Drew Barrymore has been a Hollywood fixture since she was a kid, which means she grew up with plenty of eyes on her and her fashion choices.
As a child star in the ’80s, Barrymore was often seen in cute, frilly dresses with bows in her hair. By her teen years, she had started experimenting with her style. Skinny brows and super pale skin, which were both popular grunge-era trends, became somewhat of a signature makeup look for the star in the ’90s. She also had a penchant for wearing flowers in her hair (fitting since she ended up naming her beauty brand Flower).
As she moved into the 2000s, the “Ever After” actress adopted a slightly more refined wardrobe but kept her cool-girl vibe intact. She often opted for separates instead of dresses and wore of-the-time accessories like long skinny scarves.
More recently, Barrymore has upped the glam factor in her wardrobe, but still clearly likes experimenting with colors and silhouettes. One thing that’s remained relatively consistent over the past few years is the star’s hair. Along with whoever styles her locks, she has perfected effortless, beachy waves.
On Feb. 22, the “Never Been Kissed” star celebrates her 44th birthday. To celebrate her and her many style phases, check out the photos below:
1982
LGI Stock via Getty Images
Drew Barrymore smiles with two front teeth missing.
1982
New York Daily News Archive via Getty Images
Barrymore with her half brother John Blyth Barrymore.
1983
Barry King via Getty Images
Barrymore attends the Golden Globe Awards in Beverly Hills, California.
1983
David McGough via Getty Images
Barrymore and her half brother John Blyth Barrymore.
1983
Barrymore attends the Oscars.
1984
Ron Galella via Getty Images
The actress wears a plaid dress and an animal purse.
1985
Ron Galella via Getty Images
The actress at The China Club in New York City.
1987
Ron Galella via Getty Images
Barrymore and Lynn Redgrave during the 1987 Aid for AIDS benefit gala at the Beverly Wilshire Hotel in Beverly Hills.
1989
Steve.Granitz/INACTIVE via Getty Images
Barrymore and Corey Feldman attend the 61st annual Academy Awards in Los Angeles.
1989
Steve.Granitz/INACTIVE via Getty Images
Barrymore wears a floral shirt and hoop earrings.
1990
Jim Smeal via Getty Images
Barrymore wears a leather jacket.
1990
Ron Galella via Getty Images
The star at the premiere of "The Freshman" at the Coronet Theater in Westwood, California.
1990
Jim Smeal via Getty Images
Barrymore at the "Pacific Heights" premiere in Los Angeles.
1991
Ron Galella via Getty Images
Barrymore attends the premiere of "Guilty By Suspicion" in Westwood.
1991
Jean-Paul Aussenard via Getty Images
The actress attends the ''My Private Idaho'' Los Angeles premiere at the Academy Theater in Beverly Hills.
1991
Jim Smeal via Getty Images
Barrymore and David Arquette attend the first annual Spago Christmas Party for Toys for Totskis Russian Airlift at Spago Restaurant in Hollywood.
1992
Ron Galella via Getty Images
Barrymore and Jamie Walters attend the "Poison Ivy" premiere at the Cineplex Odeon Fairfax Theatre in West Hollywood.
1993
Steve.Granitz/INACTIVE via Getty Images
The star attends the "Silver" Los Angeles benefit premiere in Westwood.
1995
Ron Galella via Getty Images
The actress attends the "Indiscretions" premiere after-party at Tavern on the Green in New York City.
1995
Steve.Granitz/INACTIVE via Getty Images
Barrymore and Eric Erlandson (of Hole) attend the premiere of "Batman Forever."
1995
KMazur via Getty Images
Barrymore wears a blonde wig and flowers in her hair at the 12th annual MTV Movie Awards.
1997
Tom Wargacki via Getty Images
Barrymore attends the "Scream" London premiere.
1998
Time & Life Pictures via Getty Images
Barrymore attends the 70th annual Oscars in Los Angeles.
1998
Kevin.Mazur/INACTIVE via Getty Images
Barrymore attends the "Wedding Singer" premiere in New York City.
1998
Eric Robert via Getty Images
Barrymore arrives at the Teatro Odeon in Florence, Italy, for the "Ever After" premiere.
1999
SGranitz via Getty Images
Barrymore and Edward Norton attend the 71st annual Academy Awards in Los Angeles.
2000
Jeff Kravitz via Getty Images
The actress attends the 2000 NATO/Showest Convention in Las Vegas.
2000
Frank Trapper via Getty Images
Barrymore photographed with Tom Green at the "Titan A.E." premiere in Los Angeles.
2000
Steve.Granitz/INACTIVE via Getty Images
Barrymore and Green at the premiere of "Charlie's Angels" in Los Angeles.
