Top 36 Waylon Jennings Love Songs - NSF News and Magazine

Waylon Jennings, the iconic country music artist, had a way of capturing the essence of love through his heartfelt lyrics and soulful delivery. While known for his outlaw image and honky-tonk sound, Jennings also had a knack for expressing the tender and profound aspects of love in his songs. Here are some notable Waylon Jennings love songs:

1- Waylon Jennings – It’s Not Supposed To Be That Way

In “It’s Not Supposed to Be That Way,” Jennings reflects on a love that has faded, acknowledging the disappointment and heartache that come with the unraveling of a relationship. The lyrics express a sense of longing and regret, emphasizing the pain of a love that has strayed from its intended path.

It’s not supposed to be that way you’re supposed to know I love you
But it don’t matter anyway if I can’t be there to control you
Like the other little children you’re gonna dream a dream or two

2- Waylon Jennings – You Ask Me To

“You Ask Me To” is a beautiful love song by Waylon Jennings that showcases his ability to convey deep emotions and heartfelt sincerity through his music. Released in 1973 as part of his album “Honky Tonk Heroes,” the song has become one of Jennings’ most beloved and enduring tracks.

“You Ask Me To” explores the theme of unwavering commitment and the lengths one is willing to go for the person they love. The lyrics express a willingness to do anything, even the impossible, in order to fulfill the desires and needs of the one they hold dear. The song’s heartfelt sentiment and genuine delivery capture the essence of true devotion and selflessness.

3- Amanda

With its melodic charm and heartfelt lyrics, “Amanda” is a touching love ballad that showcases Jennings’ vulnerability and his ability to convey deep emotions through his music. It became one of his most successful songs.

4- Come With Me

I’ll take you where,you’ve never been before
Once we’re there,you’ll cry for more
If it’s dark in your world,come walk in mine
My love’s a light babe,it’s on all the time
Come with me,come with me
The feeling’s free,just come with me
Will get on a cloud girl,and ride it high
Say hello sun,as we sail bye

5- Loving Her Was Easier

“Loving Her Was Easier (Than Anything I’ll Ever Do Again)” is indeed a love song by Waylon Jennings. It was written by Kris Kristofferson and originally recorded by him, but Jennings also released his own rendition of the song. The track appeared on Jennings’ 1972 album, “The Taker/Tulsa.”

“Loving Her Was Easier” is a tender and heartfelt ballad that expresses the ease and depth of love felt for a particular person. The lyrics capture the bittersweet emotions that come with reflecting on a past love, acknowledging the intensity of the connection and the impact it had on the singer’s life.

7- Dreaming My Dreams

This introspective ballad reflects on lost love and the bittersweet memories that linger. Jennings’ emotive delivery adds a sense of longing and reflection to the heartfelt lyrics.

8- My World

How a man can be tempted is a mystery to me
For a moment with the wrong kind of girl
Well I guess that I’ve been lucky but I’m happy you see 
There’s a whole lot of love in my world
There’s a whole lot of love in my world

9- A Couple More Years.

The song reflects on the passage of time and the enduring love shared between two individuals. It conveys the idea that despite the challenges and hardships that life may bring, the love between the couple will only grow stronger with each passing year.

With lyrics like “I’ll stand by my woman in a thick or thin / ‘Cause that’s what I’m supposed to do / I don’t wanna see nobody else, honey, but you,” the song expresses loyalty, commitment, and a deep connection between the singer and their partner.

10 Them Old Love Songs

11 Grey Eyes You Know

More rainy days than sunny grey eyes you know
And life has been a long hard road to hoe
But you stuck right by me smiling grey eyes you know
Hard times took the blue from your eyes

12 Freedom to stay

13 Waylon Jennings – Just Watch Your Mama And Me

https://www.youtube.com/watch?v=iArCHz-MbfQ

14 Storms Never Last

https://www.youtube.com/watch?v=WtOrSdcArDI

15 Waylon Jennings The Chokin’ Kind

16 Waylon Jennings – Cedartown, Georgia

I got a gal in Cedartown Georgia I used to have to walk nearly three miles to court her
She never had much just a sharecropper’s daughter
But I married her and took her down to New Orleans
Got a little house in the South French Quarter
Got a job tookin’ bales load them on steamboat
I give the seven days pay next day unbroke
When she ain’t a sleepin’ all day she’s a primpin’

17 Till I gain control again

18 Green River

https://www.youtube.com/watch?v=5Yf2an-Su8w

19 – Good Hearted Woman

This duet with Willie Nelson celebrates the love and devotion of a good-hearted woman who stands by her man through thick and thin. It became a signature song for both artists and remains a beloved country classic.

20 Help Me Make It Through The Night

I don’t care what’s right or wrong, (Yes, I do!)
I don’t try to understand.
Let the devil take tomorrow. Lord, tonight I need a friend.
Yesterday is dead and gone and tomorrow’s out of sight.
Lord, it’s bad to be alone. Help me make it through the night.

21 Rose in Paradise

https://www.youtube.com/watch?v=db5esLgc0UM

22 Angel Eyes

23 The Door is always Open *

24 Ramona

Ramona’s going to be the way she used to be
And I’ll be proud of her just like I was before
She never was the kind to like those crowded bars
And Ramona won’t be seen there anymore

25 Hardline

26 This Time

https://www.youtube.com/watch?v=uUZckSdDxsY

27 Slow Rollin Low

28 Waltz Me to Heaven Tonight

The lights are down low
The band’s playin’ slow
To The beautiful Tennessee Waltz
How many love songs
And how many dance floors
Have lovers like us waltzed across

https://www.youtube.com/watch?v=3izXATQ_QIo

29 Belle of The Ball

30 So Good Woman

31 Waking Up With You

Just when I think the clouds will never pass
Like a silver lining you come shining through.
I know you’ll always be there right or wrong
Together we’ll keep on keeping on