In March 2013, the cast of Mad Men kicked off season 6 of the TV series with a bang at the premiere in Los Angeles. The stars brought their fashion A-game, and the shoes were some of the best we’ve seen all year.
1. Kiernan Shipka: From Child Star to Fashion Icon as Sally Draper
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 for the “Mad Men” Season 6 premiere held on March 20, 2013, at the DGA Theater in Los Angeles (Credit: Apega / Daniel Tanner / WENN)
She paired the dress with diamond-and-ruby earrings from Kwiat and patent-trimmed cap-toe pumps covered in romantic lace.
Throughout the series Mad Men, Robert “Bobby” Draper underwent several casting changes, with four different 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 role as Sally Draper, the daughter of the main character, Don Draper, in the critically acclaimed series Mad Men, which aired from 2007 to 2015 (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 lace-covered cap-toe pumps (Credit: Apega / Daniel Tanner / WENN)
2. Elisabeth Moss: The Stylish Journey of Peggy Olson
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 an Alexander McQueen dress at the “Mad Men” Season 6 premiere held on March 20, 2013, at the DGA Theater in Los Angeles (Credit: Apega / Daniel Tanner / WENN)
She finished her ensemble with a pair of “Cachet” sling-backs from Sergio Rossi.
Elisabeth Moss’s feet in black-and-gold Sergio Rossi peep-toe pumps (Credit: Apega / Daniel Tanner / WENN)
These black platform pumps featured peep toe bows and a flashy gold piping design.
Elisabeth Moss’s feet in bow-detailed “Cachet” pumps (Credit: Apega / Daniel Tanner / WENN)
3. Jessica Paré’s Chic Transformation as Megan Draper
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,” the second episode of season four 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 Pare wears a colorful Prabal Gurung ensemble at the “Mad Men” Season 6 premiere held on March 20, 2013, at the DGA Theater in Los Angeles (Credit: Apega / Daniel Tanner / WENN)
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 Pare’s feet in black mesh Prabal Gurung for Casadei pumps (Credit: Apega / Daniel Tanner / WENN)
These black mesh pumps feature contrasting white patent toe caps, thick ankle straps, and bulky heels.
Jessica Pare’s feet in black mesh Prabal Gurung for Casadei pumps (Credit: Apega / Daniel Tanner / WENN)
4. Jennifer Westfeldt: Glamour Beyond the Screen
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 curls for the “Mad Men” Season 6 premiere held on March 20, 2013, at the DGA Theater in Los Angeles (Credit: Apega / Daniel Tanner / WENN)
Jennifer Westfeldt is 5′ 7″ (1.70 m) tall. Jennifer Westfeldt is slightly taller than the average American woman, who is around 5’4″ (1.63 m). She reportedly wears a shoe size 7.5 (US).
Jennifer Westfeldt’s feet in black t-strap stilettos (Credit: Apega / Daniel Tanner / WENN)
We don’t have any details on Jennifer Westfeldt’s sexy T-strap sandals, but if you’re interested in stealing her style, check out the Dolce Vita pair we included below. The “Zana” is just as sexy but likely much easier on the wallet.
Dolce Vita ‘Zana’ Heeled Sandals, $20.23 – $84.00
5. January Jones: The Fashion Evolution of Betty Draper
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 Jonathan Saunders dress at the “Mad Men” Season 6 premiere held on March 20, 2013, at the DGA Theater in Los Angeles (Credit: Apega / Daniel Tanner / WENN)
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 dress with silver sandals from Christian Louboutin that we cannot seem to ID. Can you help us put a name on those red bottoms?
January Jones’s feet in mirrored silver Christian Louboutin sandals (Credit: Apega / Daniel Tanner / WENN)
6. Teyonah Parris: A Fresh Face With Timeless Elegance as Dawn Chambers
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 dress for the “Mad Men” Season 6 premiere held on March 20, 2013, at the DGA Theater in Los Angeles (Credit: Apega / Daniel Tanner / WENN)
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 strappy London Trash sandals (Credit: Apega / Daniel Tanner / WENN)
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)
7. Alison Brie: Trudy Campbell’s Ageless Style
Alison Brie looked chic in a mesh-accented little black dress from Givenchy. Alison Brie was 24 when she first appeared as Trudy Campbell in the fourth episode of Mad Men’s first season, “New Amsterdam,” 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 dress to the “Mad Men” Season 6 premiere held on March 20, 2013, at the DGA Theater in Los Angeles (Credit: Apega / Daniel Tanner / WENN)
She styled her mini dress with black ankle-cuff sandals that we haven’t been able to identify yet. Do you have any ideas?
Alison Brie’s feet in strappy black platform sandals (Credit: Apega / Daniel Tanner / WENN)
8. Christina Hendricks: Velvet Elegance as Joan Harris
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 was 32 years old when she first appeared as Joan Harris in the pilot episode of Mad Men, which aired on July 19, 2007. She was born on May 3, 1975, and 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 for the “Mad Men” Season 6 premiere held on March 20, 2013, at the DGA Theater in Los Angeles (Credit: Apega / Daniel Tanner / WENN)
Christina’s shoes even followed the velvet trend! The actress finished her look with red velvet pumps from Giuseppe Zanotti.
Christina Hendricks’s feet in red velvet Giuseppe Zanotti pumps (Credit: Apega / Daniel Tanner / WENN)