I’m > 25, but I didn’t use those OS. I started with Windows XP, then did a bit of playing around with Gnome 2 on Linux Mint. You wouldn’t call them pretty, But you never had to guess about an icon or if an interaction was possible. It was pure get things done (barring crashes and slow hdds).

Today’s OS are aesthetically pleasing, especially with the right combination of windows, but using them is a frustrating experience.