you folks have posted some good ones, some I haven't heard and will check them out. Here's a few more.

Wino the clown---George Jones
Men with broken hearts---Hank Williams
Alone and forsaken---Hank Williams
Angel of Death---Hank Williams
Whiskey Lullaby---Allison Krauss
Runaway Train---Soul Asylum
These days (I barely get by)---George Jones
Christmas in prison---John Prine
Misery and gin---Merle Haggard
On the evening train---written by Hank Williams but done perfectly by Johnny Cash
Knoxville girl--The Louvin Brothers
We had it all---Waylon Jennings
Needle and the damage done---Neil Young

those are just off the top of my head, Im sure that if I rummaged through my music collection I could find a few more.