He has a short breakdown in Compulsion upon realizing he shouldn't attempt molesting that woman. His tears start to spring immediately.
https://www.youtube.com/watch?v=F4bf_D0CQms ( the scene is at 44:26 )
He's also shown in a close up with tears running down in Long Day's Journey Into Night ( at 1:09:00 and at 2:38:00 when he wipes them)
https://2kmovie.cc/watch-movie/watch-long-days-journey-into-night-free-63200.5470282
''I like crying. And now I not only wanna cry and show my crying to other people, I wanna just split myself down the middle and open my guts and just throw everything out!''
Woody Harrelson
