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1999年，她又拒绝了[[萨姆·门德斯]]的[[《美国美人》]]中那个洒满玫瑰花蕾的销魂角色，选择了[[索菲亚·科波拉]]执导的[[《处女自杀》]]<ref>{{cite web|url=http://www.bbc.co.uk/films/2000/12/15/the_virgin_suicides_1999_review.shtml |title=BBC Films—The Virgin Suicide |last=Thompson |first=Michael |publisher=BBC |work=BBC Films |accessdate=2013-08-29 |deadurl=no |archiveurl=https://web.archive.org/web/20090823105031/http://www.bbc.co.uk/films/2000/12/15/the_virgin_suicides_1999_review.shtml |archivedate=2009-08-23 }}</ref>。该片于2000年在第43届旧金山国际电影节作为特别作品展映<ref name="virgin">{{cite news|url=http://www.sfgate.com/style/article/Art-angst-in-Suicides-3063606.php |title=Art, angst in 'Suicides'|last=Morris |first=Wesley|date=2000-04-20|work=San Francisco Chronicle|accessdate=2013-08-29}}</ref>。影片获得了影评人的普遍好评<ref>{{cite web|url=http://www.metacritic.com/movie/the-virgin-suicides |title=Virgin Suicides, The (2000): Reviews |date=2000-04-21 |publisher=Metacritic |accessdate=2013-08-29 |deadurl=no |archivedate=2013-05-02 |archiveurl=https://web.archive.org/web/20130502131322/http://www.metacritic.com/movie/the-virgin-suicides }}</ref><ref>{{cite web|url=http://www.rottentomatoes.com/m/virgin_suicides/ |title=The Virgin Suicides (1999) |publisher=Rotten Tomatoes |accessdate=2013-08-29 |deadurl=no |archivedate=2013-03-19 |archiveurl=https://web.archive.org/web/20130319010529/http://www.rottentomatoes.com/m/virgin_suicides/ }}</ref>，《[[旧金山纪事报]]》影评人彼得·斯塔克（{{lang|en|Peter Stack}}）在其文章中称赞邓斯特在“纯真和放荡间取得了美丽的平衡”<ref>{{cite news|url=http://www.sfgate.com/movies/article/Sofia-Coppola-Creates-A-Dreamy-Lyrical-World-2763344.php |title=Sofia Coppola Creates A Dreamy, Lyrical World|last=Stack|first=Peter|date=2000-04-21|work=San Francisco Chronicle|accessdate=2013-08-29}}</ref>。。段时期她尝试过许多类型，包括改编自[[屠格涅夫]]小说[[《初恋》]]的电影[[《恶意的诱惑》]]，以及魔幻作品[[《鸦魔战士》]]，此外她还在[[《美丽与疯狂》]]和[[《失恋大不同》]]中出演。
[[File:克尔斯滕·邓斯特5.jpg|缩略图|左|[http://b-ssl.duitang.com/uploads/item/201411/15/20141115213120_NiYEh.jpeg 原图链接][https://www.duitang.com/blog/?id=244393659 来自 堆糖网 的图片]]]
2000年，她在《魅力四射》中扮演了[[拉拉队]]长托伦斯·希普曼（{{lang|en|Torrance Shipman}}）<ref>{{cite news|url=http://www.rogerebert.com/reviews/bring-it-on-2000 |title=Bring It On review |last=Ebert |first=Roger |date=2000-08-25 |work=Chicago Sun-Times |accessdate=2013-08-29 |deadurl=no |archivedate=2012-10-09 |archiveurl=https://web.archive.org/web/20121009052924/http://rogerebert.suntimes.com/apps/pbcs.dll/article?AID=%2F20000825%2FREVIEWS%2F8250301%2F1023 }}</ref>，该片获得的评价褒贬不一<ref name="RTBitO">{{cite web|title=Bring It On (2000) |publisher=Rotten Tomatoes |url=http://www.rottentomatoes.com/m/bring_it_on/ |accessdate=2013-08-29 |deadurl=no |archiveurl=https://web.archive.org/web/20130731113826/http://www.rottentomatoes.com/m/bring_it_on/ |archivedate=2013-07-31 }}</ref><ref>{{cite web|url=http://www.metacritic.com/movie/bring-it-on |title=Bring It On Reviews |publisher=Metacritic |accessdate=2013-08-29 |deadurl=no |archivedate=2012-10-22 |archiveurl=https://web.archive.org/web/20121022171520/http://www.metacritic.com/movie/bring-it-on }}</ref>，但多位影评人都称赞了邓斯特的表演。