First OS used Windows 95
Then Windows 98
Then Windows 2000
Then Windows XP
Then Mac OSX(Not sure what version.)
Still waiting on Windows 7 to be bought for the family computer.
(Not sure if this counts but Windows 8 Dev preview 32 BIT.)
Apple II back in elementary school. We only played some typing game in space with gigantic pixels or something. It was ages ago. The teachers had to keep going around and resetting the computers because they would keep freezing/crashing (which is understandable since when I was in first grade using them, they were already antiquated). To reset them they put in one of the big floppys (that were actually floppy) and just restarted them.
Then moved on to Windows 2.0 or 3.0 at my brother's dad's house. Mostly played in paint since there was no internet. He had a PS1 with Duke 3D and Crash Bandicoot which I opted for more than the computer.
Then onto Windows 95 at my grandparent's, mostly played games like Lego Loco, Hotwheels Stunt Track driver, Lego Island, Hotwheels Crash, Worms 2, Lego Creator and Frogger.
Then onto windows 98 SE at my grandparent's (upgraded because 95 was terrible and froze/crashed) and in addition to the above played some crappy flash games on the internet (which we now had) on hotwheels.com. It hadn't occurred to me until I was ~12 or so that there are a ton of websites on the internet. Also minesweeper.
Then onto Windows 95 in middle school for learning word/excel/powerpoint (the PCs crashed all the time, again, understandable since they were already antiquated).
Then somewhere around here we got our first PC running XP home, which was alright. Lots of flash games, lots of CD ROMs to play games off of (only a 40GB HDD). Had Norton and the computer was slow as hell. Pentium 4 at 2.0, 128MB DDR RAM, no Ethernet port on the motherboard, we connected to our cable modem through a phone jack. Yeah, wrap your head around that one. Norton, obviously, did jack **** so the computer was formatted numerous times.
Then onto XP again for my first PC. I didn't have internet until a bit later. Mostly the same games as above. Add in Hot Pursuit III, Sim City 4, Driver, Moon Tycoon, Underground 2, WoW, etc.. Was mostly virus free save for one time, even then I was pretty good about keeping it as clean as I could. Again, Norton was awful. P4 @2.6, 256MB RAM (later upgraded to 640MB), 40GB HDD. Intel GPU.
Then onto Windows 2000 and Windows NT in middle school a year later for some technology class. Dunno, we played with some (at the time, the school was brand new) expensive robot kits, we had a small wind tunnel for aerodynamics, it was fun. Tons of flash games on addictinggames and newgrounds (This was before internet filters existed) once in a while a kid was caught with porn. Oh also the teacher installed Need for Speed Hot Pursuit 2 on one computer with a steering wheel/pedals and everything. Was fun, usually reserved for whoever did well or when there was spare time.
Then I got my first laptop. XP again, was an Athlon 64 at 3.0, 1GB DDR2 RAM, 100GB HDD and an ATix600 mobile (or something like that). Wasn't bad but it was a tad slow. I used the hell out of that thing. Then the screen broke and keyboard broke so I took the screen off my mom's old laptop and the keyboard off it as well and put it in. This was an awesome learning experience. First off, taking laptops apart is not for the weak of heart. Second, laptop screens and keyboards are universal as long as they are the same size (just a small ribbon cable). Third, putting them back together was a pain in the ass. Decided to give it to a friend since her laptop was going on 10 years old (Actually I think she still has/uses the one I gave her).
Then onto......... Windows 2000 in high school for................... The same things I did on Windows 95 in middle school. :| If you can imagine, I pretty much slept through the whole class. These things were also filled with a ridiculous amount of viruses and were not updated.
Then later on we used some new expensive fancy iMacs for graphic design (pretty much the powerpoint thing again, only using Photoshop for images)............. Which froze CONSTANTLY (spinny beach ball of death) to the point where they just gave us the class credits and turned it into a study because we couldn't do any work.
Then I got a new desktop that I am still partially using in my Frankenstein build today, it had vista which I obviously upgraded (stole a serial key from best buy for 7 Ultimate x64). Upgraded from 2GB of RAM to 4GB, upgraded the 7600GT to a 9800GT.
And now I'm looking at a new build once I can gather the funds. (Sadly with these things, the longer you wait the more it costs you). So far I'm about $600 there, $700 more to go. Going to build myself something snazzy and then one for the girlfriend so we can actually play games together (the old laptop I gave her is awful, didn't know she was into PC gaming at the time). Probably going to go for a standard i5 setup with some carry overs from my current PC on my end, then a slightly lower PIIx4 or i5 setup with some more carry overs from this thing and her laptop's almost new (had to replace it) hard drive on her end.
The Meaning of Life, the Universe, and Everything.
Windows 98 (Cousin's Desktop, I was only on it for about two minutes because I think I was 3.)
Windows XP Home Premium (I think it was our home desktop. We had AOL. God, was it slow...)
Windows Vista Home Premium (We had upgraded from the XP because my sister refuses to listen to my mother and kept installing virus-ridden things. The local "professional" computer repair store couldn't fix it. Later I managed to fix it by restoring it to factory settings... :dry.gif: I'm currently on the Vista)
Windows 7 Home Premium (I got a laptop in 2009 because my sister kept complaining that I was on the computer all the time despite us taking 2 hour turns. She then proceeded to get on the computer less than she did before. $298 down the toilet... I wish I had known more about computers. Would have gotten a desktop)
Ubuntu Linux (Forgot the exact version) (I wanted to try it out, so I dual booted it with my Windows 7 Laptop)
Kubuntu Linux (Forgot the exact version, again) (I wanted to try it out as well. Thanks, Wubi.)
I think I also tried other versions of Linux out. Can't remember.
I started with... Windows 2000? Can't quite remember, I was 5 or so. The basement, where my computer was, flooded, so then I got a Windows XP computer. That was flooded too, so I got a Vista computer, which is what my sister now uses. I got a Windows 7 computer Christmas 2010.
I've also used my mom's Macbook and MacbookPro and my dad's iMac, all with various OSX versions.