Windows 95 and Macintosh LC, elementary school computer lab stuff. My grandpa had a Windows 3.1 IBM PS/2. Those were all pretty old and practically obsolete computers when I used those, 98SE was out and ME was right around the corner.
My very first Linux distribution experience was Mandrake Linux I believe version 9 or something like that. Didn't last that long though, I revisited Linux later with Ubuntu 7.04 which is when I actually switched to Linux full time.
ArchLinux since 2011. Still running that install to this day!
I'm probably on the younger side of Lemmy, my first OS was Windows 98, but the first one I truly remember using is XP.
When I really started getting into computers, our family PC was running Vista, and the first nerdy thing I remember doing was trying to "downgrade" that computer to XP. My parents were none too pleased when they saw that the PC wouldn't boot, thinking I had bricked it. It took me about a week to getting XP running properly, and that feeling of satisfaction is what started my love for tinkering with computers (I'm definitely a noob compared to the average Lemmy user, though).
Afterwards, I fell into the Apple fanboy pipeline and begged my parents for a MacBook. I was a huge Mac nerd, even saving up money as a teen for an iMac, until I started wanting to game more on PC, especially with friends on Steam. I then started dual-booting, initially XP but then Windows 7, and eventually I realized I was never booting into my Mac partition. I played around very occasionally with dual-booting Linux as well, Ubuntu and then Linux Mint, but this was more for computer nerd clout than a genuine need or interest for libre software, also the command line scared me and I still played too many games to main a Linux distro.
I then built a PC for gaming, and ran Windows 7 on it until around 2 years ago when I got really into FOSS and switched to EndeavourOS which is what I've been happily using ever since. I've always enjoyed tinkering on computers, but with EndeavourOS I feel like I'm less battling with my OS and more with my lack of skill/knowledge, which is much more rewarding to surmount, and makes me feel like my system is truly mine.
VIC=20, Commodore 64, Vendex HeadStart, Zenith (forget the model), Tandy TL/2, then I had a 386SX/20 built, then I started building my own starting with a 486-DX4/100.
First dabbled with Linux when I bought a CD from Staples with "Linux95" on it. It was just Slackware. Then Red Hat 4.0 and Corel Linux.
Commodore basic on the PET computer, back around 1981-1983. My grade school had three of them in the library, and since my mom was a teacher, she would sign one out for summer break and bring it home if any were available.
First OS was Windows XP and first Linux distro was Raspbian (now Raspberry Pi OS), but on my main computer the first distro I used regularly was Ubuntu
DOS/Win3.1 I was pretty young. It was far back enough that it was still common to find Apple II's in my grade-school classrooms off to the side for when we had downtime. I regret that I was just a little too young to experience the Commodore 64 craze.
My first OS was Apple OS and what the NCR's ran in 1978. My favorite game was snipes on Netware in 1986? My first OS distribution via retail box was windows 1.0. My first Linux distribution was FreeBSD 2.0 er wait.... My first Linux distribution was Debian 1.1 buzz on 3/5" floppies.
First operating system I ever used was probably Windows XP, first Linux distro was probably either Ubuntu or Puppy Linux on an old laptop (I remember trying out the Ubuntu web demo back in like 2014.)
First OS: I think it was Windows 98. I have then gone through XP, Vista, 7 and staying at 10 for as long as i can.
First Linux distro: Ubuntu 10.04 or 10.10 don't remember clearly but it certainly was before GNOME 3 and in a VM. From then i have also run Fedora, Debian and most recently Linux Mint and Pop! OS in VMs as well. Maybe one day i finally set up a dual boot...
The first OS I recall using is Windows 7 (yes I’m young), and for Linux, I switched from Windows 11 to Linux Mint, which is what I use in the present day.
First linux distro was Ubuntu but I used it in VM but the actual daily driver was Archlinux. I think Windows XP was the first OS which i used on computer(In home sure but in school maybe it was Windows 97?)
Personal computer? Windows 3, I believe, but worked on computer earlier than that by a couple of years - I'm not sure what OS, it was maintained by this old guy named, no kidding, Mr. Fox. Had a rudimentary spreadsheet program.
Technically (but only very technically as we basically never used them and they were obsolete at the time already) it would have been a version of Acorn MOS but realistically it was Windows 3.1.
First OS was DOS (I think) on an Apple IIE at school. I think there were a few Commodore 64’s there as well. A couple years later we got our first home computer running Windows 95. Good times playing Doom, Jane’s Apache, an MS Flight Simulator.
My first personal computer was running Windows XP and I switched to Ubuntu sometime in 2004. Ran Ubuntu for the most part till a few months ago when I switched my desktop and laptop to NixOS.
