Period during the 1980s in which Ronald Reagan started the War on Drugs which ultimately made obtaining drugs as easy as obtaining groceries. This led to thousands of Americans becoming addicted to crack cocaine, resulting in women giving birth to crack babies. The real victims of this era were the babies who were born addicted to crack.
James: That would be tough to grow up in the Ronald Reagan Era, especially if your parent was an addict.
John: Yeah, Kendrick Lamar was born into it. Shit's tough, man.
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.