Jockey Full of Bourbon Lyrics

Lyric discussion by tommy crashwreck 

Cover art for Jockey Full of Bourbon lyrics by Tom Waits

It's definitely "A hundred dollars makes the talking sad," as in paying a prostitute makes for depressing conversation. At least that's how I always hear/interpret the line.

Without a doubt, the lyric is "A hundred dollars makes it dark inside" - I've performed this song for years, and I just double checked in the Beautiful Maladies songbook.

@tommy crashwreck A hundred dollars makes it dark inside is what it is