Chancletazo is a fun, highly cultural word that literally means a smack or hit with a flip-flop (una chancleta).
In Hispanic culture, the chancleta is playfully known as the ultimate tool for mothers and aunts to discipline misbehaving kids. The aunt in the song humorously warns Bad Bunny to behave by saying, "Mira a ver, que te doy un chancletazo" (Watch out, or I will give you a smack with a flip-flop). Learning this word also teaches you the incredibly useful Spanish suffix "-azo", which is added to nouns to indicate a physical blow or strike.
Get ready for a wild ride with this one! "Tití Me Preguntó" starts with a question from Bad Bunny's auntie (or "Tití"): "¿Tú tienes muchas novias verdad?" [You have a lot of girlfriends, right?]. The rest of the song is his over-the-top answer. He boasts about having a new girl every day, shouting out names like Gabriela and Sofía and listing women from all over the world, from Puerto Rico to Spain. He's a classic player, claiming, "Hoy tengo una, mañana otra, pero no hay boda" [Today I have one, tomorrow another, but there's no wedding]. It's a funny and confident look at a bachelor's life.
But then, the song takes a sharp turn. After all the bragging, Bad Bunny admits he has a problem. He confesses, "Yo quisiera enamorarme / Pero no puedo" [I'd like to fall in love / But I can't]. He warns women away, telling them he'll break their hearts because he can't trust anyone, not even himself. The song ends with him sounding tired of his own behavior: "Ya no quiero ser así" [I don't want to be like this anymore]. It's a surprisingly honest ending to a song that starts as a huge party anthem.