In the 1940s, three musicals united two future legends of entertainment: Gene Kelly and Frank Sinatra. Onscreen, their characters displayed opposite personalities, and offscreen, the stars’ careers were in very different moments. But without a doubt, this partnership represented a turning point for both Kelly and Sinatra, marking their rise to bigger stardom.
In 1945, the two dress as sailors for the first time in Anchors Aweigh (right),...