My Dog Skip is a delightful movie that so totally sucker punches you with sentimentality, it ain't even funny. My entire family cried their eyes out.
I have seen Rudy dozens of times and I have cried every single time, EVERY SINGLE TIME, I watch it. I don't just get teary, I ugly-face cry. That movie moves me so strongly.
Other movies make me cry because they are sad, these two are sentimental Marley and Me fits this category, too.