2009

Drew Barrymore

April 18

Drew's Grey Success

After starring in the ensemble romantic comedy He's Just Not That Into You, Barrymore switches gears to portray Edith "Little Edie" Bouvier Beale, Jacqueline Kennedy Onassis' reclusive first cousin, in the HBO movie Grey Gardens. The film attracts 2.7 million viewers by weekend's end, making it HBO's most watched TV movie since 2004.

Drew Barrymore

Spring

Reuniting with Justin

At the premiere of her HBO flick Grey Gardens, Barrymore cozies up to former flame Justin Long. "I adore him," she says. "And I thank God that my friend supports me the way he does." While neither confirm being back on, they reunite onscreen in the hit romantic comedy Going the Distance.

Drew Barrymore

October 02

Behind the Camera

Barrymore takes her first shot at directing for Whip It, a coming-of-age comedy starring Juno's Ellen Page who joins an all-girl roller derby team. "I like movies about girls who are capable," she says.

2010

Drew Barrymore

January 17

Golden Girl

Barrymore wins her first Golden Globe for lead actress in a TV movie for HBO's Grey Gardens – which is also named best TV movie. "I've been in the room since I was 7 years old," she gushes during her unprepared acceptance speech. Adding, "As I get older I thank everyone in this room because this is my family." The following week, at the Screen Actors Guild Awards, she takes home the SAG for best actress in a TV movie.

2011

Drew Barrymore

February 25

Fast-Track Romance

Barrymore, 36, steps out with Will Kopelman, a 33-year-old art consultant, whom she is first spotted dancing with at Hollywood hot spot Music Box. After spending the holidays together in Sun Valley, Idaho, the couple announces their engagement in January. "They are very happy together," a source tells PEOPLE.

2012

Drew Barrymore

February

Oh, Baby!

With her fiancé at her side, Barrymore is spotted leaving a doctor's office in Los Angeles with a sonogram in-hand. Though she doesn't confirm her pregnancy, the bride-to-be does sport a small bump and is feted with a combined wedding and baby shower in April.

Drew Barrymore

June 02

Blushing Bride

Barrymore, 37, ties the knot with Will Kopelman in an intimate and star-studded ceremony at her Montecito, Calif., home. The expectant, who is five months pregnant with her first child, wears a Chanel gown as she walked down the aisle in front of guests including Camreon Diaz, Jimmy Fallon and Reese Witherspoon. "The day was perfect," the bride tells PEOPLE. "Everyone we love and care about was there. It was as fun and meaningful as we ever could have hoped."

Drew Barrymore

September 26

Baby Love

The actress and Kopelman celebrate the birth of their first child, daughter Olive, who is "healthy, happy and welcomed by the whole family," the couple tells PEOPLE in a statement. "It's like the biggest crush I've ever had in my life!" Barrymore later says, introducing her daughter in a December PEOPLE cover story. "You have the highest highs and yet you're facing the biggest fear of, 'How do I keep someone alive?'"

2013

Drew Barrymore

November 04

Doubling Down

A little over a year after the birth of daughter Olive, Barrymore announces she and husband Kopelman are expecting their second child – a girl. "When I found out I was overjoyed. It always feels so surreal, it's incredible," she gushes to PEOPLE. "You're so lucky to get to do it. It's such a miracle. I just felt really lucky."

2014

Drew Barrymore

April 22

Quite 'Frankie'

And baby makes four! "Happy to announce that today we are the proud parents of our second daughter, Frankie Barrymore Kopelman," the actress and her art consultant husband tell PEOPLE in a statement. "Olive has a new little sister, and everyone is healthy and happy!"

Photo Credits

BIOGRAPHY (top to bottom): HBO; Kevin Mazur/Wireimage; Darren Michaels/Mandate Pictures; NBC/AP; Trovarelli/AKM Images; Bruja/Juan Sharma/Pacific Coast News; Dave Spencer/Splash News Online; Steve Granitz/Wireimage

Name
Drew Barrymore
Date of Birth
February 22, 1975
Birth Place
Los Angeles, Calif.
Relationships
Will Kopelman, husband (2011 to present)
Justin Long, ex-boyfriend (2007 to 2010; on and off)
Spike Jonze, ex-boyfriend (2007)
Fabrizio Moretti, ex-boyfriend (2002 to 2007)
Tom Green, ex-husband (1999 to 2001)
Luke Wilson, ex-boyfriend (1996 to 1999)
Jeremy Thomas, ex-husband (Feb. 1994 to May 1994)
Children
Olive Barrymore Kopelman, daughter (9/26/2012)
Frankie Barrymore Kopelman, daughter (4/22/2014)
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Edited by Julia Wang

Drew Barrymore

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