Olive and George O'Brien became one of Hollywood's favorite couples onscreen and off. They met in the Fall of 1925 when they worked together in western 3 Bad Men. The following year Olive and George costarred in the hit comedy Fig Leaves. Their real life romance lasted for five years. The couple got engaged in 1929 and Olive said they were "looking for a house suitable for two". Sadly George decided he did not want to marry Olive and he broke up with her in 1930. His conservative family did not approve of Olive's drinking and lavish spending. There were also rumors that George was involved with his new costar Sue Carol. George was the great love of Olive's life and she was heartbroken when the relationship ended. He married actress Marguerite Churchill in 1933 but the couple divorced. George O'Brien passed away in 1985 at the age of eighty-six.
Olive and George in Fig Leaves