This term refers to a gratuitous back-handed pop in the testicles, as delivered by Ashley Schaeffer to Kenny Powers in the HBO series Eastbound and Down.
It is ordinarily considered bad form to give an ashley schaeffer under most circumstances, however, this rule tends to loosen when excessive amounts of alcohol are added to the equation. It is often hypothesized that male drinking buddies who regularly execute the ashley schaeffer may suffer from unrequited homosexual desires. Either that, or they just have a really sadistic sense of humor. Either way, the ashley schaeffer is rarely funny to the recipient.
The church pastor failed to see the humor in my quick and ruthless delivery of an ashley schaeffer to his holy ballsack. Maybe I should have waited until the sermon was over.
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.