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Heh. I only started using computers in 1990, in my very early teens, but my first machine was an XT, old even then. I started with DOS 3.3, and skipped the multitasking version 4.0 when I discovered that half of my programs and games didn't work. The illegal 5.0 I got from a friend was incomplete. In 1992, I jumped straight to DOS 6.22 from 3.3, before finally receiving a mid-end 80486 in 1994 for Christmas, running OS/2 3.0 (with Windows 3.1 inside it, called Win-OS/2).
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