Final Fantasy VIII
While people might suggest Final Fantasy VII is the saddest entry, due to Aerith’s death, I’d suggest Final Fantasy VIII is better at making you feel things. We have a young man raised as a child soldier, who is awkward and detached from everything, as he suddenly meets someone who helps him open up. We watch him gain friends. A person who was alone suddenly gets to a point where he’d even make a solemn promise to be with someone no matter what. It’s powerful.