I should have
No debí haberte hecho ese sándwich.
I shouldn't have made you that sandwich.
I should have listened to you.
No debí haberte contado nunca sobre él.
I never should have told you about him.
Lo siento, camarada, debí haberte escuchado.
I'm sorry, comrade, I should have listened to you.
— Asesinos (2015)
Debí haberte disparado la primera vez que te vi.
I should have shot you the first time I saw you.