Jada Pinkett Smith has somehow managed to look just as fresh-faced now as when she burst on the scene in the ’90s. And her incredible sense of style has only evolved over time.
The “Girls Trip” actress always has fun on the red carpet, whether she’s making faces and funny poses or joking around with her constant carpet companion, husband Will Smith.
Pinkett Smith, a true style chameleon, looks like a natural in everything from gorgeous couture creations to all-leather looks that take killer confidence to pull off. Check out some of her best (and boldest!) looks over the years below:
1991

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Celebrating the 100th episode of "A Different World" in 1991.
1993

Ron Galella, Ltd. via Getty Images
At the "Menace II Society" premiere in Beverly Hills, California in 1993.
1993

Ron Galella, Ltd. via Getty Images
During the 11th Annual Celebrity Day in Toluca Lake, CA in March 1993.
1993

Ron Galella, Ltd. via Getty Images
With Wesley Snipes at the 21st Annual AFI Lifetime Achievement Awards in Beverly Hills, CA in 1993.
1994

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On set of the film "Jason's Lyric" in 1994.
1995

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At the premiere of "Tales From the Crypt Demon Knight" in Hollywood, CA in Jan. 1995.
1995

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With Will Smith at the "Devil in a Blue Dress" premiere on Sept. 22, 1995 in Beverly Hills, CA.
1996

Ron Galella, Ltd. via Getty Images
With Will Smith at "The Nutty Professor" premiere on June 27, 1996 in Universal City, CA.
1997

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At the "Scream 2" premiere in Los Angeles, CA in 1997.
1997

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At the 1997 Vanity Fair Oscar Party in Beverly Hills, CA.
1997

Ron Galella, Ltd. via Getty Images
With Will Smith at the "Metro" premiere in Hollywood, CA on Jan. 15, 1997.
1998

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Attending the 12th Annual American Comedy Awards on Feb. 22, 1998 in Los Angeles, CA.
1998

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At the 1998 MTV Video Music Awards in Universal City, CA.
1999

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At the "Wild Wild West" premiere and party in London in 1999.
1999

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At the premiere of "Wild Wild West" on June 30, 1999.
1999

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At the 41st Annual Grammy Awards on Feb. 24, 1999 in Los Angeles, CA.
1999

Ron Galella via Getty Images
Backstage at the MTV Video Music Awards in New York City, NY on Sept. 9, 1999.
2000

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With Will Smith during the Oscar De La Hoya Fight the World Welterweight Championship at Staples Center in Los Angeles, CA in June 2000.
2000

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At the "Sloan Hopkins" premiere on Oct. 2, 2000.
2001

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At the "Ali" premiere in Hollywood, California on Dec. 12, 2001
2001

Ron Galella, Ltd. via Getty Images
At "The Kingdom Come" premiere on April 5, 2001 in Beverly Hills, CA.
2002

Frank Micelotta Archive via Getty Images
At the 74th Annual Academy Awards held at the Kodak Theatre in Hollywood, CA on March 24, 2002.
2002

Ron Galella via Getty Images
At the 2002 Tree of Life Awards on March 23, 2002 in Beverly Hills, CA.
2003

Dave Benett via Getty Images
At "The Matrix Reloaded' premiere on May 21, 2003 in London.
2003

J. Vespa via Getty Images
At "The Matrix Reloaded" premiere in Cannes, France on May 15, 2003.
2003

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At "The Last Samurai" premiere in Westwood, CA on Dec. 01, 2003.
2004

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At the 76th Annual Academy Awards in Hollywood, CA on Feb. 29. 2004.
2004

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Jada Pinkett Smith during 'Collateral' Premiere - Paris at UGC Normandy in Paris, France.
2004

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At the Belvedere Vodka Host NBA After Party in Los Angeles, California on Feb. 14, 2004.
2005

SGranitz via Getty Images
At the 2005 BET Awards in Hollywood, CA on June 28, 2005.
2005

