39 Songs About What could have been (Pop, Rap & More)

Foundations of Music

39 Songs About What could have been (Pop, Rap & More)

I. Latest Songs About What could have been

1. Never Should’ve Let You Go by Joshua Bassett, Walt Disney

Artist: Joshua Bassett, Walt Disney
Album: High School Musical: The Musical: The Series (Original Soundtrack/Season 2)
Year: 2021

The song is about a relationship that ended and the regrets that come with it. The singer reflects on all the good times they had together and how he never should have let her go. He now realizes that he was too afraid of commitment and let his fear get in the way of what could have been a great relationship.

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2. Could’ve Been Me by Halsey

Artist: Halsey
Album:
Year: 2021

The song is about a relationship that ended before it had a chance to start. The singer is looking back and wondering what could have been if things had been different.

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II. R&B Songs About What could have been

1. If I Ain’t Got You by Alicia Keys

Artist: Alicia Keys
Album: The Diary of Alicia Keys
Year: 2003

If I Ain’t Got You is a song written and performed by Alicia Keys. It was released in February 2004 as the second single from her second studio album, The Diary of Alicia Keys. The song peaked at number four on the US Billboard Hot 100 chart and became Keys’ second consecutive single to top the Hot R&B/Hip-Hop Songs chart. It also peaked at number one in Australia, New Zealand, and the United Kingdom.

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2. I Wish by Stevie Wonder

Artist: Stevie Wonder
Album: Music of My Mind
Year: 1972

The song is about a young boy who wishes he could have all the things that he sees other kids with. He wishes he could have a bike, a new pair of shoes, and a toy truck. He also wishes he could go to the circus and see the animals.

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3. End of the Road by Boyz II Men

Artist: Boyz II Men
Album: Cooleyhighharmony
Year: 1991

The song is about a relationship that has ended and the singer is trying to move on. He talks about how he is never going to forget her and how he loved her.

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4. Regrets by Jay-Z

Artist: Jay-Z
Album: Reasonable Doubt
Year: 1996

The song is about Jay-Z’s regrets in life and how he wishes he could go back and change things. He talks about his regrets with his family, friends, and career.

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III. Rap Songs About What could have been

1. Could’ve Been Somebody by J. Cole

Artist: J. Cole
Album: False Prophets
Year: 2016

The song is about a man reflecting on a woman he used to know. He remembers all the good times they had together and how things could have been different if they had stayed together. He wonders what she is doing now and if she ever thinks about him.

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2. Things Could’ve Been Different by Big Sean

Artist: Big Sean
Album: Dark Sky Paradise
Year: 2015

The song is about a relationship that ended badly and the regrets that come with it. Big Sean reflects on what could have been if things had gone differently. He wonders what would have happened if he had been more understanding and less selfish.

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3. What Could Have Been by Lil Wayne

Artist: Lil Wayne
Album: Tha Carter III
Year: 2008

In the song, Lil Wayne reflects on what could have been had he made different choices in his life. He reflects on the choices he has made that have led to him being in the place he is today.

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IV. Pop Songs About What could have been

1. If I Could Turn Back Time by Cher

Artist: Cher
Album: Heart of Stone
Year: 1989

The song is about a person who regrets something they did in the past and wishes they could turn back time to fix it.

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2. I Will Remember You by Sarah McLachlan

Artist: Sarah McLachlan
Album: Fumbling Towards Ecstasy
Year: 1993

The song is about a couple who is breaking up and the woman is asking the man to remember her.

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3. I Could Fall in Love by Selena

Artist: Selena
Album: Dreaming of You
Year:

“I Could Fall in Love” is a song by Selena. It was released as a single in September 1996 and peaked at number forty-one on the Billboard Hot 100. The song was written by Selena and produced by Selena’s brother, A.B. Quintanilla.

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4. We Belong Together by Mariah Carey

Artist: Mariah Carey
Album: The Emancipation of Mimi
Year: 2005

The song is about a couple who have been through a lot together and have finally found their way back to each other. They belong together and will never be apart again.

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5. Iris by Goo Goo Dolls

Artist: Goo Goo Dolls
Album: City of Angels: Music from the Motion Picture
Year: 1998

The song is about a person who is in love with someone who is unattainable. The person is willing to do anything for the person they love, even if it means sacrificing their own happiness.

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6. Never Should’ve Let You Go by Joshua Bassett, Walt Disney

Artist: Joshua Bassett, Walt Disney
Album: High School Musical: The Musical: The Series (Original Soundtrack/Season 2)
Year: 2021

The song is about a relationship that ended and the regrets that come with it. The singer reflects on all the good times they had together and how he never should have let her go. He now realizes that he was too afraid of commitment and let his fear get in the way of what could have been a great relationship.

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7. I Will Always Be there for You by Mariah Carey

Artist: Mariah Carey
Album:
Year:

The song is about a woman’s dedication to her lover. She promises to always be there for him, no matter what happens.

8. Should’ve Been Us by Tori Kelly

Artist: Tori Kelly
Album: Pop Party 15
Year:

The song is about a relationship that ended before it had a chance to really begin. The singer regrets not being able to make things work out with her former partner.

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9. I Will Be by Avril Lavigne

Artist: Avril Lavigne
Album: The Best Damn Thing
Year: 2007

The song is about a person who is going through a tough time and is struggling to keep going. They feel like they can’t do it on their own and need someone to help them. The song is about being strong and not giving up.

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10. Could’ve Been by TLC

Artist: TLC
Album: FanMail
Year: 1999

The song is about a relationship that didn’t work out and how the person regrets it.

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11. I’ll Be by Edwin McCain

Artist: Edwin McCain
Album: Misguided Roses
Year: 1997

The song is about a man who is telling his love that he will always be there for her. He says that he will always be there for her when she needs him and that he will never leave her.

