I havent ever actually cried, with tears and shit, not saying I never would, but so far a movie hasnt done it. BUT I will say that movie 'Click' is probably the closest Ive came, had a lump in my throat, mighta had to excuse myself from the room, i dont remember, lol. That part with Sandlers dad is sad as hell, if your a male that had any type of relationship with your father, be it good/bad, constant/non-existent, that shit had to get you at least a little.
Also, La Vita Bella (Life is Beautiful) with Roberto Benini (sp?). When he is hiding the Nazi concentration camp from his son and ends up getting shot near the end, thats hella sad too.