21 Best Toby Keith Songs
Contents
12. “Me Too” by Toby Keith
Song Year: 1996
The phrase “me too” has taken on a darker meaning in recent years, but in “Me Too,” Keith is singing a mid-tempo song about being in love. The title is a euphemism for “I love you,” which the narrator spends the song explaining why he has a hard time saying.
He makes the case that since he’s a man, it’s hard for him to be emotionally vulnerable, but he hopes that his beloved—who says “I love you” often—understands what he means and that “me too” is his version of that phrase.
13. “You Shouldn’t Kiss Me Like This” by Toby Keith

Song Year: 2000
Most of us have loved someone we probably shouldn’t have, and that may explain why “You Shouldn’t Kiss Me Like This” was a top-ten hit for Keith. From his album How Do You Like Me Now?!, the romantic ballad has the narrator wondering if the woman for whom he’s falling is right for him.
The lyrics describe that familiar feeling of knowing you’re with the wrong person but being unable to resist temptation in the moment. It’s a highly relatable song with rock-music leanings, so it’s a solid crowd-pleaser.
14. “I’m Just Talkin’ About Tonight” by Toby Keith
Song Year: 2001
“I’m Just Talkin’ About Tonight” is a fun tune that has a lot of what we want in a song. It’s not about worrying about the future or dwelling on past mistakes. Instead, it’s got a narrator who wants to have a good time right this minute. He will leave thoughts of future plans for another day.
Critics didn’t love the song, mostly taking issue with its lighthearted nature, but it resonated with fans. After all, isn’t it nice to think about living in the moment? It’s even nicer when you can’t do that. A song like “I’m Just Talkin’ About Tonight” lets you at least do so vicariously.
15. “My List” by Toby Keith
Song Year: 2001
“My List” is a touching ballad about a man and his to-do list. While it’s couched as the narrator’s list of things he needs to do today, it’s not about going to the bank or mopping the kitchen floor, but about doing things that make him a better man.
It’s a song about making sure we get the important things done in our day-to-day lives—important things like spending time with family and living a worthy life.
16. “I’m So Happy That I Can’t Stop Crying” by Toby Keith
Song Year: 1997
Finding Sting in the number-two spot on the country charts is an odd experience, but that’s what “I’m So Happy I Can’t Stop Crying” did in 1997. The erstwhile frontman for The Police wrote the song for his 1996 album Mercury Falling, and Toby Keith recorded it a year later since it was so obviously a country song.
It’s about a guy trying to make sense of his life in the wake of a divorce and realizing that everything is connected. He finds some solace in that sentiment. And Sting appears on the country charts because that’s him singing backup.
17. “Who’s Your Daddy?” by Toby Keith
Song Year: 2002
“Who’s Your Daddy?” is a lighthearted tune about a sugar daddy and his woman. The narrator makes a point of reminding the woman about his money every chance he gets and helping her recall how much worse her life was before he came along.
It’s a tongue-in-cheek song that’s not nearly as gross as it sounds, and with the New Orleans-inspired groove, it’s a really fun listen.
18. “Honkytonk U” by Toby Keith
Song Year: 2005
Toby Keith’s 2005 album Honkytonk University contained “Honkytonk U,” which wasn’t exactly a title track. No matter. It’s an upbeat song that’s yet another tribute to bars and the good times to be had there. The twist is that these particular bars are the ones Keith played as he honed his craft. He learned to be a country superstar by playing in these lowly bars, the minor leagues of the music business.
Nothing with “honkytonk” in the title should be slow and pensive, so “Honkytonk U” is an upbeat barnburner that kills in Keith’s live shows.
19. “Whiskey Girl” by Toby Keith
Song Year: 2003
Another hit from Shock’n Y’all, “Whiskey Girl,” is about a good woman who loves whiskey. She also drives a country-boy-approved Ford Mustang, and she’s a little rough around the edges.
It’s an upbeat tune with just a hint of melancholy, presumably attached to the discomfort many of us feel the morning after a night of hanging with the whiskey girl. Everybody had a good time, but there’s always a price to pay.
20. “Does That Blue Moon Ever Shine On You?” by Toby Keith
Song Year: 1996
It’s not a list of country songs without a song about losing your woman, and “Does That Blue Moon Ever Shine On You?” meets that criterion. The ballad tells of a man still in love with his ex, and he can’t get over her even though she’s moved on with another man.
It hurts, and you can hear that in Keith’s voice thanks to his adept emotional delivery. It was a number-two hit for the superstar and showed that he could write several different styles of country music.
21. “He Ain’t Worth Missing” by Toby Keith
Song Year: 1993
A man picking up the pieces narrates “He Ain’t Worth Missing,” and he tells the woman he’s with that she’s better off. It’s apparent that he’s in love with her, and she’s heartbroken over the end of her relationship with someone else.
He tells her that the man she’s lost isn’t worth her tears, and he pleads with her to turn to him not as a shoulder to cry on but as a replacement for that other guy. The idea is that he’ll show her how good things ought to be.
Top Toby Keith Songs, Final Thoughts
Toby Keith has churned out enough country music hits to fill a few albums just with number ones. That’s quite an accomplishment, but he hasn’t slowed down.
The list of Toby Keith songs is a long one, and even the ones that didn’t land at the top of the charts are solid pieces of writing. His fans have embraced him throughout his career, and there’s no indication that that will change any time soon.