Cadillacing is just when someone drinks any kind of booze and at the same time or right after smokes some weed. It's getting high and drunk at the same time - CADILLACING
I had a shitty day but i didnt care cuz i knew that later that night i would be cadillacing with my jim beam and chronic.
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.