Matt the Czar
Chieftain
Windows 95 Office Edition. Windows still came with a free Encyclopedia Brittanica back then. 

Pentium 286? Can't really remember it. It did have Civ though!
Even ancient technology makes me depressed.This is the second machine I ever used, a C-93B Avionics Diagnostic Computer, circa 1978. I was an Avionics technician in the Marine Corps and have no pictures of the original C-93, which was the size of a small car.
You plugged-in black boxes from the aircraft - Phantoms, Intruders or Skyhawks in those days - and the reel-to-reel metalic punchtape simulated signals and voltages to test and troubleshoot the avionics equipment.
Then we would have to tear the box appart and melt and solder transisters, diodes, resistors etc, and rebuild and repair it and send it back out to the flightline.
My last 3 computers, I have bought recently me cost about $4,000. However, each one lasts me about 6 years +Well, prices sure have gone down...
the glorious Commodore VIC-20
The VIC-20 was the first computer of any description to sell one million units