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Will Smith's 50 Most Stylish Fashion Flashbacks

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Aug 21, 2018 7:42 PM
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Will Smith, Christmas Sweaters
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Instagram

Christmas Sweater Style

"Somebody Please Help! Jada makes us wear these Ugly Ass Sweaters for Christmas... She's Doin' Too Much!" Will Smith  joked on Instagram on December 24, 2017. "And she's just gettin' Started."


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Striped Stud

In December 2017, Will and Ellen DeGeneres recreated The Fresh Prince of Bel-Air in a hilarious sketch.


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Dave J Hogan/Getty Images

Selfie Trio

The celeb posed with Noomi Rapace and Joel Edgerton at the UK premiere of Bright in London on December 22, 2017.


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David M Benett/Dave Benett / Getty Images for Vanity Fair

All in the Details

Posing with Mary J. Blige, the former hip-hop artist made an appearance at the Vanity Fair and Chopard Party celebrating the Cannes Film Festival on May 20, 2017 in Cap d'Antibes, France.


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Dominique Charriau/WireImage

Black & White

The then-48-year-old held up his iconic peace sign at the 70th annual Cannes Film Festival in France.


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Kevin Mazur/WireImage for MTV

Movie Night

At the 2016 MTV Movie Awards, the happy dad enjoyed the festivities with his sons, Trey Smith and Jayden Smith.


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Courtesy Seth Browarnik/World Red Eye

Floral Father

The Bright star explored Art Basel with his son, while wearing a floral shirt and a black cap in Miami.


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Carlos Alvarez/Getty Images

Polished Polo

Rocking a black polo with neon blue accents, the actor attended the Concussion photcall at the Villamagna Hotel on January 27, 2016 in Madrid, Spain.


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Ken Katz/startraksphoto.com

Sleek & Simple

In classic Will Smith fashion, the actor held up a peace sign as he passed by cameras in a casual blue sweater and jeans.


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Mike Coppola/Getty Images

Turtleneck Triumph

On December 16, 2015, the acclaimed actor attended the Concussion New York Premiere at AMC Loews Lincoln Square, wearing an understated plaid suit.


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Grant Lamos IV/Getty Images

Patterned Prince

With co-star Gugu Mbatha-Raw by his side, Will attended the Concussion Cast Photo Call at Crosby Street Hotel on December 14, 2015 in New York City.


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VEM/FAMEFLYNET PICTURES

Simple Street Style

During Art Basel in Miami, Florida, the celeb was spotted out and about in a simple tee and jeans on December 4, 2015.


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Jordan Strauss/Invision/AP

Suit & Shine

Academy of Motion Picture Arts and Sciences' 7th annual Governors Awards on November 14, 2015 in Hollywood.


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Instagram

Pink Party

For Kris Jenner's Great Gatsby-themed 60th birthday party, Will wowed in a pink suit with wife Jada Pinkett Smith and friends Kanye West and Kim Kardashian by his side.


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Xposure/AKM-GSI

Airport Casual

Walking through Los Angeles International Airport hand-in-hand, the happy couple looked comfy in casual outfits on October 30, 2015.


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TYJA/AKM-GSI

Biking Around

Sporting a long scarf and a hat, the I Am Legend actor biked around in the New York City rain while shooting late night scenes for Collateral Beauty.


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AP Photo/Julio Cortez

Pro in Purple

The smitten husband planted a kiss on his wife's lips as he presented her the Star Power award at the Black Girls Rock event in New Jersey on March 28, 2015.


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Ray Tamarra/GC Images)

Cool Blue

The A-list celeb left a Good Morning America taping at the ABC Times Square Studios on February 18, 2015, wearing a classy blue jacket and a scarf.


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Jackson Lee/ Splash News

Style Icon

Will wore a chic brown jacket and a pair of matching shoes as he waved to fans out on the street.


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Esquire Edition

In February 2015, the I Am Legend star appeared as the cover celeb of Esquire, where he discussed his kids, his career, Ferguson and failure.


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Lloyd Bishop/NBC

Overalls King

For the premiere of The Tonight Show Starring Jimmy Fallon, Will kicked off the late night series with a sketch called, "The Evolution of Hip-Hop Dancing," while wearing a pair of good-looking overalls.


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Pierre Suu/FilmMagic

Maroon & Green Sheen

Outfitted in an olive green jacket, purple scarf, patterned pants and sneakers, the celeb arrived at the Valentino Menswear Fall/Winter 2014-2015 show during Paris Fashion Week on January 15, 2014.


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Charley Gallay/Getty Images for Malibu Red

Biker Jacket Style

Sporting a stylish red biker jacket and a scarf, the actor made an appearance at the annual Midnight Grammy Brunch on January 26, 2014 in Hollywood.


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Future Image/startraksphoto.com

Busy in Blue

Looking fashionable in a blue coat and sneakers, the Suicide Squad actor arrived with his son, Jaden, in Tokyo, Japan at Narita International Airport on April 30, 2013.


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