Amid rumours of Jennifer Winget tying the knot with William Ishmael, her past with Karan Singh Grover has come under the spotlight.
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Add BollywoodShaadis on GoogleWedding bells are reportedly ringing for the TV star, Jennifer Winget once again! After a failed marriage with Karan Singh Grover, the actress allegedly decided to tread the path once again with William Ishmael on July 16, 2026. Jennifer is one of the biggest names in the Indian television industry and has successfully moved into the OTT space as well. Besides her professional endeavors, her personal life has also been a talking point, particularly her highly publicised marriage and split with Karan Singh Grover.
Jennifer Winget and Karan Singh Grover have been a constant topic of gossip even a decade after their divorce. The former couple was a fan favorite, and many still seemed stuck in their dating era, even though they had reportedly moved on with their respective partners. As the duo never officially named a split reason, speculations regarding Karan having cheated on Jennifer persisted. Several reports even claimed that his infidelity led to an outburst from Jennifer, which became the last straw of their relationship.
At that time, Jennifer Winget allegedly slapped Karan Singh Grover publicly after learning of his alleged affair with his ex-fling, choreographer Nicole and his first wife, Shraddha Nigam. It was at that time when Karan and Jennifer were shooting for Dill Mill Gayye, and she allegedly got physical right on set. Since then, the duo reportedly almost stopped interacting and even shot their scenes separately at different time slots. After a few years, they got separated in 2014, and their divorce was finalised in 2015. The period of estrangement allegedly brought Karan closer to his Alone co-star, Bipasha, and the duo later went on to get married.
Jennifer Winget and Karan Singh Grover were one of television's most beloved couples before their separation. The pair met on the sets of the medical drama, Dill Mill Gayye, in 2009, where they played the lead roles of 'Dr. Armaan' and 'Dr. Riddhima Gupta'. During their stint on the show, their on-screen romance evolved into a real-life love story, and after dating for two to three years, they married in April 2012. After two years of marriage, Karan and Jennifer officially announced their separation in November 2014.
Jennifer revealed in interviews that neither she nor Karan was ready for the commitment of marriage at that stage in their lives. She described it as "unfortunate timing," noting they were better as friends. At the time of their split, speculations of infidelity surfaced, alleging that Karan's growing closeness with Dhoom 2 fame, Bipasha Basu was a major factor in his split with Jennifer.
Following the divorce, Karan Singh Grover married Bipasha Basu in 2016, and Jennifer Winget was rumored to be dating her Code M (2020) co-star, Tanuj Virwani. Tanuj publicly denied the rumours, and after that, she was linked to her long-term friend, Karan Wahi. In January 2026, viral social media posts suggested that Karan and Jennifer were planning to tie the knot this year. The speculations stemmed from their on-screen reunion after 17 years in the web series, Raisinghani vs Raisinghani (2024).
Both actors have maintained that they are close, but neither has ever mentioned having romantic feelings for the other. Shutting down the marriage buzz with Jennifer, the Hate Story 4 actor wrote on his Instagram Stories that he was glad to receive "Free ki PR." Now, the actress is reportedly set to tie the knot for the second time with William Ishmael on July 16, 2025. If the reports prove true, her fans would be genuinely happy for her.
What are your thoughts on Jennifer Winget and Karan Singh Grover's alleged messy past? Let us know.
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