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.
1)the hottest girls you will ever meet. they will play you and you know it, but you're still drawn to them. they're independent, but know when to sweet talk you to get what they want
2)hot, classy girls, who get any guy they wish, and manipulate their minds to do whatever the girls want. they will use you for your $$$, and use a lingo towards gambling.they have the meanest pokerface, and always have the upperhand. if you think your house is full, you're wrong, 'cause theirs is fuller.