I went from Win95, Win98, Win98 SE (my first pc, Compaq Presario 7470), WinXP Home, WinXP Pro SP1-3, WinXP Pro 64-bit SP2, Win Vista Ultimate 64-bit SP2, Win 7 Pro 64-bit RTM-SP1.
Never got into DOS so much and I had friends with Win 3.11 but the first computers I played around with had the...