Spoiler alert - I will make references to the 4th season, so if you haven't watched, don't read my commentary.
First up, our career girl, Peggy Olson. Peggy has had a double life this season - we see her rising in her career as she breaks new ground and finds a new personal friendship with Don. We also see her expanding her horizons - hanging out with the Warhol crowd, dating activist Abe, and paling around with lesbian Joyce. These different activities have required different clothes - of course! So, let's get started.
|Work Dress - Peggy|
|Casual Dress Peggy|
Peggy has been hanging with a fun crowd this season. Her newfound friendship with Joyce has opened her up to a different scene socially which includes artists, activists, and musicians. They are also single and her own age, which is new for her. In the past we have seen her hanging around the married men she works with or other men who were moving towards a very domestic life. Polyester, nylon, and other synthetic materials were new in 1965 and considered very youthful - she would have taken advantage of these new wash-and-wear options, which any frugal working girl would do at that time.
|Swing Coat Peggy|
|Structured Hats - Peggy|
We saw Peggy wear a lot of structured hats this season. Although the 60's youth culture was bringing new more casual styles to bear, women still wore hats and gloves in 1965 as they did in the 50's. Peggy's hats always tended to be structured pill box style hats with grosgrain ribbon or bows. They also tended to be in browns and yellows or other neutrals.
|Structured Purse Peggy|
Women did not use purses in 1965 as we do today. Back then, the most they carried around was their compact, lipstick, cigarettes and lighter, small wallet, one or two keys, and their gloves. Smaller structured purses in new manmade materials were common and worked nicely to keep their smokes from getting crushed. These days, the only thing missing from our purses is the kitchen sink!
|Peggy Office Shoes|
It was still required of women to wear heels in the office. In the 60's, we see shoe styles for the working woman become more practical with an emphasis on enhanced comfort. We see heels widening and toe boxes becoming more square. A girl like Peggy would have taken advantage of the youthful turn toward multi colors in shoes in interesting materials like patent leather, but would have to remain conservative enough for the work environment. Open toes, sandals, or boots would not be appropriate - the closed toe pump was the only shoe for the office.