doing well, flush, usually with cash money, possibly with other resources.

e.g. When it comes to oil, Saudi Arabia is rollin' in it. When it comes to good headies, Humboldt County is rollin' in it.

The etymology predates the now common ecstasy usage/reference, wherein X'ing or being high on ecstasy is referred to as rolling. (rollin')

A catch all word to describe anything that is basic, uncool or untrendy. According to The New York Times, "cheugy (pronounced chew-gee) can be used, broadly, to describe someone who is out of date or trying too hard."

Things that are cheugy:

The New York Times
PT Cruisers
Goldendoodles

Australians

Addison Rae
White people
Billionaires

The person writing this definition