Started self hosting services in 2012 and started with Ubuntu as base OS. Now though most of my servers are Proxmox with the VMs usually running Ubuntu LTS, though NixOS is starting to creep in there as well.
School: if it wasn’t a Macintosh Plus it was something like it. We were given very little time with it and had to go to a special computer room to use them so I don’t remember a lot of specifics about it, beyond the school tech guy having to painstakingly load each program we wanted to use manually from a floppy
Home: Windows 3.1. I don’t think we got the internet until Windows 95, though
For my daily driver desktop PCs that was followed by
MS-DOS 5.0
Windows 3.11
Windows 98 SE
Windows XP
Windows 7
Windows 10
On the linux side, I got started with Gentoo, experimented with several lightweight distributions for an old laptop and had a Mint VM for a few years. These days I run Ubuntu on a couple of servers and in WSL. Never got around to using it as my main desktop OS.
For university I had (in order) an iBook G3, a MacBook and a MacBook Pro, so you can add most of macOS 10.x to that list.
Commodore64 for first OS, taught myself to type and then taught myself BASIC on that beast.
I honestly do not know what my first Linus distro was, whatever was on the machines in the CS half of the computer lab in college. First one I installed myself was Ubuntu, but I abandoned it almost immediately in favor of another distro that I also don't remember.
Well, this sets a new level of recent here judging by the comments.
Desktop OS: Linux Mint 20 MATE. Yep, that's right. I only got my first proper computer in 2020.
Thankfully, I had to install the OS myself, which was of course preceded by choosing an OS.
I had Windows 10 on that laptop for 2 days which served me to compare different OSs and burn the install DVD. I had no flash drives, and just dug out one old DVD-RW. OK, I'll be honest, hearing about Linux first I was searching for "just Linux", pure Linux, not derivatives. Oh well, GNU+Linux copypasta actually being helpful.
Alright, but why did I "have" to install an OS if I got it with Windows? It was used. I did reset it, but even though it was my first proper PC, I had no lack of paranoia. I thought that someone before me could have put spyware on that.
And I was right. Not the way I thought, but I was. That someone was Microsoft.
I had a Debian PC for a while, it was more of a project. IT work still revolved around Windows back then. Later I discovered Puppy Linux and ran that on a live USB. I encrypted the hard drive in my work laptop and never had to worry about anything making from the USB to my work data. Not a bad way to live, only had to carry around one laptop when I traveled for work.
Windows '95. My mom didn't know the concept of backwards incompatibility and got it second hand in 2001. It was hard to find something that would run on it beyond Doom.
First time --> Basic (???)(Amstrad CPC464) --> MS DOS
Windows --> 3.11 (yes, 3.11)-> W95 -> W98 -> Win Me -> Win XP -> Win 7 -> Win 10 (only for some games)
GNU/Linux --> (2013) Mint -> Debian ->Manjaro (2-3 days) -> POPos (2-3 days) -> Mint -> Nobara --> Fedora (last Year)
I did once use Ubuntu for a few weeks but this was after someone at school goaded me into acquiring a copy of Norton PartitionMagic to try and merge two awkwardly partitioned drives on my computer, which then nuked my C:\ partition. I didn't have a backup copy of Windows XP to reinstall from so I had to go open source.
Needless to say, we didn't remain friends after that.
Windows XP on a laptop.
Then Windows 7 on a new laptop.
After that, Windows 10 and Windows 11 on desktop and another new laptop.
Tried Debian on my laptop.
Later, switched completely to Linux Mint on desktop.
Distro-hopped to Kubuntu (KDE Plasma).
Wanted to get Plasma 6 immediately after release, so I installed EndeavourOS on my desktop and laptop.
Now switched to pure Arch Linux on my desktop PC, didn't boot Windows on any of my private PCs for months (no dual boot, only GPU passthrough VM).
My first OS was whatever ran on a Commodore 64. I guess the Commodore kernel and Basic?
My first distro was whatever version of Fedora was current in the fall of 2008. I'd gone to university that year and my laptop crapped out. Couldn't afford a legit Windows license at the time to replace it, and I'm pretty sure I just remembered that Red Hat was a thing and found Fedora that way. One thumb drive and 16 years later, still using linux, so I guess that was about the only good thing to come from my abortive first attempt at higher education.
First OS on a computer I personally owned? Windows 98. First Linux distro was Source Mage.
If not counting ownership, then Apple IIs at school and then slightly later my family got an Amstrad that was primarily a DOS machine, but could also boot (by switching floppies several times) to some sort of GUI.