The first one ever, huh? Wow...
Hmm... this probably goes back to one of my first times ever using a computer at all, which was very early 90s. I believe it was the PC port of the NES Teenage Mutant Turtles game.
I sucked so hard at it, despite playing it constantly.
After that, I soon discovered all the 'free' 8-bit games included with Windows 95-98 that I played all the time, along with lots of DOS games that I played both at home and even at school, which I was always a fan of.
My first real gaming experience though was when I got another PC port of Rayman 1 when I was above 10ish, and that was my first real gaming experience where I played it all the time and was obsessed. I even did grinding in it, which is something I still very much do.
I could never beat it back then.
Walkthroughs. What are those?