The movie opens with the male protagonist gambling with his friend. He woos a woman way above his station. A band continues to play amidst a chaotic scene as the couple ends up in the water

Clues:

1950’s release - an all time classic movie

First movie of a Hollywood icon

Comedy is one of the two genres listed on its Google page

In my memory it’s how the movie opens but realizing now it might be the second scene

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