Most memorable Tony Awards fashion moments

In honor of the 2021 Tony Awards on Sept. 26, Wonderwall.com is rounding up some of the most memorable fashion in Tonys history! First up is one of our all-time favorite Tony Awards looks ever: Lucy Liu in this darling Christian Siriano confection! From the voluminous layers of purple tulle to the plunging neckline and delicate cut-aways, this gown was a total standout at the 2019 Tony Awards.

Keep reading to see more of the best and worst style moments the Tony Awards red carpet has given us over the years…

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At the 2002 Tony Awards, Vanessa Williams looked sultry in a slinky white gown that featured a square neckline and pretty-in-pink details.

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At the 2018 Tonys, Sara Bareilles proved she knows how to impress on a red carpet! The “Little Voice” co-creator stunned in a glittery gown by J. Mendel. We adored the frock’s copper hue, playful mix of textures and beautifully tiered bottom.

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Sweet and strapless! We loved Idina Menzel’s 2007 Tony Awards look. The Broadway superstar arrived in an ivory frock that featured a fitted bodice and a pretty, pleated full skirt.

The inspiration behind Lupita Nyong’o’s stunning off-the-shoulder Jason Wu gown from the 2016 Tonys? The designer shared that he was influenced by the video game “Tetris” when imagining the dress, which featured similar bold colors and layered sequins to give it a textural, 3D feel.

The Christian Lacroix gown Anne Hathaway selected for the 2005 Tony Awards almost left us speechless… and not in a good way. From its lime green straps (complete with an unnecessary bow!) to its shiny purply-gold printed fabric that culminated in a train, this one certainly goes down as one of the biggest Tony Awards misses of all time.

At the end of her run as Carrie Bradshaw on “Sex and the City,” Sarah Jessica Parker made a Carrie-worthy appearance on the red carpet at the Tony Awards. The Broadway veteran donned this tremendous tea-length tulle confection, which featured a jeweled detail on the strapless bodice — and we loved every bit of it!

One year earlier, Sarah Jessica Parker picked a dress memorable in an entirely different way — for barely being there! At the 2003 Tony Awards, she rocked a mostly sheer dress by Gucci that featured an excessive amount of see-through paneling by 2003 standards and left little to the imagination.

It was surprising to see Scarlett Johansson pop up at the 2004 Tony Awards, and she certainly made a splash in this low-cut, form-fitting black Calvin Klein gown. The red lip and crimped hair were equally memorable elements of this show-stopping look.

Jenny from the block! In 2015, Jennifer Lopez hit the red carpet at the 69th Annual Tony Awards in this strapless navy Valentino confection covered in beautiful gold embellishments. She completed the ethereal look with a clutch by Jimmy Choo and jewels by Harry Winston.

Leave it to Rachel Bloom to crack us up, all while earning herself a spot on the worst dressed list! For the 2018 Tony Awards, the “Crazy Ex-Girlfriend” star opted to wear a T-shirt paired with a tulle skirt featuring inexplicable red and black embellishments. Though hilarious, the casual and odd combo was an instant miss in our book.

The Givenchy minidress that Amanda Seyfried wore to the 2012 Tony Awards was a polarizing pick, making it one of the standout dresses that year. On one hand, the purple spaghetti-strapped frock with delicate gold embellishments and black lace along the hem was stunning, but that clunky red belt negated the gown’s beauty.

Kerry Washington arrived at the 2018 Tony Awards in this fantastic Atelier Versace jumpsuit with cut-outs at the waist and an attached skirt at the back. The funky frock also featured a plunging neckline and intricate jeweled embellishments.

Mary Elizabeth Winstead looked downright regal at the 2016 Tony Awards when she arrived in this incredible long-sleeved embellished Zuhair Murad ballgown that landed her on every best dressed list that year.

Broadway veteran Sutton Foster, who also starred on TV’s “Younger,” looked fresh and beautiful when she attended the 2005 Tony Awards in this figure-flattering gown featuring a white floral print on a chartreuse background.

That’s a whole lot of lime green! Lauren Graham’s 2009 Tony Awards dress added insult to injury with a random black bow dangling amid a sea of shiny green fabric — resulting in one of the worst looks we’ve seen on a Tony Awards red carpet.

Does Rachel Brosnahan’s 2018 Tony Awards dress remind anyone else of Kim Kardashian West’s infamous floral 2013 Met Gala look? This Dolce & Gabbana frock featured an all-over floral print just like Kim’s “couch dress” and fared about as well with critics. On the bright side? People might have missed this look due to the “Marvelous Mrs. Maisel” star blending in with that floral background!

“Big Brother” host Julie Chen Moonves attended the 2009 Tony Awards in this colorful frock by Bill Blass. The wispy sherbet-hued tulle dress made for a dazzling red carpet choice.

We loved the Schiaparelli number Cobie Smulders wore to the 2017 Tony Awards! The star’s stunning strapless gown featured a super-bold, colorful and fun print contrasted against a stark white background.

The Marchesa minidress that Jada Pinkett Smith wore to the 2010 Tony Awards was all sorts of wrong. From the bizarre fan-like layers of ruffles to the frock’s awkward length, we expected more from such a fashionista.

This marigold gown on Lea Michele was one of her best looks ever! The former Broadway star wore the slinky Zac Posen design with a sweetheart neckline to the 2010 Tonys.

We’re still not quite sure why Kendall Jenner was at the 2015 Tony Awards — and we also don’t understand why she selected this shimmery long-sleeved coral-colored Calvin Klein minidress.

