First computer in my family's home was a shitty Macintosh Performa, pretty sure it was running 7.x. Probably the biggest impact that had was growing up a Marathon child, rather than a Doom one. Hexen on the N64, but otherwise didn't play Doom til later teen years.
But I also had extensive time on grand parent's Windows 98 machine. Monkey Island series, The Sims, Final Fantasy VII, bunch of other games.
I've had elementary and middle school classes on both Macs and Windows machines, but didn't gain any real typing skills until I used a Web TV device to access my first MSN chatrooms. Gained more typing speed in one day in chat than an entire quarter of typing classes.
First distro was Ubuntu 10.04. Had an interest in web design at the time, and had spent most of the years prior on a Windows XP desktop, then a Windows 7 one. Was more of an Unreal Tournament kid, again didn't try Quake 3 Arena until my twenties but I do prefer the latter now.
Every version of Windows after 7 feels weird and unfamiliar to me. I feel like I have to shower on the rare occasions when I do use a W10 telemetry machine. Have never had enough time to become familiar with any version of OS X, and iOS is so unfamiliar to me that I end up ragequitting those devices within minutes of trying to use them.
