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These 2 scenes from season 3 episode 13 are simply amazing and heartbreaking too. He starts sobbing 17:53 when talking with his mum about his brother's death and she takes him in her arms to console him, his voice is craking. At 25:00 it's the memorial service he is sobbing again. This scene is quite long too.
https://2kmovie.cc/watch-tv/watch-the-ranch-free-38588.5015572
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His scene in 4x14 (thanks for the heads-up!) is quite good as well. https://2kmovie.cc/watch-tv/watch-the-ranch-free-38588.5424925
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Wow i never knew ashton was a Cryer like that. That was intense