Following Main Aurr Mrs Khanna, Kapoor's next release was Kurbaan, a  dramatic thriller set against the backdrop of global terrorism.[70] It  was directed by Rensil D'Silva and written by Karan Johar, co-starring  Saif Ali Khan, Vivek Oberoi, Om Puri and Kirron Kher. Kapoor played the  role of Avantika Ahuja, a woman who is confined to house arrest after  finding out that her husband is a terrorist. She described the film as  "an emotionally draining experience", which did not let her disconnect  from her character during shooting.[70] Upon release, the film was  critically embraced and Kapoor received her fourth Filmfare Best Actress  nomination.[4] According to Subhash K Jha, "Kurbaan belongs to Kareena  Kapoor. In her most consistently-pitched performance to date she pulls  out all stops to play a betrayed wife with splendid sensitivity. Kareena  accommodates her radiant beauty into an utterly credible character and  performance. At her best, Kareena is incomparable. She proves it in  Kurbaan."[71]Her final release of 2009 was Rajkumar Hirani's drama 3  Idiots, a film loosely based on the novel Five Point Someone by Chetan  Bhagat.[72] Co-starring alongside Aamir Khan, R. Madhavan and Sharman  Joshi, Kapoor starred as Pia, an
independent-minded medical student and  Khan's love interest. On acting alongside Khan, Kapoor revealed that it  was "a dream come true" and further stated that her journey as an  actress was "finally complete".[73] The feature was a major financial  and critical success and became the highest-grossing Bollywood film of  all time, with a domestic revenue of Indian rupee2,026 million (US$  45.99 million).[12] It also did well internationally and grossed over  Indian rupee690 million (US$ 15.66 million), the second biggest  Bollywood success of all time in the overseas market.[7][74] Rediff.com  opined that Kapoor dazzled with her "brief role, and even though a lot  of her spunk seems significantly Jab We Met in tone, she lights up the  screen when she is around."[75] During the 55th Filmfare Awards, Kapoor  received another Best Actress nomination for her role.[4]The following  year, she appeared in the romantic comedy Milenge Milenge, a production  that had been delayed since 2005.[76] The feature garnered negative  reviews and poor box office returns. Kapoor's role was small and was not  well-received.[76] She next featured alongside Kajol and Arjun Rampal  in We Are Family, the Hindi adaptation of the 1998 Hollywood release  Stepmom.[77] Prior on commencing work for the project, Kapoor explained  that she did not want to watch Stepmom in an attempt to "interpret the  role...in my own style".[77] Reaction to the film was mostly lukewarm,  but Kapoor's performance drew positive reviews; critic Taran Adarsh of  Bollywood Hungama wrote: "Kareena excels yet again and her sequences  with the kids are a delight. In fact, casting Kareena as the stepmom is  just right, since she is the only actor who can stand up to Kajol in  high-voltage scenes and that is because Kareena is a powerful actor  herself."[78] At the same time, The New York Times noted that "Kapoor  [...] manages to make something of a role that often beggars  belief."[79]By June 2010, Kapoor completed filming for Rohit Shetty's  comedy Golmaal 3, the sequel to the 2008 film Golmaal Returns.[80] She  was cast as the lead in Anubhav Sinha's science fiction Ra.One and  Sriram Raghavan's action-thriller Agent Vinod.[80]
In 2008, she  co-starred alongside Akshay Kumar, Saif Ali Khan and Anil Kapoor in  Vijay Krishna Acharya's action-thriller Tashan. Though a poll conducted  by Bollywood Hungama named it as the most anticipated release of the  year,[60] the film eventually became a commercial and critical  failure.[61][62] She next provided her voice for the character of Laila,  the love interest of a street dog named Romeo, in the Yash Raj Films  and Walt Disney Pictures animated film Roadside Romeo. It was the second  Bollywood film to receive a North American release by a Hollywood  studio.[63] In preparation for the role, Kapoor viewed several Hollywood  animated films to analyse how actors delivered their dialogues.