#21: Longlasting Marriage to Annette Bening
After decades of being one of Hollywood’s most famous bachelors, Beatty shocked many by settling down with actress Annette Bening in 1992. They met while filming Bugsy (1991), where Beatty played gangster Bugsy Siegel.

Their chemistry was undeniable, and Beatty, who had dated countless famous women, finally found a lasting partner. They married the same year and have remained together ever since. The relationship was a turning point for Beatty, signaling a shift from his playboy past to a stable family life.