Corey Feldman
In 1989, Barrymore and the teen movie star dated for a brief time. They took their romance public at the Moving Picture Ball.

In 1989, Barrymore and the teen movie star dated for a brief time. They took their romance public at the Moving Picture Ball.
The actors met while working on the 1997 film Best Men and joined forces again in 1998's Home Fries. Their offscreen romance ended in 1999.
"I was dating him, but I think he was also dating other people,” Barrymore recalled during an interview with Kate Hudson in January 2022. "It was an open relationship. We were young.”
After less than a year of marriage, the MTV comedian filed for divorce in December 2001, citing irreconcilable differences. "Drew is a wonderful woman. I love her very much," Green said in a statement. "I wish our marriage could have worked out. I wish her much happiness."
The exes had an emotional reunion on her daytime talk show after not speaking for 15 years.
"When you say 20 years, sometimes it's the blink of an eye and sometimes you're like, 'Oh my God. We've lived so much in these last 20 years,'" she said during the September 2020 episode. "You've had a whole life and I've had a whole life, and it's just really nice to come together and check in and talk about it. It thrills me to no end. I think the world of you and I celebrate you and I always have and I always will."
"The longest I've ever been with someone was, like, two to three years, so I'm in uncharted waters," Barrymore told Harper's Bazaar while dating the Strokes drummer from 2002 to 2007. "Right now, I'm more into championing him as a human being than gushing love for him."
The Whip It director began dating the art consultant (and son of a former Chanel CEO) in early 2011. The couple got married in 2012 and later called it quits after four years of marriage. Barrymore and Kopelman share daughters Olive (born in 2012) and Frankie (born in 2014).