Simple formula: "Setup (Punchline)"
  1. "She Got The Goldmine (I Got the Shaft)"
    Jerry Reed
  2. "I'm Gonna Hire a Wino (To Decorate Our Home)"
    David Frizzell
    Suggested by @sloan
  3. "What Made Milwaukee Famous (Has Made a Loser Out of Me)"
    Jerry Lee Lewis - suggested by @jz
  4. "She Still Comes Around (To Love What's Left of Me)"
    Jerry Lee Lewis
  5. "Drownin' My Troubles (Till They've Learned How To Swim)"
    Hank Thompson
  6. "I'm Just an Old Chunk of Coal (But I'm Gonna Be a Diamond Someday)"
    Billy Joe Shaver