A few more crazy real-world games:
Retrosheet Boxscore: Philadelphia Athletics 34, Baltimore Canaries 19
Retrosheet Boxscore: Baltimore Canaries 39, Brooklyn Atlantics 19
Retrosheet Boxscore: New York Mutuals 38, Chicago White Stockings 1
Retrosheet Boxscore: Chicago Cubs 26, Philadelphia Phillies 23
Retrosheet Boxscore: Philadelphia Phillies 23, Chicago Cubs 22
In regards to the game in OOTP, it does happen once in awhile where the game glitches and a pitcher gets left in a game well past the point most would considerable reasonable. I know it's come up for discussion a couple of times in past beta testings, but I can't recall what the outcome was.