Being a kid with no money I was constantly pirating Windows versions for gaming and for keeping my computer hermit life going. At 15 I found this thing "SuSe Linux 6.0" in a bookstore that came with a huge manual and on several CDs. I paid a bunch of my pocket money for it, took it home and gave up immediately because whatever it was wouldn't recognize my sound card. I didn't have internet access back then, especially not on that machine with this "Linux" thing on it. Nobody I talked to knew what Linux was and I ran out of ideas on where to find help. That I wouldn't be able to use my computer the way I expected anyway wasn't clear to me until years later. I went back to my pirated Windows 98 or whatever it was and dove back into gaming/warez.
Several years later, 2006 to be exact. I again found myself struggling with some Windows XP activation issues, poor performance and a near constant effort of maintenance to keep the POS (last word is not "Sale") running. My gaming days where over, I'd gotten into more outdoorsy, drug-typie, other sex-experiences and decided that I'd give it another shot. So I got another hard drive (this time eager to at least keep a working OS around while I tinkered). I Installed Ubuntu 6.06 and dove into the rabbit hole. I had no clue at first and it took about two years until I somewhat knew what to do and how to fix stuff but boy was it worth it.
Now, almost ten years later my main machine still runs Ubuntu, I use Fedora and various other varieties at work. I Work for a company that develops Linux centric software. It's been a fun ride, I've been provided a Mac by my employer and run Win10 in a VM for various things but nothing compares to what Linux has given me - freedom. Nothing beats that feeling the first time I realized that it had been four years since I had switched to Linux at home and missed nothing.