10 Celebrities Who Have Remained Stylish for All These Years

Although most people are raised to believe that looks arent everything, that sentiment is essentially non-existent in the entertainment world. Many celebrities are extremely conscious of their appearance, and those who have a knack for fashion are often praised for their ability to integrate style into their everyday lives. However, over the years, many fashion

Will Smith at a press conference

Although most people are raised to believe that looks aren’t everything, that sentiment is essentially non-existent in the entertainment world.  Many celebrities are extremely conscious of their appearance, and those who have a knack for fashion are often praised for their ability to integrate style into their everyday lives.  However, over the years, many fashion trends have come and gone, and with those trends, many celebrities have gotten left in the dust.  For celebrities,  ability to maintain a relevant sense of style is almost as important as the ability to maintain relevancy in their given line of work.  Here are 10 celebrities who have remained stylish for all these years.

 10. Kobe Bryant

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Basketball star Kobe Bryant has been one of the most stylish players in the NBA since entering the league in 1996.  Bryant’s fashion sense has often earned him a lot of media attention, and his ability to find the perfect outfit has often set him apart from many of his colleagues. In 2013, Complex Magazine voted Bryant one of “The Most Stylish NBA Champions of All Time” as well as one of “The 10 Most Stylish NBA Players of the 2012/13 Season.”

(Photo by Thomas Cooper/Getty Images)

9. Angelina Jolie

"Unbroken" - UK Premiere - Red Carpet Arrivals

Angelina Jolie is arguably one of the most fashionable actresses in Hollywood.  For years, Jolie has appeared on red carpets in some of the most lavish and beautiful outfits.  In 2014, Jolie was considered one of the most stylish brides of the year, and she and husband Brad Pitt are widely considered Hollywood’s most fashionable couples.

 (Photo by Anthony Harvey/Getty Images)

8. Jennifer Lopez

For more than 20 years, actress/singer Jennifer Lopez has been wowing the world with her unique outfit choices.  In 2000, J.Lo turned heads everywhere when she showed up at the Grammy Awards in a form-fitting green Versace dress.  The dress has since become one of the most popular Grammy outfits of all-time, and has given Lopez a place in fashion history.  In recent years, Lopez has maintained her sense of style and has continued to appear in outfits that leave fans in awe of her unbelievable consistency.

(Photo by Alberto E. Rodriguez/Getty Images)

7. George Clooney

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George Clooney, one considered Hollywood’s most eligible bachelor, has always known exactly what to wear and when to wear it. Now happily married to Britain based lawyer, Amal Clooney, George Clooney hasn’t allowed his new marriage to affect his appearance.  Even at 53 years-old, Clooney continues to prove that time is certainly on his side.

 (Photo by Feng Li/Getty Images)

6. Reese Witherspoon

LACMA's Art + Film Gala 2011 - Arrivals

38 year-old Reese Witherspoon is well-known for her impeccable sense of style.  Since making her acting debut in 1991, Witherspoon has become a popular topic of conversation for those discussing celebrity style.  In 2012, Witherspoon was included on the Huffington Post’s list of most stylish celebrity parents.

(Photo by Jason Merritt/Getty Images)

5. Sean ‘Diddy’ Combs

"Killing Them Softly" Premiere - 65th Annual Cannes Film Festival

Sean ‘Diddy’ Combs has endured some of the best (and worst) trends of the last two decades. However, over the years, Diddy has proven that he possesses the power to make anything look stylish.  In the 1997 video for Notorious B.I.G’s single, “Mo Money Mo Problems,” Diddy appeared on camera on a red suit which he later referred to as a “shiny suit.”  Although he has gone from shiny suits to tailored suits, Diddy has continued to push fashion boundaries, and he has always looked good while doing it.

(Photo by Gareth Cattermole/Getty Images)

4. Brad Pitt

Brad Pitt at a private reception

Brad Pitt, the other half of Angelina Jolie’s stylish couple, has been one of the sexiest men in Hollywood for more than two decades.  Although his style tends to be more on the conservative side, Brad Pitt always manages to make everything he wears look like his own.  In 2014, GQ Magazine voted Pitt one of the most stylish men during the week of October 17.

(Photo by Anthony Harvey/Getty Images)

3.  Kanye West

VMAN21 Launch Party

Although Kanye West is best-known for his rap/production skills, Mr. West also has a deep desire to become well-known in the fashion industry.  Since the beginning of his career, Kanye has been known to push fashion boundaries. For years, Kanye has attempted to break into the fashion world, and has made several attempts to design and create his own clothing line.  However, aside from having an eye just planning and designing, Kanye also has a knack for putting together his own outfits and adding interesting touches.  While some may not understand many of his choices, there’s certainly no denying that he’s one of the most stylish people in the music industry.

 (Photo by Neilson Barnard/Getty Images)

2. David Beckham

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Former professional soccer player David Beckham is perhaps the most stylish soccer star on earth.  Beckham, who retired from professional sports in 2013, has become known as a fashion icon and has often been asked to model for various publications. From his outfits, to his hair, to his accessories, David Beckham seems to have all the makings of a stylish star.

(Photo by Chris Jackson/Getty Images)

1. Will Smith

"After Earth" New York Premiere - Red Carpet

Who could possibly be more stylish than the Fresh Prince?  Actor/rapper Will Smith has been showing off his style since achieving mainstream success on the popular 90s sitcom, The Fresh Prince of Bel Air.  Smith, who has evolved from colorful wind-breakers and backwards caps to suits, ties, and dress shoes, has managed to keep up with the times. Now the father of three teenage children, Smith has no choice but to be on top of is his game. It also seems that his children have inherited his ability to dress well.

(Photo by Andrew H. Walker/Getty Images)

 (Photo by Koichi Kamoshida/Getty Images)

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