Let's face it, the dobro is made for sad songs and sad songs were written for dobro. With that in mind, I'd like to try to figure out what is the absolute saddest song of all time. If you got one sadder, then post up.

For starters, "Soldier's Last Letter" is a real tear jerker. For lost love, "I Wonder Where You Are Tonight" is awfully sad.

The Wife and I were discussing over supper, and she almost cried when I told her about a song written by Bill Hall called "Who'll Rock My Dollie." It's a story about a young girl who knows she has a terminal illness, but she's worried that her doll will get lonely when she's gone. It's right up there with "Put my Little Shoes Away" as far as sadness.

"Slippers With Wings"

"Dreams Of Rosemary"

"I'll Break Out Tonight"

"My Dollies Would Cry"

I'm gonna stop now...and get a hankie.

There are a lot of sad bluegrass songs, but one that comes to mind is

"Saving Grace" by Doyle Lawson & Quicksilver

Hank HAD to be sittin' next to Bill Monroe when he wrote "I'm So Lonesome I Could Cry"

Here's my two cents.
Long Black Veil-Seldom Scene
One loaf Of Bread-Dave Evans
She Knew-Wildwood Valley Boys
Bassmaster

How about "Sweeter Than The Flowers" by the Stanley Brothers. Talk about a tear-jerker!