From the Archives: Presidential Kids’ Street Style Through the Years

There’s no place to grow up quite like the White House.

Undoubtedly, growing up as a presidential kid comes with its perks — chances to meet celebrities, access to the coolest events, etc. — but it also means having your childhood or adolescence broadcast for the world to see.

Over the years, there haven’t been too many presidents who’ve taken over while their children still live with them (although both current president Donald Trump and his predecessor Barack Obama both fall into the category).

barron trump 2017 president son melania alice roi red dress coat donald sneakers new balance shoes
Barron Trump wears New Balance sneakers in 2017.
CREDIT: Shutterstock

Trump has four adult children, with his youngest son, Barron, aged 13. The first son often dresses like a mini version of his dad in a suit with leather dress shoes, and he loves his New Balance sneakers when he’s traveling with his parents to their Mar-A-Lago estate in Florida.

The Obama girls, Sasha and Malia, began living at the White House when they were 7 and 10, respectively. Sasha was the youngest kid to reside at 1600 Pennsylvania Avenue since John F. Kennedy Jr. in the 1960s.

sasha obama
Sasha Obama in 2009 wearing gold metallic ballet flats.
CREDIT: Shutterstock

When the girls were attending official appearances, they wore cute ballet flats in the early years — swapping them out in favor of heels as they became older. For school and on the White House lawn, more casual styles like sneakers tended to be their go-tos.

Malia Sasha Obama Style
Malia Obama wearing striped Keds sneakers during the White House Easter Egg Roll in 2009.
CREDIT: Shutterstock

Before Malia and Sasha, the last president to have kids in the house was Chelsea Clinton, 13 at the time of her dad’s inauguration. The first daughter wore major ’90s trends like dad shoes, tie-dye and lightwash denim — all of which are back in style.

Golfing; leisure; recreation President Bill Clinton gives his daughter Chelsea miniature golfing tips on the second hole at the Island Cove Mini Golf course as Hillary Clinton looks on at left in Vineyard Haven, Massachusetts, on Martha's Vineyard. The Clintons are winding down on an 11-day vacationBill Clinton, Vineyard Haven, USA
Chelsea Clinton in a tie-dye T-shirt and sneakers in the ’90s.
CREDIT: Susan Walsh/AP/Shutterstock

While the recent kids have had certifiable chops, the Kennedys are practically American royalty, and have in long been something of the gold standard up to which all other American first families are held. Caroline and John Jr., both toddlers at the time of their dad’s presidency, often sported classic looks, with shiny leather shoes as their go-to footwear.

John F. Kennedy, Jr., Jacqueline Kennedy, Caroline Kennedy, John F. Kennedy, Hyannis Port, Massachusetts, August 04, 1962Historical Collection
The Kennedy family on a 1962 trip to Massachusetts.
CREDIT: Everett/Shutterstock

Flip through the gallery to see more presidents’ kids’ style.

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