When I hear this song…I think it’s one of the coolest songs I’ve ever heard. The song is classified as country but there is some early rock in this also. I could hear Buddy Holly singing this one with no problem. Jennings to me, could have easily been a rock and roll singer and his songs often crossed genres. Waylon was in the “Outlaws” which included Willie Nelson, Johnny Cash, Merle Haggard, Kris Kristofferson, and David Allan Coe. It wasn’t a band but a group of musicians who had freedom with their music and didn’t follow Nashville’s so called guidelines.
Speaking of Buddy Holly. Jennings played with Buddy Holly in the 50s. Holly saw Jennings, a radio DJ since his pre-teen years, as a promising talent. The first fruits of the two late 50s partnership came when Jennings recorded the songs “Jole Blon” and “When Sin Stops (Love Begins)” with Holly and guitarist Tommy Allsup.
Jennings went on the road as part of Holly’s post-Crickets backing band for the Winter Dance Party Tour along with co-headliners Ritchie Valens and The Big Bopper (JP Richardson). They had unheated buses and the drummer Carl Bunch got frost bite on the bus. Holly charted a flight and bandmate Allsup allegedly lost a seat in a coin toss to Ritchie Valens, and Jennings offered his spot to a sick Richardson.
Holly and Jennings were very close. They joked with each other on the night of the crash as Holly was leaving. Holly jokingly told Jennings, “Well, I hope your ol’ bus freezes up!” Jennings jokingly replied, “Well, I hope your ol’ plane crashes!” That haunted Jennings for years after that. Jennings has said that Buddy influenced him a lot in his career. He said he learned not to compromise your music.
Jim Alley, an American country singer, first recorded this song in 1967. However, his version didn’t become that popular during his time. Jimmy Bryant wrote this song and was a fiddle player who played on some country records along with The Monkees song Sweet Young Thing.
Waylon recorded the song at RCA Victor Studios in Nashville and no other than Chet Atkins produced it. The song was released a few months later. The song was a hit, it peaked at #1 on the Canadian Country Charts and #2 on the Billboard Country Charts in 1968. The Kentucky Headhunters and Linda Ronstadt covered the song later on.

Jennings had one of the best marriages in music. He married Jessi Colter in 1969. Jennings experienced three failed marriages before he finally found the one. Jessi remained his wife until Jennings’s death in 2002.
https://www.youtube.com/watch?v=nqOii9S6GGc
Only Daddy That’ll Walk the Line
Everybody knows you’ve been steppin’ on my toes
And I’m gettin’ pretty tired of it
You keep a steppin’ out of line
You’re messin’ with my mind
If you had any sense you’d quit
‘Cause ever since you were a little bitty teeny girl
You said I was the only man in this whole world
Now you better do some thinkin’ then you’ll find
You got the only daddy that’ll walk the line
I keep a workin’ every day all you want to is play
I’m tired of stayin’ out all night
I’m comin’ unglued
From your funny little moods
Now Honey baby that ain’t right
You keep a packin’ up my clothes nearly everybody knows
That you’re still just a puttin’ me on
But when I start a walkin’
Gonna hear you start a squawkin’
And beggin’ me to come back home
You got the only daddy that’ll walk the line

