I started using Linux with Ubuntu 6.06 and at the time I was really into the game Jedi Academy. It used OpenGL and thus ran fairly well on Wine. I upgraded from an NVIDIA GeForce 4 MX420 to an ATI Radeon X1600Pro and the ATI drivers were absolute garbage so I kinda gave up on Linux gaming for a while. I was set on going NVIDIA on my next PC but around that time AMD bought ATI and opened up their documentation, leading to rapid improvements in the open source AMD drivers. Went with a Radeon HD 5870 and not long after I built that PC I was gaming in Wine again, though poorly on non OpenGL games still. Then Steam for Linux officially released and a lot of native games became available but I was still running Windows Steam in Wine as native Steam didn't play Windows games. Then the Gallium Nine project offered a way to play DX9 games with significantly improved performance and I played a lot of Skyrim on Linux as well as a lot of other DX9 games. Then Vulkan happened and soon DXVK and Proton and the modern Linux gaming landscape evolved quite rapidly until we got to where we are today.