Many felt that Obama’s loose-fitting trousers put forward an image of a weak leader.

In 2014, Obama opened up about the backlash to interviewer Ryan Seacrest.

On the fashion fallout, he quipped, “I got whacked pretty good,” (viaToday).

Barack Obama holding hands with wife Michelle Obama

Even when Clinton was elected President, he refused to give up his workout outfit of choice.

It seems this politician’s exercise regime was more important than his reputation in the fashion world.

HuffPostsaid it best in 2011 when they revisited this moment in pop culture history.

Barack Obama waves to a crowd in a baseball stadium

And on the surface, Rosalynn hit this fashion moment out of the park.

She wore a sleeveless coat in gold over a blue chiffon evening gown crafted by designer Mary Matise.

This moment, though celebratory for then-President Jimmy Carter, long haunted his wife.

Bill Clinton walks in blue shorts

(via theWashington Post).

Altogether, her outfits were inappropriate for a visit intended to celebrate the friendly relations between the two nations.

Clinton’s glamour needle, on the other hand, was hitting a zero.

Rosalynn Carter waves with her husband and daughter

However, she didn’t immediately waltz into the White House wearing rhinestones.

No, it took her some time and a few high-profile missteps to cultivate her adventurous style.

I think it would be great if the first lady dressed in American styles."

Hillary Clinton sitting with husband Bill and Japanese officials

However, it was her fashion choices that ended up making the most headlines.

Social media users exploded in outrage, pointing out the dark history of pith helmets.

Throughout the 1800s, this style of hat was worn by military officers and colonial explorers.

US President Barack Obama and his wife Michelle Obama pose for photographs with Queen Elizabeth II and Prince Philip, Duke of Edinburgh

Today, it is widely regarded as a symbol of racist, colonial violence throughout the continent.

Doesn’t sit well with us Africans.

Who advised you?"

Melania Trump wearing a pith helmet

Take former first lady Eleanor Roosevelt, for instance.

She wasn’t a wilting flower who lived in her husband’s shadow, though.

That brashness can be seen in photographs of Eleanor smiling in her spaghetti-strap bathing suit.

Eleanor Roosevelt smiling in bathing suit

Shockingly, this was the first time a first lady was seen on camera donning a swimsuit.

So where did Mrs. Bush go wrong?

She later reflected on the cringey moment in her 2010 memoir, “Spoken From the Heart.”

First lady Barbara Bush posing with her husband and guests

It vaguely crossed my mind that someone else might see the dress and think exactly the same thing.

But what were the odds of that woman wearing it to a White House party?"

It turns out, the odds were not in her favor that night.

Barack Obama speaks at podium

Fashion bloggers and Republican naysayers alike booed the sartorial choice.

Jokingly, Earnest said, “It’s the Thursday before Labor Day.

He feels pretty good about it” (viaCNN).

Melania Trump climbs in car

emblazoned on the back in a white graffiti-esque font.

Former first lady Betty Ford can.

Amidst all the cardboard moving boxes, the first lady was also having a bit of fun.

Betty Ford stands on a table

but also for the crucial bit of fashion history captured in the frame.

However, fashion rules were still so strict for women that Betty reportedly only wore trousers in private.

With this image, she shocked the nation.

President Donald Trump listens to Ted Budd

Later in life, Betty would reflect fondly on the moment.

And dance she did, in her controversial-for-the-70s pantsuit.

One of his most head-scratching fashion moments came in 2021 when he attended the North Carolina GOP convention.

Rumors swirled that Trump had accidentally gone on stage wearing his pants backwards.

It looks like he bumped into something and his pants deployed an airbag" (viaYouTube).