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At the premiere of "Madagascar" on May 15, 2005 in New York City, New York.
2006

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At the Redbooks 2006 Strength and Spirit Awards on Oct. 17, 2006 in New York City, New York.
2006

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At "The Seat Filler" premiere on Feb. 22, 2006 in Los Angeles, CA.
2007

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At the "I Am Legend" premiere on Dec.11, 2007 in New York City, NY.
2007

Dave M. Benett via Getty Images
At the "Pursuit Of Happyness" premiere on Jan. 8, 2007 in London, England.
2008

Jim Spellman via Getty Images
At the premiere of "The Day the Earth Stood Still" on Dec. 9, 2008 in New York City, NY.
2008

Patrick McMullan via Getty Images
At the "Lakeview Terrace" premiere on Sept. 15, 2008 in New York City, NY.
2008

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At the Zac Posen Spring 2009 fashion show during Mercedes-Benz Fashion Week on Sept. 11, 2008 in New York City, NY.
2009

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At the Vanity Fair Oscar Party on Feb. 22, 2009 in West Hollywood, CA.
2010

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At the Emilio Pucci Spring/Summer 2011 Womenswear fashion show during Milan Fashion Week on Sep. 25, 2010 in Milan, Italy.
2010

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At the third annual ESSENCE Black Women in Hollywood Luncheon at the Beverly Hills Hotel on March 4, 2010 in Beverly Hills, CA.
2010

Steve Granitz via Getty Images
At the 2010 American Music Awards on Nov. 21, 2010 in Los Angeles, CA.
2011

Gregg DeGuire via Getty Images
With Will Smith and Willow Smith at the 53rd Annual Grammy Awards on Feb. 13, 2011 in Los Angeles, CA.
2012

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At the "Men In Black: 3" New York premiere on May 23, 2012 in New York City.
2012

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At the "Madagascar 3: Europe's Most Wanted" premiere during the 65th Annual Cannes Film Festival on May 18, 2012 in Cannes, France.
2013

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Shopping in West Hollywood on Dec. 10, 2013 in Los Angeles, CA.
2013

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At the "Make Equality Reality" event at Montage Beverly Hills on Nov. 4, 2013 in Beverly Hills, CA.
2013

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Leaving the "Katie Couric Show" taping on Jan. 9, 2013 in New York City.
2014

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At Mercedes-Benz Fashion Week Spring 2015 on Sept. 8, 2014 in New York City.
2014

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At the "Gotham" panel at PaleyFest NY on Oct. 18, 2014 in New York City.
2014

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At the 2014 Vanity Fair Oscar Party hosted by Graydon Carter on March 2, 2014 in West Hollywood, CA.
2015

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At the "Focus" premiere on Feb. 24, 2015 in Hollywood, CA.
2015

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At the Chloe fashion show during Paris Fashion Week on Oc. 1, 2015 in Paris, France.
2015

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At a screening of "Concussion" on Nov. 23, 2015 in Westwood, CA.
2016

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At the Chanel collection show on Dec. 6, 2016 in Paris, France.
2016

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At "The State of the Industry: Past, Present and Future at The Colosseum" CinemaCon on April 12, 2016 in Las Vegas, Nevada.
2016

Jason LaVeris via Getty Images
At the 26th annual EMA Awards on Oct. 22, 2016 in Burbank, CA.
2017

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At the "Girls Trip" Atlanta screening on July 11, 2017 in Atlanta, GA.
2017

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Seen on May 25, 2017 in Los Angeles, CA.
2017

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At the Hoda Kotb Hosts A Leading Ladies Event for SiriusXM on July 19, 2017 in New York City.
2017

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Entering a "Good Morning America" taping at the ABC Times Square Studios on July 20, 2017 in New York City.
CORRECTION: This article initially misstated the release date of “Wild Wild West” as 1991; it debuted in 1999.