A cuban steamroller is when a person does a roly poly and shits as he rolls.
Wow, did you see that guy do a cuban steamroller last night?

Hell yeah, what a weirdo.
by DoleDUck February 20, 2014
The act of obtaining a steamroller and using it to flatten your partner's dick, then filling it with marijuana or tobacco and rolling it into a Cuban cigar, then shoving it up your partner's ass once lighting it.
I gave Ronald a Cuban Steamroller last night, shit was wild
by monkeycum478 November 24, 2022