2000
Steve.Granitz/INACTIVE via Getty Images
Lucy Liu, Barrymore and Cameron Diaz attend a special screening of "Charlie's Angels" in New York.
2001
Chris Weeks via Getty Images
Barrymore poses at Nickelodeon's 14th annual Kids' Choice Awards in Santa Monica, California.
2001
SGranitz via Getty Images
Barrymore and Liu attend Premiere Magazine's 8th annual Women in Hollywood Awards Lunch at the Four Seasons Hotel in Los Angeles.
2002
Gregg DeGuire via Getty Images
Barrymore attends the premiere of the 20th anniversary version of "E.T. The Extra-Terrestrial" in Los Angeles.
2002
Jim Smeal via Getty Images
Barrymore attends the "Confessions of a Dangerous Mind" premiere at the Mann Bruin Theatre in Westwood.
2003
KMazur via Getty Images
The actress attends the 2003 Clive Davis Pre-Grammy Party in New York City.
2003
SGranitz via Getty Images
Diaz, Barrymore and Liu attend Nickelodeon's 16th annual Kids' Choice Awards in Santa Monica.
2003
Kevin Winter via Getty Images
Barrymore, Liu and Diaz attend the premiere of "Charlie's Angels 2: Full Throttle" at Grauman's Chinese Theatre in Hollywood.
2004
Frederick M. Brown via Getty Images
Barrymore arrives at the premiere of "50 First Dates" at the Mann Village in Westwood.
2005
Ron Galella via Getty Images
The actress attends the 77th annual Academy Awards in Hollywood.
2006
Evan Agostini via Getty Images
Barrymore attends the Metropolitan Museum of Art's Costume Institute Benefit Gala: Anglomania in New York City.
2007
Frank Trapper via Getty Images
Barrymore arrives at the 64th annual Golden Globe Awards in Beverly Hills.
2007
Dave M. Benett via Getty Images
The star arrives at the world premiere of "Music and Lyrics" in London.
2007
Dimitrios Kambouris via Getty Images
The actress arrives at the Madonna + Gucci Present a Night to Benefit Raising Malawi at the United Nations in New York City.
2009
Jeff Kravitz via Getty Images
Barrymore poses during HBO's 2009 Winter Television Critics Association press tour held at the Universal Hilton Hotel in Universal City, California.
2009
Frazer Harrison via Getty Images
Barrymore and "Grey Gardens" co-star Jessica Lange arrive at the 66th annual Golden Globe Awards in Beverly Hills.
2009
James Devaney via Getty Images
Barrymore attends the premiere of "Grey Gardens" at the Ziegfeld Theater in New York City.
2010
Jason Merritt via Getty Images
The actress arrives at the 67th annual Golden Globe Awards, held at the Beverly Hilton Hotel in Beverly Hills.
2010
Steve Granitz via Getty Images
The star wears a blue gown at the Screen Actors Guild Awards in Los Angeles.
2011
Jeff Vespa via Getty Images
Barrymore wears an orange Jil Sander dress at Covergirl's 50th anniversary celebration in West Hollywood.
2012
Paul Morigi via Getty Images
Barrymore arrives for the "Big Miracle" premiere at AMC Loews Georgetown 14 in Washington, D.C.
2013
JB Lacroix via Getty Images
Barrymore attends a celebration of Elizabeth Taylor's collection of Bvlgari jewelry at Bvlgari Beverly Hills.
2014
Frazer Harrison via Getty Images
Barrymore attends the 40th annual People's Choice Awards at Nokia Theatre L.A. Live in Los Angeles.
2015
George Pimentel via Getty Images
Barrymore attends the "Miss You Already" premiere during the 2015 Toronto International Film Festival at Roy Thomson Hall in Toronto, Canada.
2015
Mike Marsland via Getty Images
Barrymore attends the European premiere of "Miss You Already" at Vue West End in London.
2016
Paul Archuleta via Getty Images
Barrymore attends the Pokemon Afternoon Soiree at the Sunset Tower Hotel in West Hollywood.
2017
Frazer Harrison via Getty Images
The actress attends the 74th annual Golden Globe Awards at the Beverly Hilton Hotel in Beverly Hills.
2017
Jason LaVeris via Getty Images
Barrymore attends the premiere of "Santa Clarita Diet" at ArcLight Cinemas in Hollywood.
2018
Jim Spellman via Getty Images
Barrymore attends a conversation with Vanity Fair's Mike Hogan at Kaufman Concert Hall in New York City.
2018
Steve Granitz via Getty Images
Barrymore attends the Beautycon Festival LA 2018 at the Los Angeles Convention Center in Los Angeles.
2018
Noam Galai via Getty Images
Barrymore attends the 2018 Museum of Modern Art Film Benefit: A Tribute To Martin Scorsese at MoMA in New York City.