Heartbreak City (Single)
Heartbreak City is one of DempseyRollBoy’s most emotional early singles, produced by Musicality and mixed by The Insomniac Lab. The song has earned over 500,000 streams and stands out for its raw honesty and late-night introspection.
The track dives deep into loss, regret, and the feeling of falling apart after someone you love walks away. It blends vulnerable storytelling with vivid imagery of driving through empty streets, battling addiction, and trying to make sense of heartbreak that feels impossible to escape.
Heartbreak City captures DempseyRollBoy at a moment when music was his outlet for pain, clarity, and survival. It remains one of his most powerful heartbreak records.
Lyrics
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Fuck, I knew it
I shouldn't have gotten close to you
While I had the chance
I think I should have disposed of you
Meant the most to me
But I didn't mean the most to you
When the world falls apart
What are you supposed to do?
Welcome to my brain
And all my negative thoughts
I kill the cells in my head
When I smoke the medicine’s strong
When I don't have nothing to burn up
I be havin' withdraws
It's DempseyRollBoy
I'm the best at making sensitive songs
Should I give up or should I get up?
I don't know what to do
She told me "find somebody else"
I told her "no one is you"
I hide emotions that I have
Then let em' out in the booth
My blood is cold so when I'm cut
It turns a perfect shade of blue
Yeah
Out and about feeling down with an ounce
No houses by, just me and the street lights
If I wasn't born in this timezone
With this spine bone, what the fuck would I be like?
I'll be rich soon enough, sure enough
I'll shed my tears in a crib, that's seaside
Everybody knows that I fucked things up
With my one true love but I feel like she died
I've been in dead, thank God I'm gone, what is this phenomenon?
When I call, you don't respond, heartbroken, I love you baby
How come you don't wanna talk, up all night I'm falling off
I need sleep but not a lot, I've been such a zombie lately
Riding through the streets
I been riding through the streets
I'm in heartbreak city
So mine shattered into pieces
Why you gotta leave?
Tell me why you gotta leave?
Girl I'm offering my soul
If you want it you can keep it
Something isn't right
Yeah, something isn't right
I need you in my life
Yeah, need you in my life
I'm so lost without you
Why was I too blind to see
That after we were finished
There'd be no where left to be?
DRB
Someone help me please
I'm feeling things I never showed
I need help right now
before I have another episode
Every song I write
is like a letter in an envelope
I see far ahead of y'all
I see life through a telescope
I'm not shallow, understand
I'm deeper than the surface is
Experiencing turbulence
cold blooded like a serpent is
A man of many purposes
and not of pointless purchases
I don't care to fit it in
with clowns that belong in circuses
Confused by the time that I got left
I got so much shit to accomplish
Don't die young, nah, nah, better not bitch
Don't want to but I'm losing consciousness
Sad inside and it's obvious
but I don't know what the problem is
I'm desperate for my next breath
I'm in dire need of oxygen
Look inside yourself
cause all the answers are within you
Just a person I've been searching
for a reason to continue
If I'm gonna stick around
then tell me what can I contribute?
My self-doubt done put me down
and then created many issues
Riding through the streets
I been riding through the streets
I'm in heartbreak city
So mine shattered into pieces
Why you gotta leave?
Tell me why you gotta leave?
Girl I'm offering my soul
If you want it you can keep it
Something isn't right
Yeah, something isn't right
I need you in my life
Yeah, need you in my life
I'm so lost without you
Why was I too blind to see
That after we were finished
There'd be no where left to be?
DRB
Lyrics © DempseyRollBoy. Do not redistribute without permission.