Similar to the phrase "get yo ass whooped" or other things said to imply a loss in video games, sports, etc., to have your cheeks ran means that you have taken a significant L. Run them/those cheeks simply means to come and receive your loss.
I heard you said you could beat me in 2k? Run them cheeks.
or
Yeah, I played that new DBZ fighting game the day it came out. I got my cheeks ran.
While our lifespan is the number of years we will live, our healthspan is the number of healthy years we will have and our sexspan is is the number of years we will continue to be healthy enough to continue having an active sex life.
A lighthearted reaction upon receiving disappointing news of some sort. Usually something that isn't a particularly a big deal, esp. when it primarily affects someone else - sort of a mild schadenfreude. Sometimes doubled or tripled, and possibly said in a sing-songy voice for added comedic effect to imitate a muted trumpet, which is how the meme originated.