Peggy
Peggy is easily the most fashionably confused character on Mad Men. In the office she wears a plaid jumper is that’s kind of cute, but looks dowdy paired with a blue button down. Peggy has a wardrobe crisis when she thinks Abe is proposing to her, and as per Joan’s advice goes and buys a new dress. She ends up in a hot pink, empire-waisted mini-dress with rose-hued pearls and a perfect flip hair-do. Peggy looks sweet, and might even be channeling a Joan-look in a bright color and sexier dress. The difference between Peggy and Joan is that Peggy is not the marrying type, and she looks a bit dumbfounded when Abe says “move-in” instead of “marry me.”