The best and worst celebrity street style of 2021

We love checking out what the stars wear when they’re off duty! From adorable athleisure to disastrous denim moments, Wonderwall.com is rounding up the best and worst of 2021 celebrity street style. First up? This getup from Kendall Jenner. The stunning supermodel stepped out in New York City on March 21 in this puzzling business-casual look — a white collared shirt underneath a striped sweater vest paired with baggy green trousers and chunky loafers — and we have just one question: Why?!

Keep reading for more of the best and worst street style fashion moments of the year…

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That’s amore! Kim Kardashian was dressed for summer as she headed to dinner in Rome on June 29 wearing a silk Galliano minidress covered in cherries and butterflies. While her gladiator-inspired sandals were a nice nod to the city’s history, we’re not so sure about that cannabis leaf trucker hat.

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Camila Cabello stepped out in Coral Gables, Florida, on April 29 in this… head-scratching look. It started with a crocheted halter top and gave way to what might be wide-legged trousers or just a disastrous blue skirt. Then she finished things off with white sneakers and a brightly colored crossover bag, leading to one big street style miss.

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This purple plaid Vivienne Westwood moment from Irina Shayk on April 28 was a winner. The model stepped out in matching coordinates that she paired with a low-cut black tee and knee-high boots to complete her look.

Plaid gone wrong? Here’s an example from the usually stylish Hailey Bieber, who stepped out in Beverly Hills on July 6 in this funky fit. The model donned an unflattering cap-sleeved crop top and high-waisted plaid trousers with sneakers while running errands, scoring a fashion miss.

Heidi Klum nailed street style in 2021! The model and “America’s Got Talent” judge stepped out in Los Angeles on March 29 wearing this sweet floral Zimmermann jumpsuit, accessorizing with the perfect pink strappy sandals and hot pink Hermes bag, delivering one of our favorite looks this year.

Addison Rae stepped out in Venice, California, on June 19 in this underwhelming ensemble. The TikTok star rocked a black cropped tank top with a net detail along the bottom paired with some baggy cropped trousers and purple sneakers — a look we hope doesn’t become a trend anytime soon!

Another day, another killer jumpsuit! Heidi Klum wore this white long-sleeved jumpsuit with white boots and matching white-rimmed shades out in Los Angeles on April 12.

What’s happening here? Izabel Goulart stepped out during the Cannes Film Festival on July 8 wearing this puzzling ensemble — low-slung baggy jeans, a matching tiny bralette and jacket combo, bizarre sandals, a chunky gold necklace and pale sunnies.

Lady Gaga‘s sleek white pantsuit by Max Mara was one of the sharpest street style moments so far in 2021! The superstar styled the coordinates, which she wore out in Rome on March 4, with a black top and sky-high platform boots plus a matching white bag by Valentino. 

Camila Morrone donned a disappointing sweater dress on April 17 while out in Los Angeles. The model-actress rocked the frock, which was unbuttoned at the top and bottom, with white sneakers.

Showing how to transition from spring to summer style flawlessly? Alessandra Ambrosio, who stepped out in Los Angeles on May 18 in a white cropped tank top with an unbuttoned white blouse paired with wide-legged, high-waisted jeans, an Hermes belt and white sandals.

Zoey Deutch showed off subpar street style in Los Angeles on Feb. 9, stepping out in this intense Canadian tuxedo with chunky black boots.

Jessica Alba looked laid back yet super stylish while running errands in Los Angeles on March 30. The actress-turned-business mogul wore a black-and-white striped tee with wide-legged trousers and simple black sandals — a sharp yet casual ensemble.

Is it a skirt? Super baggy pants? Katie Holmes stepped out in New York City on June 14 in these jeans that were so wide they were easily mistaken for a floor-length denim skirt. The actress added a simple white tank, brown crossbody bag and white sneakers to finish off her underwhelming ensemble.

Anne Hathaway was spotted on the set of the upcoming Apple TV+ series “WeCrashed” in New York City on June 7 in an excellent casual ensemble — a sweet semi-sheer white turtleneck tucked into high-waisted jeans. 

On June 16, Irina Shayk stepped out in New York City in this unfortunate look — an ill-fitting black corset and low-rise jeans. She finished off the flagrant miss with a pair of chunky boots.

Alessandra Ambrosio stepped out in Santa Monica, California, on April 2 in this cute chevron-striped sweater and cuffed jeans. Our favorite part of this look? The way she perfectly matched her sneakers to her sweater.

Emily Ratajkowski stepped out in New York City on June 3 in a mismatched and underwhelming getup — a pink and green patterned jacket atop a graphic tee, leggings, sneakers and a green dad hat.

Athleisure was a big part of 2021 street style, and Eiza Gonzalez showed us how to do it! The actress left a Los Angeles gym on May 12 in this cute pink workout set that she sported with complementary multicolored sneakers.

Another weird business-casual getup from Kendall Jenner! This time the model stepped out in Los Angeles on May 26 in a buttoned-up vest with baggy black trousers and chunky sandals.

Heidi Klum showed off another awesome floral outfit on April 10 as she arrived for a taping of “America’s Got Talent” in Los Angeles. She smartly paired an oversized matching yellow bag and simple sandals with her long-sleeved floral minidress.

Ashley Greene scored a miss in this sloppy (though cozy!) long cardigan. The star wore it over a brown sweater, jeans and boots while out in Los Angeles on May 10.

This pretty white blouse paired with cute cropped fringed-hem denim was a fabulous combo for Sofia Vergara! The star rocked this springy look in Los Angeles on April 11, adding brown peep-toe sandals and a tan bag to finish the ensemble.

On May 6, Miley Cyrus stepped out in New York City in this very bold dress. The one-shouldered floral-print knee-length vintage frock by John Galliano was busy enough on its own, but she also added an equally busy purse to the mix, rounding things out with strappy black sandals. 

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