Joshua Goldman
Joshua Goldman
min read · June 8, 2025 · Entertainment

Fashion Fails Galore: Katie Holmes Leads Worst Dressed at the Tony Awards

Katie Holmes lead DailyMail.com's worst dressed list at the 2025 Tony Awards as she hit the carpet in a boxy green T-shirt and a pink skirt, seemingly channeling the movie Wicked

Tony Awards Fashion Frenzy: The Ultimate Style Catastrophe

The 2025 Tony Awards, held at the iconic Radio City Music Hall in New York City, was a night to remember – for all the wrong reasons. While some A-listers slayed on the red carpet with their stunning looks, others committed style sin after style sin, leaving us wondering what they were thinking.

Hosted by the talented Cynthia Erivo, star of Wicked, the evening's festivities honored the best of Broadway, featuring dazzling performances and an emotional reunion of the original Hamilton cast to celebrate its 10th anniversary. However, the real showstopper was the fashion disaster that unfolded on the red carpet.

Wicked star Cynthia Erivo came in a close second with her enormous tan corset top, which contained an intricate floral pattern

The Worst-Dressed List

Katie Holmes led the pack with her cringe-worthy ensemble, a boxy green T-shirt paired with an awkward pink skirt. The Wicked-inspired color scheme completely clashed, leaving us questioning her decision-making skills. It's like she raided a thrift store and put together the most unflattering outfit possible.

Close behind was Cynthia Erivo herself, who took a bold approach with her enormous tan corset top featuring an intricate floral pattern. Unfortunately, the giant shirt dwarfed her frame, making her look more like a human pinata than a style icon. Paired with a floor-length silk skirt, it's safe to say this combo won't be making any fashion history.

She paired the shirt - which was gigantic and fit awkwardly on her frame - with a floor-length silk skirt

Natalie Venetia Belcon, star of Buena Vista Social Club, attempted to make a statement with her black gown and purple cape-like coat adorned with dramatic black feathers. While the look was certainly eye-catching, it felt like she raided a costume shop and threw everything she found onto her body.

Sarah Paulson's dress was a head-scratcher – literally. The strange shape and combination of black and white didn't quite work together, making her look like a human puzzle piece.

On the other end of the spectrum, singer Laufey stunned in a soft blue tiered dress with a necktie, lacy stockings, purple heels, and a matching coat. However, she accessorized with a bizarre cat-shaped purse that added an extra layer of confusion to her overall look.

Buena Vista Social Club's Natalie Venetia Belcon chose a black gown with a purple cape-like coat that had dramatic black feathers hanging off of it

Just in Time star Gracie Lawrence opted for a polka dot strapless dress with a huge bowtie around the skirt area – because who needs subtlety on the red carpet? Meanwhile, Death Becomes Her's Megan Hilty donned a gold frock with feathers galore, making us wonder if she raided a party store.

Canadian TV personality Keltie Knight ensured all eyes were on her – but not for the right reasons. Her floor-length sparkly gown featured an enormous unicorn emblazoned on it, leaving us questioning her life choices.

Singer Jordan Tyson's turquoise dress with an extremely low neckline and what looked like confetti hanging off of it was a poor choice for a more subdued event like the Tony Awards. It seemed more fitting for a New Year's Eve party – or perhaps a kindergarten fashion show.

Frock horror! Sarah Paulson opted for a very distinct black and white gown that had a very strange shape... and it just didn't work

Hamilton star Phillipa Soo's one-shouldered white frock contained a strange bow in the center of her chest area, which added an extra layer of confusion to an already unflattering dress. And let's not forget model Anna Alimani's sheer, lacy number that left little to the imagination – or should we say, left everything on full display?

Hamilton actor Sydney James Harcourt walked the carpet in a dazzling leopard print suit with a sheer patterned top underneath – because why choose just one bold statement? Glee alum Darren Criss also made the list for his plaid suit, while his wife Mia Swier flaunted her bra on the red carpet in a sheer black top and sparkly skirt.

As the evening's events proved, sometimes less is more. Or should we say, style is not always about making a statement – sometimes it's just about showing up looking put together?

Laufey arrived in a soft blue tiered dress with a necktie, lacy stockings, purple heels, and a matching coat. She accessorized with a bizarre cat-shaped purse - talk about a lot going on

Will these fashion disasters be remembered as a defining moment of the Tony Awards or an embarrassment that will be swept under the rug? Only time (and history books) will tell.

Photos:

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Just in Time star Gracie Lawrence hit the carpet in a polka dot strapless dress that had a huge bowtie around the skirt area

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Death Becomes Her star Megan Hilty donned a gold frock that contained bizarre feathers all over the sleeves and skirt

Canadian TV personality Keltie Knight ensured all eyes would be on her - but for the wrong reasons. She opted for a floor-length sparkly gown that had an enormous unicorn on it

Singer Jordan Tyson wore a turquoise dress with an extremely low neckline and what looked like confetti hanging off of it. Was she at the Tony Awards or a New Year's Eve party?

Hamilton star Phillipa Soo's one-shouldered white frock contained a strange bow in the center of her chest area and an unflattering tiered skirt

Purpose star Kara Young's dramatic black ensemble earned her a spot on the worst dressed list

Model Anna Alimani arrived at the event in a sheer, lacy number, which left her undergarments on full display

Hamilton actor Sydney James Harcourt walked the carpet in a dazzling, leopard print suit with a sheer patterned top underneath - and he had a little too much going on

Operation Mincemeat's Natasha Hodgson opted for a silver metallic gown that contained a fray skirt and thigh-high slit

Broadway star Amber Iman's boxy blue frock fell awkwardly on her frame

British actor David Cumming donned a black suit with a huge spider broach, as well as an eye-popping floral coat and lacy undershirt

Hunger Games star Jacqueline Emerson opted for a green one-shouldered dress, but the enormous bow just didn't work

Orange is the New Black star Danielle Brooks arrived at the Tonys in a brown body suit and a sheer brown sparkly gown on top, but it contained huge puffy sleeves

Boop's Jasmine Amy Rogers wore a green dress with a rainbow, sparkly skirt and a dramatic train

Glee alum Darren Criss made the list thanks to his plaid suit, while his wife Mia Swier flaunted her bra on the red carpet... donning a sheer black top and sparkly skirt

Gypsy star Audra McDonald's black gown would have worked had it not been for the bizarre piece of blue fabric that hung off the side of it

Actor Daniel Dae Kim arrived in black dress pants and a white button-down shirt - which he paired with an over-the-top vest that had pieces of fabric hanging down to his ankles

Hamilton alum Morgan Marcell's orange, blue, white, and black patterned skirt and shirt combo had way too much stuff going on

Floyd Collins star Taylor Trensch wore a tuxedo on top... but shorts on the bottom and it looked a little odd if you ask us