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American Music Awards’ WORST dressed celebrities ever… from sweatshirts to umbrella hats

Story Center by Story Center
August 16, 2025
Reading Time: 9 mins read
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Over the years, some stars have attended the American Music Awards in fashion fails, and DailyMail.com rounded up the worst looks. Machine Gun Kelly is seen in 2022

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As the 2025 American Music Awards approach, anticipation builds not only for the musical performances but also for the fashion statements.

Over the years, the AMAs red carpet has been a stage for dramatic ensembles and risqué outfits that sometimes didn’t quite pay off, leaving us with unforgettable fashion faux pas.

The AMAs have seen its fair share of sartorial nightmares, so ahead of this year’s event, which is set to take place on Monday, May 26, celebrity.land.com has rounded up the worst-dressed celebrities over the years.

In 2024, the awards were extra special as it marked the AMA’s 50th anniversary.

Despite the important celebration, some celebrities still managed to miss the fashion mark. 

Singer Raye, 27, who performed at the event, wore an unusually casual outfit for a red carpet – choosing a baggy dark brown sweatshirt and a mint green button-up mini skirt. 

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Raye completed the dressed-down look with black mules, red lipstick, glasses, and statement earrings.

Meanwhile, 28-year-old Sophia Culpo – who is the sister of model Olivia Culpo – chose an outdated sequin blazer dress that didn’t quite work.

Over the years, some stars have attended the American Music Awards in fashion fails, and DailyMail.com rounded up the worst looks. Machine Gun Kelly is seen in 2022

Over the years, some stars have attended the American Music Awards in fashion fails, and celebrity.land.com rounded up the worst looks. Machine Gun Kelly is seen in 2022 

 

Last year, singer Raye, 27, wore an unusually casual outfit for a red carpet - choosing a baggy dark brown sweatshirt and a mint green button-up mini skirt
Sophia Culpo - who is the sister of actress Olivia Culpo - chose an outdated sequin blazer dress last year that just didn't work

Last year, singer Raye, 27, wore an unusually casual outfit for a red carpet, while Sophia Culp chose an outdated sequin blazer dress that just didn’t work

Television personality Ajani Scott also stood out on the carpet - but not for the reason she was hoping for

Television personality Ajani Scott also stood out on the carpet – but not for the reason she was hoping for

In addition, television personality Ajani Scott stood out on the carpet – but not for the reasons she was hoping for.

The real estate agent wore a short blue dress with a dramatic plunging neckline that left very little to imagination. 

In 2022, there were a few stand out looks – including mega pop star Taylor Swift – however, some celebs fell short.

Kim Petras, 32, wore an all-denim outfit that wasn’t flattering on the singer.

The studded jean look flared out with a mermaid train, and Kim paired it with a chunky jean belt, a tiny denim purse, and a massive cross necklace.

Singer Pink, 45, also had a fashion fail as she took the red carpet in a colorful, sparkly fridge look.

The front of the dress – which was gold and black – had a high neck and slit up her thigh.

It also had a thunderbolt-style zig-zag down the front of her body.

Kim Petras, 32, wore an all-denim outfit in 2022 that wasn't flattering. The studded jean look flared out with a mermaid train, and Kim paired it with a chunky jean belt

Kim Petras, 32, wore an all-denim outfit in 2022 that wasn’t flattering. The studded jean look flared out with a mermaid train, and Kim paired it with a chunky jean belt

Singer Pink, 45, also had a fashion fail as she took the red carpet in a colorful, sparkly fridge look. The front of the dress - which was gold and black - had a high neck and slit up her thigh

Singer Pink, 45, also had a fashion fail as she took the red carpet in a colorful, sparkly fridge look. The front of the dress – which was gold and black – had a high neck and slit up her thigh

Becky G donned a semi-80s frilled purple mini dress with black trimming and shoulder pads in 2021

Becky G donned a semi-80s frilled purple mini dress with black trimming and shoulder pads in 2021

Billy Porter, 55, flashed a nipple as he donned a bright blue Tiffany suit with black platform boots in 2021
He completed the look with a large umbrella hat

Billy Porter, 55, flashed a nipple and wore an umbrella hat as he donned a bright blue Tiffany suit with black platform boots in 2021

That same year, MGK made an interesting fashion choice on the AMA carpet.

The singer, 35, wore a purple suit complete with metal needles poking out all over the surface. 

In 2021, 28-year-old singer Becky G donned a semi-80s frilled purple mini dress with black trimming and shoulder pads.

The garment featured strips of fabric fastened with dated clips, which showed segments of skin, including cleavage and her midriff. 

Notably, Billy Porter, 55, flashed a nipple and wore an umbrella hat as he donned a bright blue Tiffany suit with black platform boots the same year.

In 2017, make-up guru Patrick Simondac, 35, who is known as Patrick Starr, stood out from the crowd for all the wrong reasons in his fringed green jumpsuit.

Singer Bebe Rexha, 35, also left very little to the imagination in her nearly-naked dress, which clung to her body, and looked incredibly risqué.

Bella Thorne made the worst-dressed list in 2016 with her rock star look.

In 2017, make-up guru Patrick Simondac, 35, who is known as Patrick Starr, stood out from the crowd for all the wrong reasons in his fringed green jumpsuit

In 2017, make-up guru Patrick Simondac, 35, who is known as Patrick Starr, stood out from the crowd for all the wrong reasons in his fringed green jumpsuit

Singer Bebe Rexha, 35, also left very little to the imagination in her nearly-naked dress
It clung to her body, and looked incredibly risque

Singer Bebe Rexha, 35, also left very little to the imagination in her nearly-naked dress, which clung to her body, and looked incredibly risque

Bella Thorne made the worst-dressed list in 2016 with her rock star look. The star, 27, wore a leather bra and black suit jacket and trousers paired with strappy heels

Bella Thorne made the worst-dressed list in 2016 with her rock star look. The star, 27, wore a leather bra and black suit jacket and trousers paired with strappy heels

Singer Z LaLa, 32, shocked the crowd in a PVC and net creation with an elaborate gravity-defying hair style which swept over her head like a halfpipe

Singer Z LaLa, 32, shocked the crowd in a PVC and net creation with an elaborate gravity-defying hair style which swept over her head like a halfpipe

In 2005, actress Katherine Heigl, 46, wore a baggy and too-casual all-ivory look comprised of a tank top, drawstring pants, and a massive jacket

In 2005, actress Katherine Heigl, 46, wore a baggy and too-casual all-ivory look comprised of a tank top, drawstring pants, and a massive jacket

The star, 27, wore a leather bra, black suit jacket, and trousers paired with strappy heels. 

Singer Z LaLa, 32, shocked the crowd in a PVC and net creation with an elaborate gravity-defying hair style which swept over her head like a halfpipe. 

In 2005, actress Katherine Heigl, 46, wore a baggy and too-casual all-ivory look comprised of a tank top, drawstring pants, and a massive jacket. 

The 2025 American Music Awards will be held at Fontainebleau Las Vegas in Las Vegas.

Only time will tell which stars deliver with their looks, and which totally miss the mark this time around.

‘ The preceding article may include information circulated by third parties ’

‘ Some details of this article were extracted from the following source www.celebrity.land.co.uk ’

Tags: American Music AwardsdailymailfemailKim PetrasOlivia CulpoPinkRayeTaylor Swift
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