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    • Waylon Jennings – I’m A Ramblin’ Man. If you look up the term “Outlaw Music” in the dictionary, you might just find a mention of this hit for Jennings.
    • Waylon Jennings – “I’ve Always Been Crazy” Waylon Jennings knew that he was a little different, and marched to the beat of his own drummer. In the fall of 1978, the singer topped the charts with a song that paid tribute to that difference, and talked about who he was as a person — flaws and all.
    • Waylon Jennings – “Are You Sure Hank Done It This Way” Admittedly, Jennings loved recording material every now and then to check Nashville’s sense of humor, and this 1975 release — about the changes that had taken place in the industry over the years since Hank and Lefty — took a sly poke at Music City.
    • Waylon Jennings – “This Time” Record companies aren’t particularly known for their patience these days. In 1974, things were drastically different. Nine years had passed since the singer signed with RCA, and he had never hit the top of the charts.
    • “Are You Sure Hank Done It This Way” Of all the songs Jennings has written, none has galvanized country fans quite like this one, which looks at country's changing sound through the eyes of its revered patriarch, Hank Williams.
    • “Honky Tonk Heroes” Billy Joe Shaver may have written most of Honky Tonk Heroes, including the title track, but it was Waylon Jennings who injected the album with roughnecked, rocky-tonk attitude, bridging the gap between the rootsy twang of country music and the rule-breaking stomp of rock & roll.
    • “I Ain’t Living Long Like This” Written by Rodney Crowell and recorded by Emmylou Harris, this live fast, die whenever anthem took on new energy when Jennings wrapped his rough-hewn baritone around it.
    • “Mammas Don’t Let Your Babies Grow Up to Be Cowboys” If anyone was qualified to warn expectant mothers against the dangers of the rock & roll lifestyle, it was Waylon Jennings, who started making his living as a hard-living cosmic cowboy in the late 1950s.
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    • Hal Horowitz
    • Ned Kelly. Few remember that this 1970 movie - known primarily as being Mick Jagger’s second acting role - had an intriguing soundtrack that featured, among others, a pre-fame Waylon singing Shel Silverstein songs.
    • The Chokin' Kind. Waylon and his Waylors group first released this Harlan Howard-penned tune in 1967. It hit no.8 on the US Country chart but became a bigger hit for soul man Joe Simon, who won a Grammy for it three years later.
    • This Time. One of Jennings’ earliest no.1 country hits (recorded 1973) had help from co-producer Willie Nelson and feels more like West Coast folk than country, even with Mickey Raphael’s ever-present harmonica.
    • Good Ol' Boys. Perhaps not the best Waylon song, but surely one of his most recognizable ones, this was the theme from the popular 80s TV show The Dukes of Hazzard.
    • "Luckenbach, Texas" From 'Ol' Waylon' (1977) "Luckenbach, Texas" is a song that many people assume Jennings wrote, but it was actually penned by Chips Moman and Bobby Emmonds.
    • "Good Ol' Boys" (Theme From 'The Dukes of Hazzard') From ‘Music Man’ (1980) Jennings first served as the narrator for 1975’s Moonrunners, but the movie was later re-worked to create the television series The Dukes of Hazzard, which premiered on CBS in 1979.
    • "I've Always Been Crazy" From ‘I’ve Always Been Crazy’ (1978) The album I’ve Always Been Crazy produced two major hits for Jennings: the title track and a song called "Don't You Think This Outlaw Bit's Done Got Out of Hand," which was Jennings' personal statement on the state of the outlaw movement at the time.
    • "I'm a Ramblin' Man" From ‘The Ramblin’ Man’ (1974) From the moment Jennings signed with RCA Records in 1965, he battled with label executives over the polished "Nashville sound" that was used in several recording sessions.
    • I’m A Ramblin’ Man
    • Only Daddy That’Ll Walk The Line
    • Just to Satisfy You
    • Don’T You Think This Outlaw BIT’s Done Got Out of Hand
    • Bob Wills Is Still The King
    • Are You Sure Hank Done It This Way
    • I Ain’T Living Long Like This
    • Mammas Don’T Let Your Babies Grow Up to Be Cowboys
    • Waymore’s Blues
    • Theme from “The Dukes of Hazzard”

    It’s important to remember that the songs sung by Waylon Jenningswere from a completely different era than what people are used to today. In this particular song, he talks about being someone who can’t settle down. He wants to roam and has trouble with the idea of settling down in a single place or with a single person, for that matter.

    This song isn’t that different from the one in the above paragraph. It talks about not being able to settle down with a single woman and therefore, ending up with multiple children born out of wedlock. Despite that fact, he says in the song that he is the only person that will stand up and be there for those individuals when they need him most, eve...

    As the name implies, this is a song that talks about doing virtually anything to satisfy another person. In the song, the person in question goes through all kinds of different trials and tribulations in order to satisfy the person they love. Even though the choices are made willingly, the song seems to hint to the idea that there is a certain amou...

    In order to understand the lyrics behind this song, you have to understand the dynamics that went with it. Waylon Jennings was part of what was often referred to as the outlaw gang in country music. He and several other individuals, including Johnny Cashand Kris Kristofferson, were part of the group. It wasn’t really an official band, per se, but m...

    Again, you have to understand the state of country music in the 70swhen the song was performed. Bob Wills was considered to be the top dog in country music. In fact, he was revered by many artists that came after him. This song was written to serve as a way of honoring him.

    Again, this song refers back to the outlaw movement in countrymusic during the 1970s. It’s talking about Hank Williams, Sr. People had got the idea that he sort of inadvertently started the outlaw movement, largely because his son, Hank Williams, Jr., was very much at the forefront of said movement. In this song, Jennings is asking whether or not a...

    This is a song that refers to living a hard life. It talks about drinking too much, smoking too much and not taking care of oneself. It also talks about allowing one’s demons to come to the forefront of their mind, essentially controlling the decisions that they make. The song goes on to speak of the perils of living a lifestyle like that and how t...

    As you might have guessed, cowboys and country music sort of go hand-in-hand. As such, there are a lot of songs that glorify the cowboy lifestyle. This song took things in the opposite direction. Instead of glamorizing it, it talked about how cowboys live a rough-and-tumble lifestyle, how they drink too much and how they’re never at home. It cautio...

    This is one of those songs that tends to confuse people quite a bit. It doesn’t seem to have any real meaning. Instead, it seems more like the ramblings of someone who’s had too much alcohol and too many drugs, pouring everything running through their head out on paper at four in the morning. The song itself talks about not being able to go to Heav...

    This is probably the most widely known song Waylon Jennings ever did. “The Dukes of Hazard” was a popular television show that aired in the late 70s and early 80s. In the opening credits of the show, Jennings is seen playing the guitar and singing the song. It quickly became something that fans associated with both him and the show, which has given...

  2. Jul 3, 2023 · 1. “Brown Eyed Handsome Man” is a classic song that reflects on the timeless appeal of desiring the unobtainable. Written and performed by Waylon Jennings, the song has become a cornerstone of classic country music. With its strong guitar riffs and heartfelt lyrics, the song speaks to the universal themes of love and longing.

  3. Jun 15, 2022 · The 8 best Waylon Jennings songs include some of the outlaw country music icon's greatest hits, including his collaboration with Willie Nelson.

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