1
I'm Doing My Best
Explicit
Songs
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2
You're Gonna Carry That Weight.
Explicit
3
Imagination
Explicit
4
Lost
Explicit
5
In a World of My Own...
Explicit
Albums
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No Matter What
2025
Surf Season
2025
Cloud 9
2025
Popular Loner
2025
Tears on Repeat
2024
Wild Card
2024
Another Memory 4
2024
BURNOUT
2024
Car Vids
2024
Trails
2024
Singles & EPs
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before 5.
EP • 2026
Golden Hour
Single • 2025
Sad September
Single • 2025
Lowlife
Single • 2025
Cutscenes
EP • 2025
Trailblazing
Single • 2025
A Thousand X
Single • 2025
Trauma Bond
Single • 2025
Hollow
Single • 2025
Nightshift
Single • 2025
Videos
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DempseyRollBoy - turning... (Official Audio)
DempseyRollBoy - nostalgia (Official Audio)
DempseyRollBoy - holding on (Official Audio)
DempseyRollBoy - outsider (Official Audio)
DempseyRollBoy - out of touch (Official Audio)
I'm Doing My Best
DempseyRollBoy - imagination (Official Audio)
In a World of My Own...
DempseyRollBoy - it is what it is (Official Audio)
Love Yourself
Playlists by DempseyRollBoy
Start Over 💔💭
Another Memory
rap vids 🖤💭
From Beyond the Grave
Overthinking 💭
Wrong Way Home
Day by Day
Music Videos
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