As a kid, I attached it to some shareware game and sent it to a friend, letting it lurk. I called him up a few days later. And then once we started playing the game, I waited for a suspenseful moment to suddenly play back a loud scream .WAV that I uploaded previously. My friend jumped out of his chair and screamed himself and ran out of the room.
He eventually came back, hyperventilating, and sat down to try to tell me what happened, only for his CD tray to start opening and closing at random. He ran away again, swearing about his haunted PC...
Eventually he told the school principal, who sat us down and made us explain what modems and trojans and ports were. Then he asked us if we knew what an orifice was, and how that was connected to ports... sigh, the kind of discussion you never wanted to have with a grown-up.
We were young. The internet was young. Things were wild and free and not so hypercommercialized and buttoned down yet. Google wasn't around and Apple was for homework and Hypercard. Microsoft still had flight simulators in Excel. Good times...