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Ah the trip down memory lane. I've used every version of windows(inc nt) since 3.0, dos 5.0 - 6.22. I also have recently (sept) using linux as well but I would still consider myself a newbie in that arena.

I'd say that in linux is at the same stage as win 3.1/dos was in terms of being "user friendly". It will definately be interesting to see how this changes shapes up in later distros.

Anyways as for windows currently it would probably be 2K. 2K was the first version of windows that I was very impressed with.
 
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