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14 Best Gary Allan Songs of All Time (Greatest Hits)

June 19, 2023
gary allan songs

If you’re a fan of country music, then you’ve definitely heard of Gary Allan.

With his soulful voice and heartfelt lyrics, he’s become one of the most beloved artists in the genre.

Throughout his career, he’s released a number of hit songs that have touched the hearts of millions of fans around the world.

In this article, we’ll be taking a look at the 14 best Gary Allan songs of all time, and why they’ve become such iconic tracks in country music history.

From his early days as a struggling artist to his current status as a multi-platinum-selling superstar, Gary Allan has always been known for his ability to connect with his audience on a deep and emotional level.

Whether he’s singing about love, heartbreak, or the struggles of everyday life, his music has a way of resonating with people in a way that few other artists can match.

So if you’re a fan of country music, or simply looking for some great songs to add to your playlist, then be sure to read on and discover the 14 best Gary Allan songs of all time.

1. “Get Off On The Pain”

One cannot help but revel in the emotional depth and raw vulnerability of Gary Allan‘s “Get Off On The Pain”.

The song perfectly captures the bittersweet experience of finding pleasure in the midst of pain.

With his signature raspy vocals and haunting lyrics, Allan delivers a powerful performance that resonates with listeners.

The melody is both haunting and beautiful, conveying the emotional complexity of the song’s theme.

It’s no wonder that “Get Off On The Pain” has become one of Allan’s most beloved and iconic songs.

It’s a testament to his talent as a songwriter and performer, and a reminder of the enduring power of music to touch our hearts and souls.

2. “Every Storm (Runs Out Of Ran)”

You can’t help but feel the raw emotion in “Every Storm (Runs Out Of Rain)” as Gary Allan’s powerful voice tells the story of overcoming difficult times.

This song perfectly captures the feeling of hope in the face of adversity.

Its lyrics are both poetic and relatable, making it a favorite among fans of country music.

It’s a message of resilience and perseverance that can be applied to any tough situation in life.

Overall, “Every Storm (Runs Out Of Rain)” is a masterpiece that showcases Gary Allan’s talent for storytelling and his ability to connect with his audience on a deep level.

3. “Her Man”

If you’re in the mood for a catchy and upbeat country tune, “Her Man” by Gary Allan is the perfect choice.

This classic hit from his debut album, Used Heart for Sale, has become a fan favorite over the years.

The song tells the story of a man who’s proud to be his woman’s man and will do whatever it takes to keep her happy.

The catchy melody and Gary Allan’s smooth vocals make this song an instant hit, and it’s no surprise that it has stood the test of time.

“Her Man” is a must-listen for any country music fan, and it’s a great introduction to Gary Allan’s impressive discography.

4. “Life Ain’t Always Beautiful”

When life gets tough, we all need a reminder that things will get better, and that’s exactly what “Life Ain’t Always Beautiful” by Gary Allan delivers with its heartfelt lyrics and soulful melody.

This song speaks to the struggles we all face in life and encourages us to keep pushing forward even when things seem impossible.

Gary Allan’s delivery of this song is both raw and emotional, making it one of his most powerful and memorable hits.

“Life Ain’t Always Beautiful” is a true testament to the resilience of the human spirit and a must-listen for anyone going through a tough time.

5. “Best I Ever Had”

Get ready to feel all the emotions with the soulful melody and heartfelt lyrics of “Best I Ever Had”.

This song is one of Gary Allan’s most famous hits and for good reason.

With his raspy voice and the twang of his guitar, Allan takes listeners on a journey through the ups and downs of love.

The lyrics speak of a love that was lost but will always be remembered as the best thing that ever happened.

The chorus is particularly memorable and will have you singing along in no time.

This song showcases Allan’s ability to blend country and rock, creating a sound that is uniquely his own.

It’s no wonder that “Best I Ever Had” is considered one of the best Gary Allan songs of all time.

6. “Man To Man”

You’ll feel like you’re sitting at a bar listening to an old friend pour out his heart when you hear the raw and emotional lyrics of “Man To Man”.

This song is one of Gary Allan’s greatest hits and it’s easy to see why.

The lyrics are honest and relatable, touching on themes of heartbreak, love, and masculinity.

The instrumentation perfectly complements the lyrics, with a driving beat and twangy guitar riffs.

It’s a song that hits you right in the gut and makes you feel like you’re not alone in your struggles.

“Man To Man” is a timeless classic that showcases Gary Allan’s talents as both a songwriter and performer.

7. “Nothing On But The Radio”

Turn up the volume and let the catchy beat and playful lyrics of “Nothing On But The Radio” transport you to a carefree summer day, cruising down a dusty country road with your windows down.

This song is a fan favorite and one of Gary Allan’s most successful singles.

The upbeat tempo and playful lyrics make it a perfect addition to any summer playlist.

The song was released in 2003 and quickly climbed the charts, reaching the top 5 on the US Billboard Hot Country Songs chart.

It features Allan’s signature raspy vocals and a memorable chorus that will have you singing along in no time.

The song’s catchy melody and relatable lyrics make it a standout track on Allan’s Greatest Hits album.

Whether you’re a longtime fan or just discovering Gary Allan’s music, “Nothing On But The Radio” is a must-listen.

