1 of 11
Yet To Bloom
This frumpy skirt and blouse combo was typical of Peggy's style in season 1 when she worked mainly as Don's front desk gal. The ponytail and bland makeup paint her in stark contrast to office bombshell Joan Harris.
2 of 11
Baby on Bored
Toward the end of season 1, Peggy began hiding a pregnancy from her colleagues — and herself. As her waistline expanded, Peggy continued to dress in frumpy clothes — and sadly, plaid doesn't do much to hide a baby bump.
3 of 11
Forming New Patterns
In season 2, Peggy returned from her secret maternity leave with some style. As a copywriter, Peggy was all business — and this form-fitting, black-and-white gingham dress, with matching pearl necklace and earrings, exuded just the right amount of confidence and class.
4 of 11
For the Boys
Peggy finally lets her hair down. To show she can hang with the boys, Peggy joined them at a gentlemen's club and donned a revealing, low-cut teal dress complemented with a nice, era-appropriate red lip.
5 of 11
Born To Be Plaid
One step forward, two steps back as Peggy reverted to her beloved plaid. While Peggy's look had definitely skewed more business than matronly, this headband and dreary suit did nothing for Ms. Olson's sartorial sensibility.
6 of 11
It's Easy Being Green
Okay, it's still plaid, but this was a step in the right direction. The hat, the gloves, the pearl earrings, and handbag.... Peggy looked very put together as season 4 began. As she gained confidence professionally, her wardrobe benefited.
7 of 11
Girls Gone Mild
This yellow-and-striped top with black skirt showed off Peggy's hipper, more casual side as she hung with a lesbian photo editor at Life magazine and immersed herself in Beatnik culture. While this outfit wasn't off the charts, it was emblematic of the times and certainly expressed a different side of the workaholic Manhattanite.
8 of 11
A Coco No-No
When the former Sterling Cooper Draper Pryce employee got settled into her very own office at competitor Cutler, Gleason and Chaough, Peggy saw red and so did we! Perhaps the tomato-hued suit was meant to show her assertiveness — or everything else was at the dry cleaner. Whatever the reason, this ill-fitting Chanel wannabe fell flat when it came to being flattering.
9 of 11
Baby, Where Did Our Plaid Go?
When Peggy wanted to seduce her boss, she pulled out all the stops. Which in this case, is a very short, black, low-cut baby doll dress with a pink bow and flirty stockings.
10 of 11
Suit to Thrill
After Don's ouster from SDCP, Peggy was the one wearing the pants. Even though this pantsuit's loud print left much to be desired, it was a true symbol of how far Peggy has come professionally and emotionally.
11 of 11
As she hit season 7, Peggy became a legitimate style icon for fans of Mad Men -- a far cry from the woman we met at the Sterling Cooper offices years before.