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.
Ever had an aunt who will not stop asking about your dating life? That is the exact setup for Bad Bunny's mega-hit "Tití Me Preguntó". In Puerto Rico and across the Spanish-speaking world, "tití" is an affectionate word for aunt. The song starts like a family gathering where an aunt asks how many girlfriends he has. Instead of giving a sensible answer, Benito turns it into a wild brag list. He flexes about having a different girl every day ("Hoy tengo una, mañana otra, pero no hay boda" [Today I have one, tomorrow another, but there's no wedding]) and rattles off names from kindergarten crushes to dates across Colombia, Mexico, and Spain.
Then the track flips the script. An older family member scolds him to settle down, and suddenly the party rhythm turns into an honest, downbeat confession. He admits he cannot fall in love ("Yo quisiera enamorarme / Pero no puedo" [I would like to fall in love / But I can't]) because he has serious trust issues—even with himself ("ni en mí mismo confío" [I don't even trust myself]). He bluntly warns anyone getting close that he is going to break their heart. It is funny, chaotic, and surprisingly self-aware all at once.