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12. What If by Jason Derulo

Artist: Jason Derulo
Album: Jason Derulo
Year: 2010

The song is about a relationship that ended suddenly and the speaker is wondering what could have been if things had gone differently. He reflects on all the happy moments they shared together and how he misses her now that she’s gone.

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V. Christian Songs About What could have been

1. I Wish by MercyMe

Artist: MercyMe
Album: All That Is Within Me
Year: 2007

The song is about a person who wishes they had never been born. They reflect on all of the pain and suffering they have endured in their life and how it has led them to this point. They wish they could go back and change everything, but they know it is too late.

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2. I Can Only Imagine by MercyMe

Artist: MercyMe
Album: The Worship Project
Year: 1999

The song is about a person imagining what it will be like to be in heaven. The person imagines being in a beautiful place with no more pain or suffering. They imagine being reunited with loved ones who have died and being able to worship God freely. The song is a reminder that even though we don’t know what heaven will be like, we can trust that it will be better than anything we can imagine.

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3. The Motions by Matthew West

Artist: Matthew West
Album: Something to Say
Year: 2008

The song is about continuing to do the things we know we need to do, even when we don’t feel like it. It’s about putting our faith into action, even when we don’t feel like it. It’s about doing the right thing, even when it’s hard.

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4. If We’re Honest by Francesca Battistelli

Artist: Francesca Battistelli
Album:
Year:

If We’re Honest is a song by Francesca Battistelli about being honest with ourselves and with others. The song talks about how we often hide our true selves behind a mask of lies and how we need to be honest in order to be truly happy.

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5. Regret by Tenth Avenue North

Artist: Tenth Avenue North
Album: No Shame
Year: 2019

The song is about regretting something that you’ve done in the past.

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6. Should’ve Been Me by Citizen Way

Artist: Citizen Way
Album: Love Is the Evidence
Year: 2013

The song is about a relationship that ended and the person regrets not being the one that ended it. They think about all the things they could have done differently and how they would be better off if they had ended the relationship.

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7. Remind Me Who I Am by Jason Gray

Artist: Jason Gray
Album: A Way to See in the Dark
Year: 2011

The song is about a person who is struggling to remember who they are and what their purpose is in life. They are reminded by a friend that they are not alone and that they are loved.

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8. What Could Have Been by Big Daddy Weave

Artist: Big Daddy Weave
Album:
Year:

The song is about looking back on a relationship that didn’t work out and wondering what could have been. The singer reflects on all the good times they had together and how things could have been different if they had just tried a little harder. In the end, he concludes that it’s better to move on and be happy with what he has now.

VI. Rock Songs About What could have been

1. I Will Follow You Into the Dark by Death Cab for Cutie

Artist: Death Cab for Cutie
Album: Plans
Year:

The song is about a person’s dedication to their loved one, and how they would follow them into the dark if necessary. The lyrics are somber and reflect on the idea of death, but also contain a message of hope and love.

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2. Could’ve Been Me by Halsey

Artist: Halsey
Album:
Year: 2021

The song is about a relationship that ended before it had a chance to start. The singer is looking back and wondering what could have been if things had been different.

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3. Could’ve Been a Lady by April Wine

Artist: April Wine
Album: On Record
Year: 1972

The song is about a woman who regrets not being a better partner to the man she loves. She reflects on all the things she could have done differently, and how their relationship could have been different if she had just been a better lady.

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4. Could’ve Been by Tove Lo

Artist: Tove Lo
Album: Queen of the Clouds
Year: 2014

The song is about a failed relationship and how things could have been different.

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5. Don’t Wanna Miss a Thing by Aerosmith

Artist: Aerosmith
Album: I Don’t Want to Miss a Thing
Year: 1998

The song is about a man who is in love with a woman and doesn’t want to miss a thing about her. He is willing to do anything for her and is always thinking about her.

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6. Could’ve Been Somebody by H.E.R.

Artist: H.E.R.
Album: I Used to Know Her
Year:

The song is about a relationship that ended before it had a chance to begin. The singer reflects on what could have been and how things might have been different if they had just been given a chance.

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VII. Country Songs About What could have been

1. I’m Yours by Jason Mraz

Artist: Jason Mraz
Album: We Sing. We Dance. We Steal Things.
Year: 2008

The song is about a guy who is telling a girl that he is hers and she can have him anytime she wants. He is saying that he is not perfect, but he is perfect for her. He is also saying that he will never leave her and that he will always be there for her.

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2. I Will Stand by You by Carrie Underwood

Artist: Carrie Underwood
Album: I’ll Stand by You
Year: 2007

The song is about a woman’s promise to stand by her lover through thick and thin. No matter what happens in life, she will always be there for him.

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3. I Should Have Cheated by Keyshia Cole

Artist: Keyshia Cole
Album: The Way It Is
Year: 2005

The song is about a woman who is regretting cheating on her partner. She reflects on all of the things she should have done differently in the relationship, and how she regrets her decision to cheat.

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4. Could’ve Been You by Skylar Grey

Artist: Skylar Grey
Album: Fifty Shades of Grey (Original Motion Picture Soundtrack)
Year: 2015

The song is about a relationship that ended before it had a chance to begin. The singer regrets not taking the opportunity when she had the chance.

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5. What Might Have Been by Little Texas

Artist: Little Texas
Album: Big Time
Year: 1993

The song reflects on a relationship that ended and what could have been if things had gone differently.

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6. I Will Never Let You Go by Celine Dion

Artist: Celine Dion
Album: The Colour of My Love
Year: 1993

The song is about a woman’s love for her partner. She sings that she will never let him go, no matter what happens. She promises to always be there for him, and she will never give up on him.

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