I just thought of a few older ones. The first is Parasite Eve... Not so much the game in general but the Chrysler building was seventy something floors of hell. The other is Top Gun on the NES, as a child I could never land on the damn aircraft carrier. I did rectify that a few months ago when a buddy bought it for his NES. I don't know if I ever felt that much of a sense of accomplishment in my life.