An adjective meaning cool, freaky, groovy, amazing, or all of the above, depending on the context in which it's used. Although "trippy" is a fairly new word, the root word, "trip," refers to soft psychedelic trips and has been in use since the 60's.
Person 1: "Whoa, dude. Those yellow fractals in the air are pretty trippy..."
Person 2: "Um, I think you've seriously gotta cut the acid. That's the McDonald's sign."
Charles Trippy is a popular Youtuber on the internet. He films skits for his Charles Trippy channel, but also does daily vlogs for the CTFxC channel. He films in Florida with his fiancee Alli and his two dogs, Zoey and Marley.
Person 1: Did you watch today's CTFxC Vlog?
Person 2: Yeah! CharlesTrippy is hot!
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.