Damn straight, eli. Hank’s songs go straight to the heart. I love his music because its just one guy singing how he feels, and everyone can relate.
I don’t know if I can pick one song to be the saddest, but I think “A Night to Remember” by Joe Diffie is rather sad. Actually, pretty much every sad country song could be said to be one of the saddest songs of all times. Maybe thats just me being a country fanatic, I dunno.
The Beatles’ For No One does have the most wonderfully sad horn solo ever.
I’ve got to disagree on Clapton’s Tears in Heaven.
I’ll add Jim Croce’s Operator to the list.
This is embarrassing to admit, but since I haven’t been getting much sleep and I’ve been under a lot of stress lately, a lot of John Denver’s canon makes me cry.
I have to second Art Garfunkel’s Bright Eyes– when I was little, I loved the Watership Down movie, which was quite macabre and heady for an animated talking-rabbit flick.
Also, I must nod to Cash’s interpretation of Hurt as well-- he sounds so…weary in it. Especially knowing that the single came out around the time June died (and not too long before his own death). Having an old, weathered voice singing it lends so much more personality and subtext than Trent Reznor’s slimy whisper.
“Padraic My Prince” by Bright Eyes
“Kilkelly, Ireland” performed by whoever, it’s Rita and Mary Rankin to me
“I’m so Lonesome I could Cry” by Hank Williams
“The Cellar Song” by The Palace Brothers
“Black Dog” by Nick Drake
“Mr. Banker” by Lynyrd Skynyrd or “Four Walls of Raiford”
“Family Reserve” by Lyle Lovett or “Baltimore”
“Where the Wild Roses Grow” by Nick Cave
“The Wreck of the Edmund Fitzgerald” by Gordon Lightfoot
“I am Stretched on your Grave” by Dead Can Dance
“The Foggy Dew” by anybody but mine is The Chieftains with Sinead O’Connor
“Starlight and Saxophone” by Tom Smith
“Marie” Townes Van Zandt
“The Fall of Troy” Tom Waits
“Red Water” by Type “O” Negative
Those are the saddest in my collection. My wife refuses to listen to a couple of them.