When someone is so good at sex that they seem to control when you cum. Much like being a water, fire, earth, or air bender in Avatar. Can be male or female.
To play so poorly or to lose in such an outrageous fashion that only the Chicago Cubs seem able to do.
Wow, my team just walked six straight batters then threw a wild pitch to blow a three run lead, then gave up a grand slam to lose. That is some real Cubbery!
or
That team's Cubbery caused them to not score even though they had the bases loaded an no outs.
To have chocked, to have had made it close but never having made it all the way, to have continually come up short, to have lost in an often comical way. In reference to the Chicago Cubs of the MLB. Past tense of cub.
"Man the Cubs really cubbed it last year."
"The Cubs have cubbed it for 100 years now."