Drew Barrymore Dating Timeline: Dating Young, Marrying Fast
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Drew Barrymore

This weekend, numerous media outlets were quick to report on the split between Drew Barrymore and husband Will Kopelman, son of ex-Chanel CEO Arie Kopelman. The couple made it three years and has two daughters together, Olive and Frankie, who turn three and two respectively later this month. No reason has been given yet as to why the couple is giving up nor has there been any hint of relationship problems, but a supposed source told the E! Network that they had already begun living separately and that they have seemed like they are living separate lives as of late.

Kopelman marks Barrymore’s third marriage and divorce, the latest in a rocky series of relationships—and she’s had a lot of relationships. Here are some of the highlights of Drew Barrymore’s dating timeline:

1987

Barrymore enters her first celebrity relationship with boyfriend Corey Feldman (she went out with Christian Bale when she was 13, but it was just one date so it doesn’t count). Meeting on the set of the CBS special 15 and Getting Straight, the pair made it nine months before calling it quits.

1990

Despite being only 16 at the time, Drew Barrymore found herself engaged to Leland Hayward, grandson of producer Leland Hayward. The relationship was only three months long and would unfortunately seem to set a precedent rather than teach a lesson.

1991

Before his more famous relationship with Courtney Cox, David Arquette dated Barrymore for 11 months. Perhaps unsurprisingly, this one flew under a lot of people’s radars.

1992

Hooking up in March and getting engaged later that year, Barrymore enjoyed her first celebrity cohabitation when she moved in with boyfriend Jamie Walters, known at the time for his role on Beverly Hills, 90210. Remember what we said before about a precedent? Well she was 17 at the time. She came closer to the altar this time, though, as the relationship lasted about a year.

1994

Barrymore finally tied the knot for the first time with bar owner Jeremy Thomas this year. She was only 19 at the time while he was 32. She would quickly come to regret this decision, given that they divorced only six weeks later!

1997

Drew Barrymore began seeing Luke Wilson after the pair starred in Best Men and Home Fries together. The relationship lasted about 15 months, but given that they were never married or engaged, the actress appeared to have finally been learning from her mistakes.

1999

Barrymore briefly dated Henry Thomas, with whom she co-starred in E.T. when they were kids. Later that year, she began seeing comedian Tom Green, with the two marrying in 2001. Green would file for divorce five months later, though the two would stay friends.

2002

Drew Barrymore managed to make it five years with drummer Fabrizio Moretti of The Strokes after the two met at a concert. They apparently split due to personality conflicts, but we wonder how it take five years to notice those!

2007

Meeting on the set of He’s Just Not That into You, the actress began seeing costar Justin Long. The pair ended their relationship in 2008 but then reunited in 2009 only to break up again in 2010.

2011

Drew Barrymore begins seeing Arie Kopelman, whom she later marries then divorces, bringing us to the present.

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