A person in society that has a better
grasp of the world, is a little
brighter than the next person and has a
pocket full of cash. Women typically love these kinds of men.
It may also be used as a verb as a term for agression.
Look at him
pulling up in his
BMW, he must be a highroller. I'm gonna give him
some head(see head in dictionary).
I'm about to highroll that nigga.