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Pirates. The lack of actual smashing + terrible acting made it abysmal and thus sad I rented the blu ray at Megaplexxx.
and this if it didn't make me so depressingly numb. Either I'm too young or too dense to understand the desire for a good cry film.
Recently... I don't know know about all out crying but Toy Story 3's ending had me misting up. 127 Hours when he's finally free did the same thing.
The only two movies I've ever found myself actually crying in (instead of tearing up) were Marley & Me and The Passion of the Christ.
Bawl? White Squal (TV) South Park - espisode where Stan coaches the peewee hockey team; no hope, no hope...