My first major introduction to proper racing video games was NASCAR Thunder 2003 for the PC back when I was a lil' tyke with my father helping me control the wheel and pedals.
But the oldest title I remember was NASCAR 08 by EA Sports in 2007 for the Xbox 360. In hindsight it waas a terrible game with a bi-polar handling model, flipping in nonsensical ways, immense lag during replays, glitches abound, wonky AI, and the only good things about it were the graphics. But I still play it from time to time for nostalgia reasons.
My first "proper sim" was NASCAR Racing 2003 in 2015, and yes, I did buy a physical disc copy (since has been long gone
) After that I later got GTR2, GTL, RF1 and 2, AC, AMS1 and now AMS 2 as well.
But despite this, I rarely actually race, because I am utter crap at anything but hot lapping, and even then I struggle on anything more complex than an oval. I spend most of my time either finding content that I want to run, designing skins, or adjusting AI to suit my preferences, and running an offline championship.