Honestly, pretty easy. Take hachiko, a movie so full of hollywood bullshit but I still sobbed in the end, even though I realized how dumb the sad music and whatever was.
There's some though, that reduse me to long fits of sobbing and those are pretty rare. One is the novel (or manga) "Our Happy Hours" and the other is the first time I played ICO. Pretty sure I sobbed fairly badly in the end of the first season of Telltale's walking dead too.
I randomly screamed during the end of final fantasy X though when yuna falls flat on her face on the airship lol. Scared my dad half to death. (I was like 13).
Sometimes I cry when I'm playing the sims if something super sweet happens.
I also cried for like an half an hour after every dragon age game (even the second one fuck you haters what me and fenris had was for real bruh)
so yeah, not that hard to make me cry.