Sentimental Journey
Sentimental Journey is a depressing short starring James Stewart as Joe, the old WWII pilot who decides to take a casual night stroll on the tarmac to discover his beloved DC-3 plane filled with cargo, as it's now considered obsolete for carrying passengers. When he boards the plane as it's left unattended, his mind wanders to audible flashbacks of "fonder" days. The man who is responsible for the plane hands him a stick of gum, just what anyone would possibly need to cure the existential blues. It's completely unremarkable, but filled with rather colorful voices during Joe's flashback, this short has plenty of awkward silent moments ripe for riffing.
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