Kapoor returned to film as the female protagonist Geet Dhillon, a vivacious Sikh girl with a strong zest for life, in the Imtiaz Ali directed romantic comedy Jab We Met (2007). Featured opposite Shahid Kapoor, the film relates the story of two
people with contrasting personalities who meet on a train and eventually fall in love. The film was received favourably by critics and became one of the year's most successful films, with a domestic box office of Indian Rupee She won several awards for her performance, including the Filmfare Award for Best Actress and her second Star Screen Award for Best Actress. Rajeev Masand from CNN-IBN noted, "Uninhibited and spontaneous, Kareena Kapoor is the soul of this picture, its strength, as she brings alive her character with not just those smart lines, but with the kind of candor actors seldom invest in their work. While shooting for Jab We Met, Kapoor and Shahid ended their three-year relationship. Asked in Mumbai Mirror about their well-publicized break-up, she stated that "I hold him in utmost regard, and I hope one day we could be good friends. He is a great guy." During this period, speculation began to surface that she was dating actor Saif Ali Khan, her co-star in the film Tashan (2008 On October 18, 2007, during Manish Malhotra's grand finale show at the Lakme Fashion Week, Khan confirmed their relationship to the media.
Later in the year, she starred in Santosh Sivan's period epic Asoka, a partly fictionalized account of the life of Ashoka the Great. It was widely screened across the United Kingdom and North America, and was also selected for screening at the Venice Film Festival and the 2001 Toronto International Film Festival. Featured opposite Shahrukh Khan who played Ashoka, Kapoor portrayed the character of Kaurwaki, a princess of Kalinga with whom Ashoka falls in love,
anreceived her first Filmfare Best Actress nomination. While the film received generally positive reviews, Kapoor's performance received a mixed reaction from critics. Rediff.com concluded that "while a large portion of the first half is focused on the emerging romance between the runaway prince and herself and to their credit they do manage to whip up some on-screen chemistry, I am still unsure as to her acting abilities., David Rooney from Variety wrote, "Kapoor plays ornately tattooed Kaurwaki as a lively mix of flirtatious coquette and feisty warrior woman, kind of like J.Lo meets Michelle
Kapoor's final release of 2001 was Kabhi Khushi Kabhie Gham..., a melodrama, in which she was featured as part of an ensemble cast that included Amitabh Bachchan, Jaya Bachchan, Shahrukh Khan, Kajol and Hrithik Roshan. Directed by Karan Johar, the movie was a major financial and critical success and became India's second highest-grossing film of the year, as well as Kapoor's highest-grossing movie up until then. It also performed well internationally and became the success of all time in the overseas market up until then, earning over Indian Rupee ,000 .7 million) worldwide. Kapoor's performance as "Poo", a good-natured but superficial girl, was described as "one of the main .highlights of the film and her portrayal earned her a Filmfare Best Supporting Actress nomination.During 2002 and 2003, Kapoor experienced a setback in her career. She was in six filmsMujhse Dosti Karoge!, Jeena Sirf Merre Liye, Talaash: The Hunt
Begins Khushi, Main Prem Ki Diwani Hoon, and the four-hour war epic LOC Kargilall of which proved critically and commercially unsuccessful in India. Kapoor's performances were often identified by critics as unoriginal and repetitive, with little inspiration They expressed concern that she was becoming typecast, but these negative reviews were fundamental in motivating her to improve her integrity as an actress in subsequent years by accepting more demanding roles.
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