Tom Cruise has been a Hollywood heartthrob for decades, not only for his blockbuster movies but also for his intriguing dating history. From high-profile romances with celebrities like Cher and Nicole Kidman to his recent speculated relationship with Ana de Armas, Cruise’s love life has often been in the spotlight. So, let’s take a closer look at Tom Cruise’s famous dating history, including some of his most noteworthy relationships.
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Before Tom Cruise became a megastar, he was linked to actress Melissa Gilbert and singer Patti Scialfa. Cruise’s first celebrity girlfriend was Melissa Gilbert, whom he dated in his early days in Los Angeles. Gilbert later reminisced about their time together, complimenting the young Cruise as a “good kisser.” Another notable relationship was with the legendary Cher, whom Cruise briefly dated in the mid-80s. Their romance was described as passionate and intense, although it was mostly kept out of the public eye.
In 1987, Cruise tied the knot with actress Mimi Rogers, but their marriage was short-lived, ending in divorce in 1990. Cruise then found love on the set of “Days of Thunder” with Australian actress Nicole Kidman. The couple’s whirlwind romance culminated in a Christmas Eve wedding in 1990. They adopted two children together and starred in several films before divorcing in 2001. Cruise later dated Penélope Cruz and even jumped on Oprah Winfrey’s couch to express his love for Katie Holmes.
Cruise’s relationship with Katie Holmes grabbed headlines when they started dating in 2005. From their infamous couch-jumping incident on “The Oprah Winfrey Show” to their fairytale wedding in Italy, their love story seemed like something out of a movie. The couple welcomed their daughter, Suri, in 2006 but sadly parted ways in 2012. Holmes reflected on their time together, emphasizing her identity as an actress beyond her relationship with Cruise.
In July 2025, Tom Cruise was spotted holding hands with Ana de Armas during a romantic getaway in Vermont. Rumors of their relationship had been circulating for months, with sources claiming that de Armas considered Cruise to be an “incredible mentor” as they prepared to work together on a new project. Their public display of affection seemed to confirm the speculations surrounding their budding romance.
Throughout his dating history, Tom Cruise has been known for his high-profile relationships with fellow celebrities, attracting attention from the media and fans alike. His romances with iconic figures like Nicole Kidman and Cher have been etched into Hollywood history, showcasing the ups and downs of love in the spotlight. As Cruise embarks on a new chapter with Ana de Armas, fans can’t help but wonder what the future holds for this Hollywood leading man and his latest leading lady.
In conclusion, Tom Cruise’s dating history is a captivating journey through love, fame, and heartbreak. From his early relationships with Melissa Gilbert and Cher to his marriages with Mimi Rogers, Nicole Kidman, and Katie Holmes, Cruise’s romantic life has been a rollercoaster of emotions. His latest romance with Ana de Armas adds a new chapter to his love story, keeping fans and tabloids intrigued by the ever-enigmatic Tom Cruise.