Just noticed this topic, six pages in...
Our uncle had always had a computer, and he showed us all DOOM back in 1994 - wouldn't let us play it mind, being the nippers that we were. By 1997 a PC turned up in our own living room, which was a massive surprise. The only specs I can remember are that it had a 3.5gb hard drive, which was ENORMOUS back then. Initially we played around with Microsoft Golf '97 ("It's in the rough!"), Magic School Bus, Fury3 (amazing sequel to Terminal Velocity, more of an Egyptian theme going) and SkiFree (still amongst the best sports games ever made).
About a month later, the computer uncle came around to have a look at it, and installed DOOM, Duke Nukem 3D, Indycar Racing and NASCAR on the desktop. Fun times there! Swearing and violence and endless car crashes driving the wrong way around the tracks. More games would follow...
-Ironblood, a giant mecha 2D platformer thing which took forever to install and turned out to be one of the most difficult games ever.
-Pyst, a parody of Myst starring John Goodman.
-Little Big Adventure 2: Twinsen's Odyssey, which is still amongst my Top Three Most Favourite Best Games Ever Of All Time In The World.
-Krush Kill N Destroy Extreme, a superior Command & Conquer clone.
-The Secret of Monkey Island/Monkey Island 2: LeChuck's Revenge double pack.
-Day of the Tentacle/Sam & Max Hit the Road double pack.
-Theme Park and Theme Hospital.
-Hell: A Cyberpunk Thriller, starring Dennis Hopper.
-Wacky Wheels, the Mario Kart clone that lets you play as a shark.
-Blood, Quake, Quake II, Exhumed... so many FPS games!
A couple of years later, on the same computer, we got a dial-up modem thing. Watching music videos was more rewarding when it took all afternoon to download it, and then we used Napster for the first time - took about a week to download one Fun Lovin' Criminals song!
More games still, with Half-Life, Grim Fandango, Total Annihilation, Unreal Tournament, Serious Sam, Soldier of Fortune, The Settlers III, RollerCoaster Tycoon... And then we "discovered" emulators!
These days my mum's obsessed with those God-sim games - Zeus: Master of Olympus, Pharoah, Ca$ino, Tropico. My brother's getting tons of adventure games from GoG, and I'm on that Steam thing playing Portal and AudioSurf, not to mention the tons and tons of free indie games available - Cave Story, DeathWorm, DigBaku, Noitu Love, Perfect Cherry Blossom, Liero, From Primordial Egg, Eggman Hates Furries...
Slowly getting into Dosbox now, going to see if I can get Ironblood running again
Sorry for the long post there, it's such a massively amazing machine, there's a lot to say!