The rich and famous are expected to present themselves as idealized purveyors of everything chic on the red carpet.
Despite their designer labels, the only label these stars boast is worst dressed.
Ultimately, however, style is highly subjective and an extended expression of oneself.
Moreover, many of the worst-dressed celebs have evolved throughout the years to refine their sartorial palate.
As centenarian fashion icon Iris Apfel once said, “Fashion you might buy, but style you possess.
The key to style is learning who you are, which takes years.”
We’re taught to admire theexclusive haute couture, but instead, we’re left with a hawt mess.
Ashley Tisdale
The Y2k aesthetic is steadily making a comeback, with Zellennials embracing all things aughts.
Throughout the 2000s, Tisdale was the queen of fashion faux pas.
“Everyone goes through an awkward stage,” Tisdale confessed toCape Cod Timesin 2007.
“I wore this really weird pink camo skirt and this pink furry thing …
I said, ‘Ooh, put me in it!'”
she recalled of one outfit.
It was the weirdest thing."
These days, Tisdale is able to reflect on and laugh at her fashion mishaps.
It stands to reason, then, that her fashion choices are similarly eclectic and uncompromising.
But Pejoski thought that Bjork did the flamboyant design justice.
“It was fantastic of her,” Pejoski toldVogue.
“So rebellious, at a traditional occasion like the Oscars.
The dress was by no means her sartorial swansong, however.
“Of course I wasn’t trying to fit in!”
Speaking toThe New Yorker, designer Bob Mackie said that he deliberately selected ostentatious looks for the icon.
One example was the controversial semi-nude dress she wore on the cover of Time in 1975.
“I didn’t know it was going to cause such a hullabaloo,” Mackie quipped.
Although the outfit seemed little more than a campy concoction, there was a deeper meaning behind it.
So then I decided I could go in a little black dress.
In 1991, Richard Blackwell labeled Cher the worst-dressed woman of the last 30 years.
But Donald Trump made numerous fashion blips during his presidency, some of which occurred during high-profile engagements.
And when meeting Queen Elizabeth II in 2019, he was lambasted for wearing a tiny ill-fitting dinner jacket.
AsThe Cutput it, “Trump often looks like he’s swimming in his clothes.”
Moreover,Esquireargued that his sorry suit was likely responsible for the queen’s sullen countenance in official snaps.
Undoubtedly, Trump was dressed to kill the vibes.
Throughout his premiership, he also made all manner of gaffes when picking out neckwear.
Accordingly, Trump has frequently appeared on GQ’s list of the worst-dressed men of the year.
High Snobiety went as far as to brand him the worst-dressed president of all time.
Three years later, she shared the No.
1 spot with Britney Spears.
“It was the worst outfit I’ve ever worn in my life,” she toldYahoo.
“You live and you learn.”
To this day, Victoria says the look haunts her.
Still, Becks has no regrets.
“They were right at the time,” he said.
“The leather outfit … it could have been a lot worse on that evening.
But as the BBC argues, this mockery was largely the product of Britain’s macho lad culture.
Undoubtedly, Beckham walked soHarry Styles could run with his on and off-stage fashion.
“Twenty years ago when I wore that sarong, people were shocked,” he toldThe Telegraph.
But when it comes to serving lewks, Kim K hasn’t always delivered the goods.
In a chat withE!, she poked fun at her fashion mistakes.
“I thought I was killing it,” she quipped.
Unfortunately, these slip-ups weren’t confined to the 2000s.
In a 2014 poll byMail Online,readers were asked to vote for Kardashian’s biggest fashion fails.
At the number one spot was a floral maternity gown worn at the 2013 Met Gala.
“That floral dress she wore to the Met Gala was absolutely awful.
She actually looked like the sofa I have in my living room.”
The oversights continued into the next decade.
“Why is Kim wearing a Minecraft grass block top?
“tweetedone confused observer.
He continued to make it onto worst-dressed lists in the years that followed.
Some celebs gave Leto the side-eye for the uncomfortable ensemble.
“Jared Leto showed up as a furry,” Nick Jonas toldVogue.
Meanwhile, others argued that he was cosplaying rather than showcasing a look befitting the prestigious event.
“He wanted it to be like a real cat.”
After all these blips, one can’t help but wonder if Leto has any style regrets.
Julia Fox
Julia Fox is known for her rather eclectic approach to styling.
“It was every girl’s dream come true,” she said.
“It felt like a real Cinderella moment.
I don’t know how he did it, or how he got all of it there in time.
But I was so surprised.”
A Cinderella story it may have seemed, but her dream soon turned into a nightmare.
“This whole Kanye West x Julia Fox thing is so funny,“tweetedone amused observer.
Suffice it to say, Aniston was not impressed.
“What the hell are you doing?!”
she remarked to her co-star during a red carpet chat withEntertainment Tonight.
“I’m not standing next to him.
I said, ‘c’mon don’t wear your sweatshirt.'”
This certainly wasn’t the first time Sandler rolled out of bed and straight onto the red carpet.
In fact, the comedic actor is seldom seen in a suit, favoring oversized casual attire.
“I feel terrible,” he confessed on"Jimmy Kimmel Live.”
“I wish I could dress better.
I have the clothes … My wife went out and got me a bunch of stuff.
It’s just a little too small.
I’m just in such a bad mood when it’s tight.”
In 2021,Voguecalled him “the unofficial ambassador of pandemic style,” lauding his commitment to comfort.
“One of the girls is a party girl.
She’s like, ‘Let’s go party!'”
“I say, ‘No, no, no, I’m tired.’
She says, ‘Let’s go party!’
The party girl’s very stylish, weird.”
Fashion Says: YES!!!”
“I am authentic,” she declared.
“I don’t care what’s the trend.
If I’m going to wear this out tonight then that’s my red carpet dress.”
Though acclaimed as an actor, Depp isn’t exactly a fashion icon.
However, Depp himself is the first to admit that he isn’t great at outfit coordination.
“And goddamn it, I smell really good!”
