray carpetKiernan Shipka wears a gray ruffled Alexander McQueen dress on the gray carpet (Credit: Brian To / WENN)

Kiernan took the stage to present costume designer Julie Vogel with the Excellence in Short Form Design Award in a dramatic dress from the British fashion house’s Resort 2016 collection.

The strapless tiered lace and tulle dress had an A-line skirt that fell to her ankles and a wide belt with round buckle detail.

Kiernan Shipka shows off the belt detailing on her Alexander McQueen dressKiernan Shipka shows off the belt detailing on her Alexander McQueen dress (Credit: Brian To / WENN)

Finishing Touches: Accessories and Footwear

Kiernan kept her accessories to a minimum, wearing only a bracelet, an embellished Jimmy Choo clutch, and metallic sandals. She completed her look with cat-eye makeup and tousled hair.

Kiernan Shipka wears a strapless gray Alexander McQueen dressKiernan Shipka wears a strapless gray Alexander McQueen dress (Credit: Brian To / WENN)

Jimmy Choo Tamsyn Sandals: A Closer Look

Kiernan wore the “Tamsyn” sandals by Jimmy Choo.

Kiernan Shipka's feet in embellished Jimmy Choo sandalsKiernan Shipka’s feet in embellished Jimmy Choo sandals (Credit: Brian To / WENN)

These 4.25-inch heels are made of metallic leather. They feature front straps adorned with Swarovski-studded buckles and adjustable ankle straps.

Kiernan Shipka's feet in silvery "Tamsyn" sandalsKiernan Shipka’s feet in silvery “Tamsyn” sandals (Credit: Brian To / WENN)

These Jimmy Choo sandals are available in different versions at Nordstrom and Farfetch.

Jimmy Choo Tamsyn Crystal-Buckle Sandals

Jimmy Choo Tamsyn Crystal-Buckle Sandals BlueJimmy Choo Tamsyn Crystal-Buckle Sandals, $1,095