i genuinely dont remember a time in my life when i didn't use a computer. my dad claims that i would sit on his lap when i was a couple months old and mash on the keyboard while he was trying to get work done
my first computer that I actually used was my dad's iMac g5. I remember playing a racing game called "Cro-mag rally" and finding out that i could edit the speed of racers by messing with the settings, which was really neat 
there was some other really cool games like ottomatic, enigmo, and nanosaur 2 which was my favorite
first ever laptop was a Compaq Armada E500, sporting an Intel Pentium 3 running windows XP
(yes this is the real laptop, i found it the other day and it spurred this post)
i actually didnt game on this laptop too much. it was too slow to run anything good, so i passed the time watching youtube and """coding""" on scratch (i also used to watch streams on x-fire 
)
i also remember using desktop destroying a lot. i dont think theres any modern program that will have this much sovl
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The earliest games I remember playing are Age of Empires and Delta Force. I don't recall if we had a desktop PC at home at that point, but my father had a Toshiba laptop (with pointer nub!) from work that I definitely used. As I got older I played a lot of Command & Conquer and a foid friend pirated all the expansion packs of The Sims for me. My first console was the PlayStation, I think when it was about 6 years after release and more reasonably priced.
You were only allowed to use the Internet for 15 minutes at a time, or else it got too expensive.
But it was worth it for going to GameFAQs and printing out the useful sections of a guide you needed.
I used Windows 95 through 7. The first Linux I used was Puppy Linux to put on a flash drive and mess with school computers.
The more I wanted out of Windows the more it fought back, and it was never very user-friendly with installing software I needed. Installing Windows 7 on a machine that came with 8 was such a hassle I abjured Windows forever. 
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i remember picking up an age of empires CD from the good will for $1 and playing it a ton. i think its still a really fun game
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