Fashion
17 Best Sally Draper Outfits Through The Years, From The Sweet To The Sassy
Over the eight years that Mad Men has been on the air, Sally Draper has transformed from a girl to a young woman. All in all, looking at some of the best Sally Draper outfits gives her character a sense of fullness. Not to mention, you'd probably kill to have a bunch of them in adult form (much like you'd love to jack some of her IRL portrayer Kiernan Shipka's clothing). Her childhood and adolescence were emblematized by a series of darling little dresses — from pink party frocks, to floral shifts, to pastel nighties — which eventually gave way to the slightly risqué mini skirts of a teen testing the boundaries and figuring out who she is.
Without further ado, here are 17 of Sally Draper's best outfits. Now, go watch TV, kids.
Image: AMC
Cornflower Coats
As all of us are in childhood, little Sally Draper was Betty’s fashion plate. Everything about this look, from the Mary Janes/sock combo to the shade of the coat, says “perfect child.”
Image: AMC
Dressed Down Party Frock
Not to mention, so did little puffy-skirted dresses in baby shades. DAW!!
Image: AMC
Floral Shifts
But on (unexpected) take your daughter to work day, she had the pleasure of working in some prints. Work it Sall!
Image: AMC
Apple Embroidery
Despite the absolutely darling fruit motif on her dress, Sally is looking a little dissatisfied with her life here. Perhaps she’s thinking, “I’m tired of being the perfect child Betty raised me to be. It’s about time to rebel.”
Image: AMC
Plaid Shift Meets Pussy Bow Meets Pointed Collar
This look has the trifecta of Sally Draper-approved fashion accents. It’s tartan, it has a little neck sash, and there’s a sweet little collar.
Image: AMC
High Fashion Sally
Ah, the infamous Go-Go boots that Megan totally over-stepped her bounds and bought for Sally: The symbolic accessory of Sally’s developmental climax.
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Workin' The Boots, Yet Again
Even though Dad made her shed the boots for his award ceremony, Sally found ways to work around the parental ban. For instance, she discovered she could wear them while playing hooky for a day in the city with Glenn Bishop. So rebellious!
Image: AMC
The Pink Nightie
Sally loves her nighties, but the one she wore during the apartment break-in is easily the most memorable. This look really emphasizes that, while she’s growing up, she’s still very much a kid. After all, she’s still apparently wearing her kid pajamas.
Image: AMC
Royal Blue Christmas Dress
Obviously, a Mom-approved look. Also, I feel like this looks like the life-size version of an American Girl Doll Dress.
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Tweed Jumper/Dad Matching
Love the tweed jumper on its own. But as any teen would be, she’s undoubtedly embarrassed by the fact that she and her Dad are basically wearing the same color. She swears they didn’t plan this.
Image: AMC
Lifeguard Shorts
It ever there was a lifeguard ready to watch over the swimmers of a country club pool, this is her. Also, props on mastering the Betty Draper bouffant.
Image: AMC
Grown-Up Purple Get-Up
And last, but certainly not least, is the purple lace-up-shirt and miniskirt combo that clearly symbolizes that Sally has fully transformed into a teen who’s totes over it. Not to mention, that she’s starting to realize how people regard her body. We’ve been there, girl. It gets better.
Image: AMC
