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Best of Alan Jackson Playlist

Create a playlist with these Alan Jackson songs


With a career that spans over three decades, and over 50,000,000 albums sold, including 33 No. 1 songs, Alan Jackson has a wealth of great country music to choose from when making a playlist. I've chosen fifteen of my favorite Alan Jackson songs (listed in alphabetical order) to create the ultimate Alan Jackson playlist.

"Chasin' That Neon Rainbow"

Arista Nashville
This is one of Alan's earlier hits, which talks about chasing your dreams. One of the things I love best about Alan Jackson's songs, is that he always writes from his own experience. Talking about how his daddy won a radio, and how their family used to listen to country music on it. Then, how it inspired his own musical dreams. Very cool.


Alan Jackson - 'A Lot About Livin' (And a Little 'Bout Love)'
Arista Nashville
"Chattahoochie" is another song that many people can relate to. Hanging out down by the river, budding romances, and driving your cars fast, and hoping not to get caught. A slice of American life.

"Don't Rock the Jukebox"

Alan Jackson - 'Don't Rock the Jukebox'
Arista Nashville
I love this honky tonk song about a guy that's just got his heart broke by his lady asking people not to play rock and roll on the juke box, but to play some "Jones." George Jones even appeared in the video for this song. Alan sings, "Dont rock the jukebox. I wanna hear some Jones. 'Cause my heart aint ready for the Rolling Stones."

"Drive (For Daddy Gene)"

Alan Jackson - 'Drive'
Arista Nashville
Alan got his love for cars from his daddy Gene, who also taught him how to drive. This song talks about how he takes his own daughters out riding, and letting them learn to drive. The video for the song featured all three of his daughters. Another slice of home.

"Gone Country"

Alan Jackson - 'Who I Am'
Arista Nashville
Love the story in this song about people who decide to change their lifestyle and "go country." The first verse deals with a singer from Las Vegas that decides she'll do better in country music. In the second verse, a folk singer wants to change, saying that 'Cause some of that stuff don't sound much different than Dylan." In the third verse, a pop songwriter decides he wants to get away from the crime and smog of L.A. I guess we can't help it that everyone wants to sing the best music, eh?

"Good Time"

Alan Jackson - Good Time
Arista Nashville
This song is something everyone can relate to. After a hard week of work, everyone is ready for a "good time" by Friday night.

"Here in the Real World"

This song is a reality check. Some people believe that their lives should be just like in the movies, where the boy and the girl always end up together, and there is a happy ending for all. Alan sings here, "And darlin', it's sad but true, but the one thing I've learned from you, is how the boy don't always get the girl, here in the real world."

"I'd Love You All Over Again"

This is a beautiful love song that Alan wrote for his wife Denise for their tenth anniversary. He sings that if he had to do it all over, he would do it all over with her. *sigh* So sweet!

"I'll Go On Loving You"

Alan Jackson - 'High Mileage'
Arista Nashville
This is one sexy song. I especially like the spoken parts. He sings, "I'm reminded what I feel for you will remain strong and true long after the pleasures of the flesh." Hot!

"It's 5 O'Clock Somewhere"

Alan Jackson - 'Greatest Hits 2'
Arista Nashville
Who wouldn't love this fun song? It's a phrase that's used all over the place. Add to the fun the fact that Jimmy Buffett makes an appearance to sing with Alan towards the end, and it's just one big ol' singalong.
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