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By Sarah Begley
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![Megan Draper (Jessica Pare) - Mad Men_Season 6, Episode 5_"The Flood" - Photo Credit: Michael Yarish/AMC](https://api.time.com/wp-content/uploads/2015/03/mad-men-fashion-03.jpg?quality=75&w=2400)
![Trudy Campbell (Alison Brie) - Mad Men - Season 3, Episode 3 - Photo Credit: Carin Baer/AMC](https://api.time.com/wp-content/uploads/2015/03/mad-men-fashion-04.jpg?quality=75&w=2400)
![Peggy Olson (Elisabeth Moss) - Mad Men _ Season 6, Episode 13 _ 'In Care of' - Photo Credit: Jamie Trueblood/AMC](https://api.time.com/wp-content/uploads/2015/03/mad-men-fashion-05.jpg?quality=75&w=2400)
![Mad Men (Season 5) Mad Men (Season 5)](https://api.time.com/wp-content/uploads/2015/03/mad-men-fashion-06.jpg?quality=75&w=2400)
![Joan Harris (Christina Hendricks) - Mad Men - Season 3, Episode 3 - Photo Credit: Carin Baer/AMC](https://api.time.com/wp-content/uploads/2015/03/mad-men-fashion-07.jpg?quality=75&w=2400)
![Kiernan Shipka as Sally Draper - Mad Men _ Season 5, Episode 7 - Photo Credit: Courtesy of AMC](https://api.time.com/wp-content/uploads/2015/03/mad-men-fashion-08.jpg?quality=75&w=2400)
![John Slattery as Roger Sterling - Mad Men _ Season 7, Episode 4 - Photo Credit: Michael Yarish/AMC](https://api.time.com/wp-content/uploads/2015/03/mad-men-fashion-09.jpg?quality=75&w=2400)
![Betty Draper (January Jones) - Mad Men - Season 3, Episode 8 - Photo Credit: Carin Baer/AMC](https://api.time.com/wp-content/uploads/2015/03/mad-men-fashion-10.jpg?quality=75&w=2400)
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