had to, were supposed to
Dicono che i suoi peccati non dovevano lasciarlo vivere in pace.
They say his sins should not let him live in peace.
— Pentimento (1987)
Dovevano cambiare il loro piano.
They had to change their plan.
Dovevano parlare con qualcuno che aveva parlato con Ayrton Senna.
They had to talk to someone who had talked to Ayrton Senna.
— Senna (2010)
I tuoi non dovevano metterti al mondo.
Your parents should never have brought you into this world.
— Central do Brasil (1998)
I libri di suo padre dovevano valere cinque volte tanto.
His father’s books must have been worth five times as much.
Ho comprato dieci matite, metà delle quali dovevano essere date a mio fratello.
I bought ten pencils, half of which were to be given to my brother.
Dovevano chiedere a te di fare il rinfresco.
They should have asked you to do the refreshments.
— Love Actually - L'amore davvero (2003)