Mad Men Season 6 Premiere: Cast Fashion and Red Carpet Shoe Highlights

In March 2013, the Mad Men cast brought vintage-inspired glamour to Los Angeles for the Season 6 premiere, turning the red carpet into a showcase of standout designer footwear.

From elegant lace pumps to bold platform heels, each star’s shoe choice reflected both their personal style and the show’s sophisticated 1960s aesthetic, making it a memorable night for fashion and shoe lovers alike.

Kiernan Shipka (5’2″, Shoe Size 6): Valentino Dress & Lace-Covered Pumps

Kiernan Shipka exuded sophistication and class in a printed fit-and-flare dress from the Valentino Fall 2013 collection.

Often compared to Emma Watson, Shipka was just seven years old when she began her role as Sally Draper in Mad Men. Born on November 10, 1999, she grew up on the set, with the first season premiering on July 19, 2007.

By the time the show concluded on May 17, 2015, Shipka was 15 years old, turning 16 later that year on November 10.

Kiernan Shipka pulls her hair back while showcasing a printed Valentino Fall 2013 fit-and-flare dress paired with lace-covered cap-toe pumps at the “Mad Men” Season 6 premiere held on March 20, 2013, at the DGA Theater in Los Angeles (Credit: Apega / Daniel Tanner / WENN)

Petite at 5 feet 2 inches (157.5 cm) and wearing a US shoe size 6, Kiernan Shipka paired her printed Valentino Fall 2013 fit-and-flare dress with diamond-and-ruby earrings from Kwiat and completed the ensemble with patent-trimmed cap-toe pumps covered in romantic lace.

Throughout the Mad Men series, Robert “Bobby” Draper underwent several casting changes, with four child actors taking on the role. Maxwell Huckabee initially portrayed Bobby, followed by Aaron Hart, who replaced Huckabee towards the end of the first season.

Kiernan Shipka made her breakthrough as Sally Draper, the daughter of Don Draper, in AMC’s critically acclaimed series Mad Men (2007–2015), where she grew up onscreen while becoming a young fashion icon (Credit: AMC)

In the third season, Jared Gilmore took over the role, and from season five onwards, Mason Cotton assumed the character. Notably, Aaron Hart is the youngest actor ever to win a SAG Award, which he received for his portrayal of Bobby Draper.

In contrast, actress Kiernan Shipka consistently played Sally Draper, the oldest Draper child, throughout the series. Shipka was merely seven years old when she first appeared in “Mad Men.”

Kiernan Shipka’s feet in romantic lace-covered cap-toe pumps featuring glossy patent trims and pointed toes

Elisabeth Moss (5’2½”, Shoe Size 7): Alexander McQueen Dress & Sergio Rossi “Cachet” Pumps

Elisabeth Moss wore a stunning Alexander McQueen dress styled with a Charlotte Olympia “Pandora” clutch.

Elisabeth Moss, born on July 24, 1982, was 24 when she started playing Peggy Olson in Mad Men. Moss was 32 years old when the show ended on May 17, 2015, and she celebrated her 33rd birthday on July 24, 2015.

Elisabeth Moss wears a plunging Alexander McQueen dress paired with a Charlotte Olympia “Pandora” clutch and black-and-gold Sergio Rossi peep-toe pumps

She finished her ensemble with a pair of “Cachet” sling-backs from Sergio Rossi.

Elisabeth Moss’s feet in black Sergio Rossi “Cachet” peep-toe pumps featuring gold piping, platform soles, and decorative bow accents

These black Sergio Rossi platform pumps, featuring peep-toe bows and flashy gold piping, added extra height to Elisabeth Moss’s petite 5ft 2 ½ (158.8 cm) frame; she wears a US shoe size 7.

Elisabeth Moss’s feet in bow-detailed “Cachet” pumps (Credit: Apega / Daniel Tanner / WENN)

Jessica Paré (5’8″, Shoe Size 9): Prabal Gurung Dress & Casadei Mesh Pumps

Jessica Paré looked so sleek and sophisticated in her printed dress. We hear she pulled the look straight off the Prabal Gurung Pre-Fall 2013 runway.

