Somebody, typically male, who makes more
money than they should and is a douchebag to others who make less than him.
The word comes from the fact that cupcummers would make a lot of easy
money from sperm banks by cumming in cups. A cupcummer is then someone who, undeservedly, makes a lot of
money just doing simple things (i.
e. cumming in a cup). Cupcummers are often, but not always, materialistic assholes who show off their expensive things (that they didn't earn) to make others feel bad.