Bing Crosby was 41 years old when he starred in the 1954 film "White Christmas." He had been a popular singer and actor for many years before his role in the movie. In the film, he played the role of Bob Wallace, a former Army sergeant who, along with his friend Phil Davis (played by Danny Kaye), travels to Vermont to help out two sisters who run a failing inn. The film was a box office hit and is now considered a classic Christmas movie.