Long before they made a name for themselves on “Grey’s Anatomy,” Sara Ramirez was a Broadway superstar — they even took home a Tony Award in 2005 for their work in “Spamalot.” That year, Sara arrived in style in this beautiful strapless red gown with a train fit for a winner!

We all know Whoopi Goldberg isn’t known for her stellar sartorial choices, but that doesn’t make this 2011 Tonys look any less puzzling. The star wore a massive black hat with red-and-green detailing while rocking a printed gown with a matching oversized velvet-trimmed coat. Her T-strap shiny heels over tights really cemented this vintage-inspired look as a big miss.

At the 2019 Tonys, “Emily in Paris” and Broadway star Ashley Park looked like a sartorial dream in a beautiful bright yellow frock.

Adore! Anne Hathaway looked darling in this strapless Oscar de la Renta minidress, complete with a full tulle skirt, at the 2009 Tony Awards. Her red satin peep-toe pumps sealed the deal on this stellar look.

Where do we even start? The cowl neck, the clashing magenta dress with the red belt detail, the odd layer of fabric underneath — the Carolina Herrera gown Cynthia Nixon wore to the 2012 Tony Awards was just not a hit with us!

At the 70th Annual Tony Awards in 2016, Busy Philipps looked like an absolute dream. The former “Freaks and Geeks” star hit the red carpet in this strapless floral confection by Monique Lhuillier.

Sarah Paulson arrived at the 2017 Tony Awards in style! The actress opted for a stunning white Rodarte gown that had the illusion of being two pieces. We loved its column silhouette and intricate beading.

Yikes! We’re not quite sure what Marcia Gay Harden was thinking when she donned this bizarre Douglas Hannant ensemble at the 2007 Tony Awards. Among the many puzzling elements? An oversized, puffy-sleeved blouse, a bow around the waist, a black skirt with a train and layers upon layers of necklaces. Next!

When Cicely Tyson arrived at the 2013 Tony Awards, she really arrived! The legendary actress went down as a winner in the Tonys fashion books with her massive purple confection that featured long sleeves and gathered ruffles down the entire dress.

Stephanie Styles looked pretty in pink at the 2018 Tony Awards. From beads to feathers to embroidery, the Broadway star’s dreamy confection featured a quirky-meets-eclectic array of textures.

Catherine Zeta-Jones had a Cinderella moment at the 2010 Tony Awards in a pale blue design by Versace. The strapless dress featured layers of chiffon and a flowing skirt — and that shade evoked instant comparisons to the Disney princess!

Two things that should probably never go together? Zebra prints and jumpsuits! Diane Lane broke this rule at the 2016 Tony Awards when she arrived in a disastrous one-piece sleeveless wide-legged getup.

Judith Light took home a Tony in 2013 — and made some best dressed lists — in this stunning Zac Posen number! We loved the elegant long-sleeved silk gown in stunning white and how it culminated in a fishtail shape.

Model Candice Swanepoel wore one of our least favorite Tony Awards dresses of all time to the 2017 ceremony — an unfortunate Prabal Gurung design with a two-toned bodice and a sparkly sheer skirt.

Kate Mara rocked a memorable Dolce & Gabbana minidress to the 2014 Tony Awards. The stylish design featured padded shoulders and sequin embellishments that set the star apart in a sea of boring ballgowns.

Cate Blanchett made a seriously futuristic statement on the 2010 Tony Awards red carpet in a shimmering silver Armani Prive pantsuit. While we loved the menswear-inspired look, that shiny fabric could have been taken down a notch.

Broadway star Sutton Foster arrived at the 2006 Tony Awards in this pale pink dress fit for a princess. We loved the feather detailing and the unique — and nearly invisible! — halter neckline.

Unfortunately, not every frock can be a winner. At the 2014 Tony Awards, Maggie Gyllenhaal sported this feathered frock by Dolce & Gabbana that was lackluster at best.

Oh, Liza! Liza Minnelli attended the 2009 Tony Awards in this odd all-black ensemble that included a cape-like top with silk detailing. At least it looked sleek?

Pretty in purple! Allison Janney looked lovely at the 2009 Tony Awards in this shiny strapless gown in a rich purple hue.

Those are some pretty big bows there, Felicity Huffman! The star wore this unfortunate frock to the 2007 Tony Awards. Needless to say, she didn’t make the best dressed list that year.

She sings like an angel, and at the 2017 Tony Awards, Sara Bareilles looked like one too in sparkling Naeem Khan.

Marisa Tomei made a splash in the wrong way at the 2008 Tony Awards. The actress opted for a loud strapless red Isaac Mizrahi gown dotted with black flowers and a belt. The contrasting colors were an unfortunate combo, and the gown’s train just felt excessive.

Shiri Appleby attended the 2007 Tony Awards in this pretty teal number tht featured a super-low-cut neckline and ribbon detailing around the waist and hips.

Crop tops were all the rage in 2015, but on the Tony Awards red carpet? It wasn’t the best look for Ashley Tisdale. The star paired her draped strapless top with a pair of super-wide-legged trousers by Solace.

Broadway star Audra McDonald selected a simple yet stunning gown for the 2006 Tonys ceremony. We loved her white scoop-neck dress that featured cap sleeves and delicate ruffling down the entire dress.

We’ve got two words for you: orange tulle! Fran Drescher committed a major fashion infraction in 2014 when she donned this off-the-shoulder mermaid-style gown crafted from yards and yards of the fiery fabric.

Bernadette Peters stuck with a classic red carpet color — black — at the 2006 Tony Awards but opted for a dress with some unconventional twists. Her one-sleeved ballgown, complete with ruching and a full skirt, paired perfectly with her minimal jewelry and updo.




















































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