Knowing you could be amazing at something after a specific amount of time, choosing not to start, and later regretting not choosing do it.
George: I could have been good at speaking German in a year, but now a year has gone by and I regretnever starting a year ago.
Tyler: That's called The Lament Effect.
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.