celebrities How the Cast of Mad Men Aged from the First to Last Season  

Jessica Lawshe
401 votes 108 voters 11.2k views 15 items

List Rules Vote up the cast members whose looks changed the most between the first and last seasons.

Mad Men premiered on AMC on July 19, 2007. By the time the series finale aired on May 17, 2015, viewers had watched the staff of Sterling Cooper grapple with the entire decade of the '60s and the changes it brought. From fashion to relationships to the Hare Krishna movement, the characters of Mad Men went through some serious transformations.

Just like their characters, the cast of Mad Men aged and changed throughout the series as well.  Even the great Jon Hamm couldn't escape the effects - although he does a pretty good job of retaining that swoon-worthy debonair air right until the end of the series. So how did the cast of Mad Men age over the course of the series? These then-and-now photos show it all.


Kiernan Shipka is listed (or ranked) 1 on the list How the Cast of Mad Men Aged from the First to Last Season
Photo:  AMC

Kiernan Shipka was six when she landed the role of Sally Draper. Sally navigated her parents' divorce, the death of her grandfather, her father's alcoholism, and his wandering eyes with a maturity well beyond her years. As Sally grew up, she grew into a sophisticated young woman with her father's skills and her mother's sharp tongue.

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Elisabeth Moss is listed (or ranked) 2 on the list How the Cast of Mad Men Aged from the First to Last Season
Photo:  Pinterest/Pinterest

As Elisabeth Moss explained to TV Guide, Peggy, "becomes harder in a lot of ways. She gets her heart broken; she has bitter moments. . . But I hope that she still retains that sense of honesty and positivity and truth. She's earnest. She very much believes in whatever she's saying. I think she still has that despite the fact that she's had some hard knocks."

This change is reflected in Peggy's overall style. Her bangs are replaced by a sophisticated sweep and her checkered dresses are replaced by fashion-forward separates and a bad-ass sense of self.

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Marten Holden Weiner (Glen Bishop)


Marten Holden Weiner is listed (or ranked) 3 on the list How the Cast of Mad Men Aged from the First to Last Season
Photo: AMC/AMC

From the first season to the very end, Glen Bishop goes from a creepy neighborhood kid to a creepy 18 year old going to war, asking for beers, and trying to hit on Betty. As show creator Matt Weiner (and Marten's father) said of Glen's sideburns, "he didn't grow them for the show. That look has come around. We were, like, 'Hey, Wolverine!' We had to trim them, actually."

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John Slattery is listed (or ranked) 4 on the list How the Cast of Mad Men Aged from the First to Last Season
Photo: AMC/AMC

While Roger Sterling, played by John Slattery, was always a silver fox, he sprouts a handlebar mustache in the last season, signifying the dawn of a new decade and perhaps the dawn of a new Roger. As Slattery has said of Roger’s evolution, “You take this person who’s well-off, he’s conservative, his name is on the shingle out front, and turn it into this character - LSD, pot-smoking, womanizing, ride in on the girl in her underwear singing cowboy songs, blackface, liar, cheater, really good businessman, really bad decision maker - it was a pretty deep well.”

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