For me, nothing else in Tokusatsu has made me cry more than Kamen Rider W, episode 48.
The "final battle", and Shotaro fulfills Philip's request and rescues Wakana, and the two of them transform into W one last time, knowing full well that it was going to be Philip's last transformation. The part that got me in that episode was when CycloneJokerXtreme's Joker-half placed his hand on the XTreme Memory, they showed Shotaro and Philip, side by side, and Philip was laughing it off while Shotaro tried his best to "pull the plug" and trying not to cry. Then the Cyclone-half placed his hand on the Joker-half, and Shotaro started to break down, and the XTreme Memory "closed" and was pulled off. And after all that, after toughing it out better than Shotaro, Philip began to cry as he began to fade away.
The part of that entire scene that really got me was that the B-side of Cyclone Effect's single, the Cyclone Effect Acoustic Edit, was playing the entire time. There aren't a lot of B-sides used from the singles in the shows except Journey through the Decade's Classic Edit, and that and C.E.Aco. are the most prominent ones.
I liked Renn Kiriyama and Masaki Suda even more as actors because of that scene, where they actually had so much emotion to the point that they were really crying.