(Strophe)
Broke down at some dusty pump on old Route 66.
Heat waves hittin' harder than a drunk with a fix.
Hours pass, I'm thumbin' rides but no one slows down.
Just me, my broken engine, and this ghost-town frown.

Then she rolls up—red Cadillac, chrome like sin.
Smiles like trouble wrapped in velvet skin.
Says, "Hop in, stranger," and hell, I don’t think twice.
Didn't know that luck can come with a hidden price.


(Refrain)
Oh, I should've known better, but damn, she had that smile.
The kind that makes a fool go blind for a while.
Thought I hit the jackpot, guess I missed the sign.
'Cause luck on the highway cuts deep like a rusted knife.
Yeah, I should've known better - Should've known better this time.


(Strophe)
There's a thump in the trunk, but she waves it away.
Says, "Nah, that’s just the Caddy - she rattles that way".
I'm too busy starin', thinkin' fate's on my side,
Cruisin' past small towns on a sun-bleached ride.

Then she turns off the road where the dust runs Deep.
Desert wide open like a secret to keep.
Says, "Grab a blanket from the trunk, would ya, hun"?
And I swear I thought the fun was just about to start up, son.


(Refrain)
Oh, I should've known better, but damn, she had that smile.
The kind that makes a fool go blind for a while.
Thought I hit the jackpot, guess I missed the sign.
'Cause luck on the highway cuts deep like a rusted knife.
Yeah, I should've known better - Should've known better this time.


(Strophe)
Found a guy in the trunk, tied up just like me.
Turned around too slow to dodge my destiny.
Lights went out fast with a crack and a thud.
Woke up cuffed beside him thinkin’, "Man, I’m such a dud".


(Refrain)
Oh, I should've known better, but damn, she had that smile.
The kind that makes a fool go blind for a while.
Thought I hit the jackpot, guess I missed the sign.
'Cause luck on the highway cuts deep like a rusted knife.
Yeah, I should've known better - Should've known better this time.