[64]  Kapoor then appeared in Rohit Shetty's comedy Golmaal Returns, the  sequel to the 2006 film Golmaal. A part of an ensemble cast that  included Ajay Devgn, Arshad Warsi and Tusshar Kapoor, Kapoor played a  distrustful wife who believed her husband to be unfaithful. The film  received ambivalent reception from critics and Kapoor herself received  mixed reviews. The Indian Express believed the screenplay was  unoriginal, concluding, "There is nothing particularly new about a  suspicious wife keeping tabs on her husband, and there is nothing  particularly new in the way Kareena plays it."[65] Golmaal Returns was  nonetheless a major financial success, with revenues of Indian rupee793  million (US$ 18 million) internationally.[32]In 2009, Kapoor was cast as  Simrita Rai opposite Akshay Kumar in Sabbir Khan's battle of the sexes  comedy Kambakkht Ishq. Set in Los Angeles, California, it became the  first Indian film in history to be shot within Universal Studios  Hollywood, California, and featured several cameo appearances from  Hollywood actors.[66] The film earned over Indian rupee840 million (US$  19.07 million) worldwide, but was a critical failure.[32] The Times of  India described her performance as "a complete let-down" and further  stated that "despite her haute-coutured look, her micro minis, her  pencil heels, she comes across as a completely unconvincing supermodel  cum surgeon."[67] She next starred in Prem Soni's directorial debut,  Main Aurr Mrs Khanna. Kapoor featured as the protagonist, Raina Khanna, a  woman who becomes the sole breadwinner of the family, and therefore  struggles with her marriage. The film was critically and financially  unsuccessful,[68] with the Daily News and Analysis concluding that  "Kapoor shows moments of the talent we associate with her, but then  slumps with a silly drunken scene or by just smiling beatifically  through emotional moments."[69]Following Main Aurr Mrs Khanna, Kapoor's  next release was Kurbaan, a dramatic thriller set against the backdrop  of global terrorism.[70] It was directed by Rensil D'Silva and written  by Karan Johar, co-starring Saif Ali Khan, Vivek Oberoi, Om Puri and  Kirron Kher. Kapoor played the role of Avantika Ahuja, a woman who is  confined to house arrest after finding out that her husband is a  terrorist. She described the film as "an emotionally draining  experience", which did not let her disconnect from her character during  shooting.[70] Upon release, the film was critically embraced and Kapoor  received her fourth Filmfare Best Actress nomination.[4] According to  Subhash K Jha, "Kurbaan belongs to Kareena Kapoor. In her most  consistently-pitched performance to date she pulls out all stops to play  a betrayed wife with splendid sensitivity. Kareena accommodates her  radiant beauty into an utterly credible character and performance. At  her best, Kareena is incomparable. She proves it in Following the  negative period in Kapoor's career, 2004 marked the beginning of her  work in more serious films, most of which would bring her critical  acclaim rather than commercial success.[8] Under the direction of Sudhir  Mishra, Kapoor portrayed the role of a prostitute in Chameli. The film  relates the story of a young prostitute who meets with a widowed  investment banker (played by Rahul Bose), and follows the development of  their relationship as they share their devastating life experiences.  When Kapoor was initially offered the role in 2002, she refused it,  stating that she was reluctant to play a bold role at the beginning of  her career.[36] However, when the director again approached her a year  later, she agreed to do the film and viewed it as an opportunity to show  the range of her acting skills.[36] To prepare for the role, she  visited several of Mumbai's red-light district areas at night to study  the dress and mannerisms of sex workers.[36] Chameli received  predominantly positive reviews upon release and Kapoor's performance was  generally well-received by critics, with the Indiatimes praising her  "intuitive brilliance" and stating that she had exceeded all  expectations.