Relationships
At 16, Barrymore was briefly engaged to 25-year-old Leland Hayward, III, the grandson of producer Leland Hayward, in 1991.
At 17, Barrymore began a relationship with 23-year-old Jamie Walters that lasted from 1992 to 1993. He proposed to her with a diamond ring in a 1967 Chevrolet Chevelle and planned to marry in spring of 1993. Walters and Barrymore have tattoos of the other's name; Walters has her name in a cross on his upper right shoulder blade and Barrymore has his name, along with her mother's name, in a banner flown by a cherub on her lower back. In 2023, Barrymore spoke positively of Walters while interviewing Tori Spelling on her talk show. (Spelling had played Walters' love interest on Beverly Hills, 90210.)
In early 1994, at 19, Barrymore began dating 31-year-old Jeremy Thomas, a US-based business owner from Wales. Thomas had been allowing Barrymore to drink at The Room, his Los Angeles bar on Cahuenga Boulevard, even though she was underage and had already been receiving treatment for alcoholism on and off for several years. On March 20, 1994, after six weeks of dating, the two impulsively married at around 5:30 am at The Room, paying a 24-hour minister to perform the ceremony. Barrymore wore a white slip dress and combat boots. Barrymore and Thomas separated 19 days later and she filed for divorce less than two months after that, alleging that Thomas had married her for her wealth and a green card. Their divorce was finalized in 1995. In an interview later that year, Barrymore told Rolling Stone that Thomas was "the Devil".
In late 1994, Barrymore began dating Hole guitarist Eric Erlandson. Barrymore began dating MTV host and comedian Tom Green in 1999. They were engaged in July 2000 and married a year later. Together, they starred in Charlie's Angels and Green's directorial film debut, Freddy Got Fingered. Green filed for divorce in December 2001; it was finalized on October 15, 2002.
In 2002, Barrymore began dating the Strokes drummer Fabrizio Moretti, whom she had recently met at a concert. Their relationship ended in January 2007. She then began dating Justin Long, and although they broke up in July 2008, they were intermittently romantically involved until 2010, when they co-starred in the film Going The Distance.
In February 2011, Barrymore began dating Will Kopelman, an art consultant and the son of Arie L. Kopelman, who had once been chief operating officer of the French fashion house Chanel. Kopelman proposed to Barrymore in Sun Valley, Idaho in December of that year, while the two were on a Christmas vacation, and media outlets reported on their engagement in January 2012. They married on June 2, 2012, in a garden-themed Jewish ceremony at her home in Montecito, California; Barrymore wore a Chanel wedding gown. Barrymore gave birth to their first child three months later, and to their second child in 2014.
During her marriage to Kopelman, Barrymore expressed an interest in converting to Judaism, his faith, calling it "beautiful", but never finalized the process. Barrymore announced her separation from Kopelman on April 2, 2016. They filed for divorce on July 15 and it was finalized on August 3. In 2020, Barrymore told People she would never get married again. Kopelman married Vogue director Alexandra "Allie" Michler in 2021 and Barrymore has spoken positively of her relationship with Michler, saying she is a wonderful stepmother. Barrymore moved to Manhattan in 2023 so that her children could be closer to Kopelman.
