Should’ve Known Better Lyrics – Lily Meola

Lily Meola poured everything into Should’ve Known Better, and it shows. With Lily Meola, Steve Solomon, Melissa Fuller on songwriting and Steve Solomon crafting the beat, the Should’ve Known Better lyrics land with a precision that feels effortless. Featured on Lucky to Be, this 7/7/2026 release quickly became a standout moment in Lily Meola’ discography. Fans breaking down Should’ve Known Better Lily Meola lyrics are struck by how much depth hides in its simplicity. The Should’ve Known Better lyrics Lucky to Be don’t just fill silence — they fill space in your chest.

Should’ve Known Better Song Details

Song Title Should’ve Known Better
Singer/Artist Lily Meola
Writers Lily Meola, Steve Solomon, Melissa Fuller
Producers Steve Solomon
Album Lucky to Be
Release Date 7/7/2026

Should’ve Known Better Lyrics

[Verse 1]
There’s a man on a horse with a longbow and arrow
He’s aiming it straight at my heart
Cupid sure looks a bit different
Than I thought he would out under the stars
And he’s closing the gap, I can smell worn-out leather
Should’ve left before the sun came up

[Refrain]
But his bed was warm and it’s cold in the desert
I should’ve known better than falling in love

[Chorus]
And it’s all fun and games
‘Til it’s real and it ain’t
But I’m blushing and gushing, head over Luccheses
I thought I’d escaped, but his arrow, it grazed me

[Post-Chorus]
There’s a hole in my favorite dress, blood dripping down my chest
Making a trail in the dust

[Refrain]
They say that it’s pain and it’s pleasure together
I should’ve known better than falling in love

[Verse 2]
Now I’m swimming around in a pool of his blue eyes
While he’s stitching my bleeding heart
And he promises that he’s the best in the West with his hands
And he won’t leave a scar
He pours me a whiskey, leans in to kiss me
And damn if I can’t get enough

[Refrain]
They say that it’s pain and it’s pleasure together
I should’ve known better than falling in love

[Chorus]
And it’s all fun and games
‘Til it’s real and it ain’t
But I’m blushing and gushing, head over Luccheses
I thought I’d escaped, but his arrow, it grazed me

[Instrumental Break]

[Post-Chorus]
He’s rough ’round the edges, he swears and he’s reckless
And damn if I can’t get enough

[Outro]
They say that it’s pain and it’s pleasure together
Now he’s got me saying I want this forever
I should’ve known better than falling in love

Should’ve Known Better Song Meaning & Background

Should’ve Known Better reflects Lily Meola’ exploration of identity and belonging. Penned by Lily Meola, Steve Solomon, Melissa Fuller and produced by Steve Solomon, the song featured on Lucky to Be navigates the emotional landscape of finding one’s place in a changing world. The “Should’ve Known Better Lily Meola lyrics” express both vulnerability and hope, resonating with listeners on their own paths of discovery. With rich metaphors and subtle emotion, Lily Meola creates a piece that feels timeless and human.

About Lily Meola

Blending emotion and rhythm seamlessly, Lily Meola’ Should’ve Known Better from Lucky to Be showcases a rare musical maturity. The song’s heartfelt message, evident in Should’ve Known Better Lily Meola lyrics, resonates across genres. Known for crafting soundtracks to real emotions, Lily Meola again connects with U.S. listeners through authenticity and passion.

Listen & Watch

You can stream Should’ve Known Better on major platforms as soon as it drops — Spotify, Apple Music, Amazon Music and YouTube.

Frequently Asked Questions

Q. When is “Should’ve Known Better” releasing?
A. 7/7/2026

Q. Who wrote “Should’ve Known Better”?
A. Lily Meola, Steve Solomon, Melissa Fuller

Q. Who produced “Should’ve Known Better”?
A. Steve Solomon

Q. Which album features “Should’ve Known Better”?
A. Lucky to Be

Join the Hype

What do you think about Should’ve Known Better? Which lyric line hits you the hardest? Share your thoughts in the comments and join the conversation with fans worldwide!