One of the most unusual putatively-hoiday-themed pictures ever made, Robert Siodmak's 1944 Christmas Holiday features beloved child/teen songstress Deanna Durbin in pretty much her first real adult role, and a doozy it is, too. Herman J. Mankiewicz—he of Citizen Kane screenwriting fame—here whittles down Somerset Maugham's novel (a tale of self discovery with the more far-flung tales of its secondary characters folded in, which begins with its hero's titular getaway to Paris, where he meets a mysterious prostitute)—into something more anecdotal and possibly personal. Dean Harens plays an army Lieutenant who, after getting a Dear John letter from his fiancee, decides to waste his Christmas leave by going to San Francisco to confront his jilter; bad weather forces the plane to land in New Orleans, where a sleazebag reporter (Richard Whorf) takes the young officer under his wing...and to a local brothel...oops, sorry Mr. Breen, we mean nightclub...where madame, oh [cough], we mean hostess Gladys George introduces the sad sack to Jackie. That would be Ms. Durbin. Who sings. "Always," among other numbers. She then induces Harens to take her to midnight mass, and after that tells him the sad story, shown to us in flashbacks, of her marriage to no-goodnik Robert Manette (Gene Kelly)...
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