All About Drew Barrymore's Past Loves – and Breakups

Drew Barrymore and husband Will Kopelman are divorcing. Inside her romantic ups and downs

Published on April 1, 2016 06:50 PM

After almost four years of marriage, Drew Barrymore and husband Will Kopelman have decided to split.

The couple, parents to Olive Barrymore Kopelman, 3, and Frankie Barrymore Kopelman, 23 months, are planning to divorce, sources confirm to PEOPLE.

“They’ve had marriage issues for a while,” a source tells PEOPLE, including tension over whether to live in New York City or L.A.

With their relationship ending, we’re looking back at Barrymore’s former flames and past marriages.

Justin Long

Barrymore and Long were first linked in August of 2007 and officially called the relationship off in July of 2008.

“Justin is an excellent kisser both on- and offscreen,” Barrymore gushed about her on-and-off again boyfriend, whom she met on the set of He’s Just Not That Into You. “He’s the cat’s pajamas,” the actress added.

Long, appearing with Barrymore on The Oprah Winfrey Show, described her as “the most compassionate person I’ve ever met.”

Fabrizio Moretti

Barrymore once said it was “the most positive relationship I’ve ever been in.” She went on to date the Strokes drummer for five years beginning in 2002. In 2007 she told Harper’s Bazaar, “Right now I’m in a phase of ‘I’m not even your girlfriend. I’m your best friend who is madly in love with you.'” But as soon as the issue hit stands, the two split.

Tom Green

Barrymore turned heads when she began dating – and later married – the gross-out comedian in 1999. “I want our kids to have someone to roll their eyes with when Mom and Dad are being totally lame and goofy,” she told Premiere.

Green filed for divorce in 2001, saying in a statement, “Drew is a wonderful woman. I love her very much. I wish our marriage could have worked out. I wish her much happiness.”

Luke Wilson

“From the moment I saw him, I realized he was the most incredible person I’d ever been so fortunate to meet,” Barrymore told PEOPLE of Luke Wilson. The duo split a year after costarring in 1998’s Home Fries.

Jeremy Thomas

Barrymore was only 19 when she married L.A. bar owner Jeremy Thomas, 31, in 1994. “Usually people live together first and then get married. I guess we’re doing it the old-fashioned way. Kind of,” Barrymore said about moving in with her new husband. They split two months later.