[37] Another reviewer, however expressed concern that they  found her portrayal unconvincing and excessively stereotypical,  describing her as "sounding more like a teenager playacting than a  brash, hardened streetwalker", and likening her mannerisms to that of a  caricature.[38] Nonetheless, Kapoor's portrayal of Chameli garnered her  the Filmfare Special Performance Award[4] and the film marked a  significant turning point in her career as an actress.She next  co-starred in Mani Ratnam's bilingual project Yuva alongside Ajay Devgn,  Abhishek Bachchan, Vivek Oberoi, Rani Mukerji and Esha Deol. The film,  consisting of three chapters, tells the story of six individuals linked  by a car accident. Kapoor is featured in the third chapter as Oberoi's  love interest, Mira, a young witty woman. She was mostly criticised for  taking a role of minimal importance, though her performance was  generallywell-received.[39] Subhash K Jha described her role as "fey and  insubstantial", but further stated that "she turns these character  traits to her own advantage to create a girl who is at once enigmatic  and all-there, a bit like the film itself which is both mysterious and  voluptuous".[40] She then appeared alongside Amitabh Bachchan and  Fardeen Khan in Govind Nihalani's critically acclaimed film Dev, which  revolved around the 2002 Hindu-Muslim riots in the Indian state of  Gujarat.[41] Kapoor's role was that of a Muslim victim named Aaliya,  modelled after Zaheera Sheikh, a key witness in Vadodara's Best Bakery  case.[41] It earned her a Filmfare Critics Award for Best Performance,  as well as nominations for Best Actress at various award ceremonies.[4]  Taran Adarsh commented, "Kareena Kapoor is first-rate. Sporting a  deglamorized look, the actress takes a giant leap with this film. Her  scene with Amitabh Bachchan (when the latter asks for witnesses to come  forward) is an example of superb acting."[42Shortly afterwards, she was  cast for the first time as a villain in the thriller Fida. The film  follows the story of an on-line robbery and the Mumbai underworld with  which her character Neha Mehra becomes involved. During the filming of  Fida, Kapoor entered into a relationship with actor Shahid Kapoor, whom  she later described as having "a major positive influence in my  life."[43] Although the film did not succeed at the box office,[44]  Kapoor garnered positive reviews for her performance, with some critics  noting a distinct progression from her earlier roles.[45] Her subsequent  releases that year included Abbas-Mustan's moderately successful  thriller Aitraaz and Priyadarshan's comedy Hulchul, her first box office  success since 2002.[44]
In 2005, she starred as the protagonist in  Bewafaa, a drama directed by Dharmesh Darshan. The feature received  mostly negative reviews and Kapoor's portrayal of Anjali Sahai, an  unfaithful woman, was not well-received.[46] Nikhat Kazmi of Indiatimes  believed that in an effort to become a serious actress, Kapoor was  embodying a maturer, more jaded character ahead of her years in Bewafaa  which appeared peculiar for a young woman of her age.[46] Later that  year, she appeared in Priyadarshan's romantic drama Kyon Ki, which was  set in a psychiatric hospital, and relates the love story of a mentally  ill patient, played by Salman Khan, and his physician, played by Kapoor.  The film was a box office failure,[47] though Kapoor's performance was  generally enjoyed by critics, with the BBC reporting, "It goes without  saying that she is a pure natural when it comes to acting."[48] Kapoor  then was cast in the romance Dosti: Friends Forever. While not a success  in India, the film became the highest-grossing Bollywood film of 2005  in the United Kingdom.[49]"Kareena is an apt Desdemona to Ajay Devgn's  Othello. As young Dolly who elopes with a man she is madly in love with  and ultimately becomes a victim of his violent jealousy, Kareena is  brilliant. Her vulnerability is palpable, her expression of love  endearing [...] Kareena internalises her character with stupefying  intelligence and throws up a performance that leaves you overwhelmed.  And she makes it look so effortless."