She was 29 years old when she started playing Megan Draper in “Christmas Comes But Once a Year,” season four’s second episode aired on August 1, 2010. Jessica Paré turned 30 on December 5, 2010.

She was born on December 5, 1980, and was 34 years old when the show ended on May 17, 2015. Her final appearance was in “New Business,” the ninth episode of season 7 that aired on April 12, 2015.

Jessica Paré wears a vibrant Prabal Gurung Pre-Fall 2013 floral dress paired with black mesh Prabal Gurung for Casadei pumps featuring white patent toe caps, ankle straps, and chunky heels

Before being cast as Megan Calvet, Jessica Paré auditioned for two other roles. She first auditioned for the character of Rachel Menken and later for the role of Jane Siegel.

Her pumps are from the Prabal Gurung for Casadei Pre-Fall 2013 collection.

Jessica Paré’s feet in black mesh Prabal Gurung for Casadei pumps, detailed with glossy ankle straps, white patent toe caps, and chunky platform heels

These black mesh pumps, featuring contrasting white patent toe caps, thick ankle straps, and chunky heels, elevated Jessica Paré’s 5ft 8 (172.7 cm) frame; she wears a US shoe size 9.

Jessica Paré’s feet in black mesh Prabal Gurung for Casadei pumps (Credit: Apega / Daniel Tanner / WENN)

Jennifer Westfeldt (5’7″, Shoe Size 7.5): Strapless Dress & Black T-Strap Stilettos

Jennifer Westfeldt looked sexy in a strapless black dress. Although she did not star in Mad Men, she was in a relationship with Jon Hamm, who played Don Draper.

They started dating after meeting in Los Angeles at a mutual friend’s birthday party in 1997.

Jennifer Westfeldt wears her blonde hair in soft curls while showcasing a strapless navy dress paired with strappy black T-strap stilettos

Jennifer Westfeldt is 5′ 7″ (1.70 m) tall. Jennifer Westfeldt is slightly taller than the average American woman, around 5’4″ (1.63 m). She reportedly wears a shoe size 7.5 (US).

Jennifer Westfeldt’s feet in sleek black T-strap stiletto sandals featuring slim crossover straps and high heels that added height to her elegant red carpet look

January Jones (5’6″, Shoe Size 8): Jonathan Saunders Dress & Christian Louboutin Silver Sandals

January Jones wore a sheer color-block number from the Jonathan Saunders Spring 2013 collection that showed a bit of her behind.

January Jones, born January 5, 1978, was 29 years old when she first appeared as Betty Draper in the pilot episode of Mad Men, which aired on July 19, 2007. The episode was filmed in March 2007.

Jones was 37 years old when she appeared in the final episode of Mad Men, which aired on May 17, 2015. She turned 37 on January 5, 2015.

January Jones wears a sheer color-block Jonathan Saunders Spring 2013 dress paired with mirrored silver Christian Louboutin sandals

January Jones initially auditioned twice for the character of Peggy Olson. However, series creator Matthew Weiner had a different vision for Jones and asked her to read for the part of Betty Draper instead.

She paired the crepe-silk-and-chiffon Jonathan Saunders dress with mirrored silver Christian Louboutin sandals, which featured the designer’s iconic red soles and wide crossover straps.

While the exact model remains unidentified, the stylish heels perfectly complemented January Jones’s 5ft 6 (167.6 cm) frame; she wears a US shoe size 8.

January Jones’s feet in mirrored silver Christian Louboutin sandals featuring wide crossover straps, chunky heels, and the brand’s signature red soles

Teyonah Parris (5’4½”, Shoe Size 9.5): Gold-Patterned Dress & London Trash “Perdita” Sandals

Newcomer Teyonah Parris stood out in a gold-detailed dress with intricate pattern work along the front and side panels. Teyonah Parris was 24 years old when she first appeared as Dawn Chambers in the Season 5 episode “A Little Kiss, Part 2,” aired on March 25, 2012.

She was born on September 22, 1987, and Parris was 27 when she made her final appearance in “Time & Life,” which aired on April 26, 2015. She turned 28 on September 22, 2015.

Teyonah Parris wears an intricate gold-patterned black dress paired with strappy London Trash “Perdita” cage sandals at the Mad Men Season 6 premiere

Dawn Chambers was a secretary at Sterling Cooper Draper Pryce, one of the few African American characters on the show.

