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===2000β2008: Established actress === In ''[[Charlie's Angels (2000 film)|Charlie's Angels]]'', Barrymore, [[Cameron Diaz]], and [[Lucy Liu]] played the trio of investigators in Los Angeles. The film was a major box office success and helped solidify Barrymore's standing in her production company as one of the film's producers.<ref name="ActorsStudio" /><ref name="People-Bio-2" /> Barrymore starred in ''[[Riding in Cars with Boys]]'', as a teenage mother in a failed marriage with the drug-addicted father (based on [[Beverly Donofrio]]'s real-life story).<ref name="Hello-Profile" /> When the production of ''[[Donnie Darko]]'' was threatened, Barrymore stepped forward with financing from the company and played the title character's English teacher. Although the film was less than successful at the box office in the wake of [[9/11]], it reached [[cult film|cult]] status after the DVD release, inspiring numerous websites devoted to unraveling the plot twists and meanings.<ref name="darko">{{cite news|first=Mike|last=Snider|title='Darko' takes a long, strange trip|url=https://www.usatoday.com/life/movies/news/2005-02-14-dvd-donnie-darko_x.htm|work=USA Today|access-date=October 12, 2008|date=February 14, 2005|archive-date=February 12, 2011|archive-url=https://web.archive.org/web/20110212091838/http://www.usatoday.com/life/movies/news/2005-02-14-dvd-donnie-darko_x.htm|url-status=live}}</ref> Barrymore starred in [[George Clooney]]'s directorial debut ''[[Confessions of a Dangerous Mind (film)|Confessions of a Dangerous Mind]]'', based on the autobiography of television producer [[Chuck Barris]].<ref>{{cite magazine|first=Peter|last=Travers|title=Confessions of a Dangerous Mind|url=https://www.rollingstone.com/reviews/movie/5947743/review/5947744/confessions_of_a_dangerous_mind|access-date=September 7, 2008|date=January 16, 2003|magazine=Rolling Stone|archive-url=https://web.archive.org/web/20081203112415/http://www.rollingstone.com/reviews/movie/5947743/review/5947744/confessions_of_a_dangerous_mind |archive-date=December 3, 2008 }}</ref> Barrymore reprised her role in ''[[Charlie's Angels: Full Throttle]]''<ref name="Hello-Profile" /><ref name="People-Bio-2" /> and starred with [[Ben Stiller]] in ''[[Duplex (film)|Duplex]]''. Flower Films and [[Happy Madison Productions]] produced the film ''[[50 First Dates]]'', in which Barrymore played an amnesiac woman and Sandler played a marine veterinarian.<ref>{{cite web|first=Nev|last=Pierce|url=https://www.bbc.co.uk/films/2004/04/05/50_first_dates_2004_review.shtml|title=50 First Dates|access-date=September 7, 2008|date=April 5, 2004|publisher=BBC|archive-date=September 1, 2008|archive-url=https://web.archive.org/web/20080901234201/http://www.bbc.co.uk/films/2004/04/05/50_first_dates_2004_review.shtml|url-status=live}}</ref><ref>{{cite news|title=Drew Barrymore hits milestone of 30|url=https://www.usatoday.com/life/people/2005-04-04-drew-barrymore-birthday_x.htm|access-date=September 7, 2008|date=April 4, 2005|work=USA Today|archive-date=January 22, 2009|archive-url=https://web.archive.org/web/20090122202902/http://www.usatoday.com/life/people/2005-04-04-drew-barrymore-birthday_x.htm|url-status=live}}</ref> Summing up Barrymore's appeal, Roger Ebert, in his review for the film, remarked that Barrymore displayed a "smiling, coy sincerity", in what he described as an "ingratiating and lovable" film.<ref>{{cite web|first=Roger|last=Ebert|title=Review: ''50 First Dates''|url=http://rogerebert.suntimes.com/apps/pbcs.dll/article?AID=%2F20040213%2FREVIEWS%2F402130301%2F1023|access-date=September 7, 2008|date=February 13, 2004|publisher=Roger Ebert.com|archive-date=October 14, 2012|archive-url=https://web.archive.org/web/20121014034935/http://rogerebert.suntimes.com/apps/pbcs.dll/article?AID=%2F20040213%2FREVIEWS%2F402130301%2F1023}}</ref> ''50 First Dates'' was a commercial success; it made US$120.9 million in North America and US$196.4 million worldwide.