The Cave of Morpheus

In this game, a female college friend gives you (a male) a disk of Advent 550 to help you over the blues.

You end up playing the game, and falling asleep with your friend on the couch. You have a trippy dream involving will crowther.

The Adrift parser isn't that great (I used 3.90), but the game pulled some clever tricks for the game-within-a-game. I actually enjoyed this, but I had to put it in the Adrift Generator to find all the necessary tasks.