Made popular in the 70's and 80's, "cheekage leakage" refers to female ass cheeks protuding from the bottom of small, tight shorts. Originally this was purposeful (as was long feathered hair, camel toes, and braless terry cloth tube tops). Sometimes abbreviated to the more British "cheekage".
Cindy didn't even notice the throng of prepubescent boys skating avidly behind her at the roller rink.
"Dude," Chad gasped, "if those cut-offs creep up any further her cheekage is going to make me shoot!"
Paul was hypnotized by the cheekage leakage Mrs. Tyler had on display across the street. Bending over to prune her roses, her tan lines would appear and disappear provocatively.
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.
You didn't get any napkins with your takeout pork fried rice? Womp womp.