In spanish it literally means pork rinds with milk. The disgusting sound to it makes people crinkle their nose. It is used to describe a weird, random, or awkward person or situation like the literal meaning.
Because it sounds so strange, people use it randomly to break the boredom or awkwardness in a conversation. Most of the time it is used when the other user replys just "LOL" because everyone knows that means they are bored of you.
LOL, her hair is like chicharonez con leche!
Guy: I'm making a sandwich.
Girl: lol
Guy: Chicharonez con leche
Girl: LMAO what's that? XD
Literally, coffee with milk. In South America, a mixed race person who is light brown, neither clearly white or black. Spanish translation of Brazilian "café com leite". Not an insult, cafe con leche is considered very attractive.
Halle Berry is cafe con leche,with a white mother and black father.
mulatto mixed race melangian mestee mestizo café com leite
A sexual stunt in which a man prior to ejaculating on his partners face, pulls out a can of pepper spray and shoots her in the eyes. Meanwhile as she writhes in pain, the man continues to ejaculate on her.
Anthony: So I totally tried a Chili con Leche last night...
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.