<ref>{{cite web|url=https://www.boxofficemojo.com/movies/?id=50firstdates.htm|title=''50 First Dates'' (2004)|website=boxofficemojo.com|access-date=February 11, 2019|archive-date=February 12, 2019|archive-url=https://web.archive.org/web/20190212011522/https://www.boxofficemojo.com/movies/?id=50firstdates.htm|url-status=live}}</ref>[[File:DrewBarrymoreMusicLyrics.jpg|thumb|right|upright|Barrymore at the premiere for ''Music & Lyrics'' in 2007]]In the 2005 American remake adaptation of the 1997 [[Fever Pitch (1997 film)|British film]] ''[[Fever Pitch (2005 film)|Fever Pitch]]'', Barrymore played the love interest of an immature schoolteacher ([[Jimmy Fallon]]). The film grossed a modest US$50 million worldwide and had generally favorable reviews by critics who felt it "has enough charm and on-screen chemistry between [Fallon and Barrymore] to make it a solid hit".<ref>{{cite web|url=https://www.rottentomatoes.com/m/fever_pitch/|title=Fever Pitch|website=Rotten Tomatoes|date=April 8, 2005 |access-date=January 28, 2017|archive-date=December 12, 2016|archive-url=https://web.archive.org/web/20161212075827/https://www.rottentomatoes.com/m/fever_pitch/|url-status=live}}</ref> Barrymore starred in the 2006 animated film ''[[Curious George (2006 film)|Curious George]]'', based on the book series of the [[Curious George|same name]]. She and [[Hugh Grant]] starred in ''[[Music and Lyrics]]'', which focuses on the relationship that evolves between a former pop music idol and an aspiring writer as they struggle to compose a song for a reigning pop diva. The romantic comedy, released in February 2007, received largely positive reviews, with ''[[The Washington Post]]'' finding the two to be "great together" in it.<ref>{{cite news |url=https://www.washingtonpost.com/wp-dyn/content/article/2007/02/13/AR2007021301081.html |title='Music and Lyrics': Work Is What Makes Life Hum |newspaper=The Washington Post |access-date=2017-01-31 |archive-date=September 9, 2017 |archive-url=https://web.archive.org/web/20170909143808/http://www.washingtonpost.com/wp-dyn/content/article/2007/02/13/AR2007021301081.html |url-status=live }}</ref> The film was a commercial success, grossing US$145 million globally.<ref>{{cite web|url=https://www.rottentomatoes.com/m/music_and_lyrics/|title=Music and Lyrics|website=Rotten Tomatoes|date=February 14, 2007 |access-date=January 28, 2017|archive-date=February 2, 2017|archive-url=https://web.archive.org/web/20170202122139/https://www.rottentomatoes.com/m/music_and_lyrics/|url-status=live}}</ref><ref>{{cite web |url=https://www.boxofficemojo.com/movies/?id=musicandlyricsby.htm |title=Music and Lyrics (2007) |website=Box Office Mojo |date=2007-05-17 |access-date=2017-01-31 |archive-date=September 19, 2018 |archive-url=https://web.archive.org/web/20180919132529/https://www.boxofficemojo.com/movies/?id=musicandlyricsby.htm |url-status=live }}</ref> [[File:Drew Barrymore headshot by David Shankbone.jpg|thumb|left|upright|Barrymore at the premiere for ''Lucky You'' in 2007]] In [[Curtis Hanson]]'s [[poker]] film ''[[Lucky You (film)|Lucky You]]'', Barrymore played an aspiring singer and the subject of the affections of a talented player.<ref>{{cite magazine|first=Lisa|last=Schwarzbaum|url=https://ew.com/article/2007/02/14/music-and-lyrics-2/|title=Music and Lyrics|access-date=June 21, 2020|date=February 13, 2007|magazine=Entertainment Weekly|archive-date=September 26, 2020|archive-url=https://web.archive.org/web/20200926100810/https://ew.com/article/2007/02/14/music-and-lyrics-2/|url-status=live}}</ref><ref>{{cite news|first=Brian|last=Lowry|url=https://variety.com/2007/film/reviews/lucky-you-2-1200559701/|title=Lucky You|access-date=June 21, 2020|date=May 2, 2007|work=Variety|archive-date=September 19, 2020|archive-url=https://web.archive.org/web/20200919163051/https://variety.com/2007/film/reviews/lucky-you-2-1200559701/|url-status=live}}</ref> In [[Raja Gosnell]]'s film ''[[Beverly Hills Chihuahua]]'', Barrymore voiced the titular character, a richly pampered pet who gets dognapped in Mexico and attempts to avoid the [[Dobermann]].
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