I cried quite a few times the first time I watched the Sailor Moon R movie, but it was my first experience watching an anime in Japanese, and my first time watching that particular movie.
I cried in CardCaptor Sakura when her father was so nice to her after she'd ruined all of his hard work, but it could have been the late hour.
YYH Spoilers wrote:I cried a few times in this anime - when it looked like Kuwabara had died and Yusuke was crying, when Yusuke dies for the second time and Kuwabara tells him to stop faking (that really tore me up - his smile) and Kurama and Hiei are just standing there watching, when Yusuke comes back on his own and Kurama and Hiei start laughing - those were happy tears, when Hiei tries to kill himself and Mukuro reads from him that he has nothing to live for, when Itsuki hugs Sensui after he dies and says he'll stay right there with him - meaning he'll die as well, and when Keiko is yelling for Yusuke to come back and everyone is looking at the ground feeling sorry for her and then she sees him - that entire reunion scene was just a wonderful way to end the series.