Retro Tech
Stocking a Windows 98 PC the Way It Looked in 1999

Part 13 of the thread The retro workbench
- The point is the whole desk, not one game: Winamp, ICQ, Netscape, Office 97 and a screensaver running when you walk away.
- Ten games cover the era's big hitters, from Half-Life to Red Alert 2, and the strategy shelf runs deep.
- The sounds do most of the nostalgia work: the Windows 98 startup chime, ICQ's uh oh, AIM's door.
- Keep a floppy-and-CD diagnostic kit next to it, because old hardware fails in old ways.
A Windows 98 machine with nothing on it is just a slow computer. What makes it feel like 1999 is everything that used to be on it: the media player with the skin, the chat client beeping in the tray, Office in its gray-and-blue prime, and a screensaver that kicks in the second you stop touching the mouse.
This is the list I keep for stocking one. It covers roughly 1998 to 2001, the stretch between DOS and Windows XP when PC gaming was having a very good few years.
The software that made it feel like 1999
| Job | What to install | Why it's on the list |
|---|---|---|
| Music | Winamp 2.x | The skins, the visualizer and the llama. |
| Media | RealPlayer, Windows Media Player 6.4, QuickTime 4 | Every site used a different one, so you had all three. |
| Web | Netscape Navigator 4.x and Internet Explorer 5 / 5.5 | Both, for the browser wars. Even offline, they look right. |
| Chat | ICQ, AOL Instant Messenger, mIRC | Mostly for the sounds and the away messages. |
| Office | Microsoft Office 97 or 2000 | Word and Excel the way they looked for years. |
| Images | Paint Shop Pro 7 | Before Photoshop was on every machine. |
| Archives | WinZip, WinRAR | WinRAR's trial never quite ending is part of the experience. |
| Safety | Norton AntiVirus | The yellow and black. |
| PDFs | Acrobat Reader 4.0 | Early PDFs looked like this. |
| Games plumbing | DirectX 7 or 8 | Most of the games below need one of them. |
| Extras | Plus! 98 | Desktop themes and screensavers. |
Flash Player belongs on the list too, for the animations that were half the web back then. Add Norton Utilities and RegClean if you want the full ritual of defragmenting and "cleaning the registry" every Sunday.
Heads up
Don't put a 1999 browser on the modern internet and expect it to work. Almost nothing loads over today's HTTPS, and old browsers have holes nobody's patching. They're here for the look. Keep the machine off the network, or on a network where it can't reach much.
The games shelf
The ten that come first:
| Game | Year | What it is |
|---|---|---|
| Half-Life | 1998 | The shooter that told its story without cutscenes |
| StarCraft | 1998 | Real-time strategy that's still played seriously |
| Age of Empires II | 1999 | The other RTS everyone had |
| RollerCoaster Tycoon | 1999 | Theme park management |
| Quake III Arena | 1999 | Pure multiplayer shooting |
| Unreal Tournament | 1999 | The other arena shooter, the one with the bots |
| The Sims | 2000 | Life simulation |
| Diablo II | 2000 | One more run, forever |
| Deus Ex | 2000 | Cyberpunk RPG, still a benchmark for choices that matter |
| Command & Conquer: Red Alert 2 | 2000 | Allies versus Soviets, with the cutscenes |
Then the rest of the shelf, by mood:
- Strategy and city builders: Civilization II, SimCity 3000, Caesar III, Pharaoh, Alpha Centauri.
- Adventure and RPG: Baldur's Gate I and II, Planescape: Torment, Myst and Riven, the Gabriel Knight series, The Curse of Monkey Island.
- Racing and sports: Need for Speed: Hot Pursuit, NASCAR Racing 4, FIFA 99 through 2001, Tony Hawk's Pro Skater 1 and 2.
The strategy list is the deep end. You could fill the whole hard drive with city builders from this era and never run out.
The screensavers and the sounds
This is the part people forget, and it's most of the feeling.
On screen:
- The 3D Pipes screensaver
- Flying Toasters from After Dark
- A Matrix code screensaver, because 1999
- Starfield, simple and hypnotic
- An 800x600 wallpaper of space or a mountain lake
Through the speakers:
- The Windows 98 startup sound
- ICQ's "uh oh"
- AOL's "You've got mail"
- MIDI files playing from some game's intro
- An audio CD spinning in the drive while you work
And keep the Windows Classic look: gray buttons, blue title bars, a Programs folder in the Start menu that's three levels deep, a system tray with a volume icon, a clock and an antivirus shield, and a desktop covered in shortcuts. That's accurate. Nobody had a clean desktop in 1999.
Try this
Set the screensaver delay to a minute or two. Walking back into a room full of flying toasters is the whole point.
The diagnostic kit to keep beside it
Old machines fail in old ways, so I keep a kit of period tools on floppies and a CD:
| Tool | What it checks |
|---|---|
| MemTest86 | RAM, from its own boot disk |
| ScanDisk | The hard drive's file system and surface |
| Norton Disk Doctor | The drive, more thoroughly |
| CheckIt | A general system diagnostic |
| PC-Check | Hardware tests |
For newer help on old hardware, the FreeDOS project and JEMM, a modern replacement for EMM386, are both worth having. They're maintained, which almost nothing else in this post is.
The same kit works on the machine a generation back. I used a lot of the same thinking getting Windows 3.1 onto a Gateway 486, and the one after this era is an Optiplex GX280 turned into an XP gaming box. If you're collecting installers and disc images to feed a machine like this, the naming rules in how I file a classic Mac archive work just as well for Windows software.