Singh next starred opposite Deepika Padukone in Sanjay Leela Bhansali's adaptation of William Shakespeare's Romeo and Juliet, entitled Goliyon Ki Raasleela Ram-Leela, in which he played Ram, a Gujarati boy based on the character of Romeo.Writing for India Today, Rohit Khilnani commented that "Singh has everything going for him here.However, Band Baaja Baaraat went on to become a sleeper hit.Singh's portrayal of Bittoo was praised, with Anupama Chopra of NDTV writing that Singh was "pitch perfect in the role of the uncouth but good-hearted small town slacker who is a bit of a duffer when it comes to matters of the heart." Following Band Baaja Baarat, Singh signed on for Ladies vs Ricky Bahl, a romantic comedy produced by Chopra and directed by Maneesh Sharma.In his fourth film he has the presence of a star." David Chute of Variety praised Singh's screen presence and wrote that he "tucks the movie's center of interest under his arm and takes it with him — even though he has the could-be-thankless "good brother" role".In Zoya Akhtar's ensemble comedy-drama Dil Dhadakne Do (2015), Singh starred with Anil Kapoor, Shefali Shah and Priyanka Chopra as the younger sibling of a dysfunctional Punjabi family.After completing a bachelor's degree from Indiana University Bloomington, Singh returned to India to pursue a career in film.
ALSO READ: Shahid Kapoor, Fawad Khan, Ranveer Singh – who should Kriti Sanon romance next in a film?
The film emerged as a critical and commercial success, earning him a Filmfare Award for Best Male Debut.
He went on to play a melancholic thief in the drama Lootera (2013), a local goon in the action-drama Gunday (2014), and a dissatisfied businessman in the comedy-drama Dil Dhadakne Do (2015).
The career jinxer " When I was in my most stable relationship (dating Kareena Kapoor), I had many unsuccessful films. There was a time when Shahid and Kareena were inseparable.
My most successful film Jab We Met (2007) came when Kareena and I had broken up."Woah! But after the bitter breakup, Shahid went on to say something as shocking as this!