Teyonah Parris’s feet in black London Trash “Perdita” cage sandals featuring twisted rope-like straps, gold-tone accents, and a bright coral pedicure adding a pop of color

Teyonah paired her intricate dress with the strappy “Perdita” cage sandals from London Trash. Teyonah Parris is 5ft 4 ½ (163.8 cm), and her shoe size is 9.5 US.

Teyonah Parris’s feet in black stiletto “Perdita” sandals (Credit: Apega / Daniel Tanner / WENN)

Alison Brie (5’3″, Shoe Size 7): Givenchy Dress & Black Platform Ankle-Cuff Sandals

Alison Brie looked chic in a mesh-accented little black dress from Givenchy. She was 24 when she first appeared as Trudy Campbell in the fourth episode of Mad Men’s first season, “New Amsterdam,” which aired on August 9, 2007.

She was born on December 29, 1982, and the episode was filmed in June 2007. Brie was 32 years old when she appeared in the final episode of Mad Men, “Person to Person,” which aired on May 17, 2015. She turned 33 on December 29, 2015.

Alison Brie wears a black mesh-accented Givenchy mini dress paired with strappy black platform ankle-cuff sandals

She styled her black mesh-accented Givenchy mini dress with strappy black ankle-cuff platform sandals featuring sheer mesh panels and crisscross straps. While the exact designer remains unidentified, the towering heels added extra height to Alison Brie’s petite 5ft 3 (160 cm) frame; she wears a US shoe size 7.

Alison Brie’s feet in strappy black platform sandals featuring sheer mesh ankle cuffs, crisscross toe straps, and towering stiletto heels

Christina Hendricks (5’7″, Shoe Size 8): L’Wren Scott Velvet Dress & Giuseppe Zanotti Velvet Pumps

Christina Hendricks wore head-to-toe velvet in a black velvet dress from the L’Wren Scott Fall 2012 collection styled with a black satin “Amelia” clutch by L.K. Bennett and accessorized with a long beaded necklace.

Christina Hendricks, born May 3, 1975, was 32 years old when she first appeared as Joan Harris in the pilot episode of Mad Men, which aired on July 19, 2007. The episode was filmed in March 2007.

Hendricks, who originally auditioned to play Midge Daniels in Mad Men, was 40 years old when she appeared in the final episode, which aired on May 17, 2015. She turned 40 on May 3, 2015.

Christina Hendricks goes head-to-toe velvet in a black L’Wren Scott Fall 2012 dress paired with a black satin L.K. Bennett “Amelia” clutch and red velvet Giuseppe Zanotti pumps

Christina’s shoes even followed the velvet trend. She completed her look with red velvet Giuseppe Zanotti pumps that added extra height to her 5ft 7 (170.2 cm) frame; she wears a US shoe size 8.

Christina Hendricks’s feet in red velvet Giuseppe Zanotti pumps featuring pointed toes, plush texture, and slender stiletto heels

Explore More Mad Men Fashion Moments

Jessica Paré’s Prabal Gurung for Casadei Pumps at the Season 6 Premiere

• Event: Mad Men Season 6 Premiere (Mar 20, 2013)
• Highlight: Stunning floral sheath from Prabal Gurung paired with Casadei mesh pumps.
• Read more: Jessica Paré’s bold Prabal Gurung sheath & Casadei pumps

Kiernan Shipka & January Jones in Stuart Weitzman Heels at Season 7 Premiere

• Event: Mad Men Season 7 Premiere (Apr 2, 2014)
• Highlight: Kiernan’s Nina Ricci dress + Stuart Weitzman sandals; January’s modern Roksanda Ilinčić number.
• See their looks: January Jones & Kiernan Shipka in Stuart Weitzman heels

Alison Brie’s Iconic Mad Men Role & Red Carpet Heel Style

• Topic: Alison Brie as Trudy Campbell + her shoe-size secrets and red carpet heels.
• Insight: From vintage 1960s style to modern designer pumps, see how she’s grown.
• Discover more: Alison Brie’s journey from Mad Men to red‑carpet heels