—Filmfare on Kapoor's  performance in Omkara (2006)[50]In 2006, Kapoor appeared in three films.  She first starred in the thriller 36 China Town followed by the comedy  Chup Chup Ke; both films performed reasonably well.[51] She next  portrayed the Shakespearean character of Desdemona in Omkara, the Hindi  adaptation of William Shakespeare's Othello. Directed by Vishal  Bhardwaj, the film is a tragedy of sexual jealousy set against the  backdrop of the political system in Uttar Pradesh.[52] The film  premiered at the 2006 Cannes Film Festival and was also selected for  screening at the Cairo International Film Festival.[52][53] Omkara was  embraced by critics and Kapoor's portrayal earned her a fourth Filmfare  Award and first Star Screen Award;[4] her performance was later included  in the 2010 issue of the "Top 80 Iconic Performances" by Filmfare.[50]  Kapoor herself considers her role in Omkara as a "new benchmark" in her  career and has made comparisons between her portrayal of Dolly and her  own evolving maturity as a woman.[54Following Omkara, she stopped acting  for a short time, as she felt that "nothing [was] challenging enough  for me to say yes".[54] In an interview with The Times of India, Kapoor  commented, "In my initial years in the industry, I pushed myself to do a  lot of work because I was greedy. I did some films – which I now regret  – purely for the money. Today, I want to do selective films."[55] She  later described this period as a way to "relax and unwind"  herself.[56]Following the negative period in Kapoor's career, 2004  marked the beginning of her work in more serious films, most of which  would bring her critical acclaim rather than commercial success.[8]  Under the direction of Sudhir Mishra, Kapoor portrayed the role of a  prostitute in Chameli. The film relates the story of a young prostitute  who meets with a widowed investment banker (played by Rahul Bose), and  follows the development of their relationship as they share their  devastating life experiences. When Kapoor was initially offered the role  in 2002, she refused it, stating that she was reluctant to play a bold  role at the beginning of her career.[36] However, when the director  again approached her a year later, she agreed to do the film and viewed  it as an opportunity to show the range of her acting skills.[36] To  prepare for the role, she visited several of Mumbai's red-light district  areas at night to study the dress and mannerisms of sex workers.[36]  Chameli received predominantly positive reviews upon release and  Kapoor's performance was generally well-received by critics, with the  Indiatimes praising her "intuitive brilliance" and stating that she had  exceeded all expectations.[37] Another reviewer, however expressed  concern that they found her portrayal unconvincing and excessively  stereotypical, describing her as "sounding more like a teenager  playacting than a brash, hardened streetwalker", and likening her  mannerisms to that of a caricature.[38] Nonetheless, Kapoor's portrayal  of Chameli garnered her the Filmfare Special Performance Award[4] and  the film marked a significant turning point in her career as an  actress.[8][11]
She next co-starred in Mani Ratnam's bilingual  project Yuva alongside Ajay Devgn, Abhishek Bachchan, Vivek Oberoi, Rani  Mukerji and Esha Deol. The film, consisting of three chapters, tells  the story of six individuals linked by a car accident. Kapoor is  featured in the third chapter as Oberoi's love interest, Mira, a young  witty woman. She was mostly criticised for taking a role of minimal  importance, though her performance was generally well-received.[39]  Subhash K Jha described her role as "fey and insubstantial", but further  stated that "she turns these character traits to her own advantage to  create a girl who is at once enigmatic and all-there, a bit like the  film itself which is both mysterious and voluptuous".[40] She then  appeared alongside Amitabh Bachchan and Fardeen Khan in Govind  Nihalani's critically acclaimed film Dev, which revolved around the 2002  Hindu-Muslim riots in the Indian state of Gujarat.[41] Kapoor's role  was that of a Muslim victim named Aaliya, modelled after Zaheera Sheikh,  a key witness in Vadodara's Best Bakery case.[41] It earned her a  Filmfare Critics Award for Best Performance, as well as nominations for  Best Actress at various award ceremonies.[4] Taran Adarsh commented,  "Kareena Kapoor is first-rate. Sporting a deglamorized look, the actress  takes a giant leap with this film. Her scene with Amitabh Bachchan  (when the latter asks for witnesses to come forward) is an example of  superb acting."[42]Shortly afterwards, she was cast for the first time  as a villain in the thriller Fida. The film follows the story of an  on-line robbery and the Mumbai underworld with which her character Neha  Mehra becomes involved. During the filming of Fida, Kapoor entered into a  relationship with actor Shahid Kapoor, whom she later described as  having "a major positive influence in my life." Although the film did  not succeed at the box office,[44] Kapoor garnered positive reviews for  her performance, with some critics noting a distinct progression from  her earlier roles.[45] Her subsequent releases that year included  Abbas-Mustan's moderately successful thriller Aitraaz and Priyadarshan's  comedy Hulchul, her first box office success since 2002.

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