[Verse 1]
Sometimes I catch myself living like I'll never die
I'll be down here forever, that I'll get another try
So I say "I'll start tomorrow, I'll ask her out next week"
And I'll go out another night when I'm caught up on sleep
But lately I've been thinking
The biggest risk that I take is playing it safe so
[Chorus]
I wanna give my heart away like it ain't gonna break
Let someone in even if it ends
Rather end up pennyless, chasing my bucket list
'Cause all the times, never time well spent
I'll take the pain and headache, hangover
Over missing out on late nights
'Cause the nights I remember, end with a sunrise
Took me wondering what if to know it's true
Rather regret what I did than what I didn't do
[Verse 2]
I spend the extra money, surprise my mom for Mother's Day
'Cause having one less memory ain't a price I wanna pay
Now man up and say the sorrys I've been putting off for years
Tell the people that I love that I love them right on here
We ain't promised tomorrow
So the biggest risk that I take is playing it safe so
[Chorus]
I wanna give my heart away like it ain't gonna break
Let someone in even if it ends
Rather end up pennyless, chasing my bucket list
'Cause all the times, never time well spent
I'll take the pain and headache, hangover
Over missing out on late nights
'Cause the nights I remember, end with a sunrise
Took me wondering what if to know it's true
Rather regret what I did than what I didn't do
[Bridge]
And oh, don't wanna get to the end of the road
Wondering 'bout the places I didn't go
What I didn't say, what I didn't try
That's why
[Chorus]
I wanna give my heart away like it ain't gonna break
Let someone in even if it ends
Rather end up pennyless, chasing my bucket list
'Cause all the times, never time well spent
I'll take the pain and headache, hangover
Over missing out on late nights
'Cause the nights I remember, end with a sunrise
Took me wondering what if to know it's true
Rather regret what I did than what I didn't do
What I didn't do, yeah
Yeah, oh what I didn't do