15-Year-Old Kiernan Shipka Wears Daring Louboutins and Vibrant Valentino

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While Kiernan Shipka has often impressed on the red carpet with her age-appropriate yet fashion-forward choices, her appearance at the 2014 Hamilton Behind the Camera Awards sparked mixed reviews.

Kiernan Shipka on the red carpet in a bold printed Valentino dress and open-toe Christian Louboutin heels at the 2014 Hamilton Behind the Camera Awards in Los AngelesKiernan Shipka on the red carpet in a bold printed Valentino dress and open-toe Christian Louboutin heels at the 2014 Hamilton Behind the Camera Awards in Los Angeles on November 9, 2014 (Credit: FayesVision / WENN)

The then-15-year-old Mad Men star opted for a bold, patterned dress from the Valentino Resort 2015 collection, paired with open-toe Christian Louboutin heels.

Kiernan Shipka wearing a multicolored printed Valentino Resort 2015 dress at the 2014 Hamilton Behind the Camera Awards in Los AngelesThe young actress embraced bold prints with this Valentino Resort 2015 dress featuring a flared skirt and structured silhouette—an ambitious choice for her teenage years

The look was daring for such a young style star, with the towering stilettos and print-heavy silhouette dividing fashion opinion at the time.

Still, Shipka’s early willingness to experiment with high-fashion designers showed a confidence beyond her years, foreshadowing the sartorial risk-taker she would become.

Close-up of Kiernan Shipka’s strappy Christian Louboutin heels with red solesA closer look at Shipka’s open-toe Christian Louboutin heels, featuring the brand’s signature red sole and sky-high heel—an edgy pick for a 15-year-old

👠 Explore more Kiernan Shipka shoe & style moments:

Christian Louboutin open-toe heels worn by Kiernan Shipka at the 2014 Hamilton Behind the Camera AwardsThe Christian Louboutin stilettos added height and glamour but raised eyebrows for being perhaps too mature for the youthful star’s overall look

Are you curious how Christian Louboutin’s iconic heels have evolved since then? Today’s collections continue to balance daring design with refined elegance.

You can browse the latest releases at luxury retailers like Nordstrom and Mytheresa, where Louboutin’s signature red soles remain a staple for bold, fashion-conscious dressers of all ages.

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