Pololeando is a Chilean slang term that means "dating" or "being in a relationship." It's a charming and informal word that you won't hear in every Spanish-speaking country, making it unique to this song's context.
In the lyrics, Kidd Voodoo sings, "Tú sabes que no estoy pololeando, pero nos vemos de ve' en cuando" (You know I'm not dating, but we see each other from time to time). This line highlights a casual, on-again, off-again dynamic, and the use of pololeando perfectly captures the specific cultural nuance of a casual romantic involvement in Chile.
Kidd Voodoo and Saiko's "EL + TRISTE" is a super honest look at a complicated, on-again, off-again relationship. The song kicks off with Kidd Voodoo admitting that when his love interest left, he was "el más triste" [the saddest]. He even says he didn't replace her, just in case she came back to him! It's clear they have a really intense connection, with lines like "Tú y yo nos matamos, ya nos conocemos" [You and I kill each other, we already know each other].
Even though he claims he's not the romantic type and they're "rompecorazone'" [heartbreakers], he still wants to be wherever she is, even if she has a "gato" [boyfriend]! He's still thinking about her, wondering if she's still there, and he feels her presence before he sleeps. It's a fun, flirty, and a little bit desperate song about not being able to let go of someone, no matter how many times you try.