When a man and a woman and another man all have sex at the same time. Woman on bottom, then man 1 penetrates her, then man 2 penetrates him. Think of it as an open faced man-sandwich.
"Daryl and his girlfriend, and their bi-curious man friendCurtis, were switch hitting last night."
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.