Then: Lauren Hutton
Lauren Hutton, famous for her gapped-tooth smile, has graced the cover of "Vogue" a record-breaking 26 times.
Now: Lauren Hutton
Hutton has only gotten better with age. Need proof? She posed nude and unairbrushed for Mario Sorrenti at age 62.
Then: Al Pacino
Al Pacino sported the felt fedora and pinstriped suit like a “real man,” as anyone in the Corleone family could tell you.
Now: Al Pacino
Although "The Godfather" trilogy has been wrapped for 23 years, Pacino’s style still reflects his screen gangster past and his Italian-American roots.
Then: Anna Wintour
Known for her pageboy bob haircut and sunglasses, Wintour has held her post as editor-in-chief of American "Vogue" since 1988.
Now: Anna Wintour
She may be nicknamed “Nuclear Wintour” for her icy and aloof personality, but her fashion choices are anything but cold. Anna wore this stunning Prada dress to the 2012 Costume Institute Gala.
Then: Goldie Hawn
Goldie attended the opening of an American Ballet Theatre Gala in 1984 wearing a silk ruched, strapless dress and a fox fur shrug. If ballet’s all about subtly, Goldie was all about wow factor.
Now: Goldie Hawn
Goldie’s not only a style icon but a bombshell, and at 67 still blows us away.
Then: Mikhail Baryshnikov
Arguably the most influential ballet dancer ever, Baryshnikov's style was as sleek and sexy as his onstage person.
Now: Mikhail Baryshnikov
After retiring from the stage, Baryshnikov found his way to the small screen as Aleksandr Petrovsky, Carrie Bradshaw’s older Russian lover in "Sex and the City."
Then: Faye Dunaway
No one ever rocked a beret better than Faye Dunaway did in "Bonnie and Clyde."
Now: Faye Dunaway
Now 72, Dunaway has traded her beret for men’s inspired suits and her legendary cheekbones and creamy complexion remain just as stunning as in her "Chinatown" days.
Then: Kevin Bacon
The '80s were good to Kevin Bacon. Not only did he star in "Footloose" and "Diner," he also avoided the mullet and parachute pants.
Now: Kevin Bacon
Now 57, Kevin blends rock and roll with the red carpet, and it totally works for him.
Then: Debbie Harry
Debbie Harry founded Blondie in 1974 and her Punk Glam style was born.
Now: Debbie Harry
Harry's blonde locks have always been an attention grabber, and she’s still rocking the platinum today.
Then: Paul Weller
"Did I want anything from my dad's wardrobe? Only his copies of 'Playboy,'" Weller admitted to British GQ. The Jam’s lead singer will forever be remembered by those sleek suits and black skinny ties.
Now: Paul Weller
In 2011, Weller launched his first standalone fashion line inspired by '60s and '70s style.
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Boyish hair, big eyelashes, waif-like build. That’s Twiggy. Her mod style not only made her the first supermodel, but it forever defined an era.
Twiggy officially retired from modeling in 1970 yet she’s still influencing fashion today as a best-selling author, television host, and guest judge on America’s Next Top Model.
Then: Denzel Washington
In 1986, Denzel Washington boldly chose to wear this white suit to Adolph Cesar’s memorial service.
Now: Denzel Washington
This sleek suit proves Washington not only rules the box office, but the red carpet as well.
Then: Meryl Streep
“I don't follow fashion or understand trends,” Meryl has admitted to "Vogue." Ever since her screen debut in "Julia" in 1977, she has stayed true to her own bold taste.
Now: Meryl Streep
Streep certainly carries high fashion effortlessly, as demonstrated by this goddess-like gold Lavin dress.
Then: Glenn Close
Glenn Close’s chilling performance in "Fatal Attraction" earned her an Oscar nomination. She didn’t win, but in 1987 she proved she could dress to kill.
Now: Glenn Close
Close may have gone undercover as a man for her Oscar nominated role in "Albert Nobbs," but at the 2012 Academy Awards, she flaunted her femininity in this stunning Zac Posen dress.
Then: Beverly Johnson
In 1974, Beverly Johnson made fashion history as the first black woman to grace the cover of American "Vogue."
Now: Beverly Johnson
Johnson is still stunning at 60 and now stars in her own reality show series, "Beverly’s Full House," on Oprah’s OWN.
Then: Dustin Hoffman
Dustin Hoffman created the casual Hollywood look in 1969 when he simply unbuttoned his top button and slipped on a blazer. He clearly has great taste, as did Mrs. Robinson.
Now: Dustin Hoffman
At 75, Hoffman’s style remains simple and classic. He makes looking great look so easy.
Then: Diane Keaton
Keaton’s androgynous style, complete with bowler hat and tie, not only revolutionized the fashion industry, but was also the catalyst to her silver screen success, topped off by an Oscar in 1977 for "Annie Hall."
Now: Diane Keaton
Diane, now 67, continues to redefine femininity through her style. Look closely and you’ll see a little bit of Annie Hall in all of her characters’ wardrobes, and her own.
Then: Eddie Murphy
Starting with "Saturday Night Live" in 1980 and becoming one of the movies most bankable stars, Murphy's style has always been dapper.
Now: Eddie Murphy
Over the years, Murphy's style has only gotten more refined. Inspired by the classic smoking jacket, he wore this sexy tux to the 79th Academy Awards.
Then: Mia Farrow
“She dressed in white and had a little white roadster,” Fitzgerald wrote about Daisy in "The Great Gatsby," but it was Mia Farrow who brought her to life on screen. Off screen, however, her pixie cut and mod style had Americans falling in love.
Now: Mia Farrow
Leaving her break-ups with Frank Sinatra and Woody Allen in the dust, Farrow now dedicates her life to UNICEF. Although her locks are longer and her wardrobe more casual, Mia will forever be a favorite of ours.
Then: Diana Ross
Not only did Diana Ross influence music greats like Michael Jackson and Beyoncé, but she also managed to sport sequins like no one else.
Now: Dianna Ross
Now at 69, Diana’s still working the glam.
Then: Richard Gere
How sexy was Richard Gere? He made even brown-tinted glasses look hot.
Now: Richard Gere
Twenty years later, Gere still sports sexy glasses on the red carpet, as seen here at the 2013 Academy Awards.
Then: Michelle Pfeiffer
Although her fashion in 1983's "Scarface" featured high slits and plunging necklines, Michelle Pfeiffer off screen pulled off casual flawlessly.
Now: Michelle Pfeiffer
Now 55, no one pulls off red carpet glam quite like Michelle. She’s effortlessly timeless.