A·O·斯科特（{{lang|en|A. O. Scott}}）称她是“一位了不起的喜剧女演员，这很大程度上是因为她强大的表现力，从焦虑到咄咄逼人，再到真正受到伤害，她都可以灵活地转变出来<ref>{{cite web|url=http://www.nytimes.com/2000/08/25/movies/film-review-strong-modest-and-sincere-behind-all-the-giddy-cheer.html?pagewanted=2 |title=FILM REVIEW - Strong, Modest and Sincere Behind All the Giddy Cheer |publisher=the New York Times |accessdate=2013-08-29 |deadurl=no |archiveurl=https://web.archive.org/web/20090725023843/http://www.nytimes.com/2000/08/25/movies/film-review-strong-modest-and-sincere-behind-all-the-giddy-cheer.html?pagewanted=2 |archivedate=2009-07-25 }}</ref>。”沙龙（{{lang|en|Salon}}）网站的查尔斯·泰勒（{{lang|en|Charles Taylor}}）虽然觉得这部电影没有给邓斯特一个像《迪克》或《处女之死》那么好的角色，但仍认为邓斯特已经成为当代十几岁女演员中最阳光、最有想像力的讽刺演员<ref name="Salon">{{cite web|last=Taylor |first=Charles |date=2000-08-25 |title="Bring It On": Two, four, six, eight, who do we appreciate? Spunky cheerleaders rip up the color line. |url=http://www.salon.com/2000/08/25/bring_it_on/ |work=Salon |accessdate=2013-08-29 |archiveurl=https://web.archive.org/web/20120701173447/http://www.salon.com/2000/08/25/bring_it_on/ |archivedate=2012-07-01 |deadurl=no }}</ref>。《乡村之声》（{{lang|en|The Village Voice}}）的杰茜卡·温特（{{lang|en|Jessica Winter}}）也称赞了邓斯特的表现，称她的表演就像《迪克》中一样精彩，是唯一一个没有让这部电影沦落成一部华而不实作品的主要原因<ref name="VV">{{cite web |last=Winter |first=Jessica |date=2000-08-29 |title=Cheer and Loathing |url=http://www.villagevoice.com/2000-08-29/film/cheer-and-loathing/ |work=The Village Voice |accessdate=2016-03-24 |deadurl=yes |archiveurl=https://web.archive.org/web/20150402183924/http://www.villagevoice.com/2000-08-29/film/cheer-and-loathing/ |archivedate=2015-04-02 }}</ref>。《[[旧金山纪事报]]》的彼得·斯塔克（{{lang|en|Peter Stack}}）虽然对电影的评价不佳，但赞扬了邓斯特甘于在这样一部粗枝大叶的电影中扮演一个愚蠢角色的献身精神<ref name="SFC">{{cite web|last=Stack |first=Peter |date=2000-08-25 |title=Navel Maneuvers / Cheerleader comedy `Bring It On' shows its stomachs, not its brains |url=http://www.sfgate.com/default/article/Navel-Maneuvers-Cheerleader-comedy-Bring-It-3238944.php |work=San Francisco Chronicle |accessdate=2013-08-29 |archivedate=2013-05-26 |deadurl=no |archiveurl=https://web.archive.org/web/20130526141232/http://www.sfgate.com/default/article/Navel-Maneuvers-Cheerleader-comedy-Bring-It-3238944.php }}</ref>。
2002年，克尔斯滕·邓斯特在[[《蜘蛛侠》]]中担任女主角玛丽，并凭借片中那场滂沱大雨中湿漉漉的吻戏的获得MTV大奖“[[最佳接吻奖]]”。2003年，她又在欧洲第一部3D动画[[《盖娜》]]中担任配音工作。这段时期，邓斯特还与[[朱莉娅·罗伯茨]]合作了[[《蒙娜丽莎的微笑》]]。