Decades later, the two have moved toward a mature friendship , having been spotted sharing warm moments at award events in 2025 and 2026. 2. Marriage to Raj Kundra (2009–Present)
This relationship was markedly different from her previous one. It was quieter, less about flashbulbs and more about creative partnership. Anubhav Sinha was seen as a grounding influence. However, the relationship eventually fizzled out, reportedly due to differences in life goals and the pressures of maintaining a private bond in a very public industry.
Their marriage has faced intense public scrutiny, particularly during Raj's 2021 legal issues involving a pornography case. Throughout, Shilpa has maintained a public stance of support, emphasizing their bond of trust and mutual respect . Shilpa Shetty and Raj Kundra's 14th wedding anniversary
The relationship ended abruptly in 2000. Shilpa later opened up in interviews about the betrayal, claiming Akshay had cheated on her with his now-wife, Twinkle Khanna. She described it as a difficult period that severely impacted her work for over a year.