Cottonpickin' Chickenpickers (1967) by Larry E Jackson

[cranefly]

A couple of penniless guys hop a train, headed for Florida and hopefully better pickens.  They're surprised in the boxcar by a guy with a guitar, who says he'll play them a tune.  And so he does, straight to the camera.  Afterwards he says he believes he'll take a nap, vanishing behind a bale of hay, allowing our two main guys to reclaim the screen.

They eventually fall of the train, in Florida, and are so hungry they decide to steal chickens to eat from a farmhouse.  Thus the title, get it?  But they get caught and end up in a small-town jail.  I forget all that happens to them, but throughout the movie there's always someone with a guitar, and it gets used, because I guess this is a musical, and it's always to the camera.  "Hey there, I see you got yerself a guitar.  Mind if I borrow it?"  "Sure thing, fella!"  Another song.  There's lots of hillbillies along the way, ever tryin' to outdumb each other.  And let me tell ya, there's some mighty stiff competition.

The singers/guitarists are probably notable names of the time, but I didn't research that.

This is the December entry at https://bynwr.com

[Drunk Monk]

Did they play ‘Baby it’s cold outside’?

My dad’s favorite cuss word was cottonpicker. To this day, I don’t know if he knew the racist underpinnings. There was another term - the equivalent of the n-word - used in Hawaiian pidgen, but I cant remember it now. My gramps used it to keep black soldiers in line in WWII. My gramps was hella racist. Being a colonel in the US army of an all Japanese battalion, he was the recipient of racism throughout his military career.

[cranefly]

Did they play ‘Baby it’s cold outside’?

Nope.  Songs: "Cottonpickin' Chickenpickers," "This Must Be the Bottom," "Comin' On Strong," "Dirty Ole Egg Suckin' Dog," "Not Me," and ""Messed Up.""

But now I'm glad I watched it, since it drew that bit of background outa you.  Interesting.