https://old.reddit.com/r/Steam/comments/1i5brpb/whats_the_oldest_last_played_game_you_have_on/
Like it's this option.
mine was Just Cause 2. I recall being absolutely pissed that I need to fricking install some shit called Steam with my limited INTERNET DATA cap in addition to the files on my CD. 
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Planescape Torment. But I didn't actually play it. I got as far as the title screen and thought eh not today and then did something else. One of those old supposedly amazing games which I suspect is one of those nostalgia games that in reality is just okay.
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