Prince of Persia: Massive nostalgia for the sound of those first 5-6 notes of the intro music in bold OPL3 MIDI, out of my oversized computer speakers. Inviting my friend over one weekend to play it, only to cheer him on as he beat the entire game. "...maybe you jump through the mirror...?!"
Doom: HS Physics teacher bribe. "In my hands I'm holding a stack of floppy disks with the Alpha version of a game called Doom. If you work hard today..." Worked so hard. Massive jump-scare weekend with friends over.
Wolf3D: "There's a full copy on the drafting class computers, and you don't have to shell out of anything, they boot straight to a DOS prompt!" What??! Incredible. Made every computer class after that year seem so restrictive. You'd walk in expecting to see CAD being done, and instead you'd see Wolf3D, POV-Ray experimentation, computer programming, and "I don't care, as long as you get your work done, hee hee" was the only response from the teacher. Loved that guy.