8. “Smoke Rings In The Dark”

As you listen to “Smoke Rings in the Dark”, you’ll feel like you’re sitting in a dimly lit bar, surrounded by the haze of cigarette smoke.

Gary Allan’s haunting vocals and melancholic melody transport you to a world of heartbreak and lost love.

This song is one of Gary Allan’s most iconic tracks, and it’s easy to see why.

The lyrics are raw and emotional, and the music perfectly captures the pain of a broken heart.

Gary Allan’s voice is at its best in this song, conveying a sense of vulnerability and longing that’s hard to match.

If you’re a fan of country music or just appreciate great songwriting, “Smoke Rings in the Dark” is a must-listen.

9. “Tough Little Boys”

When you hear “Tough Little Boys”, it’ll transport you to a time when you were young and learned valuable life lessons from the strong figures in your life.

This song is a touching tribute to the men who taught us how to be tough and resilient, even in the face of adversity.

The lyrics paint a vivid picture of the kind of father figure who never let us give up, who pushed us to be our best selves, and who showed us that the world can be a tough place, but we can be tougher.

It’s a song that resonates with anyone who’s ever been inspired by a mentor or father figure, and it’s a testament to Gary Allan’s ability to capture the essence of the human experience in his music.

10. “Watching Airplanes”

“Watching Airplanes” is a poignant and introspective ballad that captures the bittersweet feeling of watching something you once loved disappear into the distance.

As you listen to this song, you’ll be taken on a journey through the emotions of a person who’s watching airplanes fly away, while reflecting on the memories and moments that were shared with someone they loved.

The lyrics are raw and honest, with Gary Allan’s vocals conveying the vulnerability and heartache that comes with letting go.

It’s a powerful reminder that sometimes, the best thing we can do is let go of the things that aren’t serving us anymore, even if it hurts to watch them go.

“Watching Airplanes” is a timeless classic that showcases Gary Allan’s talent for capturing the complexities of the human experience through his music.

11. “From Where I’m Sitting”

“From where I’m sitting”, the lyrics and melody of “From Where I’m Sitting” create a nostalgic and reflective atmosphere that can transport listeners to a time and place of their own memories.

The song tells the story of a man who is looking back on his life and reflecting on the choices he’s made.

The melody is simple and understated, with a gentle guitar riff that underscores the emotional weight of the lyrics.


“From Where I’m Sitting” is a powerful and introspective song that showcases Gary Allan’s skill as a songwriter and musician.

12. “Right Where I Need To Be”

You’ll feel like you’re cruising down a country road with the windows down when you listen to “Right Where I Need To Be” by Gary Allan.

This hit song from his 1999 album, Smoke Rings in the Dark, perfectly captures the essence of Allan’s signature sound.

With its catchy melody and relatable lyrics about being content with where you are in life, “Right Where I Need To Be” is a fan favorite that has stood the test of time.

The song’s upbeat tempo and Allan’s smooth vocals make it impossible not to tap your foot or sing along.

It’s no wonder why this track has become one of the best Gary Allan songs of all time.

13. “Songs About Rain”

As the rain pours outside, it’s hard not to appreciate the emotions and depth conveyed in songs about rain.

Gary Allan’s “Songs About Rain” is a melancholic ballad that takes listeners on a journey of heartbreak and sorrow.

The lyrics paint a vivid picture of a man who’s haunted by the memories of his lost love every time it rains.

The song’s instrumentation, with its slow and steady beat accompanied by a mournful steel guitar, adds to the feeling of sadness and longing.

“Songs About Rain” is a prime example of Gary Allan’s ability to bring raw emotion to his music and connect with his listeners on a deeply personal level.

It’s no wonder why this song has become a fan favorite and a staple in Allan’s repertoire.

14. “It Would Be You”

With its upbeat tempo and catchy chorus, “It Would Be You” showcases Gary Allan’s versatility as a country artist.

Released in 1998 as the second single from his album It Would Be You, the song tells the story of a man who has been searching for someone special and finally finds her in the most unexpected place.

The instrumentation, with its driving drum beat and twangy guitar riffs, perfectly complements the song’s upbeat tone.

Overall, “It Would Be You” is a standout track in Gary Allan’s discography, and a testament to his skill as a songwriter and performer.

Best Gary Allan Songs of All Time – Final Thoughts

You’ve just explored the 14 best Gary Allan songs of all time.

Gary Allan has proven himself to be a versatile and talented artist, from heart-wrenching ballads to upbeat anthems.

His ability to connect with his audience through his music is evident in every song he’s produced.

Some of the standout tracks include “Get Off On The Pain”, “Every Storm Runs Out Of Rain”, “Her Man”, and “Life Ain’t Always Beautiful”.

Each of these songs showcases Gary Allan’s unique style and ability to evoke emotion in his listeners.

Whether you’re a die-hard fan or a casual listener, there’s no denying that Gary Allan has made a significant impact on the country music scene.

You may also like: Best Country Songs of All Time

Will Fenton

Will, the founder of MIDDER, is a multifaceted individual with a deep passion for music and personal finance. As a self-proclaimed music and personal finance geek, he has a keen eye for futuristic technologies, especially those that empower creators and the public.

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